Top 20 Cool and Unusual Hotels in Maui 2023

Maui, often referred to as “The Valley Isle,” stands as an epitome of dreamy and romantic travel destinations worldwide. As the second largest island in the mesmerizing archipelago of Hawaii, Maui beckons to both fervent vacationers and avid nature enthusiasts. Its allure is undeniable, with a plethora of captivating reasons that make it a place one must experience at least once in a lifetime.

1. Montage Kapalua Bay: Sunset Serenity

Indulge in the opulent embrace of the Montage Kapalua Bay, an elegant upscale resort that sets the stage for memorable moments. Perched overlooking the tranquil Namalu Bay, this Instagrammable haven spans 24 acres of lush beachfront gardens in the heart of Lahaina. A mere 20-minute stroll from the renowned Dragon’s Teeth rock formations, the refined hotel offers a convenient gateway to both natural wonders and cultural landmarks.

Each one- to four-bedroom condo at Montage Kapalua Bay is a sanctuary of island-inspired decor and modern furnishings. These well-appointed abodes boast full kitchens, inviting living areas, and private balconies that offer captivating ocean or garden views.

Within the hotel’s premises, an on-site Hawaiian restaurant tantalizes taste buds, while an informal bistro offers casual delights. A gift shop featuring local goods caters to the curious traveler. For those seeking rejuvenation, a luxurious spa awaits, alongside an outdoor pool accompanied by a poolside bar, sundeck, and inviting cabanas. Every corner of Montage Kapalua Bay resonates with a sense of elegance and exclusivity.

Address: 1 Bay Dr, Lahaina, HI 96761, United States

2. Hotel Wailea, Relais & Châteaux – An Exclusive Retreat

Elevate your stay to new heights at the Hotel Wailea, Relais & Châteaux – an adults-only oasis that redefines luxury. Nestled gracefully upon a tropical cliff along Kaukahi Street, this exclusive resort boasts cascading waterfalls, lush gardens, and meandering trails that lead to breathtaking discoveries.

Spanning fifteen acres of Zen-inspired landscaped grounds, the 5-star hotel offers an unparalleled view of Maui’s southern coastline. Gazing across the horizon, guests are treated to the exquisite sight of three Hawaiian Islands and the majestic nearby mountains.

One-bedroom suites at Hotel Wailea, Relais & Châteaux, meticulously designed, feature kitchenettes, separate living rooms, and bathrooms adorned with inviting soaking tubs. Private verandas open to reveal sweeping ocean views, while basic amenities such as free Wi-Fi, 40-inch flatscreen TVs, and iPod docks ensure modern comfort. For an added touch of indulgence, in-room massages are available.

Guests are granted access to a private section of Wailea Beach and are invited to partake in weekly canoeing excursions. The hotel’s on-site amenities are equally captivating, with an elegant Mediterranean restaurant, an outdoor pool boasting comfortable cabanas, a soothing hot tub, and a fitness center offering invigorating yoga classes.

Address: 555 Kaukahi St, Wailea, HI 96753, United States

3. Andaz Maui at Wailea Resort: Where Modern Chic Meets Cultural Flair

The Andaz Maui at Wailea Resort seamlessly marries chic modernity with the rich cultural heritage of the islands. Nestled alongside the pristine Mokapu Beach, this luxury beachfront contemporary hotel is a haven of stunning ocean views and authentic Polynesian experiences. Here, your vacation becomes an unforgettable exploration of both luxury and culture.

Step into the light and airy interiors, where traditional wood sculptures and lush tropical greenery capture the essence of the island’s spirit. The decor, neutral and restful, accentuates the grandeur of the view through picture windows. For larger groups seeking more space and privacy, the villas offer an enticing option.

Among the myriad highlights of your stay, the luau feast at Mokapu stands out, a celebration of Hawaiian history and culture through music and dance. Yet, the hotel’s amenities tempt you to linger, from the rooftop bar where panoramic views unfold, to the series of inviting swimming pools that invite a refreshing dip. The Āwili Spa and Salon promise rejuvenation, and the delightful restaurants, including Ka’ana Kitchen and Morimoto Maui, cater to your culinary desires.

Address: 3550 Wailea Alanui Dr, Wailea, HI 96753, United States

4. Grand Wailea Resort Hotel & Spa: Where Elegance Meets Tranquility

Set amidst sprawling tropical gardens bordering the iconic Wailea Beach, the Grand Wailea Resort Hotel & Spa stands as a chic and Instagrammable upscale resort that captures the essence of paradise. The lush 40-acre expanse serves as a vibrant backdrop to an enchanting escape that blends modern sophistication with serene tranquility.

Guests of the Grand Wailea are greeted by an oasis of refined elegance. The decor is modern yet understated, allowing the property’s collection of museum-quality art to take center stage. The hotel’s dedication to cultural immersion and recreation is evident through a diverse range of activities. Learn the art of hula dancing or strum the ukulele, engage in a beachside yoga session, partake in invigorating water sports such as windsurfing and paddle boating, or simply unwind by one of the nine inviting swimming pools.

Should relaxation be your priority, the spa offers an escape into blissful rejuvenation. And when hunger strikes, indulge your palate at the unique dining venues. The award-winning Humuhumunukunukuapua’a restaurant, nestled beachfront, promises a dining experience that is both delectable and unforgettable. The resort’s collection of restaurants, including an informal lounge, bistro, Grotto Bar, and a BBQ truck, offer sumptuous cuisine, tantalizing cocktails, and the backdrop of Maui’s vivid sunsets.

The Grand Wailea Resort Hotel & Spa is more than a place to stay; it’s a portal to an array of island attractions. From embarking on the fabled Road to Hana to hiking through the tropical forests and waterfalls of upcountry Maui, and witnessing the awe-inspiring Haleakalā crater, guests have easy access to the wonders that define Maui’s allure. For those with a heart for giving back, the opportunity to volunteer at the Waiheʻe Coastal Dunes & Wetland Refuge and Nuʻu Refuge awaits.

Address: 3850 Wailea Alanui Dr, Wailea, HI 96753, United States

5. Royal Lahaina Resort & Bungalows: A Blend of Beauty and Trendiness

Nestled along the pristine and exclusive stretch of Kaanapali Beach, the Royal Lahaina Resort & Bungalows beckons with its beautiful, trendy, and unique charm. Experience a stay that seamlessly combines the allure of the past with the allure of the present, all while embracing the beauty of the surroundings.

Choose to rest your head in one of the namesake bungalows or opt for the Lahaina Kai tower, both of which honor the history of Hawaiian royalty that once graced these shores. Spacious rooms provide stunning ocean views through floor-to-ceiling windows, and clean, modern decor creates an ambiance of understated elegance. Step onto patios or balconies that offer a private sanctuary to savor the island’s beauty.

The Royal Lahaina Resort & Bungalows provides not only a place of relaxation but also a gateway to exploration. Nearby attractions, such as the lushly forested ʻIao Valley State Monument with its famed ʻIao Needle, the historic Old Town Lahaina and Lahaina Harbor, and the majestic Haleakala Crater, invite you to uncover the diverse wonders of Maui.

For a truly immersive experience, partake in the renowned The Myths Of Maui Luau on the beach, a celebration of feasting, dancing, and traditional lei ceremonies. Engage in classes that teach the art of crafting flower leis and puka shell jewelry, a cherished memory to take home.

The resort itself exudes style, boasting three inviting pools, soothing hot tubs, and a modern fitness center. Dining options are a delight, with the Royal Ocean Terrace Restaurant & Lounge offering stunning views and the Beach Bar serving refreshing poolside drinks. For those with a sweet tooth, an on-site ice cream shop promises to satisfy your cravings.

Address: 2780 Kekaa Dr, Lahaina, HI 96761, United States

6. Sheraton Maui Resort & Spa: Where Nature and Luxury Converge

Nestled near the legendary Puu Kekaa on Kaanapali Beach, the Sheraton Maui Resort & Spa stands as a lush oceanfront upscale Maui resort that seamlessly blends nature’s beauty with luxurious comforts. The 23-acre property rests at the convergence of the vibrant lava flow of Pu‘u Keka‘a, or Black Rock, and the majestic Pacific Ocean.

Upon stepping into the interiors, guests are greeted by muted decor that accentuates the captivating view outside through expansive floor-to-ceiling windows. The sight that unfolds includes lush tropical greenery, clear turquoise seas, and the neighboring islands of Molokai and Lanai, each a gemstone in the sea’s embrace. The awe-inspiring sunsets and occasional sightings of humpback whales add a touch of magic to the experience.

The resort offers an array of amenities designed to immerse you in the beauty of Maui. Take a dip in one of the inviting swimming pools, unwind at the spa, and savor delectable cuisine at the Royal Ocean Terrace Restaurant & Lounge, where stunning views are on the menu. Witness the nightly cliff diving or Lele Kawa ritual, a captivating tradition that unfolds against the backdrop of the ocean, while you savor a Black Rock Mai Tai at the Cliff Dive Grill.

Address: 2605 Kaanapali Pkwy, Lahaina, HI 96761, United States

7. Wailea Beach Resort – Marriott, Maui: An Oasis of Fun and Relaxation

For the quintessential Hawaiian vacation, the Wailea Beach Resort – Marriott, Maui presents itself as a dynamic and vibrant oceanfront hotel. Positioned just a stone’s throw away from two of Hawaii’s finest beaches, this resort invites you to experience the essence of island life.

Families can revel in an array of engaging activities, from snorkeling and cruises to invigorating hikes, thrilling helicopter rides, and even captivating turtle tours and seasonal whale watching. Golf enthusiasts can indulge in championship-level courses, while those seeking relaxation can find solace at the spa and fitness center. The little ones are well taken care of at the kids club, ensuring parents can savor a romantic candlelight dinner in peace.

The dining choices at Wailea Beach Resort are a culinary journey in themselves. Delight in the signature flavors of the Humble Market Kitchin, a creation of acclaimed chef Roy Yamaguchi. The KAPA Bar & Grill promises delectable cuisine, while a coffee house, food truck, and poolside bars cater to every craving.

Retreat to the comfort of the residential-style rooms and suites, designed to envelop you in tranquility. Plush bedding, captivating ocean views, and inviting balconies or lanais provide the perfect vantage point to soak in the beauty of Maui’s sunsets. For a deeper connection to Hawaiian culture, the Te Au Moana (“The Ocean Tide”) luau awaits, offering a mesmerizing experience of music, stories, dance, and a traditional Polynesian feast beneath the stars.

Address: 3700 Wailea Alanui Dr, Wailea, HI 96753

8. Hana-Maui Resort, a Destination by Hyatt Residence: A Cool Retreat Amidst Coastal Charm

The Road to Hana, a renowned 52-mile highway along Maui’s north coast, beckons with its picturesque landscapes and hairpin bends. For those who seek a break from the journey’s thrill, the Hana-Maui Resort offers a haven of tranquility. Settle into this boutique hotel to either recharge for the onward adventure or simply savor the coastal charm and welcoming aloha spirit.

Nestled on an emerald green hillside overlooking the ocean, the resort’s traditional bungalow-style buildings exude a quiet luxury. Rooms, suites, and family residences offer soothing wood floors, muted decor, and outside seating, allowing you to relax and listen to the waves crashing below.

Amenities abound, including a spa for ultimate relaxation, two restaurants that celebrate local produce, and a poolside bar perfect for unwinding. Beyond the oasis of luxury, the area presents a myriad of activities. Discover the allure of famous beaches like the Black Sand and Red Sand beaches, wander through tropical rainforests adorned with waterfalls, explore horse trails, and lose yourself in the expanse of the Pacific Ocean.

Address: 5031 Hana Hwy, Hana, HI 96713, United States

9. AC Hotel by Marriott Maui Wailea: A Stylish Haven Steps from Golden Beaches

Nestled in Wailea Town Center, the AC Hotel by Marriott Maui Wailea offers a beautiful rustic-chic haven, a stone’s throw away from golden beaches that beckon to be explored. The relaxed ambiance of the hotel sets the tone for a rejuvenating stay, where every moment is a blend of style and serenity.

This stylish retreat is within walking distance of Ulua Beach, Wailea Beach, and Mokapu Beach, ensuring that the soothing sound of the ocean is never far away. The well-appointed rooms provide a range of amenities, from flatscreen TVs and Wi-Fi to minifridges and coffeemakers. Balconies offer stunning views of the Pacific Ocean, and upgraded rooms even feature sofa beds for added comfort.

Delight your taste buds at the casual eatery, where authentic Hawaiian dishes like laulau and poi celebrate the island’s flavors. The outdoor pool beckons for a refreshing dip, while the hot tub promises relaxation. The lobby lounge and gym offer additional spaces for unwinding and rejuvenating.

Address: 88 Wailea Ike Pl, Wailea, HI 96753, United States

10. The Westin Nanea Ocean Villas, Ka’anapali: A Paradigm of Modern Elegance

Nestled amidst the embrace of swaying palm trees and situated near the pristine Ka’anapali Beach, The Westin Nanea Ocean Villas, Ka’anapali, stands as a beacon of modern elegance and comfort. This cool and unusual beach resort offers a lively atmosphere and world-class facilities, ensuring a memorable stay for every guest.

The deluxe hotel boasts refined one to three-bedroom suites that are a testament to refined luxury. Equipped with kitchenettes, separate living rooms, and inviting balconies, these suites provide the perfect blend of functionality and relaxation. The rooms offer an array of amenities, including free Wi-Fi, flatscreen TVs, and soaking tubs. Some suites go the extra mile, featuring pull-out sofas and captivating ocean views that set the tone for a tranquil escape.

The resort’s amenities are designed to elevate your experience. A sophisticated eatery and a charming cafe promise culinary delights, while a convenience store caters to your practical needs. The BBQ area, complete with a fire pit, sets the stage for delightful evenings. The well-equipped gym and inviting spa area ensure that relaxation and rejuvenation are always within reach. Two outdoor pools beckon, including an expansive lagoon-style pool with a poolside bar and a children’s pool with a vibrant play area.

Address: Vistana, 45 Kai Malina Pkwy, Lahaina, HI 96761, United States

11. Kohea Kai Maui, Ascend Hotel Collection: Boutique Tranquility Overlooking the Pacific

For those seeking a quiet and picturesque retreat, Kohea Kai Maui, Ascend Hotel Collection, is the epitome of beauty and tranquility. This adults-only boutique hotel overlooks the vast expanse of the Pacific Ocean, offering a serene escape amidst the natural beauty of Maui.

A mere 1-minute walk from the beach, Kohea Kai Maui provides easy access to a myriad of activities, from surfing and snorkeling to invigorating hikes and beach sports. The hotel’s well-appointed rooms are designed to provide comfort and elegance. Amenities include coffee makers, minifridges, flat-screen TVs, and free Wi-Fi. Guests can savor either garden or ocean views from their accommodations. For those seeking an extra touch of luxury, select rooms offer kitchenettes, while suites boast separate living areas, private balconies, and indulgent Jacuzzi tubs.

The hotel’s offerings extend beyond its inviting rooms. An outdoor pool invites you to take a refreshing dip, while two hot tubs provide ultimate relaxation. The rooftop terrace offers a captivating vantage point to soak in the views. Guests are also welcome to indulge in BBQ delights on the rooftop deck.

Address: 551 S Kihei Rd, Kihei, HI 96753, United States

12. The Westin Ka’anapali Ocean Resort Villas North: A Paradise Between Ocean and Mountains

Perched between the shimmering Pacific Ocean and the majestic West Maui Mountains, The Westin Ka’anapali Ocean Resort Villas North stands as a luxurious haven that embodies the beauty of both land and sea. This luxury resort boasts not only exquisite surroundings but also a wealth of facilities that promise an exceptional stay.

The resort’s luxurious amenities include cascading waterfalls, refreshing pools, and three distinctive on-site restaurants. For those seeking convenience, two on-site markets offer an array of snacks, sundries, and supplies.

The rooms at The Westin Ka’anapali Ocean Resort Villas North provide a serene haven with all the basic amenities you need for a comfortable stay. Furnished balconies offer views that range from the vast ocean to the captivating landscape. The contemporary hotel features an inviting outdoor pool that beckons for relaxation, while the fitness center ensures that your wellness needs are met. For those seeking a culinary journey, both a la carte and table d’hote breakfast options are available.

Address: Address: Between the Pacific Ocean and West Maui Mountains, 6 Kai Ala Dr, Lahaina, HI 96761, United States

13. Hotel Lahaina: A Quirky Chic Escape with Breathtaking Sea Views

In the heart of historic Lahaina Town, Hotel Lahaina stands as a contemporary boutique hotel offering incredible sea views and homey comfort. Situated less than a mile from the inviting Puunoa Beach, this hotel exudes a quirky charm that promises a memorable stay.

The cozy hotel features a selection of ten rooms and three suites, each meticulously designed for comfort and style. Rest easy on foster mattresses with Casper pillows and fluffy duvets. Embrace a touch of luxury with minifridges and malin+goetz toiletries, while JBL Bluetooth speakers enhance your experience. Step onto your private lanai, furnished with a table and two rocking chairs, and soak in the panoramic sea views.

Beyond the hotel’s walls, Lahaina’s major attractions await your exploration. Stroll along Front Street Lahaina, immerse yourself in the Lahaina Historic District, and discover the allure of Lahaina Boat Harbor.

Address: 127 Lahainaluna Road, Lahaina, HI 96761, United States

14. Ho’oilo House: A Romantic Retreat Nestled Amidst the West Maui Mountains

For those seeking a private and peaceful escape, Ho’oilo House offers a Balinese-style bed and breakfast experience nestled amidst the captivating embrace of the West Maui Mountains. The tranquil ambiance sets the stage for a romantic getaway, while easy access to shops, cafes, and restaurants in historic Lahaina ensures a fulfilling stay.

The modern suites at Ho’oilo House are a testament to comfort and elegance. Traditional Balinese entry doors welcome you, while private baths and outdoor showers provide a touch of indulgence. Step onto your lanai with ocean or partial ocean views and savor the serenity of your surroundings. Basic amenities, including flatscreen TVs, high-speed internet, iPod docks, and refrigerators, enhance your stay. To start your day on a delightful note, a complimentary breakfast is served in the common area, ensuring you begin your morning with a taste of paradise.

The 4-star bed and breakfast also boasts an ocean-view swimming pool, a meditation gazebo, and several water features, inviting you to unwind and rejuvenate.

Address: 138 Awaiku St, Lahaina, HI 96761, United States

15. The Plantation Inn: A Serene Retreat with Elegance and Manicured Gardens

Nestled on Lahainaluna Road, The Plantation Inn stands as an adults-only bed and breakfast that exudes elegance and charm. Surrounded by beautifully manicured gardens, this stunning inn offers an escape from the ordinary, transporting you to a serene setting where relaxation is paramount.

The quaint hotel boasts individually-designed rooms adorned with Hawaiian plantation decor, allowing you to immerse yourself in the island’s unique ambiance. In most rooms, private balconies offer the perfect vantage point to soak in mesmerizing views of the Pacific Ocean. Suites go the extra mile, providing spacious sitting areas for added comfort.

Delight your palate at the chic French eatery, where exquisite flavors come to life. Indulge in the best soupe à l’oignon in the neighborhood, and relish in the charm of complimentary French poolside breakfasts that elevate your morning routine.

Address: 174 Lahainaluna Rd, Lahaina, HI 96761, United States

16. The Old Wailuku Inn at Ulupono: A Vintage-Chic Haven with Instagrammable Charm

Nestled in a reconditioned plantation home built in 1924, The Old Wailuku Inn at Ulupono stands as a vintage-chic bed and breakfast that captures the essence of a bygone era. This Instagrammable gem boasts seven rooms, each a testament to comfort and style.

En suite bathrooms, vibrant Hawaiian quilts, and modern amenities like free Wi-Fi and coffee makers ensure a pleasant stay. Some rooms offer an extra touch of luxury with private balconies and walled gardens, inviting you to immerse yourself in the serenity of your surroundings. A separate modern cottage house houses three additional rooms, all connected by a shared balcony and living room.

The bed and breakfast experience extends to delightful mornings, with a full breakfast served in the common area to start your day on a delectable note. Nearby attractions such as the Maui Arts & Cultural Center and Iao Valley State Park invite you to explore the charm of Wailuku.

Address: 2199 Kahookele St, Wailuku, HI 96793, United States

17. Lahaina Oceanfront Estate: An Oceanfront Villa with Vintage Elegance

For those seeking oceanfront bliss, the Lahaina Oceanfront Estate offers a fully equipped villa that promises luxury and relaxation. The heart-shaped pool, BBQ facilities, and hot tub set the stage for a memorable stay, inviting you to unwind and indulge in the beauty of your surroundings.

Kelawea Mauka III Park is within walking distance, offering an opportunity to immerse yourself in nature. The villa’s classic decor exudes vintage charm, transporting you to an era of elegance and refinement.

The estate boasts six well-appointed bedrooms, each featuring en suite bathrooms, a living area, and a dining area. Whether you’re relaxing indoors or outdoors, you’ll find all your needs met, from bathtubs in some rooms to air-conditioning for ultimate comfort. The enchanting vintage look of the villa ensures a unique and memorable stay.

Address: 1423 Front St, Lahaina, HI 96761, United States

18. Heavenly Hana Paradise: A Tranquil Retreat Surrounded by Nature

Heavenly Hana Paradise offers a secluded and historically decorated guesthouse nestled amidst a copse of fruit trees, providing a tranquil escape surrounded by nature’s beauty. This cozy and quirky-chic guesthouse is a haven for those seeking serenity and sustainable travel experiences.

Surrounding attractions such as Red Sand Beach, Hana Coast Gallery, and Waianapanapa State Park invite you to explore the wonders of Maui. The guesthouse features two rooms, each equipped with en suite bathrooms, flatscreen TVs, tea- and coffee-making facilities, fans, and Wi-Fi. Upgraded rooms offer private patios, sitting areas, and refrigerators for added comfort and convenience.

Address: 4575 Hana Hwy, Hana, HI 96713, United States

19. Old Lahaina House-Walk to Town & Beach: Tropical Elegance for Group Getaways

Nestled less than a mile from the beach on Ilikahi Street in Lahaina, Old Lahaina House-Walk to Town & Beach offers a tropical haven perfect for group getaways. This elegant property features island-inspired interiors and a range of amenities that ensure a comfortable and memorable stay.

The property boasts four bedrooms, each equipped with a private bathroom, a full kitchen, and air conditioning. An outdoor pool invites you to take a refreshing dip, while the surrounding sun deck provides the perfect spot for relaxation. BBQ facilities are also available, allowing you to indulge in culinary delights while enjoying the tropical breeze.

Address: Ilikahi Street, Lahaina, HI 96761, United States

20. The Kulani Maui: Cozy Bungalow Escapes in the Heart of Lahaina

For those seeking an intimate and cozy escape, The Kulani Maui offers a romantic retreat in the heart of Lahaina. Just a 2-minute walk from Kamehameha Iki Park Beach, this charming hotel exudes a funky vintage vibe that invites relaxation and exploration.

The beautiful hotel showcases six types of luxurious accommodations, each with its own unique charm and allure. The Jasmine Bungalow, Ginger Bungalow, Bamboo Bungalow, Hibiscus Bungalow, Mango Tree Bungalow, and Orchid Bungalow promise distinct experiences, reflecting the diverse preferences of guests.

All bungalows feature en-suite bathrooms with indulgent soaking tubs, inviting you to unwind after a day of exploration. Separate living rooms with sliding glass doors allow you to soak in the natural beauty that surrounds the hotel. Well-equipped kitchens provide the means to indulge in culinary adventures, creating delectable dishes inspired by the island’s flavors.

A private outdoor lanai complements each bungalow, boasting a dining table and day-bed lounge. This outdoor haven invites you to enjoy meals al fresco and bask in the serenity of nature.

The Kulani Maui’s prime location in the heart of Lahaina ensures easy access to both the beach and town, offering a blend of relaxation and exploration. Immerse yourself in the romantic ambiance and unique charm of this cozy bungalow retreat, and discover the magic of Lahaina in a whole new light.