15 Dreamy Airbnbs and Vacation Rentals in Maui That Are Worth the Splurge

Fall asleep to the sound of the waves at these stunning homes.

Everything that people love about Hawaii can be found on the shores of Maui. Adored for its swoon-worthy beaches, Maui has a reputation for attracting celebrities like Elton John, Clint Eastwood, and Oprah Winfrey. Some Hollywood stars even buy their own vacation homes on the island; anything to keep a little slice of paradise to themselves. From Airbnb to Vrbo, there are plenty of vacation rentals in Maui where you can visit national parks, surf breaks, and heavenly stretches of sand.

Below, we’ve hand-picked the best Maui rentals for you to experience the island's top sights. Find your spot atop a secluded mountain or next to the waves, then let nature do the rest.

Best vacation rentals in Maui, from Airbnb to Vrbo

1. The eco-retreat cabin that lets you see the stars from your room

Image credit: Airbnb

Best Airbnbs in Maui That Are Worth the Splurge Image credit: Airbnb

Listing name: Bamboo Temple, Views to Dream, Walk to Waterfall 
Listing type: Entire cabin 
Max. no. of guests: 2
No. of bedrooms: 1

Temptingly close to waterfalls and hiking trails, the “Bamboo Temple” offers a refuge for guests who crave a quieter taste of island life. By tapping into the rural beauty of Maui, this Airbnb rental also serves as an eco-friendly abode for mindful travel and soul-searching. Take your glamping to the next level at this cabin that’s within walking distance of Twin Falls and the historic town of Paia. Yoga classes take place from Monday to Friday, while the floor-to-ceiling windows invite you to count the stars from your bedroom. 

2. The beautiful two-bedroom cottage with a waterfall pool

Best Vrbo Vacation Rentals in Maui Image credit: Vrbo

Best Vrbo Vacation Rentals in Maui Image credit: Vrbo

Listing name: Private 2BR Cottage(House) with Waterfall Pool- Maui Meadows Permitted
Listing type: Cottage 
Max. no. of guests: 5 
No. of bedrooms: 2 

Fancy chilling poolside under the palm trees? Try renting this private two-bedroom cottage near the town of Wailea. It’s packed with all the necessary amenities for travellers, plus a large swimming pool with a rocky waterfall and a water slide for your leisure. Not only is it more affordable than staying in a Maui resort, but this Vrbo vacation rental even provides a concierge service to help you book activities on the island as well.

3. The Hawaiian garden oasis with a lanai and an espresso bar

Dreamy Airbnbs in Maui That Are Worth the Splurge Image credit: Airbnb

Image credit: Airbnb

Listing name: The Kulani Maui — Boutique Ginger Bungalow Near Ocean
Listing type: Room in boutique hotel 
Max. no. of guests: 2
No. of bedrooms: 1

Many travellers head to Hawaii for an immersion into the local culture, and we can’t imagine a better place for that than the “Ginger Bungalow” in Lahaina. This bright and airy boutique hotel is fittingly named “Kulani,” a Hawaiian word that means “resembling heaven” or “little heaven.” Highlights include the kitchenette, the spacious bedroom and living room, the private outdoor shower, and the shaded patio surrounded by lush foliage. Treat yourself to some freshly brewed espresso at the common area outside. Or, take a casual stroll towards nearby beaches, where you can swim and observe sea turtles.

4. The private upcountry villa with mountain and sea views 

Best Vrbo Vacation Rentals in Maui Image credit: Vrbo

Image credit: Vrbo

Listing name: Kula Villa- Spectacular Upcountry views, exclusive and private. 808-283-7370
Listing type: Villa 
Max. no. of guests: 2
No. of bedrooms: 1 

Easily one of the best Maui Vrbo vacation rentals you can book upcountry, the “Kula Villa” balances comfort, seclusion, and luxury to create an alluring retreat for solo travellers or couples. Say hello to sweeping views of the sea and the West Maui mountains, take full advantage of the well-equipped kitchen, or recline on the porch to watch the sky as the sun goes down. Situated on a private gated property on 33 acres of land, this villa also makes a convenient launchpad for drives to Ali'i Kula Lavender Farm and Haleakala Crater

5. The tropical treasure studio in Kihei

Best Airbnbs in Maui That Are Worth the Splurge Image credit: Airbnb

Image credit: Airbnb

Listing name: #1 IN MAUI FOR 2019! TRACY’S TROPICAL TREASURES #1
Listing type: Entire flat 
Max. no. of guests: 2
No. of bedrooms: 1 

Voted one of the most popular Airbnbs in Maui, "Tracy’s Tropical Treasures" supplies everything you need for a comfortable stay. This vacation-ready studio provides resort-like amenities and the necessary travel essentials, from the kitchen appliances in the fully stocked cupboards to beach towels. Outside, you can enjoy a swimming pool, a hot tub, and a barbecue area. To top it all off, the studio is less than two blocks away from Sugar Beach, a popular beach for windsurfing, kayaking, and whale-watching in Maui.

6. The colourful surf cottage near the Road to Hana

Best Airbnb Vacation Rentals in Maui Image credit: Vrbo

Image credit: Vrbo

Listing name: Colorful COTTAGE in the country~ Walk To Coffee shop by Road to Hana & Haleakala
Listing type: Cottage
Max. no. of guests: 4
No. of bedrooms: 2

Hoping to embark on a scenic drive towards the Road to Hana? Consider this colourful surf cottage that lets you bask in the laid-back vibes of Maui. Located in a quiet residential area in Haiku, this Maui Vrbo rental is the ideal home base to explore Haleakala National Park. For breakfast and delicious Hawaiian coffee, there’s also a nearby coffee shop within easy reach of the guesthouse. Plus, you’ll notice the surfboards and beach gear are already lined up in the backyard, ready for you to hit the waves! 

7. The famous artist’s studio in Kula

Best Airbnb Vacation Rentals in Maui Image credit: Airbnb

Image credit: Airbnb

Listing name: Charming Artist’s Studio on a Scenic Mountain Slope
Listing type: Entire guest suite
Max. no. of guests: 2
No. of bedrooms: 1

Looking for a peaceful hideout away from the crowds? Perched on a verdant hill, the artist’s studio on Airbnb enjoys a unique view over Maui and the wide ocean on the horizon. As the home of painter Curtis Wilson Cost, the entire guest house is decorated with artful touches and beautiful paintings. Moreover, it stands on five acres of pastoral land, all the better to admire the scenery from your doorstep. Be sure to treat yourself to a glass of wine on the outdoor deck! The sunsets from the garden can’t be beaten.

8. The spectacular beachfront escape with a swimming pool 

Best Vrbo Vacation Rentals in Maui Image credit: Vrbo

Best Vrbo Vacation Rentals in Maui Image credit: Vrbo

Listing name: FIVE BEDROOM BEACHFRONT SOUTH MAUI HOME - MODERN, FRESH WITH ALL AMENITIES!
Listing type: House 
Max. no. of guests: 10
No. of bedrooms: 5

For a Vrbo beachfront rental that covers all the best parts of Maui, this luxury five-bedroom retreat has everything for a splurge-worthy vacation: ocean-facing bedrooms with separate bathrooms, a two-storey living area with entertainment, a heated pool that can fit up to eight people, and an outdoor lanai gazing across the Pacific Ocean. Everything about this ideally located property screams an experience that’s worth every cent, whether you feel like exploring nearby restaurants or sinking into the bathtub after an adventure-filled day. 

9. The calming surf shack near Maui’s beaches

Image credit: Airbnb

Maui Condo Vacation Rentals That Are Worth the Splurge Image credit: Airbnb

Listing name: Re-Charge With Dreamy Ocean Views at Your Luxe Beach Retreat
Listing type: Entire condominium
Max. no. of guests: 4
No. of bedrooms: 1

If you can't wait to chase epic waves, this cool-blue condominium in Wailea-Makena is tailor-made for your beach-hopping adventures. It features a spacious master bedroom, a well-stocked kitchen, two bathrooms, a laundry room, a balcony, a hot tub, and a swimming pool. Even better, this Airbnb is only a few minutes from famous shores in Maui, namely Makena Beach (Big Beach), Wailea Beach, Keawakapu Beach, and Polo Beach. Guests will surely appreciate the kindness of the hosts, Paul and Jessica, who enjoy lending towels, umbrellas, and tote bags to visitors. 

10. The oceanfront home that’s perfect for whale-watching

Maui Condo Vacation Rentals in Vrbo That Are Worth the Splurge Image credit: Vrbo

Beachfront Maui Condo Vacation Rentals in Vrbo Image credit: Vrbo

Listing name: Charming 3 BR Puamana Oceanfront in Private Gated Community, Walk to Lahaina
Listing type: Townhome 
Max. no. of guests: 8
No. of bedrooms: 3

Jaw-dropping is one way to describe this Maui vacation rental on Vrbo. An oceanfront home on West Maui, it flaunts a tiki bar, a balcony facing the water, and three tastefully decorated bedrooms that can fit up to six people. Other perks include the tennis courts, the private swimming pools (yes, there are more than one), and the clubhouse, which will keep you occupied when you’re not ankle-deep in the sand. From December to March, you can go whale-watching from your living room and master bedroom.

11. The family-friendly beach house between Hamoa and Koki Beach

Dreamy Vrbo Vacation Rentals in Maui That Are Worth the Splurge Image credit: Vrbo

Maui House Vacation Rentals in Vrbo Image credit: Vrbo

Listing name: Breathtaking Oceanfront Location, Gorgeous Views, Stroll to Hamoa Beach, Hot Tub
Listing type: house 
Max. no. of guests: 8
No. of bedrooms: 3

Set in a quaint village in Hana, this family-friendly beach house on Vrbo offers many options for relaxation: a dining area with ocean views, a rustic gazebo with a viewing deck, and a hammock where you can pass the lazy afternoons. Inside, the polished wood interiors and traditional furniture set the tone for a charming and old-fashioned stay in Maui. Accommodating up to eight guests, this three-bedroom Maui house rental enjoys a secluded location near Hamoa Beach and Koki Beach

12. The Greek-style escape with scenic views in Kihei

Dreamy Airbnbs in Maui That Are Worth the Splurge Image credit: Airbnb

Image credit: Airbnb

Listing name: Private Top-Floor Apartment with Mountain and Ocean Views
Listing type: Entire apartment 
Max. no. of guests: 6
No. of bedrooms: 2

Maybe it’s the white-washed facade or the blue walls, but this pristine apartment in Kihei reminds us of the cliffside houses in Santorini. More than its striking design though, this Airbnb in Maui deserves a spot on our list because of its clean interiors and swoon-worthy views of the ocean. You can also find plenty of beach equipment for guests to use: towels, boogie boards, coolers, and umbrellas. Fire up the barbecue grill for dinner, or go scuba diving in Ulua Beach, Makena Beach, and Keawakapu Beach in your free time. 

13. The Lily’s Lullaby condominium facing the ocean

Best Vrbo Condo Rentals in Maui That Are Worth the Splurge Image credit: Vrbo

Best Vrbo Vacation Rentals in Maui Image credit: Vrbo

Listing name: Stroll to Beach from Ocean View Condo with Pool & Rooftop Deck
Listing type: Condo 
Max. no. of guests: 2 
No. of bedrooms: 1

From this island-themed condominium rental in Kihei overlooking the sea, you can spot humpback whales from the roof deck. Other stand-out features include the king-sized bed, the bar counter, the air-conditioning, and the thoughtfulness of your host Gammy, who likes to provide guests with homemade banana bread. Right across the street of this condo, you can arrive at the crystal-clear waters and sea turtles of the Kamaole Beach Parks in South Maui. Now, isn’t that a steal? 

14. The Kula Jacaranda Studio with a treehouse walkway and a fire pit

Best Airbnb Vacation Homes in Maui Image credit: Airbnb

Best Airbnbs in Maui That Are Worth the Splurge Image credit: Airbnb

Image credit: Airbnb

Listing name: Kula Jacaranda Studio on the Slopes of Haleakala
Listing type: Entire guest suite 
Max. no. of guests: 2
No. of bedrooms: 1

Wake up to glorious sunsets from the "Kula Jacaranda Studio", a guest suite with a lily pond and a thriving garden. In this Maui Airbnb, a treehouse walkway snakes around the avocado trees and leads to a deck with a fire pit. The purple flowers you see in the photograph above? They come from the Jacaranda trees that bloom in the garden each spring. If the natural surroundings don’t do it for you, then perhaps the proximity to tourist sites will seal the deal. You’re just a quick drive to Haleakala National Park and Ali'i Kula Lavender Farm

15. The Gingerbread House surrounded by a tropical garden 

Best Vrbo Vacation Rentals in Maui: Gingerbread House Image credit: Vrbo

Image credit: Vrbo

Listing name: Adorable 1930's Gingerbread House....Permitted!
Listing type: Cottage 
Max. no. of guests: 2
No. of bedrooms: Studio 

Famously called “The Gingerbread House”, this cosy 1930s cottage is allegedly where American rock musician Jimi Hendrix stayed for a short time in the ‘70s while he was working on Rainbow Bridge. Located in the town of Makawao, this unique vacation rental stands on a working organic farm that grows papayas, oranges, lemons, turmeric, avocados, lychees, coffee, and macadamia nuts. Inside, expect cabin-like interiors with a high ceiling, natural cedar walls, and basic amenities for two travellers to enjoy. 

Also read: 16 Best Beach Houses to Book on Airbnb, From California to Hawaii

Have you chosen your vacation home from these Maui vacation rentals on Airbnb and Vrbo? Complete your jet-setting adventure across the Hawaiian Islands and Honolulu by finding a retreat that fits you anywhere you go.


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