Vacation rentals in Haleakalā

4.98 out of 5 average rating, 215 reviews

Guesthouse in Kula

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

4.97 out of 5 average rating, 214 reviews

An open and airy living space features a spiral staircase and large windows that invite natural light, revealing vibrant greenery outside. A glass dining table is set for two with blue dinnerware, complemented by tropical flowers. A cozy seating area presents blue cushions on light-colored furniture.

Cabin in Maui

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

This Stunning North Shore Maui hideaway is surrounded with lush fruit and flower gardens, coconut palms, banana trees, and has easy access to all there is to do on this magnificent island. Stargaze … soak in your own private hot tub with a chilled glass of wine and enjoy a once-in-a-lifetime experience. The 'real' Maui:)! ★Jump Start to The to the Road to Hana! ✔ ★New Cold Central AC ✔ ★Cliff Walk ✔ ★Ocean View✔ ★Private Hot Tub ✔ ★44 ft Swimming Pool ★King Bed ✔ ★Sunrise View✔ ★Star Gazing✔

4.99 out of 5 average rating, 131 reviews

A charming cottage is nestled among lush tropical foliage, illuminated by warm lights from within. The peaked roof and extensive windows create an inviting atmosphere, while a spacious deck offers a glimpse of the surrounding nature, enhancing a serene setting under the dusk sky.

Home in Makawao

Private Luxurious Cottage

This marvelous accommodation is for the nature-lover who enjoys luxury. It boasts a lovely deck which looks out onto majestic tall trees and lush green foliage with a romantic soaking tub for two. Centered in the room is a custom-made king-size bed fashioned from cherry wood and adorned with luxurious bedding. There is full kitchen and dining area with views for a tranquil place to share a meal. This is true Hawaiian style where you can enjoy comfortable, elegant and laid-back island living.

An outdoor dining area is surrounded by lush palm trees and tropical plants. Soft lighting provided by string lights creates a relaxed atmosphere. A large umbrella shades a table where guests are seated, enjoying their meals together. A pathway leads toward the gathering spot.

4.92 out of 5 average rating, 118 reviews

40% off ! Oceanfront Views in the heart of Kihei

40% off nightly rates during construction. Are you the kind of travelers who get up early and get going? This can be a great opportunity for you. Construction hours 8am-4pm. No construction on weekends or holidays. Noise ranges from spotty to very loud. Pano ocean views from this beautifully updated, fully air-conditioned condo. A guest favorite, it's a 2-minute walk to Kalama Beach Park and Cove Beach. Easy self-checkin, then a 2-3 minute walk to food trucks, bars, restaurants and shopping.

4.97 out of 5 average rating, 150 reviews

'E Komo Mai' ! 1 Bed/1 Bath in Tropical Gardens

Across the street from Kalepolepo Beach this 621 sqf. condo is nestled in the tropical Zen gardens of Kihei Resort and features a spacious lanai. The one-bedroom unit was completely renovated and has all amenities including a Queen bed in the bedroom and a futon sleeper in the living room, fully equipped kitchen, WiFi, Samsung Smart TV, keyless entry, indoor laundry, designated parking, beach equipment (chairs, towels, toys, Snorkel gear) Pool and Hot Tub. 10% DISCOUNT for stays 7+ days.

4.95 out of 5 average rating, 153 reviews

A woven basket holds a collection of ten eggs, showcasing a variety of colors including light brown, dark brown, and pale green. The basket is placed on a textured blue fabric surface, providing a simple yet vibrant backdrop.

Cottage in Hana

Solar Cottage With Privacy & Panoramic Ocean Views

Entabeni Cottage sits above the Road to Hana overlooking the Pacific Ocean on the north shore of Maui, Hawaii. Entabeni Cottage is a fully-equipped, 830 square foot home, powered by the sun and beautifully situated on a gorgeous 6.25 acre tropical flower farm. Enjoy ocean views from your bed, kitchen, lanai (covered deck), & private yard. The Kristiansen's offer guests fresh eggs and vegetables from the garden when ready for harvest. License & Permit: BBHA 2013/0006 and SUP2 2012/0011

4.92 out of 5 average rating, 1,077 reviews

Apartment in Kula

Kula Treat - Upcountry Maui with Hot Tub!

Private, gracious apartment in desirable Upcountry Maui. Great home base for exploring, and a quiet country retreat for relaxing. Restaurants, food trucks and farmers’ markets nearby. Beaches, hiking and zipline within an easy drive. Perfectly located for Haleakalā Natʻl Park and day trips to Hana. A wonderful personal chef lives very close by. Dedicated to reducing single use plastics, we provide reusable water bottles for our guests! Fully permitted: BBMP 2015/0003 E komo mai! (Welcome)

4.99 out of 5 average rating, 410 reviews

A bright indoor space features large windows that provide a scenic view of greenery outside. A small white table with two black folding chairs sits by the windows, creating an ideal spot for relaxation or dining. A rug adds warmth to the hardwood floor.

Cottage in Hana

The Farm Cottage -At Olamana Organics

The farm cottage is set at the top of our 5 acre exotic fruit farm. Enjoy your stay by touring the property and relaxing in our cozy home away from home. The cottage is equipt with everything you'll need without the clutter. From the living room, enjoy a view of the ocean, fruit trees, and tropical flowers. Listen to the birds chirp in the morning, and watch the sky turn colors as the sun sets. Our accommodations are licensed with the State of Hawaii. Our license number is BBHA 2020/0001

A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.

5 out of 5 average rating, 208 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

4.92 out of 5 average rating, 225 reviews

The image captures a coastal view of lush green mountains meeting the ocean. A winding road is visible, revealing a tranquil stretch of shoreline. Gentle waves lap against the rocks, and a clear sky is seen above, enhancing the serene atmosphere of this tropical landscape.

Cottage in Maui County

Ualani Retreat. Private Ocean View Cottage.

Private Detached stand alone cottage home on 3 acre retreat. Beautiful ocean and mountain views. Lush Haven surrounded by fruit trees and bamboo groves. Nicely equipped kitchen. Laundry room. Cable TV. Wi-Fi. Delightful Island Home. Very Comfortable. Hot Tub. Close to enjoy some of Maui's best attractions - Haleakala Volcano, Road to Hana, Waterfalls & Baldwin Beach. Locally Owned & Occupied B&B PERMIT : BBPH 2012/0002 SUP2 2012/0001

4.95 out of 5 average rating, 368 reviews

Cottage in Kula

Oceanview Cottage away from heat! w/ County Permit

Closest to the very top 2 Maui attractions (Hana and Haleakala) and away from 100 degree heat & traffic & noises & yet still close to everything! Private Cottage on 2acres of orchard on Haleakala, 1 mile from Kula Lodge, w/ endless pano Bi-Coastal View (Double Ocean View that no other islands have) & night city view! Stunning sunset & starry nights. Approved by Maui County w/ short term rental. The permit #s are listed in the license section.

5 out of 5 average rating, 256 reviews

Aerial view of the Kula Jacaranda property, showcasing lush greenery and rolling hills. The main house and nearby structures are surrounded by vibrant trees and open spaces, with winding pathways visible throughout the landscape, inviting exploration of the natural beauty.

Guest suite in Kula

Kula Jacaranda Studio on the Slopes of Haleakala

Kula Jacaranda studio is reached by a treehouse walkway. Your private covered deck offers a place to dine and watch the sunset . The shared barbecue area offers a place to prep your own meals. We provide coffee, tea, oil, vinegar and salt. The luxurious walk-in shower offers double shower heads and benches. With years as AirBnb super hosts, we've got everything you need.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Haleakalā vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Haleakalā

5 out of 5 average rating, 7 reviews

An aerial view captures a serene beach with soft golden sand meeting turquoise waters. Lush palm trees line the shore, and a glimpse of a pool can be seen nestled in the greenery near the beach. The ocean is clear, revealing the vibrant underwater landscape.

Condo in Wailea-Makena

Tropical Escape to Wailea with Stunning Oceanview

RuslanRating, 5 stars1 week ago

The room was excellent and clean. Easy to parking lot on guests only. A such beautiful view the ocean from balcony and room. The bedroom is clean and soft. :)

Superhost

An open interior space showcases a high wooden ceiling and large windows that invite natural light and views of the tropical surroundings. A dining area with wicker chairs is set beside a spacious kitchen area, complemented by vibrant blue decor on the bed.

Home in Maui County

4.84 out of 5 average rating, 75 reviews

Cliff House with Ocean Views in Haiku, Maui jungle

IanRating, 5 stars1 month ago

This place is gorgeous! I am so glad we chose to stay here. The views were perfect. The property was amazing. The place was very comfortable and so peaceful. I would love to come back here some day.

4.95 out of 5 average rating, 44 reviews

Condo in Lahaina

Napili Bay Oceanview Hideaway

MadisonRating, 5 stars1 week ago

This place is perfect! Small but clean and has everything you need. It has a beautiful ocean view and is a perfect location. 6 minute walk to a lovely little beach and about 6 min drive to another very popular and fun beach for swimming and snorkeling. We loved our stay. Gabe is very reachable, responsive and accommodating host! Would recommend to anyone staying in Maui!

4.98 out of 5 average rating, 43 reviews

A sandy path leads from a wooded area to a beach with gentle waves lapping at the shore. The horizon features hints of distant islands under a partly cloudy sky, while beachgoers can be seen enjoying the water.

Apartment in Kihei

New Listing!

JakeiaRating, 5 stars3 weeks ago

Marie was fantastic! Her place was spotless, and I felt right at home. I’ve traveled all over and stayed in several Airbnbs, but Marie’s place has everything one could think of. Like ziplock bags and laundry baskets. It is the little things that makes this spot worth it. It was also very clean and located near some great food spots. A bonus was having a sauna to use at our disposal. I would definitely book this Airbnb again.

A private outdoor deck area is presented, featuring two comfortable chairs positioned beside a pair of glass doors. Large windows allow for ample natural light, and the green shingle exterior adds a touch of color to the inviting space.

Apartment in Wailuku

4.75 out of 5 average rating, 4 reviews

Wailuku Views

MarioRating, 5 stars3 weeks ago

Wow! Where do I start. I’ve travelled and stayed in AIRB&B”s all over the world. Every now and then you come across a place that truly drives the experience. This is one of those places. Beautiful, quiet, island country feel, private and safe…. I felt like I was living in a dream. Place was CLEAN 🧼 Bedding was super clean and you can tell a lot of thought went into the design. It’s upstairs, so you can walk out and hang out in the patio and witness a 360 mountain and ocean view…. It reminds me of countryside Japan so much. Vernon was super responsive and kind with check in instructions… This is the greatest deal on the island and at this price and experience, Vernon will take a lot of business from the competition. 10/10 !!!! I’m very picky, I recommend this place to EVERYONE visiting the island, you won’t regret it….

A spacious living area is observed with a view of the ocean, featuring floor-to-ceiling sliding glass doors. Comfortable seating arrangements are positioned on a covered balcony, with a television mounted on the wall. Natural light filters in, creating a serene atmosphere.

4.96 out of 5 average rating, 45 reviews

Spectacular ocean view Maui

BridgetteRating, 5 stars1 week ago

Stunning location! 4 adults stayed here (2 min the bedroom, 2 in the living room pull out couch) and only having 1 bedroom was well worth the view and location. Loved being able to walk to the beach right off the property! Very nice washer and dryer too.

5 out of 5 average rating, 47 reviews

An outdoor pool is highlighted under a clear blue sky, surrounded by palm trees swaying gently. Lounge chairs are positioned along the poolside, providing a space for relaxation. The ocean can be seen in the background, enhancing the coastal setting.

Condo in Wailuku

Relaxing in Maui on Oceanfront View

SteveRating, 5 stars3 weeks ago

We really enjoyed the proximity to the ocean surf. The are lots of things to do in Maui, but we enjoyed the condo so much we mostly just hung out. Thank you Bill for making this a great visit to Maui!

Superhost