Vacation rentals in Haleakala Crater

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Haleakala Crater

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 163 reviews

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.

Nov 29 – Dec 6

R5,155 ZAR per night

Guest favorite

Cabin in Maui

4.98 out of 5 average rating, 169 reviews

★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✔

Mar 16 – 23

R14,797 ZAR per night

Guest favorite

Cottage in Hana

4.95 out of 5 average rating, 105 reviews

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

Jan 8 – 15

R6,054 ZAR per night

Guest favorite

Apartment in Kula

4.91 out of 5 average rating, 944 reviews

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)

Mar 10 – 17

R3,005 ZAR per night

Superhost

Cottage in Hana

4.82 out of 5 average rating, 178 reviews

Hana Ocean Palms Bungalow STHA2009-003

Hawaii Tax of 14.42% is included in the price. Our beautiful Island Style home in Heavenly Hana Hawaii is three hundred yards to a magical ocean pool and a one mile coastal walk to a magnificent beach. The house is open to nature, is fully screened, has hammocks and an ocean view. It sleeps six comfortably, is equipped with a full kitchen, and has an outdoor shower as well as a nice indoor shower and tub. The property is full of tropical fruits, flowers, bamboo, and palms

Nov 3 – 10

R9,437 ZAR per night

Guest favorite

Bungalow in Hana

4.94 out of 5 average rating, 126 reviews

Romantic Hamoa Bay Bungalow

The Hamoa Bay Bungalow is Hana Maui's most elegant vacation hide-away. Balinese inspired, private, with ocean views, secluded and romantic. Just beyond sleepy Hana Town... this property is tucked in amongst lush ferns, banana trees, bamboo, colorful heliconias, fragrant ginger, papaya, century old trees, and manicured gardens. Enjoy sea views from each verandah. Listen to only the sounds of the birds, the geckos chirping, and the stones rolling in the surf at night.

Feb 11 – 18

R8,416 ZAR per night

Guest favorite

Cottage in Haiku-Pauwela

4.95 out of 5 average rating, 351 reviews

Explore Waterfalls and Beaches from a Tropical Haiku Cottage

Welcome to Haiku Garden Cottages (Permit#BBPH 2017/0002 SUP2 2016/0011). Our 2 acre Haiku property, is a tranquil spot for anyone wanting to experience the lush serenity of Maui's North Shore. Our cottages provide a unique opportunity to easily accommodate anything from a romantic retreat to a larger family gathering. We are conveniently located 25 mins from the airport at the start of the Road to Hana, and a 75 min drive to the top of Haleakala Crater.

Mar 24 – 31

R9,465 ZAR per night

Guest favorite

Cottage in Kula

4.95 out of 5 average rating, 282 reviews

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.

Sep 7 – 14

R7,177 ZAR per night

Guest favorite

Cottage in Hana

4.99 out of 5 average rating, 309 reviews

The Farm Cottage -At Olamana Organics

Our cottage is a cozy little home with everything you'll need If you are looking to sit back and relax, or get busy in the kitchen in your home away from home! The Farm Cottage offers a view of exotic fruit trees, and flowers, plus a sea view on the horizon. 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

Feb 23 – Mar 2

R6,624 ZAR per night

Guest favorite

Guest suite in Kula

4.99 out of 5 average rating, 173 reviews

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.

Jan 18 – 25

R5,447 ZAR per night

Guest favorite

Cottage in Makawao

4.99 out of 5 average rating, 158 reviews

Luxury Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property. Aloha, sorry but at this time we are not hosting to families with children younger than 16 at this time. This is a non smoking property. No smoking is allowed. Use of the pool, hot tub and dry sauna are private when reserved with our private calendar. Mahalo!

Nov 29 – Dec 6

R9,833 ZAR per night

Superhost

Condo in Haiku-Pauwela

4.81 out of 5 average rating, 397 reviews

Haiku Sanctuary #2--Hot Tub, AC, Netflix &More!

This self-contained and traveler friendly 1-bedroom unit sits in a residential neighborhood, minutes away from the best surfing on Maui-plus world-class shopping and great food five minutes away. If you needs more blankets, sheets, towels, infant furniture, a more firm or softer mattress we have a supply room full of provisions...ask.

Apr 24 – May 1

R2,995 ZAR per night