Best Resorts in Hawaii for Families Planning a Winter Escape

Imagine this: a world where winter’s icy grip melts away under the golden glow of a Hawaiian sun. Snowflakes are replaced by fragrant plumeria petals drifting on warm trade winds, and the only coats you’ll need are the ones you left behind in your mainland closet. This is Hawaii in winter—a kaleidoscope of turquoise waves, swaying palms, and children’s laughter echoing across beaches kissed by eternal summer. For families craving an escape from frosty days, the Hawaiian Islands are more than a destination; they’re a vibrant tapestry of adventure, relaxation, and cultural wonder, woven together to create memories that shimmer like the Pacific under a full moon.

Hawaii doesn’t just welcome families—it embraces them with the spirit of aloha, a word that means love, peace, and connection, but feels like a warm hug from the islands themselves. From the moment you step off the plane, the air—thick with the scent of saltwater and tropical blooms—whisks away the weight of daily life. Kids squeal as they dip their toes into waves that sparkle like liquid sapphires, while parents rediscover the joy of watching their children chase adventure without a schedule. Whether it’s snorkeling in coral gardens, learning the hula under a banyan tree, or sharing stories around a glowing luau fire, Hawaii crafts moments that become family legends, retold at holiday dinners for years to come.

These ten resorts are more than places to stay—they’re gateways to experiences that balance heart-pounding fun with soul-soothing relaxation. Each one is a love letter to Hawaii’s natural beauty and cultural heritage, designed to make your family’s winter escape feel like a journey to paradise. So, pack your flip-flops, leave the mittens behind, and let’s dive into the best resorts in Hawaii for families ready to make unforgettable memories.

1. Aulani, A Disney Resort & Spa, Oahu 🌺

Step into Aulani, where Disney’s storytelling magic dances with Hawaii’s ancient traditions, creating a resort that feels like a portal to an enchanted island. This isn’t just a vacation—it’s a symphony of imagination, where Mickey Mouse strums a ukulele, Moana inspires young explorers, and every corner hums with the spirit of aloha. From the moment you arrive, the open-air lobby, with its soaring wooden beams and vibrant Hawaiian art, feels like stepping into a living storybook.

The heart of Aulani is Waikolohe Valley, a pool paradise that’s less a waterpark and more a tropical wonderland. Picture your kids floating down the Waikolohe Stream, a lazy river that winds through lush gardens and secret grottos, their faces lit up as they spot hidden Mickeys carved into volcanic rocks. The Menehune Bridge, a water-soaked playground, erupts with giggles as kids dodge gentle sprays and race across slippery bridges, while parents sip pineapple-infused cocktails at the nearby Olelo Room, where every word on the menu comes with a Hawaiian lesson.

What makes Aulani truly extraordinary is its seamless blend of Disney whimsy and authentic Hawaiian culture. Kids join mo‘olelo storytelling sessions, where ancient island tales unfold under starry skies, or craft their own leis while learning about the plants that define Hawaii’s landscapes. Parents, meanwhile, find themselves enchanted by cultural workshops that reveal the deeper meanings behind hula and chant. It’s a place where your family doesn’t just visit Hawaii—you become part of its story, leaving with memories that feel like they were sprinkled with pixie dust and blessed by the islands’ ancestors.

Travel Tips for Aulani:

• Book Early for Magic: Character breakfasts with Stitch and Mickey at Makahiki restaurant are legendary but fill up fast during winter. Secure reservations 60 days out via the Aulani app to avoid missing out.
• Live by the ‘Iwa: The daily activity schedule, available on the Aulani app or in print, is your treasure map to character meet-and-greets, ukulele lessons, and fire pit storytelling. Plan your day around your kids’ must-dos for maximum joy.
• Discover Ko Olina’s Secrets: Aulani’s calm, man-made lagoon is perfect for tiny snorkelers or paddleboarders. Rent gear on-site and watch your kids marvel at tropical fish darting beneath the surface.
• Venture Beyond the Magic: A rental car unlocks Oahu’s wonders, from the surf-tossed North Shore to the historic heart of Pearl Harbor. It’s a chance to weave your own family adventure into Aulani’s fairy-tale framework.

Read more: 50 Fun Things to Do in Kauai, Hawaii

2. Grand Wailea, A Waldorf Astoria Resort, Maui 🏖️

Grand Wailea isn’t a resort—it’s a liquid cathedral to family fun, where water becomes the stuff of dreams. Perched on Maui’s sun-drenched Wailea Beach, this sprawling paradise boasts a pool complex that feels like Poseidon himself designed it for kids and kids-at-heart. Nine interconnected pools cascade down the property like a tropical Eden, each one a new chapter in your family’s adventure.

The Hibiscus Pool’s lazy river carries you on a dreamy float through caves and past waterfalls, while the Tarzan-worthy rope swing sends kids soaring into the water with shrieks of delight. The water slides—some twisting, some plunging—are a rite of passage, with parents often joining the chorus of “again, again!” The showstopper, though, is the world’s first water elevator, a glass tunnel that lifts you through an aquarium of vibrant fish, blending engineering marvel with pure enchantment. Kids press their noses to the glass, whispering about mermaids, while parents marvel at the ingenuity that makes it feel like you’re floating through an underwater kingdom.

Beyond the pools, Wailea Beach beckons with golden sand and gentle waves perfect for boogie boarding or building sandcastles worthy of a king. The resort’s Camp Grande keeps kids buzzing with Hawaiian craft-making and scavenger hunts, giving parents a chance to steal away for a massage or a sunset stroll along the Wailea Coastal Walk. Every detail, from the hibiscus-scented towels to the locally inspired dishes at Humuhumunukunukuapua‘a restaurant, whispers luxury while shouting family fun.

Travel Tips for Grand Wailea:

• Claim Your Poolside Throne: The pool area is a hot ticket. Arrive at opening (around 8 AM) or after the lunch rush to snag shaded cabanas or loungers with prime views.
• Walk the Wailea Coastal Path: This scenic trail hugs the coastline, offering breathtaking ocean vistas and hidden coves. It’s perfect for a family bike ride or a golden-hour photo session.
• Unleash at Camp Grande: The kids’ club is a cultural playground, with activities like lei-making and Hawaiian games. It’s a guilt-free way for parents to enjoy a quiet dinner or spa day.
• Sunset Magic at Humuhumu: Even if you skip dining at this overwater restaurant, visit its thatched-roof deck at sunset for Instagram-worthy family photos with Maui’s coastline as your backdrop.

3. The Westin Maui Resort & Spa, Ka‘anapali 🌞

On the golden sands of Ka‘anapali Beach, The Westin Maui redefines family luxury as a celebration of joy, connection, and Hawaii’s vibrant spirit. This isn’t a stuffy, formal resort—it’s a playground where kids can be kids and parents can rediscover their inner child. The pool complex is a masterpiece of thoughtful design, with a sprawling main pool that curves through tropical gardens, offering nooks for splash-happy kids and quiet corners for parents to sip mai tais while keeping an eye on the action.

The dedicated kids’ pool is a pint-sized paradise, where toddlers wade in shallow waters and older kids conquer mini-slides, all under the watchful gaze of lifeguards who feel like extended family. But it’s the cultural immersion that sets The Westin apart. Picture your family gathered on the pool deck for a hula lesson, hips swaying to the rhythm of a ukulele as a gentle breeze carries the scent of plumeria. Kids learn to tell stories through dance, while parents find themselves swept up in the grace and history of the movements. These are the moments that transform a vacation into a shared journey.

Dining here is a family affair, with menus that cater to picky eaters and foodie parents alike. From poke bowls bursting with fresh ahi to kid-friendly pizzas with a Hawaiian twist, every meal feels like a mini-luau. And just steps away, the Ka‘anapali Beach Walk invites families to stroll past swaying palms and bustling Whalers Village, where shops and a whale museum spark curiosity for all ages.

Travel Tips for The Westin Maui:

• Stroll the Ka‘anapali Beach Walk: This mile-long path connects you to shops, restaurants, and the Whalers Village museum. It’s perfect for an evening adventure or a sunrise jog.
• Catch the Black Rock Ceremony: A short walk to Black Rock brings you to a daily sunset cliff-diving ritual, a nod to Hawaiian legend that captivates kids and adults alike.
• Book a Lanai Room: A private balcony overlooking the ocean or gardens gives parents a serene spot to unwind while kids nap or play nearby.
• Hop the Shuttle: The resort’s complimentary shuttle makes exploring nearby Lahaina or other Ka‘anapali attractions a breeze—no car required for short trips.

Read more: 33 Best Oahu Resorts, Hawaii

4. Hilton Hawaiian Village Waikiki Beach Resort, Oahu 🌊

Hilton Hawaiian Village is a tropical metropolis pulsing with energy, sprawled across 22 acres of Waikiki’s iconic shoreline. This resort is a world unto itself, where families can lose themselves in a whirlwind of adventure without ever leaving the property. At its heart lies the Duke Kahanamoku Lagoon, a five-acre saltwater oasis where kids snorkel among tropical fish and parents paddleboard under the shadow of Diamond Head.

Every Friday night, the sky above the lagoon explodes in a fireworks display that feels like Hawaii’s way of throwing a party just for you. Families gather on the beach, toes buried in warm sand, as bursts of color light up the Pacific and kids’ faces glow with wonder. It’s not just a show—it’s a communal celebration that turns strangers into friends, all sharing the magic of a Hawaiian night.

The resort’s five pools cater to every mood, from the toddler-friendly Paradise Pool with its gentle slides to the adults-only Hauea Pool, where parents can sneak a moment of zen. Beyond the resort, Waikiki’s vibrant streets beckon with surf shops, shave ice stands, and the buzz of a beach town that never sleeps. Hilton Hawaiian Village is the perfect launchpad for families who want to balance resort pampering with the electric energy of Oahu’s most famous coast.

Travel Tips for Hilton Hawaiian Village:

• Don’t Miss the Fireworks: Stake out a spot by the lagoon or beach for the Friday night fireworks—arrive early for the best views and a festive vibe.
• Snorkel Rainbow Reef: This man-made lagoon within the resort is a safe haven for beginners to spot colorful fish. Rent gear on-site for a family underwater adventure.
• ** Wander the Village:** With koi ponds, tropical birds, and hidden gardens, the grounds are an adventure in themselves. Grab a map and let kids lead the way.
• Ride TheBus: Waikiki’s public bus system is affordable and convenient. Hop on to explore Diamond Head, Ala Moana Center, or Honolulu’s cultural gems without the hassle of parking.

5. The Ritz-Carlton, Kapalua, Maui 🌳

Hidden on Maui’s rugged northwest coast, The Ritz-Carlton Kapalua feels like a secret sanctuary where luxury whispers rather than shouts. This intimate resort swaps Waikiki’s bustle for the serenity of Kapalua’s pristine beaches and rolling hills, offering families a chance to connect with Hawaii’s soul. The resort’s coastal trails wind through ancient lava fields and native forests, where guided nature walks turn kids into junior botanists, spotting endemic plants and Hawaiian green sea turtles basking on Honokahua Bay.

The Ritz Kids program is a masterclass in meaningful fun, blending Hawaiian culture with hands-on learning. Kids weave palm fronds into fish or stamp traditional kapa cloth, while parents join cultural talks that unravel the islands’ history. These aren’t just activities—they’re bridges to understanding Hawaii’s past and present, leaving families with a deeper respect for the land and its people.

Kapalua’s protected bay is a snorkeler’s dream, with calm waters teeming with fish and coral. Kids can wade in shallow pools while parents explore vibrant reefs just offshore. At night, the resort’s fire pits glow under a canopy of stars, inviting families to share stories and s’mores in a setting that feels like a private slice of paradise.

Travel Tips for The Ritz-Carlton, Kapalua:

• Snorkel Honokahua Bay: This sheltered bay is a haven for marine life. Rent snorkel gear and swim near the rocky edges for the best sightings—just keep a respectful distance from turtles.
• Hike the Coastal Trail: The Kapalua Coastal Trail offers jaw-dropping views and hidden beaches. Pack water and snacks for a family trek that feels like a treasure hunt.
• Ritz Kids for Enrichment: The kids’ program dives deep into Hawaiian culture, from star navigation to lei-making, making it perfect for curious young minds.
• Tee Off or Rally: Kapalua’s world-class golf and tennis facilities offer family-friendly lessons, turning your vacation into a chance to learn a new skill together.

Read more: 18 Best Kauai Resorts, Hawaii

6. Four Seasons Resort Hualalai, Big Island 🐚

On the Big Island’s Kona coast, Four Seasons Hualalai redefines family luxury as effortless elegance, where every detail is crafted to delight parents and kids alike. This isn’t a resort that overwhelms with flash—it captivates with thoughtfulness, from the lava-rock-lined pools to the cultural experiences that feel like gifts from the islands.

The Kids for All Seasons program is a cultural odyssey, where children learn to carve wooden fishhooks or play traditional Hawaiian games like konane. It’s not babysitting—it’s a chance for kids to fall in love with Hawaii’s heritage while parents sneak away for a lava stone massage or a quiet dip in the adults-only pool. The family pool, with its zero-entry design, lets toddlers splash safely while older kids dive into deeper waters, all framed by views of the Pacific that feel like a painting come to life.

The crown jewel is King’s Pond, a 1.8-million-gallon swimmable aquarium where families snorkel among eagle rays and over 90 species of tropical fish. It’s the kind of experience that turns kids into budding marine biologists and parents into wide-eyed adventurers. At night, gather for a luau under the stars, where the rhythm of Polynesian drums and the taste of kalua pork weave a spell that binds your family to the Big Island’s spirit.

Travel Tips for Four Seasons Hualalai:

• Dive into King’s Pond: Snorkeling in this living aquarium is a must. Book a guided session to learn about the marine life and make it a family science expedition.
• Grab Complimentary Gear: The resort offers free kayaks, paddleboards, and snorkel equipment. Take advantage for a day of ocean exploration right off the beach.
• Immerse in Culture: The Hualalai Cultural Center offers daily lei-making, ukulele lessons, and talks on Hawaiian history—perfect for bonding over shared learning.
• Explore Kona’s Gems: A short drive to Kailua-Kona unveils coffee farms, historic churches, and Kealakekua Bay, one of Hawaii’s best snorkeling spots. Rent a car for flexibility.

7. Sheraton Waikiki, Oahu 🥥

Perched on the edge of Waikiki Beach, with Diamond Head looming like a guardian in the distance, the Sheraton Waikiki is a love letter to Oahu’s iconic coastline. This resort doesn’t just offer a front-row seat to one of the world’s most famous beaches—it immerses you in its energy, blending family-friendly amenities with the vibrant pulse of Waikiki’s surf culture.

The family pool is a joyous hub, where kids zip down waterslides and splash in shallow areas while parents lounge with cocktails, watching surfers carve waves just beyond the sand. The pool’s infinity edge blurs the line between resort and ocean, creating a sense of being part of Waikiki’s magic. At night, the resort transforms into a stage for cultural experiences, from ukulele lessons that have kids strumming “Somewhere Over the Rainbow” to lei-making sessions that fill the air with the scent of orchids.

Steps from the lobby, Waikiki’s bustling streets offer shave ice stands, surf shops, and the chance to watch hula dancers sway under tiki torches. The Sheraton makes it easy to dive into this vibrant world while providing a cozy retreat where families can recharge for the next adventure.

Travel Tips for Sheraton Waikiki:

• Savor the Infinity Pool: Parents, steal a moment at the adults-only Infinity Edge Pool, where cocktails and Diamond Head views create a perfect escape.
• Join Cultural Classes: Check the resort’s schedule for free lei-making or ukulele lessons in the lobby—fun ways to connect with Hawaiian traditions.
• Hike Diamond Head: A 20-minute walk or short drive takes you to the trailhead for this iconic crater hike, rewarding families with panoramic views of Waikiki.
• Catch a Wave: Waikiki’s gentle waves are ideal for beginner surf lessons. Book with a beachfront vendor and watch your kids become mini surfers.

Read more: Hawaii’s Winter Family Getaway: Swap Snowballs for Sandcastles!

8. Kauai Beach Resort & Spa, Kauai 🌸

On Kauai’s lush Coconut Coast, Kauai Beach Resort & Spa offers a budget-friendly slice of paradise that proves you don’t need to splurge to experience Hawaii’s magic. This laid-back retreat feels like a deep breath of tropical air, with sprawling grounds where kids can roam and parents can relax without the pressure of a hefty price tag.

The resort’s pool complex is a kid’s dream, with a sandy-bottomed lagoon and waterslides that spark endless rounds of “just one more!” The nearby beach invites families to hunt for seashells or build sandcastles against a backdrop of emerald cliffs. Kauai’s nickname, the Garden Isle, comes alive here, with easy access to lush rainforests, cascading waterfalls, and the serene Wailua River, where families can kayak to hidden grottos.

What sets this resort apart is its unpretentious vibe, encouraging families to slow down and savor the simple joys of island life. Evening torch-lighting ceremonies and hula performances weave Hawaiian culture into your stay, creating moments where kids learn to say “mahalo” and parents feel the island’s heartbeat.

Travel Tips for Kauai Beach Resort & Spa:

• Paddle the Wailua River: A short drive away, rent kayaks or join a boat tour to Fern Grotto, a romantic cave draped in ferns that kids will call a “jungle castle.”
• Explore Both Shores: The resort’s central location makes it easy to visit Kauai’s dramatic North Shore (think Na Pali Coast) or sunny South Shore (Poipu Beach).
• Pack for Kauai’s Weather: The Garden Isle can be rainy, especially in winter. Bring light rain jackets and water shoes for muddy trails or rocky beaches.
• Enjoy Airport Ease: Just 10 minutes from Lihue Airport, the resort minimizes travel stress, letting you start your vacation the moment you land.

9. Outrigger Kona Resort and Spa, Big Island 🌅

Clinging to the rugged cliffs of the Big Island’s Kona coast, Outrigger Kona Resort is a front-row seat to Hawaii’s raw, volcanic beauty. The resort’s lagoon-style pool feels like a natural extension of the ocean below, with kids splashing in shallow areas and parents soaking in panoramic views that stretch to the horizon. But the real magic happens at night, when the resort’s manta ray viewing platform transforms into a stage for one of nature’s greatest shows.

As darkness falls, powerful spotlights illuminate the water, drawing gentle manta rays that glide like underwater kites, their massive wings shimmering in the glow. Kids gasp, parents cheer, and the whole family feels like they’ve stumbled into a National Geographic documentary. These encounters spark conversations about conservation and wonder, making the experience as educational as it is thrilling.

The resort’s cultural programs bring the Big Island’s history to life, from lei-making workshops to talks about the island’s volcanic past. Families can explore nearby Kailua-Kona, a lively town where coffee shops, historic churches, and bustling markets offer a taste of authentic island life.

Travel Tips for Outrigger Kona Resort:

• Witness the Manta Rays: Book the nightly manta ray viewing experience early—it’s a bucket-list moment that fills up fast during winter.
• Dive into Culture: Join the resort’s hula lessons or historical talks to connect with the Big Island’s unique blend of Polynesian and volcanic heritage.
• Visit Kailua-Kona: A quick drive brings you to this vibrant town, where you can sip Kona coffee, explore Hulihe‘e Palace, or snorkel at Kahalu‘u Beach Park.
• Plan for Volcanoes: A day trip to Hawaii Volcanoes National Park (about 2 hours away) lets you witness glowing lava fields and steaming craters—check park conditions first.

Read more: 28 Best Big Island Resorts, Hawaii

10. Fairmont Orchid, Big Island 🐢

Nestled on the Big Island’s Kohala Coast, the Fairmont Orchid is a haven where nature and luxury intertwine, creating a family escape that feels both indulgent and wild. The resort’s lagoon, known as Pauoa Bay, is a living aquarium where Hawaiian green sea turtles (honu) glide through crystal waters, turning a simple swim into a wildlife adventure. Kids snorkel with wide-eyed wonder, spotting fish and turtles, while parents revel in the safe, shallow waters that make exploration stress-free.

The resort’s cultural programs are a love letter to Hawaii, offering families a chance to weave their own leis, learn the ukulele, or join a traditional talk story session under a banyan tree. These experiences don’t just entertain—they spark curiosity and respect for the islands’ heritage, leaving kids with stories to share at school and parents with a deeper connection to Hawaii’s soul.

For a truly magical moment, the Fairmont’s beach picnic service lets families dine on a secluded shore, with waves lapping at your toes and the sunset painting the sky in hues of mango and lavender. It’s the kind of memory that lingers long after the sand is brushed from your feet.

Travel Tips for Fairmont Orchid:

• Snorkel with Honu: Pauoa Bay’s calm waters are perfect for spotting sea turtles. Rent gear from the resort and teach kids to observe respectfully—no touching!
• Join Cultural Activities: The Hawaiian Cultural Center offers daily classes, from hula to petroglyph tours, that make learning fun for the whole family.
• Savor a Beach Picnic: Book a private picnic through the resort for an intimate family dinner under the stars, complete with local treats like poke and haupia.
• Walk the Mauna Lani Trails: These scenic paths wind through ancient fishponds and petroglyph fields, offering a family-friendly adventure with stunning views.

General Family Travel Tips for Hawaii:

• Shield from the Sun: Hawaii’s rays are relentless. Pack reef-safe sunscreen (Hawaii bans certain chemicals to protect coral), UV-protective rash guards, and wide-brimmed hats for all.
• Stay Hydrated: Keep water bottles handy, especially during beach days or hikes. Coconut water from local stands is a tasty way to rehydrate with island flair.
• Rent a Car (Usually): Most islands reward exploration, from Maui’s Road to Hana to Kauai’s Na Pali Coast. Reserve cars early—winter demand is high, and availability can be tight.
• Live Aloha: Teach kids simple Hawaiian phrases like aloha (hello/love) and mahalo (thank you) to connect with locals and show respect for the culture.
• Secure Luau Seats: Family-friendly luaus, like those at Aulani or Polynesian Cultural Center, are unforgettable but book up fast. Reserve months ahead for peak season.
• Balance Dining Costs: Hawaii’s restaurants can be pricey. Save by visiting food trucks (try poke or loco moco), shopping at local markets, or choosing rooms with kitchenettes.
• Hunt for Kids’ Deals: Many resorts offer “kids stay free” or “kids eat free” programs—check when booking to stretch your budget.
• Snorkel Smart: Research family-friendly spots like Hanauma Bay (Oahu) or Kapalua Bay (Maui) for calm waters and easy access. Always check conditions and avoid rough seas.
• Protect the Ocean: Teach kids to admire marine life from afar—never touch coral or sea turtles, which are protected by law and vital to Hawaii’s ecosystem.

What kind of adventures are you dreaming of for your family’s Hawaiian escape? Whether it’s chasing waterfalls, surfing with the kids, or stargazing on a moonlit beach, let Hawaii’s magic shape your story.

Read more: Best Honeymoon Resorts in Hawaii for a Romantic Winter Escape

Conclusion: Crafting Your Family’s Hawaiian Legend

Hawaii’s magic isn’t just in its turquoise waves or swaying palms—it’s in the way it weaves families closer together, creating stories that echo through generations. These resorts aren’t just places to stay; they’re stages for adventure, where kids discover the thrill of snorkeling with sea turtles, parents rediscover the joy of play, and everyone learns to say aloha with their hearts. Whether you’re drawn to Aulani’s Disney-infused wonder, Grand Wailea’s aquatic playground, or the Fairmont Orchid’s turtle-filled lagoon, each resort offers a unique path to paradise.

Winter is Hawaii’s high season, when the islands hum with energy and the weather is at its sunniest. Book early—resorts and activities fill up fast, especially around the holidays. Embrace the islands’ spirit by learning a few Hawaiian words, respecting the land and sea, and diving into cultural experiences that make your vacation more than a getaway—it’s a journey into aloha.

As you plan your escape, picture your family laughing under a waterfall, sharing shave ice on a sun-warmed beach, or watching manta rays dance under a starry sky. These are the moments that define a Hawaiian family adventure, the ones you’ll carry home like seashells in your pocket, ready to be rediscovered whenever you need a spark of joy.

FAQs

Is Hawaii a good winter destination for families?

Absolutely — warm beaches, family-friendly resorts, and endless activities make it perfect for a winter escape 🌞.

Which Hawaiian island is best for families?

Oahu and Maui are top picks with great resorts, safe beaches, and family attractions.

Are these resorts all-inclusive?

Most Hawaiian resorts aren’t fully all-inclusive but offer packages with meals, activities, and kids’ clubs.

What’s the best time to visit Hawaii in winter?

December to April offers warm temps and whale watching — ideal for beach days and family fun.

Do these resorts offer childcare or kids’ clubs?

Many, like Aulani and Grand Wailea, feature kids’ clubs, activity centres, and babysitting services.