The 13 Best Luxury Hotels with Entertainment in Wailea (2025)

Nestled along the golden shores of Wailea, Four Seasons Resort Maui at Wailea offers a sublime escape where luxury meets natural beauty. Imagine waking to the gentle lullaby of ocean waves and stepping onto your private balcony, where the fragrant breeze carries hints of tropical blossoms, enveloping you in an atmosphere of tranquil elegance.

Romantic Getaway - With its breathtaking beach views and intimate dining options, every moment is crafted for romance—whether sharing a sunset at the infinity pool or enjoying candlelit dinners under the stars, each experience feels like a stolen whisper between lovers.

Spa & Wellness Sanctuary - Indulge your senses in our interim Sixth-Floor Spa & Wellness Center, where calming aromas and soothing sounds create a haven for relaxation. From rejuvenating massages to holistic treatments, each visit promises a journey inward, leaving you blissfully refreshed.

Outstanding Location - Perched on pristine beachfront, the resort serves as a gateway to adventure and exploration. Enjoy leisurely strolls along the shore or embark on a kayaking expedition, guided by the stunning backdrop of emerald landscapes and azure skies.

Guest Experiences - As guests unwind by the pool, the scent of fresh hibiscus fills the air while attentive staff remember personal favorites—like that special drink mentioned days prior. It's these little touches, like a complimentary toast to celebrate an engagement, that weave unforgettable memories into the fabric of your stay.

Nestled on the pristine shores of Mokapu Beach, Andaz Maui at Wailea Resort is a haven of tranquility and luxury. Here, lush gardens meet shimmering waters, creating an intimate sanctuary where every moment feels like a celebration of the senses. From the gentle ocean breeze to the warm Hawaiian sun, each experience is crafted to envelop you in sublime comfort.

Beach Life - Embrace the essence of island living with direct access to soft sands and azure waves. Spend your days lounging under swaying palms or indulging in invigorating water sports, all just steps from your luxurious accommodations.

Spa Breaks - Rejuvenate your spirit at the full-service spa, where the scent of tropical blossoms wafts through the air. Experience treatments inspired by nature that will leave you feeling refreshed, revitalized, and deeply relaxed.

Culinary Delights - Savor a culinary journey at Iron Chef Masaharu Morimoto’s renowned restaurant, where Japanese and American flavors intertwine in spectacular dishes. Every bite bursts with freshness, complemented by creative cocktails that reflect the vibrant local culture.

Guest Experiences - Imagine waking up to breathtaking views as the sun rises over the ocean, while the subtle sound of waves whispers through your balcony door. One guest relished the unexpectedly delightful homemade ice cream sandwiches at poolside, their laughter mingling with the playful splashes of nearby families enjoying the idyllic setting.

Nestled amidst the lush landscapes of Wailea, Fairmont Kea Lani, Maui offers an exquisite retreat where luxurious cabana-style suites harmonize with breathtaking ocean views. Here, the gentle sound of waves caresses your senses as the spirit of aloha envelops you in a warm embrace, crafting an idyllic haven for romance and relaxation.

Romantic Escape - Whisk your partner away to a paradise of intimate moments, where sunset strolls along pristine beaches and candlelit dinners overlooking the ocean create memories that linger like the sweet scent of plumeria in the air.

Spa Sanctum - Indulge your senses at the full-service spa, where soothing aromas waft through calming spaces, and expert therapists guide you on a journey of rejuvenation, leaving you both blissfully relaxed and utterly renewed.

Culinary Delights - Savor culinary masterpieces at Nick's Fishmarket, where fresh seafood is expertly prepared and served under the stars, complemented by the tantalizing sounds of live entertainment that resonate through the inviting ambiance.

Guest Experiences - Guests delighted in waking up to the heavenly smell of freshly brewed coffee from their Nespresso machine, a quiet luxury that enhanced their mornings. One couple found joy in the serene vibe of the adult-only pool, where sun-soaked afternoons turned into cherished moments of laughter over cool drinks while soaking in panoramic ocean vistas.

Perched elegantly 300 feet above the shimmering shores of Wailea, Hotel Wailea, Relais & Châteaux is a haven where serene luxury meets captivating romance. Here, the air is filled with the gentle scent of tropical blossoms and the sound of waves lapping against the rocks below, inviting couples and discerning travelers to indulge in an adults-only paradise that feels both exclusive and intimate.

Romantic Escape - Every suite is a sanctuary, featuring private, furnished decks that offer breathtaking views of the ocean or lush gardens, perfect for sipping morning coffee while basking in the golden Hawaiian sun.

Culinary Delights - Savor exquisite island-to-table cuisine at The Restaurant, where every bite is a celebration of local flavors, whether you're dining al fresco among sculpted gardens or enjoying sunset vistas on The Lanai.

Tranquil Retreat - Nestled within stunning grounds, tranquil pools beckon for a refreshing dip, offering the quiet seclusion that makes for an ideal getaway, punctuated by nature’s symphony of rustling leaves and distant ocean waves.

Guest Experiences - One guest marveled at the exceptional service, recalling how a friendly staff member went out of their way to ensure their comfort, turning a minor shower hiccup into a memorable moment with complimentary breakfast and heartfelt apologies. Meanwhile, another found bliss in the serenity of their suite, relishing the joy of separating from their partner to enjoy a nap while the sounds of laughter and golf echoed softly from the next room.

Nestled along the sun-kissed shores of Wailea, the Wailea Beach Resort - Marriott, Maui invites you to immerse yourself in an exquisite oasis of luxury and tranquility. With breathtaking ocean views that shimmer under Hawaii's golden sun, this elegant retreat envelops you in a warm embrace of tropical beauty, making it the ultimate escape for couples, families, and solo travelers seeking both relaxation and adventure.

Romantic Hideaway - Couples will find their personal paradise amidst lush gardens and intimate spaces, where soft ocean breezes whisper secrets of love. Enjoy candlelit dinners at KAPA Bar & Grill or share quiet moments on your private balcony, overlooking the tranquil waves as they gently lap against the shore.

Family-Friendly Paradise - With multiple pools designed for both kids and adults, including thrilling water slides and serene relaxation areas, families can revel in quality time together. The dedicated kids' club ensures little ones are entertained, allowing parents to unwind by the dove pool, soaking in the stunning vistas.

Culinary Adventures - Savor the flavors of Hawaii at the diverse dining options available, from the casual atmosphere of Whale's Tale beach bar to the inventive dishes at HUMBLE MARKET KITCHIN, where local ingredients collide with culinary creativity, enticing your palate with every bite.

Guest Experiences - As laughter mixes with the sound of splashing water, one guest delightedly recalled how staff went above and beyond—transforming a reservation for two queen beds into a spacious family suite with an ocean view, a perfect spot just steps away from the lively kids' pool, where the air was thick with the scent of sunscreen and salty sea breeze.

Nestled along the pristine shores of Wailea Beach, the Grand Wailea Resort Hotel & Spa, A Waldorf Astoria Resort, invites you into a paradise where luxury meets the lushness of Hawaii’s vibrant landscape. Each moment here unfolds in a breathtaking tapestry of gentle ocean breezes, the fragrance of tropical blooms, and exquisite culinary delights, creating an idyllic escape for romance, relaxation, and adventure.

Romantic Getaways - Experience intimate dinners at the oceanfront Humuhumunukunukuapua'a, where the warm glow of candlelight dances across your table as the sun sets over the lagoon, enveloping you and your partner in a magical ambiance filled with soft waves lapping nearby.

Spa Retreats - Discover sanctuary at Kilolani Spa with its tranquil hydrotherapy bath circuit, where the soothing sound of cascading water harmonizes with the scent of essential oils, offering a retreat that rejuvenates both body and soul—a perfect indulgence for wellness enthusiasts seeking serenity within paradise.

Adventure Awaits - Whether catching a wave during a paddleboard lesson or exploring the enchanting trails of the botanical gardens, every corner of the resort teems with opportunities for thrill-seekers to immerse themselves in the island's natural beauty while creating unforgettable memories.

Guest Experiences - As laughter echoed from the Wailea Canyon water park, families relished the joy of sliding down whimsical waterslides, while the adults took solace at the serene pool area, where blissful moments of relaxation met the sight of swaying palm trees framing a picture-perfect sunset.

Nestled in the serene embrace of Upcountry Maui, Lumeria Maui is more than a retreat; it’s a sanctuary where luxury meets enlightenment. Here, amidst lush gardens and historic architecture, guests are invited to embark on a transformative journey that nourishes the body, mind, and spirit in a setting that feels both intimate and expansive.

Wellbeing - Immerse yourself in a world of holistic healing at The Wellness Spa, where the soft scent of essential oils fills the air and skilled therapists offer treatments that melt away stress, leaving you rejuvenated and deeply connected to your inner self.

Total relaxation - Relax by the saltwater pool, where the gentle sound of water lapping against the edges mingles with birdsong, creating a tranquil escape for sun-soaked afternoons or starlit evenings spent in the warmth of the hot tub.

Historic Charm - Wander through the beautifully restored grounds, where each corner reveals charming touches—like the elegant furnishings that whisper stories of the past and the exquisite crystals scattered throughout that catch the light and invite contemplation.

Guest Experiences - As I drifted to sleep, the faint aroma of freshly prepared farm-to-table meals lingered from The Wooden Crate, mingling with the earthy scent of rain-kissed foliage outside. In the morning, the soft rustle of palm leaves and the distant call of exotic birds created a symphony of peace that welcomed the day.

Nestled between the sapphire waves of North Ka’anapali Beach and the majestic backdrop of West Maui’s lush mountains, The Westin Ka'anapali Ocean Resort Villas offers an oasis of luxury and tranquility. Here, every moment feels like a serene escape, whether you’re lounging by one of six sparkling pools or savoring the gentle breeze on your private villa's balcony.

Total Relaxation - Indulge in blissful serenity at Spa Helani, where the soothing scent of tropical oils mingles with calming melodies, inviting you to unwind with a full spa menu designed for rejuvenation. Each treatment becomes a journey through Hawaiian tradition and modern wellness, perfect for those seeking to recharge their spirit.

Beach Life - Step onto the soft sands of Ka’anapali Beach, where the rhythmic sound of ocean waves serves as both music and backdrop to a day filled with adventure. Engage in snorkeling or surf lessons arranged by our attentive concierge, or simply bask in the sun while sipping a refreshing drink from Auntie’s Kitchen.

Romantic Break - With luxurious accommodations featuring whirlpool bathtubs and stunning ocean views, each villa is a haven crafted for romance. Picture evenings spent watching the sunset paint the sky in vibrant hues, creating an enchanting atmosphere that makes every moment unforgettable.

Guest Experiences - Guests have relished in the essence of Aloha; one noted the delightful surprise of breakfast served with breathtaking views, where the aroma of freshly brewed coffee wafts through open-air dining—a perfect start to a day of exploring or lounging. Another mentioned the joy of grilling their own fresh catch on BBQ facilities while kids splashed nearby in the pools, a lovely blend of family fun and relaxation.

Nestled between the golden sands of North Ka’anapali Beach and the lush mountains of West Maui, The Westin Nanea Ocean Villas offers an intimate escape where luxury meets the soothing rhythm of ocean waves. Each exquisite villa is a sanctuary, inviting couples and families alike to unwind amid breathtaking views and thoughtful amenities, all while immersing themselves in the vibrant culture of Hawaii.

Beach Life - With direct access to pristine beaches, guests are enveloped in the scent of saltwater and tropical blooms as they experience sun-soaked days filled with swimming and lounging on soft sands—perfect for romantic getaways or family adventures.

Total Relaxation - Indulge in a rejuvenating escape at the on-site spa, where expert therapists harness the soothing essence of island botanicals, leaving your skin refreshed and your spirit uplifted amidst serene sounds that lull you into tranquility.

Romantic Break - Whether grilling under the stars using one of the resort's BBQ stations or savoring a candlelit dinner at Mauka Makai, romantic moments bloom effortlessly throughout your stay, set against the backdrop of stunning sunsets painting the sky in hues of orange and pink.

Guest Experiences - One evening, the laughter of children mingles with the crackling sound of the grill as families share stories while cooking their own dinners—a delightful aroma of charred meats and fresh island herbs wafts through the air, creating a sense of community under the expansive Hawaiian sky.

Nestled on 54 breathtaking acres along the pristine shores of D.T. Fleming Beach, The Ritz-Carlton Maui, Kapalua is a sanctuary where luxury intertwines with nature's beauty. Here, the gentle rhythm of the ocean serenades you as you unwind in this romantic haven, designed for discerning travelers seeking both adventure and serenity.

Total Relaxation - Immerse yourself in the tranquil embrace of the Ritz-Carlton Spa, where treatments inspired by ancient Hawaiian traditions transport you to a state of bliss. The soothing sounds of cascading water and fragrant tropical blooms create an atmosphere that invites pure rejuvenation.

Romantic - Stroll hand-in-hand through lush gardens filled with vibrant island flora, or savor a private dinner under a starlit sky at The Banyan Tree, where the scent of grilled seafood mingles with the salty air. Each moment here is crafted to make your heart flutter and memories linger.

Outstanding Location - With two acclaimed golf courses and direct access to stunning beaches, every angle offers postcard-perfect views and opportunities for adventure. Feel the soft sand beneath your feet as you explore nearby surf spots, or bask in the sun by the multi-level outdoor pool surrounded by swaying palms.

Guest Experiences - Guests often recount the warmth of the staff, who effortlessly create a familial atmosphere; small gestures like remembering your name or offering personalized recommendations turn a luxurious stay into a cherished memory. The echo of laughter from the poolside, accompanied by the enticing aroma of fresh pastries wafting from Kai Cafe, truly captures the essence of a perfect escape.

Nestled along the pristine shores of Kapalua Bay, Montage Kapalua Bay is a luxurious retreat that invites you to unwind in a tropical paradise where elegance meets tranquility. With its breathtaking ocean views and lush landscapes, this upscale resort offers an intimate escape for couples and families alike, where every sunset paints the sky in hues of pink and orange, and the gentle lull of waves creates a soothing soundtrack to your getaway.

Total Relaxation - Indulge in blissful treatments at the serene spa, where the scent of essential oils mingles with ocean breezes, and each massage soothes both body and mind. The sound of soft music and the gentle flow of water create an atmosphere of pure tranquility, allowing you to surrender to the moment.

Beach Life - Embrace the sun-kissed shores just steps from your suite, where complimentary beach chairs and umbrellas await your arrival. Feel the warm sand between your toes as laughter fills the air, and children splashing in the surf create joyful memories against the stunning backdrop of azure waters.

Suite Luxury - Experience spacious suites adorned with tasteful décor and modern amenities, where private balconies offer stunning views of the ocean. Each morning, the aroma of fresh coffee wafts through the air, inviting you to relax on your balcony and take in the breathtaking scenery before embarking on a day of adventure.

Guest Experiences - One family shared their delight in the incredible space of their three-bedroom villa, where they lounged comfortably together while toddlers played nearby, the sounds of giggles blending seamlessly with the distant crashing of waves. They cherished the thoughtful gestures of the staff, who provided beach toys and essentials, making their stay feel like a home away from home.

Nestled in the verdant embrace of Hana's lush landscapes, Hana-Maui Resort, a Destination by Hyatt Residence, embodies a sanctuary where luxury meets nature's artistry. With gentle ocean breezes and the intoxicating scent of tropical blooms wafting through the air, each moment unfolds like a romantic story, inviting couples and adventurers alike to reconnect with themselves and each other amidst breathtaking views.

Total Relaxation - Surrender to serenity at The Spa, where expert hands guide you through rejuvenating massages and radiant facials, all while surrounded by the soothing sounds of nature, allowing your spirit to unwind completely.

Romantic Getaway - Indulge in intimate evenings on private terraces overlooking the ocean, where sunsets paint the sky in hues of orange and lavender, creating the perfect backdrop for cherished moments with your loved one.

Local Exploring - Venture just minutes away to discover secluded beaches and enchanting forests, where the rich history and culture of Hawaii come alive, inviting you to engage in lei making or explore hidden gems that few travelers see.

Guest Experiences - As dawn breaks, the aroma of freshly brewed coffee mingles with hints of tropical fruits, beckoning guests to gather for breakfast, where the soft chatter of friendly staff creates an atmosphere of warmth. One guest remarked on the nostalgic charm of their cozy bungalow, reminiscing about its spaciousness while noting the quaint quirks—like waking up to the sun streaming through non-fitted sheets that slipped away during the night.

Nestled on the secluded shores of Lāna‘i, Four Seasons Resort Lana'i beckons with a harmonious blend of luxury and tranquility. Here, the gentle lapping of ocean waves dances alongside the sweet fragrance of blooming hibiscus, creating an idyllic haven where time slows and relaxation reigns supreme.

Romantic Escape - Whisk away your loved one to this enchanting resort where intimate terraces overlook the vast Pacific, offering the perfect backdrop for sunsets painted in hues of orange and pink. Stroll hand-in-hand along sandy beaches, reveling in the soft whispers of the Hawaiian breeze.

Total Relaxation - Indulge in a world of serenity at the on-site spa, where soothing scents of essential oils fill the air as expert hands knead away stress. With eleven tranquil massage rooms and treatments inspired by the island’s natural beauty, prepare for rejuvenation like you’ve never experienced before.

Sights Nearby - Just a leisurely ten-minute walk leads you to the breathtaking Sweetheart Rock, Pu'u Pehe, where the rhythmic sound of crashing waves creates a symphony of nature that is both humbling and awe-inspiring. Discover hidden trails that wind through lush greenery while basking in the stunning panoramic views that encompass the island.

Guest Experiences - Guests have delighted in the serene simplicity of evenings spent at one of the glowing pools, where plush sun loungers invite relaxation under the stars. The polite yet attentive staff ensures every need is met, often surprising visitors with refreshing cool towels infused with tropical scents, enhancing the sensory experience of pure bliss.