Top 14 Cool and Trendy Hotels in Maui 2023

I discovered a gem nestled overlooking Namalu Bay—a chic, contemporary hotel spread across 24 acres of beachfront gardens in Lahaina. It’s a mere 20-minute stroll from the renowned Dragon’s Teeth rock formations.

My stay at Montage Kapalua Bay introduced me to their range of one- to four-bedroom condos adorned with island-inspired decor and sleek furnishings. Each condo boasts a complete kitchen, cozy living spaces, and private balconies offering stunning ocean or garden vistas.

This upscale haven isn’t just about luxurious accommodations. It’s a complete experience with an array of amenities. From an on-site Hawaiian restaurant to a laid-back cafe and a treasure trove of local goods at the gift shop, every detail speaks of immersion in Hawaiian culture. And, of course, there’s the indulgence of a spa and an outdoor pool, complete with a poolside bar, sun deck, and charming cabanas.

While visiting Montage Kapalua Bay, my personal favorite was the private balconies with stunning ocean or garden vistas.

Tucked away on Kaukahi Street, The Hotel Wailea, Relais & Chateaux Adults Only has become one of my favorite places. The serene adult-only resort boasts cascading waterfalls, lush gardens, and winding trails, creating a tranquil haven.

Spanning fifteen acres, this 5-star gem is a Zen-inspired paradise overlooking Maui’s southern coastline. The secluded location offers guests breathtaking views of three Hawaiian Islands and the nearby mountains.

The one-bedroom suites here are a true delight. With kitchenettes, separate living rooms, bathrooms featuring indulgent soaking tubs, and private verandas offering stunning ocean vistas, the experience feels nothing short of luxurious. Basic conveniences like complimentary Wi-Fi, 40-inch flat-screen TVs, optional in-room massages, and iPod docks elevate the stay.

Access to a private section of Wailea Beach and weekly canoeing excursions make the stay even more delightful. The on-site offerings are equally impressive, from an elegant Mediterranean restaurant to an outdoor pool with inviting cabanas and a hot tub. Plus, there’s a fitness center that hosts rejuvenating yoga classes.

One of my favorite aspects at Hotel Wailea was the secluded beach access offering serene ocean views.

At the Andaz Maui at Wailea Resort, I was immersed in luxury overlooking the breathtaking ocean views from my room. The light and airy interiors showcased traditional wood sculptures and lush greenery, embodying the island’s essence.

The neutral decor and wooden furnishings perfectly framed the stunning vista visible through the expansive picture windows. For larger groups, the option of villas provided both space and privacy, an excellent choice for our stay.

The highlight of my visit? The incredible luau feast at Mokapu, complete with vibrant music and dance performances, portrays Hawaiian history and culture.

With enticing amenities like a rooftop bar, a series of inviting swimming pools, and the rejuvenating Āwili Spa and Salon, coupled with delectable dining experiences at Ka’ana Kitchen and Morimoto Maui, I was spoiled for choice. Staying put and savoring every moment in this remarkable place was tempting.

My favorite aspect was the incredible luau feast at Mokapu, showcasing Hawaiian history and culture.

The Grand Wailea Resort Hotel & Spa became one of my favorite places. It’s nestled within vibrant gardens on Wailea Beach, consistently voted among America’s finest.

The decor exuded modern elegance, adorned with pieces from their prestigious art collection. Throughout my stay, I marveled at museum-quality art scattered across the property.

Cultural immersion awaited me with activities like hula dancing, ukulele lessons, beach yoga, and thrilling water sports. Lounging across nine pools, joining a scuba clinic, indulging at the spa, and exploring the resort’s shopping options made my days vibrant.

Dining experiences were exceptional, from the beachfront Humuhumunukunukuapua’a restaurant to cozy lounges and the Grotto Bar with its BBQ truck. Fresh seafood, sunset views, and creative cocktails left lasting impressions.

Exploring the island was effortless, with attractions like the legendary Road to Hana, hikes through tropical forests, and visits to Haleakalā crater easily accessible. The opportunity to volunteer at the Waiheʻe Coastal Dunes & Wetland Refuge and Nuʻu Refuge added a meaningful touch to my stay.

My personal favorite? The vibrant pools and cultural immersion activities throughout my stay.

At the Royal Lahaina Resort and Bungalows, I stayed in one of their iconic bungalows or at the Lahaina Kai Tower, nestled along a beach that used to be a retreat for Hawaiian royalty.

The spacious rooms offered breathtaking ocean views through expansive floor-to-ceiling windows. The modern decor was refreshing, complemented by patios or balconies that added to the charm.

During my stay, I explored the nearby attractions. The lush ʻIao Valley State Monument, home to the famed ʻIao Needle, captivated me. The historic Old Town Lahaina and Lahaina Harbor were charming, while the mystical Haleakala Crater, especially during sunrise, left me spellbound.

Partaking in the resort’s offerings was a highlight. The Myths Of Maui Luau on the beach was unforgettable, featuring feasts, lively dancing, and traditional lei ceremonies. I also delved into classes on crafting flower leis and puka shell jewelry.

The hotel itself was chic and vibrant. With three pools, hot tubs, and a well-equipped fitness center, there was no shortage of activities. The Royal Ocean Terrace Restaurant & Lounge offered mesmerizing views, while the Beach Bar served delightful drinks by the poolside. And who could resist the temptation of the on-site ice cream shop?

One of my favorite places was exploring the historic Old Town Lahaina and participating in traditional lei activities.

At the Sheraton Maui Resort and Spa, one of my favorite places, Hawaii unfolds in its most breathtaking form. The expansive 23-acre property sits gracefully along Ka‘anapali Beach, where the powerful Pu‘u Keka‘a or Black Rock meets the ocean. The interior design, subtly adorned, aims to amplify the prominence of the panoramic vistas, easily accessible through floor-to-ceiling windows.

Oh, the view! A mesmerizing landscape unfolds before me: vibrant tropical foliage, crystal-clear turquoise waters embellished by Molokai and Lanai islands like precious jewels, waves inviting surfers, and the spectacle of stunning sunsets. Sometimes, the majestic humpback whales grace the ocean with their presence, going about their own majestic business.

Within the premises, swimming pools and a serene spa await exploration. Dining options abound, presenting choices ranging from the laid-back Sandbar on the beach to various restaurants offering tantalizing fresh seafood and an array of fine wines.

The pinnacle of my stay? The nightly cliff-diving spectacle is known as Lele Kawa. Whether observing from the comfort of the Cliff Dive Grill or participating in this enchanting ritual, a Black Rock Mai Tai in hand adds an unforgettable touch to the experience.

While staying at Sheraton Maui Resort, the nightly cliff-diving spectacle at Pu‘u Keka‘a was unforgettable.

At the Wailea Beach Resort, I was steps away from two of Hawaii’s finest beaches, setting the scene for my perfect Hawaiian getaway.

I cherished the family-friendly adventures—snorkelling, cruises, hikes, helicopter rides, turtle tours, and seasonal whale watching—within reach.

For us adults, the resort offered championship-level golf courses, a rejuvenating spa, and a fitness center. And while the kids were kept entertained at the kids club, I relished in serene candlelit dinners.

Indulging in the diverse dining options was a treat. From Chef Roy Yamaguchi’s Humble Market Kitchin to the laid-back KAPA Bar & Grill, a cozy coffee house, and even a food truck, not to mention the inviting poolside bars—there was something for every craving.

My room, designed for ultimate comfort, boasted plush bedding, mesmerizing ocean views, and a balcony or lanai, ideal for soaking in the breathtaking Maui sunsets.

The highlight for me was the Te Au Moana (“The Ocean Tide”) luau, an immersion into Hawaiian culture—filled with enchanting music, captivating stories, traditional dances, and a Polynesian feast beneath the starlit sky. It was an unforgettable experience, weaving me closer to the heart of Hawaii.

My personal highlight was the Te Au Moana luau—an immersion into Hawaiian culture beneath the starlit sky.

While visiting the Road to Hana, I found myself on this famous 52-mile stretch along Maui’s north coast—a real adventure with its hairpin bends that kept me on the edge of my seat.

Opting to break the journey overnight led me to the Hana-Maui Resort, which perfectly balances the thrill of the road with a tranquil escape. Set atop an emerald-green hillside, the bungalow-style buildings offered breathtaking ocean views. My room had this serene, muted decor, wooden floors, and a private seating area where I could soak in the sounds of the crashing waves below.

The resort’s amenities were a true indulgence: a spa, two fantastic restaurants boasting local produce, and a bar right by the poolside. Stepping away from this luxurious haven, I discovered an array of activities—famous beaches like the Black Sand and Red Sand beaches, lush rainforests with stunning waterfalls, horse trails, and the vast expanse of the Pacific Ocean. It was an experience that perfectly blended thrill and relaxation.

While visiting the Road to Hana, the breathtaking ocean views from my bungalow stole the show.

At AC Hotel by Marriott Maui Wailea, I found a charming rustic-chic escape in Wailea Town Center. It’s a stone’s throw from Ulua Beach, Wailea Beach, and Mokapu Beach, making it one of my favorite places to stay.

My room at AC Hotel by Marriott Maui Wailea was a treasure trove of amenities – flat screen TV, Wi-Fi, minifridge, coffeemaker, and a balcony that offered breathtaking views of the Pacific Ocean. The upgraded rooms even had comfy sofa beds.

What I loved most was the casual eatery serving authentic Hawaiian delights like laulau and poi. And the outdoor pool, hot tub, lobby lounge, and gym were all delightful additions to my stay.

I loved the breathtaking views of the Pacific Ocean from the balcony of my room.

At the Westin Nanea Ocean Villas in Ka’anapali, I found myself in a modern beach resort embraced by lush palm-filled surroundings near the beautiful Ka’anapali Beach. The deluxe suites, ranging from one to three bedrooms, were a highlight, boasting refined interiors, kitchenettes, separate living spaces, and charming balconies.

During my stay, I relished the convenience of complimentary Wi-Fi, flatscreen TVs, and indulgent soaking tubs in all the rooms. Some suites went the extra mile, offering pull-out sofas and breathtaking ocean vistas.

The resort exceeded expectations with amenities—a chic eatery, a cozy café, a handy convenience store, and an inviting BBQ area with a cozy fire pit. Maintaining fitness wasn’t a hassle; the gym and spa area were top-notch. And then there were the pools: two outdoor delights. The lagoon-style pool stole my heart, especially with its poolside bar, while the kids’ pool, complete with a playful area, made it a family-friendly haven.

My favorite part was the family-friendly amenities and lagoon-style pool with a bar.

I found a charming adults-only haven at Kohea Kai Maui Ascend Hotel Collection, overlooking the Pacific Ocean. This place is a gem for those seeking tranquility in Maui. Being just a minute from the beach made it one of my favorite spots. The array of activities—surfing, snorkeling, hiking—right at my fingertips was incredible.

The rooms were beautifully set up, offering everything I could wish for—coffee makers, minifridges, flat-screen TVs, and free Wi-Fi. The views of either the garden or the ocean were breathtaking. Some rooms even boasted kitchenettes, while the suites were a luxurious delight with separate living spaces, private balconies, and indulgent Jacuzzi tubs.

What made it even more delightful was the outdoor pool and not just one but two hot tubs. And the rooftop terrace was an absolute delight! I couldn’t resist trying out the BBQ facilities up there. It was such a treat to have access to those while taking in the stunning views.

One of my favorite spots was the rooftop terrace with serene views of the Pacific Ocean.

One of my favorite places, the Westin Ka’anapali Ocean Resort Villas North, is nestled between the Pacific Ocean and the West Maui Mountains. The luxury resort is a paradise with stunning waterfalls, inviting pools, and three unique restaurants to savor. What’s more, there are two markets right here for snacks, sundries, and any essentials I might need during my stay.

As I stepped into my room at The Westin Ka’anapali Ocean Resort Villas North, I was delighted to find it equipped with all the essentials and more, complete with a furnished balcony boasting breathtaking ocean views. This contemporary hotel doesn’t just stop at luxurious rooms and offers an outdoor pool, a top-notch fitness center, and even guest barbecue facilities. And the breakfast options—both a la carte and table d’hote—cater perfectly to different preferences. What a splendid stay it was!

Nestled between the Pacific Ocean and the West Maui Mountains, I loved the luxurious amenities and stunning views.

Staying at Lahaina Oceanfront Estate was incredible! The heart-shaped pool, BBQ setup, and hot tub were my favorite spots. Walking to Kelawea Mauka III Park was so convenient from there. The vintage decor in the villa added a special charm. Six bedrooms, each with its bathroom, made it so comfortable. The living and dining areas were beautifully appointed too.

I adored my stay at the Heavenly Hana Paradise. Nestled amidst a lush grove of fruit trees, this cozy guesthouse had a quirky-chic vibe that captivated me. Incredible attractions like Red Sand Beach, Hana Coast Gallery, and Waianapanapa State Park surround it.

During my visit, I stayed in one of the rooms equipped with en suite bathrooms, flat-screen TVs, tea- and coffee-making facilities, fans, and reliable Wi-Fi. The upgraded rooms were even better, boasting private patios, comfortable sitting areas, and sometimes refrigerators, adding a touch of luxury to the experience.