At some point, traveling with your parents stops sounding like something you used to do and starts sounding like something you’re lucky you still can do.
Maybe that realization arrives slowly. Your parents are older than they were the last time you all took a proper trip together. Your children are growing fast, somehow faster every year. The grandparents are still active, still game, still happy to get on a plane for the right reason, but you’re aware, in a way you may not have been ten years ago, that this window’s precious.
That’s part of why multigenerational family vacations are having a moment. According to the 2025 U.S. Family Travel Survey from the Family Travel Association and NYU SPS, 92% of parents say they’re likely or very likely to travel with their children in the next 12 months, and multigenerational trips are now a major part of that picture, with 71% of grandparents having taken one recently and 57% planning one in the future.
Maybe you’re ready to join them. So, let’s talk about how to make it happen.
Why Families Are Making Time for Multigenerational Travel Now
Pictured: Casa Kailua
It makes sense. Families are spread across cities, countries, school calendars, work calendars, and entire lives that don’t overlap as easily as anyone would like. A long weekend isn’t always enough anymore. Dinner during a holiday visit is lovely, but it’s not the same as several days together, with nowhere better to be and no one rushing off to an obligation.
For families with the means to choose well, the question’s become less “Should we take the trip?” and more “Where can we go that’ll actually give everyone what they need?” Because bringing three generations together is a beautiful idea, but making it work well, making it so that grandparents, adult children, and grandchildren all feel comfortable, engaged, rested, and happy to be there, asks for the right setting on several fronts.
That’s where Hacienda Pinilla, and our Costa Rica villas, enter the conversation. Costa Rica gives you the adventure, the wildlife, the ocean, the warmth, and the sense that everyone’s stepped out of ordinary life for a while. Hacienda Pinilla gives that experience privacy, security, space, and range. And the right villa gives your family the architecture for something rarer than a vacation that looks good on paper: a trip that actually works for the people taking it.
The New Luxury Is Time With People You Love, Doing Things You Love
For many families, travel has become much more than a pleasant way to spend a school break. It’s often one of the most meaningful ways to use time, resources, and generosity while everyone’s here to enjoy the gift together.
That’s especially true for grandparents. Many are no longer thinking only about what they’ll leave behind one day. They’re thinking about what they can experience now, with the people they love sitting across the dinner table, walking the beach, learning to surf, watching the youngest grandchildren fall in love with the pool, or seeing their adult children relax in a way that real life rarely allows.
RBC Wealth Management describes multigenerational travel as a way for families to build legacy through shared experience, which feels especially true for grandparents who want to enjoy their generosity while everyone’s still here to experience it together.
A family trip can become a kind of living inheritance, not in the legal sense, but in the human one. It’s wealth translated into time. Into stories. Into the memory of a grandfather watching his granddaughter ride a horse for the first time, of a grandchild building sandcastles with his grandparents, or three generations gathering for dinner after a day split between golf, beach, naps, and something a little more adventurous than anyone expected.
The key, though, is that the trip can’t rely on togetherness alone. Time with people you love is the luxury, yes, but so is doing things you love while you’re together. A grandmother who wants quiet mornings shouldn’t have to spend every day on a high-energy excursion. A teenager shouldn’t be expected to find meaning in long lunches alone. Parents who’ve spent months organizing the trip shouldn’t arrive only to become the default logistics team.
The most successful multigenerational family vacations leave room for all of it: shared adventure, private downtime, family meals, separate mornings, big moments, small rituals, and the lovely relief of watching everyone find their own pace without drifting too far from each other. That’s where Costa Rica, and especially Hacienda Pinilla, becomes such a compelling choice.
Multigenerational Family Vacations Still Need the Right Architecture
Pictured: Casa Suerte
Multigenerational travel is special, but it’s not effortless by default.
Bringing grandparents, parents, adult siblings, cousins, teenagers, and young children into one vacation means bringing several households into the same rhythm, and everyone arrives with their own needs. Some people wake early. Some need quiet. Some want every day to include an activity. Some want the pool to be the activity. Someone may need a ground-floor bedroom. Someone else may be dreaming about one long dinner where nobody checks the time.
A successful multigenerational trip needs the right architecture, both literally and emotionally. Travel researchers and family-travel experts often talk about the balance between “own time” and “family time,” and anyone who’s taken one of these trips understands exactly why. The goal is to create enough shared experience that the trip becomes part of the family story, while still giving each generation enough space to enjoy the vacation in a way that feels natural to them.
That’s where a private luxury villa begins to outperform even the most upscale hotel. A hotel can give everyone rooms, but a villa can give everyone a shared life for the week. The kitchen, the pool, the terrace, the long table, the living room, the morning coffee spot, these are the places where the trip actually happens. They’re also the places where the practical realities of family travel become easier: nap time, snack time, a slow morning, an early bedtime, a private chef dinner, a quiet hour, a last swim before bed.
Why Hacienda Pinilla Works So Well for Multigenerational Family Vacations
Hacienda Pinilla gives your family that larger structure around the villa. Set across 4,500 acres of coastline, tropical dry forest, ranch land, and residential enclaves, it offers the privacy and security of a gated community with the range of a full Costa Rica family adventure close at hand. You’re not choosing between comfort and experience. You’re choosing a place where both can live inside the same trip.
The beauty of Hacienda Pinilla is that the days can be as shared or as separate as the family needs them to be. Everyone can head out together for a sunset catamaran, a zipline tour, sportfishing, snorkeling, or a national park day. Then, on another morning, the trip can split into smaller pieces without becoming complicated. Someone plays golf. Someone goes to the Beach Club. Someone takes the kids to the pool. Someone walks Playa Avellanas. Someone stays at the villa with coffee and a book, which may be the wisest plan of all.
Inside the community, the options already cover a remarkable amount of ground:
Three Beaches, Three Different Speeds
Playa Avellanas brings surf, sand, Beach Club energy, and sunset. Playa Langosta is wilder and more scenic, with tide pools, tree-lined shoreline, and a quieter coastal edge. Playa Mansita offers a calmer pocket near the JW Marriott, especially lovely at low tide. Three generations rarely want the exact same beach day, and here, they don’t have to.
The Beach Club as a Natural Meeting Point
The Hacienda Pinilla Beach Club gives everyone a place to overlap without forcing everyone into the same activity. There’s the oceanfront pool, open-air restaurant, Tiki Bar, spa rooms, and Pacific-facing fitness center. One person can swim. Someone else can order lunch. Someone can book a treatment. Someone can work out with the ocean in view. It’s a beach day with options built in
Golf, Trails, Courts, Horses, and Surf
For active families, Hacienda Pinilla keeps movement close: a championship 18-hole golf course, tennis and pickleball, hiking and biking trails, horseback riding, and surf at Avellanas and Langosta. For families that want bigger outings, your concierge can also help arrange the larger Guanacaste experiences that make Costa Rica so memorable, from catamaran sailing and sportfishing to ziplining, wildlife tours, snorkeling, scuba, and national parks.
That range is why Hacienda Pinilla works so well for multigenerational family vacations: It gives your family a private home base, then surrounds you with enough variety that grandparents, parents, children, and cousins can each find their own version of the trip without losing the pleasure of being together.
The Right Villa Makes the Whole Trip Easier
Of course, even the best destination needs the right home. For multigenerational family vacations in Costa Rica, the villa does a lot of quiet work.
That’s why choosing well is so important. Some families need separate casitas or guest suites. Some need bunk rooms, toys, or a shallow pool area for younger children. Some need a gym, a sauna, a movie room, a chef-ready kitchen, or enough outdoor living space that twenty people can spend an afternoon together without feeling crowded.
The right villa isn’t simply the one with the longest amenity list; it’s the one that really “gets” how your family actually travels. It makes room for shared meals and private mornings, big celebrations and early bedtimes, the child who needs a nap and the grandparent who needs a quiet hour, the cousin who wants to stay in the pool until sunset and the uncle who’s already booked tomorrow’s tee time.
That’s the luxury of a villa inside Hacienda Pinilla. Your family has the privacy of a home, the range of a gated coastal community, and the support of a concierge team that knows how to make the pieces fit together.
Where to Stay
The right home gives a multigenerational trip its shape. It’s where everyone lands after the airport, where the children claim the pool, where grandparents find their morning coffee spot, where long dinners stretch later than planned, and where the family begins to feel, for a few days, like it all lives under one roof again.
The following villas are especially well suited to families who want space, privacy, comfort, and the kind of indoor-outdoor living that makes a Costa Rica family adventure feel both exciting and easy.
Casa Kailua
7 Beds | 5 Baths | 18 Guests
Welcome to Casa Kailua, an exquisite escape in the exclusive Reserva de Golf community of Hacienda Pinilla. This brand-new luxury home invites you to indulge in a seamless blend of modern elegance and five-star hospitality, offering the ultimate setting for an unforgettable getaway.
Designed for expansive indoor-outdoor living, Casa Kailua boasts two spacious levels, a private pool with a sun-drenched lounge area, and an atmosphere of pure tranquility. And because time together shouldn’t be about cleaning and the constant parade of daily food preparations, your stay includes daily housekeeping, a dedicated concierge, and staff-prepared breakfast, snacks, and drinks, ensuring every detail is effortlessly handled.
As a guest, you’ll enjoy exclusive access to Hacienda Pinilla’s world-class Beach Club, as well as tennis courts, an 18-hole golf course, horseback riding, and miles of scenic trails. Whether you’re seeking adventure or relaxation, Casa Kailua delivers the best of Costa Rica’s luxury lifestyle. Your escape awaits!
Casa Suerte
6 Beds | 5 Baths | 10 to 14 Guests
Just minutes from pristine beaches and world-class golf, Casa Suerte is a sophisticated retreat, blending modern comfort with tropical tranquility. Designed for seamless indoor-outdoor living, this stunning villa boasts a private pool, spacious living areas, and a fully equipped gourmet kitchen.
And then, there’s its setting: Located within Hacienda Pinilla, an elite gated community spanning 4,500 acres, your stay includes access to a championship golf course, tennis courts, hiking and biking trails, and the Hacienda Pinilla Beach Club, featuring an oceanfront infinity pool, open-air restaurant, fitness center, and direct access to Playa Avellanas – a haven for sun-seekers and surfers alike.
Of course, you’re here for more than the setting, and in that, Casa Suerte delivers. Savor sun-drenched days on the terrace, cool off in your private pool, and retreat to inviting bedrooms (four with an ensuite bath). Plus, enjoy Elite Service, including daily housekeeping, to elevate your stay. Welcome to the good life!
Ready to Plan a Multigenerational Family Vacation That Actually Works?
When you book with Luxury Villas Hacienda Pinilla, every stay includes complimentary concierge service, and that support begins with a simple idea: we listen first, plan second.
Once you reserve your villa, we’ll get to know your family, who’s coming, how old the children are, what the grandparents need, how much structure you want, and what everyone pictures when they imagine the trip going beautifully. From there, we can help with the details that make multigenerational family vacations feel easier: airport transportation, golf cart rental, groceries, private chef services, tee times, surf lessons, horseback riding, spa appointments, restaurant recommendations, catamaran sailing, sportfishing, ziplining, and a full Costa Rica family adventure if that’s what your family wants.
The goal isn’t to fit three generations into one rigid itinerary. It’s to shape a stay where everyone has room to enjoy the family, the destination, and the time you’ve chosen to spend together.
Get in touch, and let’s start planning.
We’ve all been there, trying to plan a vacation that will make everyone happy. Not just satisfied. Not just “well, good enough will have to be good enough.” We’re talking truly happy with how the vacation turns out, for everyone, from the person who wants every morning planned to the one who came here specifically to have zero plan at all.
But we know that sometimes, that can feel like an impossibility.
Because the reality of life – and of all the relationships with the people we travel with – is that we’re not all the same. Our children, our parents, our friends, our siblings, our favorite couples to travel with… we all live and vacation with different habits, routines, interests, energy levels, sleep schedules, and vacation rhythms.
That’s where Hacienda Pinilla, and our luxury Costa Rica villas, change the whole equation. Instead of building a trip around this versus that, or asking someone (or yourself) to quietly sacrifice the vacation they’re dreaming of, choose a destination where everyone gets more of what they’re here for. There are shared meals, beach days, pool afternoons, and sunset drinks, but there are also those small, necessary slices of downtime you reserve for yourself. There’s room for time together and space for time apart.
Hacienda Pinilla is built unusually well for exactly that. Set across 4,500 acres of former ranch land, Pacific shoreline, tropical dry forest, Guanacaste backroads, and sparkling blue ocean, this private gated community holds three beaches, a Beach Club, a championship golf course, tennis and pickleball courts, horseback stables, hiking and biking trails, restaurants, surf breaks, and residential neighborhoods.
Layer that with our collection of Costa Rica all-inclusive resort villas and vacation rentals, from intimate homes and condos to large private estates with pools, terraces, gyms, guest suites, and staff-supported service, and suddenly your trip starts feeling like a vacation where nobody draws the short straw.
Plan a Trip Where No One Has to Settle
We all know what it’s like to sit around the table and engage in vacation negotiations. Everyone makes a list. Everyone names the things they really want: the beach, the pool, the golf, the spa day, the zipline tour, the sportfishing, the lazy morning, the big dinner… and then the negotiations begin.
Where do our lists overlap? Where do they deviate? It’s a complicated Venn diagram that almost never works for anyone, let alone everyone. And that’s where the compromises begin.
The thing about vacation, though, is that nobody wants to be difficult. We look forward to this time for months. We work hard to take the time off, align school calendars and work schedules, coordinate flights, gather the people we love, and finally get everyone in the same place at the same time. The last thing anyone wants is to spend that time “being difficult.” So, we give in a little. We do more of what other people want, less of what we wanted, and tell ourselves that being together is the important part.
At Luxury Villas Hacienda Pinilla, we challenge you to turn that paradigm on its head. Choose a place where you can do the things you all want to do together, while still giving everyone room to follow the parts of vacation that most call to them. The golfer can golf. The beach walker can head toward Avellanas. The pool person can remain joyfully committed to the pool.
This vacation, choose a destination with enough flexibility that everyone can have their way.
Hacienda Pinilla Is Your Headquarters for All of It
Part of the beauty of staying in Guanacaste is that so many of Costa Rica’s big-ticket experiences are within reach. National parks, volcanic landscapes, waterfall hikes, snorkeling, scuba diving, sportfishing, sunset catamaran sails, zipline courses with Superman cables and Tarzan swings, all the things people picture when they start dreaming about Costa Rica. And when you stay with Luxury Villas Hacienda Pinilla, we can help you get there.
But Hacienda Pinilla is your headquarters for all the rest, and that’s where we really start to flex our adaptability. You can plan the bigger excursions for the days when everyone wants to go all-in together, then let the rest of the trip unfold inside a community that’s tailor-made for varied interests, needs, and activity levels.
Among its onsite amenities, Hacienda Pinilla offers:
- Three Beaches: Playa Avellanas for surf, sand, sunset, and Beach Club days; Playa Langosta for a wilder, more scenic shoreline; and Playa Mansita for a quieter coastal pocket, especially beautiful at low tide.
- Hacienda Pinilla Beach Club: Set on Playa Avellanas, the Hacienda Pinilla Beach Club gives you the oceanfront pool, the open-air restaurant, the Tiki Bar, spa rooms, and the Pacific-facing fitness center, all in one place. It’s beach day without making beach day one single thing.
- Championship Golf: The par-72 course moves through forest, ranch land, and ocean-view fairways, with enough scenery to make even the non-golfers understand the appeal. Someone can get in a round without making the entire day revolve around golf.
- Tennis and Pickleball: Palm-shaded courts, lessons, rentals, and space for a friendly match give the active travelers somewhere to put their energy, preferably before lunch and probably before anyone else has fully decided what the day is going to be.
- Hiking & Biking Trails: Hacienda Pinilla’s 45 kilometers of trails move through forest, coastline, backroads, and traditional cattle ranch, which means a walk or ride can feel like an outing without becoming a full expedition.
- Surfing: Avellanas and Langosta offer some of the region’s most celebrated breaks, with private, semi-private, and group lessons available for travelers who want to try, improve, or finally understand why someone in the family keeps checking the swell report.
This is why Hacienda Pinilla works so well for people who vacation differently. It gives you direct access to the Costa Rica everyone wants to experience, then gives you a private, varied place to return to and do your own thing.
Then Choose the Villa That Fits How You Actually Travel
Once you’ve locked in on Hacienda Pinilla as your larger setting, our Costa Rica villas do the more personal work. This is where you choose the right spot for the actual people in your travel party – not some imaginary version of them who all wake up at the same time, want the same breakfast, love the same activities, and agree on when the day should end.
In other words, you can all be yourselves here.
Maybe you have early risers and night owls. Pool loungers and movie watchers. Little kids who need toys, shallow areas, and space to burn energy. Older kids who want basketball, skateparks, or somewhere to disappear with their cousins. Adults who want a chef-ready kitchen, a quiet bedroom, a massage space, a jacuzzi, a gym, or a terrace where the evening can keep going after everyone else has gone to bed.
That’s the other advantage of our Costa Rica villas at Hacienda Pinilla: you get to choose the home that fits the way your people actually live. Some lean deeply into wellness. Some are made for big, social pool days. Some have ocean-view infinity pools, guest suites, movie rooms, outdoor kitchens, playgrounds, yoga decks, or long dining tables that make dinner feel like the center of the trip. We’re here to give everyone options, outside and inside the villa.
Where to Stay: Casa Palma
6 Beds | 7 Baths | 14 to 18 Guests
Casa Palma is one of those perfect Costa Rica all-inclusive resort villas designed around the understanding that not everyone relaxes the same way. Some people unwind by moving, some by stretching, some by swimming, some by disappearing into a massage room, and some by making a long afternoon out of the outdoor living room, the pool, and the next snack to arrive.
This home brings a private pool, unheated jacuzzi, private gym, yoga deck, outdoor living and dining areas, outdoor kitchen, and private massage studio together in one easy, highly usable setting. It’s ideal if you’re seeking wellness and activity close at hand, without asking the whole group to follow the same schedule.
And with Elite Service, daily housekeeping, concierge support, staff-prepared breakfasts, and snacks are folded into your stay, Casa Palma gives everyone room to follow their own rhythm, then brings the day back together around the pool, the table, and the simple pleasure of not having to leave unless you want to
Where to Stay: Casa Guayacan
4 Beds | 4 Baths | 8 to 13 Guests
Casa Guayacan is polished, private, and just 0.3 miles from the sand. It’s a villa for travelers who want that classic Guanacaste combination of ease and beauty: a private infinity pool, jacuzzi, golf course views, indoor-outdoor living, and suites with balconies that let the outdoors in.
It’s a particularly good fit if you’re traveling with both beach people and homebodies. The beach is close enough that someone can slip out for a walk, a swim, or a surf check without turning it into a full group commitment. Back at the villa, the pool and jacuzzi give everyone else a very good reason to stay exactly where they are.
Casa Guayacan works because it doesn’t force everyone into one thing. It can be quiet and private. It can be social. It can be the place where you all returns after different kinds of days, with the views, sunset light, and space for everyone to feel like the vacation is wholly theirs.
Where to Stay: Casa Descanza
6 Beds | 4 Baths | 12 Guests
Casa Descanza brings a calmer, more spacious rhythm to the Hacienda Pinilla experience. With 5,005 square feet, a private pool, unheated jacuzzi, golf course views, community gym access, and parking for 4 to 6 vehicles, it’s built for travelers who want room, comfort, and the freedom to move through the day without constantly coordinating every detail.
Here, the golfer has the views. The pool person has the water. The fitness person has access to the Los Almendros community gym. The beach person is only a few minutes from the coast. And the person who came here for peace and quiet can settle into the jungle beauty around the home, which may be the whole point of the trip.
Elite Service adds the ease that makes Casa Descanza especially appealing for families, multigenerational travelers, or friends who want a low-friction stay. Daily housekeeping, personalized concierge support, and staff-prepared breakfasts and snacks help keep the day moving without making it feel managed. Everyone can do more of what they came for, which is exactly why Hacienda Pinilla works so well.
Need Help Finding the Right Costa Rica Villas for Your Travel Rhythm?
Did you know that when you book one of our Costa Rica villas with Luxury Villas Hacienda Pinilla, you gain access to our full concierge services?
When you book, we’ll get in touch to help you plan the details of your stay around the people you’re actually traveling with. Our job is to get to know your group, so we can help you shape a trip that works for everyone, from the golfer and the beach walker to the pool person, the adventure seeker, the slow-morning traveler, and the one who would simply like a very good dinner without having to think too hard about it.
Whether you need airport transportation, golf cart rental, private chef services, tee times, surf lessons, horseback riding, restaurant recommendations, or a full itinerary that balances shared experiences with room for everyone’s own version of vacation, we’re happy to help.
Even better, our concierge services are always complimentary. So, why wait? Get in touch and let’s get started!
Hacienda Pinilla has always been a jewel in the crown of Costa Rica gated communities. Set across 4,500 acres of former ranch land, tropical dry forest, scenic oceanfront, and open Guanacaste sky, it offers the rare chance to vacation tucked away while still being very much in the heart of things.
Here, you’re not swapping privacy for access. The Hacienda Pinilla Beach Club sits on Playa Avellanas, with its oceanfront pool, open-air restaurant, spa rooms, Tiki Bar, and Pacific-facing fitness center. The championship golf course moves through forest and ocean-view fairways. The stables, trails, tennis courts, pickleball courts, surf breaks, restaurants, and three beaches create a private coastal world that still feels relaxed, lived-in, and deeply connected to the landscape around it.
These are already very good reasons to choose Hacienda Pinilla for vacation. But in 2026, there may be another even more compelling reason to book now.
What Do We Mean by the Costa Rica Summer Season?
For many of our guests from the United States, Canada, and Europe, summer usually refers to the June-through-August season when school’s out, the days are long, the weather is warm, and you’re enjoying that classic (and hard-earned) family vacation window.
In Costa Rica, though, those months fall within what we call the green season or rainy season. Right now, the weather is transitioning out of dry season – literally, months at a time without so much as a drop of rain – and back into a more nourishing pattern. In May/June at Hacienda Pinilla, rain may still be occasional and inconsistent; later in the season, afternoon or evening showers become more regular.
As a well-read and researched traveler, knowing this, you may have paused at the phrase “rainy season.” Fair enough. It’s one of those things that sounds more definitive than it actually is, especially if the term conjures up images of gray skies, washed-out days, and vacation with a side of sopping wet.
The reality is more nuanced, particularly here on Costa Rica’s Pacific coast, which is typically drier and warmer than the rest of the country. What’s more, in 2026, if current El Niño forecasts hold, it’s likely to be even more pronounced than usual
What Is El Niño, and How Might It Affect Guanacaste Weather in 2026?
El Niño is a naturally occurring climate pattern tied to warmer-than-usual ocean temperatures in the Pacific, and when it develops, it can change weather, rainfall, and temperature patterns, especially in coastal communities like Hacienda Pinilla.
In Costa Rica specifically, an El Niño year usually means a warmer and drier Pacific, though we want to be very clear that tropical weather is unpredictable and your mileage may vary. That said, for 2026, the broader climate outlook is worth watching: the World Meteorological Organization reports a strong likelihood of El Niño developing mid-year into late fall, while Costa Rica’s National Meteorological Institute, as reported by the Tico Times, predicts hotter and drier-than-usual conditions on the Pacific side if the pattern holds.
Again, though, it’s important to manage expectations and be clear that that drier doesn’t mean dry. There’s no guarantee of sunshine, and this is not the dry season’s encore. But statistics, forecasts, and weather patterns are on your side, and this summer is likely to see longer dry stretches, more sunny mornings, more outdoor hours, and a better-than-usual chance of sunshine.
Why Costa Rica Gated Communities Matter More in a Variable Season
The best Costa Rica gated communities are about more than a gated entrance and architectural beauty. Hacienda Pinilla completely revolutionizes the game, changing how your vacation works. No more decision fatigue because the distance between wanting something and doing it is reduced.
Hacienda Pinilla is especially good at this. Golfers can book a morning round without turning your group’s whole day around the tee time. Someone else can take the golf cart toward the Beach Club, settle into a lounge chair, and order lunch with a Pacific view. The kids can put on their floaties and spend half the day in the pool (because of course they can!). You can also book a massage, walk the beach, or slip out for a late lunch. There’s so much flexibility, because everything’s at your doorstep.
This matters even more in a drier-leaning El Niño year. You can pivot on a dime if the sun stays around for longer than normal. Surf at Avellanas. Play golf. Ride horses through ranchland. Walk the trails. If clouds begin building later, you’re not stranded in some parking lot, trying to rescue the plan; you’re back at the villa, under the terrace, in the pool, in the sauna, around the kitchen island, or watching the weather move across the dry forest as if it had been invited for the afternoon.
That’s the beauty of choosing Hacienda Pinilla from among Costa Rica gated communities. It doesn’t cut you off. Tamarindo, restaurants, nightlife, national parks, catamaran trips, surf towns, and all the other things you can’t wait to do are all still there when you want them. But your trip also doesn’t depend on going out, making plans, or booking an experience. So much of what you came for is already inside the gate.
For Every Type of Guest: Golfers, Families, Couples, and Wellness Travelers
Pictured: Casa Bahaus
From experience, we know that different travelers will read this year’s forecast differently. But we think for almost all of them, it’s a good read.
The golfers among you get it immediately: A drier-leaning season can mean more comfortable windows to play a round, fewer crowds than the highest-demand months, and the pleasure of a course that feels fully alive around you. Hacienda Pinilla’s golf course already has that rare combination of design, scenery, and proximity. In 2026, it may be even easier to build a trip around morning rounds and still have afternoons for the pool, Beach Club, or dinner out.
If you’re traveling as a family, you may see something else: relief. The chance to travel during a school-holiday window without stepping directly into peak-season density. Space for children to swim, grandparents to rest, parents to exhale, and everyone to find their own rhythm inside the same community. Rain, if it comes, doesn’t have to derail the day. A villa absorbs family life in a way a hotel rarely can.
Catching a romantic break? Couples may be drawn to the privacy. The slower breakfasts. The long afternoons that don’t require much more than water, shade, and time. The option to go out when the weather welcomes it and stay in when the house is where you want to be.
And if you’re here for wellness travel, you will also find this version of the season especially appealing. The green season already has a restorative quality, with soft light, rich landscapes, and a less crowded coast. Add the possibility of more sun, and the balance becomes hard to ignore: yoga, spa treatments, long walks, ocean-view workouts, fresh food, early nights, and the rare luxury of not needing every hour to prove itself.
This is one of the reasons Costa Rica gated communities like Hacienda Pinilla continue to appeal to such different travelers. Privacy is the baseline, but what you do with it is entirely your own.
Where to Stay: Casa Kailua
7 Beds | 5 Baths | 14 to 18 Guests
Casa Kailua sits inside Reserva de Golf, one of Hacienda Pinilla’s most coveted residential enclaves, with the kind of generous, newly built polish that makes a villa vacation feel instantly organized. Two levels, expansive indoor-outdoor living areas, a large private pool, and broad outdoor lounge space give the home an easy confidence, especially during the green season, when the day may move from bright sun to cloud drama and back again before dinner.
For families or groups, Casa Kailua is especially well-suited to the Hacienda Pinilla rhythm. Golf, horseback riding, tennis, surf, yoga, the Beach Club, and the trails are all close enough to use without overthinking them, while the villa itself gives everyone room to settle into their own pace. Some guests can head out early. Others can stay for a slow breakfast. The pool can hold the morning, the terrace can hold the afternoon, and no one has to make the same plan at the same time.
The included Elite Service Standard adds the layer that makes this kind of trip feel effortless: breakfast preparation, cocktails and snacks until early afternoon, daily cleaning, laundry, and concierge support six days a week. In a season that rewards flexibility, Casa Kailua gives you both the space and the service to enjoy it well.
Where to Stay: Casa Kenkai
4 Beds | 3 Baths | 8 Guests
Casa Kenkai is more intimate, set inside Reserva de Golf with a private pool and views over the golf course, and a calm residential atmosphere beautifully suited to golfers, couples, and smaller families. It has that quiet, composed quality that doesn’t need to announce itself too loudly: a pool terrace, golf course outlook, nearby beach access, and enough comfort to make staying in feel every bit as appealing as heading out.
In a drier-leaning El Niño year, that setting becomes especially useful. Golf can sit close to the center of the trip without taking over the whole day. The included six-seater golf cart on eligible stays makes movement through Hacienda Pinilla easy, whether you’re heading toward the Beach Club, the beach, the courts, or dinner. Two bedrooms open directly to the pool area, giving mornings and late afternoons a relaxed, barefoot quality that feels exactly right for Guanacaste.
Casa Kenkai also reflects what the best Costa Rica gated communities do especially well. It gives you privacy without making you feel removed from the life of the destination. You can retreat into the home, watch the fairways change with the light, swim when the sun is out, and move toward the coast within minutes when the weather is too good to ignore.
Where to Stay: Casa Sapphire
5 Beds | 6 Baths | 10 to 12 Guests
Casa Sapphire brings a clean, modern kind of ease to Bosques de Pinilla, one of Hacienda Pinilla’s newer residential areas. With five private suites, a private pool, and a sauna, it’s well shaped for families or groups who want privacy, comfort, and a little built-in wellness without losing access to the larger community around them.
The Bosques de Pinilla setting adds another layer of usefulness, especially for families. Guests have access to a 70-foot lap pool, a kids’ shallow area, a sundeck, and an open-air BBQ area, which means the day can change shape without becoming complicated. Pool at home. Lap pool nearby. Playa Mansita at low tide. Beach Club later. Sauna before dinner if the afternoon clouds roll in.
The included Elite Service Standard makes that flexibility feel even easier: breakfast preparation, cocktails and snacks until early afternoon, daily cleaning, laundry, and concierge support six days a week. Casa Sapphire gives you the privacy of a modern villa, the amenities of Hacienda Pinilla, and the quiet reassurance that the day doesn’t have to be perfectly planned to unfold beautifully.
Ready to Take Another Look at Green Season?
If you’ve been waiting for the right moment to try green season in Guanacaste, 2026 may be the year to reconsider.
And when you book with Luxury Villas Hacienda Pinilla, you also gain access to our complimentary concierge services, designed to make everything inside and beyond the gate easier to enjoy. Once you reserve your villa, we’ll get in touch to learn how you like to travel. Whether you need airport transportation, golf cart rental, private chef services, tee times, surf lessons, horseback rides, spa appointments, restaurant recommendations, or a full itinerary that balances activity with unhurried villa time, we’re happy to help shape the details around you.
That support matters in a season like this, when your plans should be thoughtful without becoming rigid. A good concierge understands that rhythm and helps you build a stay that can adjust gracefully. So go ahead, get in touch and let’s get started!
You know you’ve really settled in when no one’s asking where the car keys are anymore.
Someone has walked down early to check the surf at Avellanas. Someone else is still on the terrace with coffee, listening to the dry forest wake up in fits and starts – or hoots and squawks, if the howler monkeys and parrots have anything to say about it. The kids found the pool before your housemom could even get breakfast on the table (because of course they have). A tee time sits on the calendar, but because it’s so close by, it doesn’t govern the entire day.
This is the understated pleasure of Hacienda Pinilla: once you’re inside the gate, everything is easier. There’s still plenty within reach, from the Beach Club to the golf course, from the stables to the trails, from Playa Langosta’s wilder edge to Mansita at low tide. But the usual friction of a beach vacation never rears its ugly head, because you’re not packing for a full-day expedition just to reach the water. You’re not negotiating traffic for a decent lunch view. You’re not turning a simple swim into a logistical production.
Among Costa Rica gated communities, Hacienda Pinilla’s expansive 4,500 acres change the tenor of your trip. Your travel group can disperse without really separating: the golfers follow the morning light toward the fairways; the surfers read the tide; the grandparents take the shaded route to the Beach Club… and by late afternoon, everyone finds their way back to the villa, sun-warmed, rinsed off, and ready for dinner.
Welcome to Hacienda Pinilla, a Beachfront Resort Community
Hacienda Pinilla is difficult to understand from a map alone. On paper, it is a gated coastal community in Guanacaste, Costa Rica, set across 4,500 acres of former ranch land, tropical dry forest, and Pacific oceanfront. In practice, it’s more like a private coastal ecosystem: large enough to contain different moods, different landscapes, and different kinds of days, yet organized closely enough that nothing feels scattered.
There are three beaches within the community: Playa Avellanas, Playa Langosta, and Playa Mansita. Playa Avellanas brings the surf culture, the wide sand, and the Hacienda Pinilla Beach Club, where the infinity-edge pool, open-air restaurant, spa rooms, Tiki Bar, and second-floor fitness center all look toward the Pacific. Playa Langosta is wilder and more elemental, with native trees, tide pools, and the kind of shoreline that rewards a slower walk. Playa Mansita, tucked near the JW Marriott, is smaller and more intimate, especially at low tide.
Away from the water, Hacienda Pinilla keeps unfolding. The Mike Young-designed golf course moves through tropical forest and ocean-view fairways as an Audubon Cooperative Sanctuary. The stables connect guests to Guanacaste’s ranching heritage through horseback rides over pasture, forest, and beach. More than 45 kilometers of hiking and mountain biking trails cut through coastline, cattle land, and dry forest. Tennis and pickleball courts sit near Hole 19. Surf breaks, restaurants, wellness services, and in-villa experiences fill in the rest.
That is why the phrase “inside the gate” matters here. It does not mean you are cut off from Guanacaste; Tamarindo, restaurants, nightlife, tours, and national parks are still close when you want them. It means that the essential architecture of the trip is already in place before you ever leave the community. Among gated communities Costa Rica travelers consider for privacy and ease, Hacienda Pinilla stands apart because its scale is not empty space. It is usable space.
The Beach Club, Where Your Day Can Stay Put
The Beach Club is one of the clearest examples of Hacienda Pinilla’s internal ease. Set on Playa Avellanas, it gathers several vacation instincts into one place: the desire for the sand between your toes, the need for an oceanfront infinity pool, the pleasure of dining with a Pacific view, and the occasional wish to disappear into a spa treatment without making an afternoon project of it.
You can make it a full-day destination or treat it as a casual stop between other plans. Swim in the beachfront pool, order from the Tiki Bar, watch surfers from your lounge chair, work out upstairs with the ocean in front of you, or book a treatment and return to the sand afterward. Consider this your shared coastal living room, close enough to use often, polished enough to feel considered, and relaxed enough that no one has to overthink the day.
Three Beaches, Three Versions of the Coast
Hacienda Pinilla’s beaches are not interchangeable, which is part of their value. Playa Avellanas carries the most energy, with its long shoreline, surf culture, soft sand, and easy connection to the Beach Club. It is the beach for watching the day gather itself around waves, boards, lunch, and sunset. Even if no one in your group surfs, Avellanas gives you the pleasure of watching people who do.
Playa Langosta is more rugged and contemplative, edged by native Guanacaste trees and known for its ecological sensitivity. It suits the kind of walk where no one says much for a while, because the tide pools, lava rock, and Pacific light are doing enough. Playa Mansita, near the JW Marriott, is smaller and more sheltered, especially interesting at low tide when the rocky outcroppings reveal a different texture of the coast. Together, the beaches make “going to the beach” feel less like one plan and more like a choice of mood.
The Golf Course, Scenic Enough for Non-Golfers to Understand
The Hacienda Pinilla golf course adds another kind of rhythm to the community, one that is active, social, and quietly spectacular. Designed by Mike Young, the par-72 course follows the natural flow of the land across up to 7,200 yards, weaving through tropical forest and opening toward the Pacific in ways that make even a casual player understand the appeal.
Its Audubon Cooperative Sanctuary designation matters here because the course is not simply placed onto the landscape; it’s part of a larger conservation-minded environment. Birds move through the trees. Deer may appear along the fairways. The occasional coati or other wildlife sighting becomes part of the round.
And yet, we know that the convenience is just as important as the scenery. Your tee time doesn’t have to consume the entire day. You can play, return, swim, and still make sunset without feeling like golf has taken over the trip.
Riding, Trails, and the Guanacaste Backcountry
If the Beach Club is your coastal living room, then the trails and stables are the reminder that Hacienda Pinilla is still rooted in Guanacaste’s ranch country heritage.
Horseback riding here has cultural weight as well as scenic appeal. Routes move through pasture, forest, and beach, echoing the sabanero tradition that still shapes our region’s identity. Morning and late-afternoon rides bring softer light, cooler air, and better odds of seeing wildlife as the dry forest becomes active around you.
The same backcountry opens by foot or mountain bike. Hacienda Pinilla’s more than 45 kilometers of trails cut through forest, coastline, cattle land, and resort areas, creating a different kind of access from the one most beach destinations offer. Go out for a gentle walk, book a guided ride, or take on something more demanding if your group likes a challenge.
Surf, Tennis, Pickleball, and the Pleasure of Easy Movement
Some communities have amenities that technically exist but never quite enter into your daily rhythm. Hacienda Pinilla’s active side is more usable than that.
Surfing at Playa Avellanas and Playa Langosta can be serious, with breaks that attract advanced surfers, but lessons and rentals make the coastline accessible for beginners as well. A surf check can happen before breakfast. A lesson can fit between morning coffee and lunch. The Pacific doesn’t have to become a separate event.
Tennis and pickleball add a more social kind of movement, easy to fold into the day before the sun gets too high or after a quiet afternoon at your villa. The courts sit within the community – close enough that a match does not require complicated planning – never insisting on becoming your whole day, unless you want it to.
Wellness Without Reorganizing the Trip
Hacienda Pinilla’s wellness offerings work because they’re close to the rest of the experience rather than sealed away from it. You can visit the spa at the Beach Club, book treatments at the JW Marriott, or arrange in-villa spa services that bring massage, yoga, or beauty treatments directly to your home.
The Beach Club’s second-floor fitness center belongs in this same category. It’s practical, but the setting also makes it memorable: cardio equipment, weights, mats, and open views over the Pacific, with surfers, palms, and changing light just outside. You can work out properly, then walk downstairs to the pool or the beach, which is exactly the kind of small logistical elegance that changes the tenor of your trip.
Where to Stay
The beauty of Hacienda Pinilla is that your villa never competes with the destination; it becomes part of the same rhythm. Mornings are easy, afternoons stay flexible, and large groups can move at different speeds without losing the sense of being together.
Diamante del Bosque
17 Beds | 21 Baths | 34 to 40 Guests
Diamante del Bosque operates almost like a private compound within Hacienda Pinilla itself. Spread across three modern villas in Bosques de Pinilla, this newly built estate gives large groups the rare ability to gather fully while preserving genuine privacy. With 17 suites, three private pools, a heated jacuzzi, sauna, yoga-ready rancho, and generous outdoor spaces, it’s designed for multigenerational stays, milestone celebrations, and small weddings that want intimacy with scale.
One part of the group can head to the golf course while another spends the afternoon at the Beach Club or out on the trails, and by sunset everyone drifts back toward the pools, cocktails, and long dinners under the rancho lights. Elite Service keeps the experience smooth, with breakfast preparation, daily housekeeping, laundry, snacks, cocktails, and concierge support included six days a week.
Casa Suerte
6 Beds | 5 Baths | 10 to 14 Guests
Tucked inside Reserva de Golf, one of Hacienda Pinilla’s most exclusive residential enclaves, Casa Suerte was designed for travelers who appreciate calm over spectacle. The home opens toward the pool terrace, where three master suites connect directly to the water and mornings often begin with coffee, sunlight, and the sound of the surrounding dry forest.
The atmosphere is polished but relaxed. A golf cart is included on eligible stays, making it easy to move between the Beach Club, golf course, restaurants, and beaches without disrupting the pace of the trip. Yoga mats wait for slower mornings, while nearby tennis courts, horseback riding, surf breaks, and trails keep movement close whenever the mood shifts.
Casa Suerte also includes Elite Service breakfast preparation, cocktails and snacks, daily housekeeping, laundry, and concierge support, all folded naturally into the stay. The result is a villa that behaves less like a rental and more like a beautifully run private residence.
Casa Savanna
4 Beds | 4 Baths | 9 to 13 Guests
Casa Savanna captures a quieter side of Hacienda Pinilla, one rooted in nature, texture, and the pleasure of slowing down properly. Surrounded by greenery and wildlife, the home blends tropical architecture with handcrafted local details, including custom wood furniture and art that give the villa warmth without over-designing it. The poolside rancho quickly becomes the center of daily life, suited for shaded lunches, afternoon reading, or lingering dinners after the heat softens.
The Beach Club, golf course, trails, beaches, and outdoor activities all sit within easy reach, especially with the included golf cart on eligible reservations. Yet the villa itself encourages staying put just as often. Monkeys move through the trees. The pool becomes enough for an afternoon.
Concierge service, beach essentials, nearby fitness access, and Hacienda Pinilla’s easy infrastructure make Casa Savanna especially appealing for families and smaller groups who want privacy without isolation.
Need Help Making the Most of Hacienda Pinilla?
When you book with Luxury Villas Hacienda Pinilla, you gain access to our full concierge services, designed to make everything inside and beyond the gate easier to enjoy.
Once you reserve your villa, we’ll get in touch to learn how you like to travel. Whether you need airport transportation, golf cart rental, private chef services, tee times, surf lessons, horseback rides, spa appointments, or a full itinerary that balances activity with unhurried villa time, we’re happy to help shape the details around you.
Our concierge services are always complimentary. So, why wait? Get in touch and let’s get started!
When the gate closes behind you, you’ll know the trip has finally begun.
Not at the airport. Not on the drive in. Right there, when you finally see the Hacienda Pinilla sign, the guard waves you through, and the pace of the outside world begins to loosen its grip. There’s still movement, of course, the last turn toward the villa, the bags coming out of the car, someone already asking where the pool is, but the mood has changed.
You’ve swapped the hotel lobby or a resort’s hectic choreography for your own private world within Hacienda Pinilla’s 4,500 acres of coastline, ranch land, forest, and carefully held quiet. And that’s exactly why more families are looking at gated communities in Costa Rica instead of traditional resorts.
Recent family travel research from the 2025 U.S. Family Travel Survey, produced by the Family Travel Association, NYU SPS, and Good Housekeeping, found that multigenerational trips are a major trend, with 71% of grandparents having recently traveled with children and grandchildren, and 57% planning a multigenerational trip in the future. What’s more, Squaremouth reports that 47% of travelers were opting for multigenerational or family trips in 2025, up 17% over 2024.
And the appeal is easy to understand, once you’ve traveled with three generations under one roof: space is no longer an indulgence. It’s the thing that makes your trip work beautifully.
When Everyone Travels Together, the House Matters
A multigenerational trip sounds simple in theory. Everyone gathers somewhere beautiful. The kids make memories with their grandparents. Parents get help, grandparents get time, and the family finally has the kind of togetherness that ordinary life rarely allows.
In practice, the logistics are less poetic. Someone wakes early. Someone needs a nap. Someone wants the pool. Someone else wants silence. Teenagers need space. Grandparents need shade. Parents need 15 minutes when no one’s asking them where the goggles are.
This is where private villas at gated communities in Costa Rica begin to make very good sense. You’re not dividing the family across hotel rooms and hoping everyone ends up on the same floor. You’re not coordinating elevator rides, breakfast windows, or who claimed which chair. You’re in one home, with room to separate and gather, and those two things matter equally.
It’s no surprise, then, that luxury villa demand is moving in the same direction: Zicasso data cited by Parents shows multigenerational groups choosing villas over hotels at a 4-to-1 ratio. That’s because the best multigenerational family vacation ideas are not always the ones with the longest activity list. Sometimes, they’re the ones that let everyone operate in parallel.
Coffee on the terrace for early risers. Pool time for the kids. A long beach walk for whoever wants movement. A shaded reading corner for whoever has earned the right to do absolutely nothing. That’s the special magic of a private, multigenerational villa.
The Privacy Families Are Actually Booking
Privacy has become one of luxury travel’s most valuable currencies, but the word can sound much colder than the reality.
At Hacienda Pinilla, privacy is warm. It’s barefoot. It’s the sound of your own group laughing around the pool without worrying about who can hear. It’s lunch happening when everyone is hungry, not when a restaurant reservation says so. It’s the freedom to spend an entire day in swimsuits, moving between kitchen, terrace, pool, and hammock with no audience at all.
This is the part that resorts struggle to deliver. They can offer service, beautiful settings, and excellent amenities, but they cannot give your family complete ownership of the day. A villa can.
And Hacienda Pinilla adds something more unusual: privacy without isolation. You can live inside your own small world, then step beyond it into a larger one whenever the mood shifts. Three beaches. The Beach Club. Golf. Tennis and pickleball. Horseback riding. Mountain biking. Surf. Restaurants. Spa access. Trails that move through forest, ranch land, and coastline.
You don’t have to choose between retreat and experience, because that choice is already built into this retreat experience.
Welcome to 4,500 Acres of Authentic Costa Rican Landscapes
Security is rarely the most glamorous part of travel writing, but for families, it changes everything. Inside our gated community, the edges of your vacation soften. The constant background vigilance lowers. Kids have more room to move. Parents relax into the day more quickly. Grandparents aren’t navigating the rush and unpredictability of a large resort property.
At Hacienda Pinilla, our gated setting works because it is paired with scale. The community does not feel compressed or overly manicured. It opens across 4,500 acres of Guanacaste landscape: tropical dry forest, reforested ranch land, rolling trails, Pacific shoreline, and long stretches of road where the scenery itself slows the car.
This is luxury in a more grounded form. Not spectacle for spectacle’s sake, but the ability to move through a beautiful, secure environment without friction. You can send one group to the golf course, another to the Beach Club, and another to the villa pool, and the day still holds together.
The World Inside Hacienda Pinilla
Hacienda Pinilla is not a resort disguised as a neighborhood; it’s a coastal community with real range, which is what makes it so useful for families traveling together.
The beaches alone offer different moods. Playa Avellanas is the icon, known for its soft sand, surf culture, and the Beach Club perched along its shore. Playa Langosta is more rugged and elemental, edged by native trees and loved for its wild beauty. Playa Mansita, near the JW Marriott, is smaller and more intimate, especially at low tide when the Pacific draws back and reveals the rock formations along the sand.
Then there is the Beach Club, one of Hacienda Pinilla’s central pleasures. Its infinity-edge pool looks toward the Pacific, with the Tiki Bar, open-air restaurant, spa rooms, and second-floor fitness center all set close to the water. You can swim, order lunch, watch the surfers, schedule a treatment, or simply sit long enough for the afternoon to rearrange itself around the ocean.
The golf course gives the community another kind of rhythm. Designed by Mike Young, the par-72 course follows the natural contours of the land across 18 holes and up to 7,200 yards. It is also an Audubon Cooperative Sanctuary, which means the surrounding wildlife and habitat are part of the experience, not decorative scenery. Golfers may come for the game, but the Pacific views, birds, deer, and movement of the landscape have a way of becoming part of the story.
For more active families, horseback riding connects directly to Guanacaste’s ranching heritage. These are not generic trail rides through a resort path. Hacienda Pinilla’s horseback routes move through forest, pasture, and beach, echoing the sabanero (cowboy) culture that still shapes the region. Mountain biking and hiking trails extend for more than 45 kilometers across coastline, cattle land, forest, and resort areas. Tennis and pickleball courts add another layer of easy morning movement. Surfing at Playa Avellanas and Playa Langosta brings the Pacific into the center of the trip.
The point is not to do everything. The point is that everything is right here.
Multigenerational Family Vacation Ideas That Don’t Require a Clipboard
The phrase multigenerational family vacation ideas usually produces a predictable list: beach day, nature tour, family dinner, maybe a boat ride. Those are all worthy and Hacienda Pinilla can deliver them beautifully. But the more valuable thing is how naturally the experience can split and reunite.
Your family might start the morning together over breakfast at the villa. By 10, the golfers have peeled off toward the course, the kids are in the pool, and someone has claimed a quiet spot under the rancho with a book that may or may not actually get read.
Lunch brings everyone back. The afternoon sends half the group to the Beach Club and the other half into nap territory. By sunset, people drift toward the terrace again, carrying stories from separate versions of the same day.
That is the hidden architecture of a successful family trip. Togetherness is not constant proximity, but rather the ability to move apart comfortably and come back together easily. Our private villas make that possible, our gated community makes it feel seamless.
Villa Encantada
10 Beds | 11 Baths | 20 to 50 Guests
Villa Encantada is built for the kind of family trip that needs scale, privacy, and a little drama. Set in the jungle and still close to the beach, this 10-bedroom estate gives large groups room to gather without compressing the experience into a single shared space. It works beautifully for multigenerational families, milestone celebrations, weddings, and special events, especially when the guest list needs room to breathe.
The outdoor areas are the heart of the property. A private pool with water volleyball turns ordinary afternoons into the kind of memory kids will retell with suspicious exaggeration. Expansive lawns and resort-like gathering spaces make room for sunset cocktails, long dinners, event setups, and slow mornings that slide happily into afternoon. With pre-approval, the estate can host events for up to 200 guests, which makes it one of the most versatile homes in our collection.
Villa Encantada also solves one of the biggest challenges of large-group travel: meals. With Elite Service and private chef support, your group can settle into a no-cooking, no-cleaning rhythm. Choose your menu, provide the groceries, or let the team help coordinate the details. Daily housekeeping keeps the home reset, while your concierge helps with everything from transportation and golf carts to activities and special requests.
Located 1.5 miles from the beach and 1.7 miles from both the Hacienda Pinilla Beach Club and JW Marriott, Villa Encantada sits close to the community’s amenities while remaining fully its own world.
Why Families Come Back to This Kind of Stay
A resort can be lovely. Many are. But once your family has experienced the ease of a private villa inside a gated community, the old model suddenly gets strangely crowded.
At Hacienda Pinilla, the day belongs to your family from the beginning. You decide when breakfast happens. You decide who goes where. You decide whether the afternoon calls for surf, golf, a spa treatment, or silence by the pool. The structure is there when you need it, and invisible when you don’t.
That is why gated communities in Costa Rica are becoming one of the most compelling answers to modern family travel. They offer security without sterility, privacy without isolation, and access without noise. They understand that a family trip is not one experience, but many overlapping ones, all happening under the same roof.
When the gate closes behind you, the outside world does not disappear completely. It simply stops running the show. And that’s the real luxury families are choosing now.
Need More Multigenerational Family Vacation Ideas?
Did you know that when you book with Luxury Villas Hacienda Pinilla, you gain access to our full concierge services?
When you book, we’ll get in touch to help you plan all the details of your stay. Our job is to get to know you, so we can help you plan the trip of your dreams. Whether you just need help arranging transportation or would like a full itinerary – everything from your airport shuttle to a full trip’s worth of activities, private chef services, and golf cart rental – we’re happy to help.
So, why wait? Get in touch and let’s get started!