Vacation rentals in Haleakalā

4.98 out of 5 average rating, 215 reviews

A cozy outdoor fireplace is surrounded by two woven chairs with blue cushions. The stone facade adds texture, while colorful pots with plants adorn the mantel. A lush green landscape is visible in the background, featuring a fenced area with trees.

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, 132 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.

4.99 out of 5 average rating, 113 reviews

A spacious covered lanai features comfortable seating arranged around a central coffee table, with sunset colors visible through large sliding glass doors. Lush greenery surrounds the outdoor area, enhancing the inviting atmosphere for relaxation. Enjoy the warmth of wooden beams and soft lighting.

Guest suite in Kihei

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

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 cozy cottage is surrounded by lush tropical greenery and colorful flowers. Large windows on the front provide natural light to the interior, while the sloped roof adds character to the structure. Palm trees frame the scene, contributing to the serene atmosphere.

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

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, 369 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

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.

Farm stay in Haiku-Pauwela

4.97 out of 5 average rating, 307 reviews

Lokahi at Haiku Garden Cottages

Welcome to Haiku Garden Cottages, a permitted BnB (Permit#BBPH 2017/0002 SUP2 2016/0011) located in the lush countryside of Maui's North Shore. Surrounded by beautiful beaches, amazing waterfalls, great hikes, and starlit nights, you'll feel like you're staying in a private paradise, while still being able to enjoy the convenience of being close to everything.

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Popular amenities for Haleakalā vacation rentals

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Other great vacation rentals in Haleakalā

5 out of 5 average rating, 7 reviews

A vibrant sunset casts warm hues over the horizon, framed by lush greenery and palm trees. Soft clouds are scattered across the sky, enhancing the scene's tropical ambiance. The view offers glimpses of the ocean beyond the swaying foliage.

Condo in Wailea-Makena

Tropical Escape to Wailea with Stunning Oceanview

RuslanRating, 5 stars2 weeks 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

A serene deck with two lounge chairs overlooks a breathtaking sunset over the ocean. The scene is framed by lush greenery and vibrant foliage, creating a tranquil setting perfect for relaxation.

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.

4.98 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 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.

4.94 out of 5 average rating, 102 reviews

Spacious S. Kihei Suite New A/C across from Kam 3

AimeeRating, 5 stars3 months ago

Quick responses. Did not need to communicate much since the place was wonderful!

4.92 out of 5 average rating, 24 reviews

A spacious bed covered with a textured grey quilt is positioned in a room with natural light flowing in from large glass doors. A scenic ocean view and a small dining area with woven chairs are visible beyond the doors, framed by a subtle green plant.

Home in Hana

Koali Ranch Cottage

KathleenRating, 5 stars4 days ago

Beautiful views and tranquil surroundings. We loved listening to the rain come in at night and watching the sea at sunrise and sunset off to either side. Perfect location to see the National park and spend a night or two near Hāna. Mahalo!

4.97 out of 5 average rating, 65 reviews

Hot Deals! Limited Availability- Maui Getaway

AndreaRating, 5 stars4 days ago

Kalea’s was alway available to answer questions very quickly. The condo was very well taken care of and had everything we needed. Loved the location and area much different than Kanapali as it’s much closer to other areas of the Island to explore. The lights and fan can be tricky at times but remember your own Hawaiian time. Mahalo