Last Updated August 5, 2021 8/5/2021

The 15 Most Dreamy Airbnbs on Maui, Hawaii

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While Maui is home to some fabulous resorts, those who are looking for an especially unique stay might want to consider an Airbnb. There is a wide range range of options, from budget-friendly options and get-back-to-nature kinds of stays to luxurious estates for those who have the cash. These Maui Airbnb rentals, in particular, are some of the coolest you can book.

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Pinnacle Escape From Reality
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pool and ocean view, Pinnacle Escape from Reality Airbnb, Maui

Pinnacle Escape From Reality

North Maui is home to the very aptly named Pinnacle Escape From Reality. A  modern luxury hilltop estate, it offers an unobstructed 180-degree view of the ocean, part of the island Molokai, the Maui mountains and central valley. To the east, Haleakala comes into view. It accommodates up to four, with three bedrooms and four bathrooms, while featuring a wide range of amenities among 3,100 square feet of space. There’s a gourmet kitchen, flat-screen TV with TIVO and a DVD player as well as smaller TVs in the kitchen and master bath, Wi-Fi, central A/C and stereo wired throughout the house (including the lanai).

The Gingerbread House
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Gingerbread House Airbnb, Maui

The Gingerbread House

Often named among the top Airbnbs on Maui, the Gingerbread House is a 1930s renovated studio cottage. It sits within a lush gated property along the rural northwest slope of Haleakala on East Maui. Just 10 minutes from the beach, the 4.5 acres of grounds have a seasonal stream, an organic veggie start farm and lots of fruit trees like mango, lilikoi (passion fruit) papaya, banana, lilikoi (passion fruit), coffee, oranges, lemons, guava, coconuts and more. When it’s in season, you can even pick your own.

The house itself smells heavenly thanks to the cedar interior and has lots of windows for enjoying the view along with a small kitchenette and a custom-tiled bathroom. It also includes an outdoor patio that sits underneath a tree canopy for shade and is adjacent to The Sacred Garden, which has walking labyrinths, lily ponds and meditation zones. It has an interesting history too – the late Jimi Hendrix stayed here in the early ’70s while filming “Rainbow Bridge.”

Puamana Oceanfront Get-A-Way
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Beautiful Puamana Oceanfront Get-A-Way Airbnb, Maui

Puamana Oceanfront Get-A-Way

This Lahaina rental offers a stay on the beach – and while it’s close to downtown, the ocean is just 23 steps from its door. Located in a beautiful, gated Puamana community, it was recently remodeled and provides amazing unobstructed views of the Pacific, colorful sunsets and winter whale watching. Guests can enjoy beachcombing, snorkeling or surfing right in the backyard. It accommodates up to eight guests, with three bedrooms, five beds and three bathrooms, along with all the usual comforts of home like a kitchen and full-size washer and dryer. The community includes shared facilities, with three pools, a tennis court and badminton court.

Wailea Ekolu Townhome
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Wailea Ekolu Townhome Airbnb, Maui

Wailea Ekolu Townhome

Located in the resort community of Wailea, the beautiful Wailea Ekolu Townhome has two private lanais that can be accessed from both bedrooms and accommodates as many as six guests with two bedrooms, three beds and two-and-a-half baths. It boasts gorgeous ocean and garden views along with lots of luxurious amenities just a short walk from some of the island’s, and the world’s, best beaches. There are two pools in the complex, and you’ll find beach chairs, boogie boards, pool noodles, beach towels and more for enjoying time at the sand or in the water. It also comes with a fully-equipped kitchen, Wi-Fi, two large flat-screen TVs and a full-sized washer/dryer.

Oceanfront in Paia
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Oceanfront in Paia Airbnb, Maui

Oceanfront in Paia

This Airbnb is just steps from the sandy beaches of Paia on the north shore, including the long stretch of white sands at Baldwin Beach that is ideal for strolling, while being within walking distance to shops and eateries. Enjoy spectacular views as well as a 50-foot lap pool and hot tub that are nestled in between the ocean and the house. The property is fenced and lined with vegetation to provide a secluded feel and plenty of privacy, while the house accommodates up to six. There are four bedrooms, five beds and three-and-a-half baths, and nearly all the rooms face the Pacific Ocean. There’s a very well-equipped kitchen, a large living room, BBQ grill and washer/dryer too.

Hamoa Beach House
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Hamoa Beach House

Hamoa Beach House

Set in a remote location between Hamoa and Koki Beach and Alau Island near Hana, the Hamoa Beach House is simply spectacular. It boasts an acre of prime oceanfront property just steps from the sea and accommodates eight guests, making it ideal for friends traveling together as well as larger families. There are three large bedrooms and two full bathrooms as well as a fully-equipped kitchen and laundry facilities. Soak in the hot tub underneath the stars, take advantage of two picturesque beaches within walking distance, and relax and unwind, enjoy the secluded feel for the ultimate places to get away from it all.

Bamboo Temple
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Bamboo Temple Airbnb, Maui

Bamboo Temple

The Bamboo Temple offers an eco-retreat known as the “Greenest Spot on Maui.” This is the place to stay if you’re looking for something more adventurous where you can truly immerse yourself in the nature of the islands. A glamping type of experience, the one-bedroom, one-bath place is right next to the ocean, built in the shape of a nautilus, with its form providing an especially tranquil, sacred space. The large windows showcase the jaw-dropping Hana coast and the sea, while stone staircases lead to a deck. There’s an outdoor shower, a four-poster bamboo bed, a private kitchen and bathroom. The gorgeous surrounding grounds offer hiking trails and even waterfall lagoons for romantic dips. Guests can also take yoga and meditation classes.

Ocean View Private Cabin on a Coffee Plantation
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Ocean view cabin on a coffee plantation, Maui

Ocean View Private Cabin on a Coffee Plantation

This private cabin offers a unique stay with an ocean view on a coffee plantation close to North Shore beaches. Enjoy falling asleep to the sounds of frogs, birds, geckos and crickets, and when it’s at its peak, the roar of Maliko Falls. The two-bedroom one bath cabin has a gourmet kitchen, a Smart TV with Netflix, Amazon Prime, HBO and more, and a washer/dryer. Guests also get beach towels, beach chairs, boogie boards and a cooler along with access to all the grounds and amenities on the farm, including seasonal fruit and herb picking. Free personal tours are available of the farm and grounds, including a short trek to ancient Hawaiian pictographs, an artesian spring and an overlook of private trails, natural pools and picnic areas.

Mana Hale
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exterior of Mana Hale

Mana Hale

Enjoy a tranquil setting that includes a garden sanctuary with fruit trees and tropical flowers. While you’ll be surrounded by lush greenery, the ocean is just a mile away for walks along the sand and swimming. The hosts have kindly included a large cooler and beach chairs for guest use. The home has a fully stocked kitchen and a propane grill, but when you want to dine out, there are plenty of restaurants nearby. It accommodates up to five in two bedrooms and also includes Wi-Fi, air conditioning, and a washer/dryer.

Cliff House
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Cliffhouse Stunning Ocean View and Pool

Cliff House

A private luxury vacation residence, this one-bedroom home is ideal for a romantic couple’s stay, perched directly on the edge of a 300-foot-high cliff providing a sweeping view of the north shore all the way to Hana. Hanehoi Falls roars 350 feet into an oceanfront gorge just below and you can even see the peaks of Haleakala volcano in the rainforest just beyond. It includes a private hot tub where you can soak with that awe-inspiring view and a gorgeous outdoor garden shower surrounded by Japanese irises and tropical bromeliads. A few of the highlights inside include teakwood ceilings, Javanese marble floors and walls, a 10-foot-wide marble fireplace, and an entertainment center with satellite TV plus a CD/DVD player.

Pineapple Cottage Haiku
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Alfresco Dining at Pineapple Cottage

Pineapple Cottage Haiku

A one-bedroom condo right on the ocean, you’ll be able to enjoy the sights and the sounds of the waves that crash just below the lanai. It sleeps up to four with the addition of a queen-size sofa bed, and offers the chance to wake up to a beautiful sunrise over Mount Haleakala followed by unobstructed views of Maalaea Bay, Molokini crater crescent, Kihei, and Mount Haleakala. It includes cable television, air conditioning, and a large heated pool where you can swim with an ocean view.

Kawika's Hill
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Kawika's Hill

Kawika's Hill

Nestled in the lush countryside on 100 acres near Hana, far from the tourist crowds, this two-bedroom home provides plenty of privacy and seclusion, ideal for romance although it sleeps up to four guests, making it perfect for a small family or couples traveling with friends. You might want to stick around with such a spectacular view that includes the ocean in front and the mountains in back. But if you decide to explore everything  Maui has to offer, from beaches to waterfalls, you can look forward to coming back and relaxing in the private Jacuzzi under the stars.

Ocean Lookout
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Ocean Lookout

Ocean Lookout

The Ocean Lookout is popular among honeymooners with its panoramic ocean, cliff and mountain views. A romantic “overgrown beach house” as the hosts refer to it, you’ll be surrounded by tropical colors, coconut palm fronds and the glistening blue Pacific, with views that stretch to Hana. A TV for watching DVDs is included and you’ll have shared access to a 44-foot jungle pool, though most of the time you’ll have it all to yourself. A private hot tub, lanai and barbecue area is all yours, and there’s a scenic walk that will take you right to the ocean cliffs.

AlohaAKU Hula2 Suite
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AlohaAKU Hula2 Suite

AlohaAKU Hula2 Suite

This one-bedroom suite is part of a luxurious beachfront estate and has its own private entrance, separate living room, and full kitchen. As you reach the private double gated entrance and drive by the 700 feet of lighted coconut palms, you’ll know you’re entering a magical place. It’s adult-oriented but children 13 or younger are possible with pre-approval. The suite can sleep up to two adults and two children and includes all the essentials like a full kitchen and Wi-Fi. Plus you’ll have your own lanai for relaxing with an ocean view. The beach is just steps away for enjoying sunsets and the hosts even throw in kayaks, bikes, snorkels, chairs, binoculars, and golf clubs.

Kula Jewel - Pool, Hot Tub & Awesome Views
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Kula Jewel

Kula Jewel - Pool, Hot Tub & Awesome Views

Kula Jewel is aptly named, providing an unforgettable retreat on an acre of impeccably manicured landscaping, complete with ocean and mountain views in Upcountry Maui. You’ll also have your own exclusive pool and hot tub. It has three bedrooms, sleeping up to eight guests, and a long list of other desirable amenities. There’s a full kitchen with everything you need to make your own meals, including many small appliances most rentals don’t have like a blender, crockpot, and rice cooker. Indoor and outdoor grills, two furnished decks for relaxing with a view, and two flat-screen cable TVs with HBO are included too.

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