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17 Most Dreamy Airbnbs on Maui, Hawaii

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.

Pinnacle Escape From Reality pool and ocean view, Pinnacle Escape from Reality Airbnb, Maui
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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 Gingerbread House Airbnb, Maui
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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. 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.”

Wailea Ekolu Townhome Wailea Ekolu Townhome Airbnb, Maui
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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 Oceanfront in Paia Airbnb, Maui
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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 Hamoa Beach House
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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.

Weak Cottage - Makaao Weak Cottage
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Weak Cottage - Makaao

Providing a tranquil sanctuary for nature lovers looking for Hawaiian-style luxuries, this private one-bedroom sits at 3,000 feet, looking out to lush trees and foliage while being ideal for stargazing after dark. It includes a soaking tub for two and a custom king-size bed with a cherry wood frame and high-end bedding. There’s a full kitchen, HDTV with cable channels and Netflix, a washer/dryer, and a deck with a hot tub too. Complimentary boogie boards, beach towels, and beach chairs are all included too.

Romantic Hamoa Bay Bungalow Romantic Hamoa Bay Bungalow
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Romantic Hamoa Bay Bungalow

This beautiful Balinese-inspired bungalow is nestled among colorful tropical flowers, banana trees, aromatic ginger, banana trees, and manicured gardens while offering sea views from its verandahs. Located just beyond Hana Town, one of the most scenic and tranquil areas of the island, the only sounds you’re likely to hear are the chirps of geckos, the songs of the birds, and the surf. It has a screened-in porch with a two-person Jacuzzi tub and shower plus a private rock shower in the garden just below. Inside, you’ll have a full kitchen cable TV and DVD player, Wi-Fi, and access to a separate outdoor laundry area.

180-Degree Oceanfront View with A/C 180 Degree Ocean View with AC, Pools, in Maui
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180-Degree Oceanfront View with A/C

Located just 40 feet from the Pacific this large studio boasts 180-degree ocean views located in Noelani Condominium Resort, an intimate complex with just 50 units, two oceanside pools, and a hot tub. Cookouts can be enjoyed with several gas BBQs located next to the waves and there’s an herb garden where you can pick spices for your meals too. You’ll have a full kitchen with stainless steel appliances too, along with free Wi-Fi, a 42″ cable HDTV, and a bathroom with a rain shower. Complimentary gear, including an ice chest, beach towels, beach chairs, and binoculars for watching the sea turtles and seasonal whales, are included too.

Oceanfront Paradise - Sea Turtle Cove Napili Point Oceanfront Paradise - Sea Turtle Cove Napili Point
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Oceanfront Paradise - Sea Turtle Cove Napili Point

Go all out with a stay at this two-bedroom oceanfront home. Marvel at the spectacular ocean and outer island vistas from this air-conditioned rental, then enjoy snorkeling and sea turtles in your backyard, whale watching from the kitchen, and take a scenic walk along the coastline. Just steps from the famous Napili Bay Beach and Kapalua Beach, it’s also near some of the best golf courses in Hawaii. Overlooking the turquoise waters of Honokeana Cove, you’ll have plenty of chances to experience Hawaii from your private oceanfront lanai and floor-to-ceiling windows that give you a view of sea turtles, whales, dolphins, and sunsets.

Mana Hale exterior of Mana Hale
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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.

Malu Manu Malu Manu
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Malu Manu

Nestled on the slopes of Haleakala in the Upcountry region, Malu Manu is a log cabin with historic character, built in the 1920s. It has a gorgeous lawn with native plants and lots of bird life along with plenty of modern amenities for up to two guests in a studio space, complete with a full kitchen and washer/dryer. There’s also a fireplace to cozy up to, ideal for the cool evenings this higher elevation area experiences, along with fabulous extras like fresh flowers and fruit. Located at 3,800 feet above sea level, you’ll also enjoy spectacular views with the ocean to the south and the north.

Makena Surf, Beachfront Condo - Makena Beach Makena Surf
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Makena Surf, Beachfront Condo - Makena Beach

Just steps from one of the world’s most beautiful beaches along Maui’s southwest coast, this two-bedroom condo offers a famous “five-island” view and glorious sunsets all year-round. Guests enjoy access to two swimming pools, a hot tub, four tennis courts, and an herb garden, while the unit itself has a large lanai where you can watch the whales in the winter and enjoy cookouts on the gas grill. You’ll have all the essentials too, including a well-stocked kitchen, cable TV, Wi-Fi, and a washer/dryer.

Ocean Lookout Ocean Lookout
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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.

Pineapple Cottage Haiku Alfresco Dining at Pineapple Cottage
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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.

AlohaAKU Hula2 Suite AlohaAKU Hula2 Suite
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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.

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

The Farm Cottage - At Olamana Organics The Farm Cottage - At Olamana Organics
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The Farm Cottage - At Olamana Organics

This cozy 1-bedroom cottage is the perfect getaway for two. You’ll be surrounded by stunning views of fruit trees, flowers, and the sea view on the horizon, while birds chirping in the morning and colorful sunsets just add to the exotic setting. Set on a 5-acre organic farm, you’ll see the hosts harvesting avocado, citrus and other exotic fruits. Even better, the hosts provide a ripe basket of fruit upon your arrival. 

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