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Holiday rentals in Haliimaile

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Top-rated holiday rentals in Haliimaile

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Top guest favourite
The exterior of a private cabin is surrounded by lush greenery, featuring vibrant tropical plants. A porch with rocking chairs offers a welcoming spot to relax. The cabin's distinctive architecture includes a sloping roof and decorative wooden details, providing a harmonious blend with the natural environment.
Farm stay in Haiku
4.97 out of 5 average rating, 312 reviews

Ocean View - Private Cabin

NOTE: Many oceanfront condominiums are currently under threat of a phase-out. Farm stays are a "Permissible Use" on agricultural bona fide farms by State of Hawai'i law. Be assured your reservation here will be safe from government interference. Located on a working coffee plantation and food forest, this restored cabin is private but close to lots of upcountry activities. Kitchen, ocean view, open concept, great lanai spaces, plenty of off-street parking, access to private hiking trails.

Top guest favourite
A bright bedroom features a queen bed with a navy blue coverlet, complemented by a decorative yellow pillow. Light streams in through the window, highlighting a wooden chest at the foot of the bed and a bedside table. A comfortable chair and a foldable stool add functionality to the space.
Flat in Kula
4.92 out of 5 average rating, 1,153 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)

Top guest favourite
The exterior of the cottage is presented, showcasing a spacious structure with a covered front porch and a driveway. Lush green grass surrounds the cottage, bordered by low, rustic fencing. A clear blue sky complements the tranquil setting, creating a serene ambiance.
Home in Haiku
4.96 out of 5 average rating, 255 reviews

Hale Leialoha (BBPH 20 17/00 04,SUP 20 17/00 10)

Hale Leialoha (GE-046-437-3760-01, TA-046-437-3760-01) is a beautiful Hawaiian style cottage located in "upcountry" Maui. Our Cottage is permitted for a total of 4 adults and up to 6 people. The cottage easily fits a family of 6 (4 adults & 2 children or 2 adults & 4 children or 3 adults & 3 children) (License # BBPH 2017/0004, SUP 2017/0010) As our guest, you will enjoy the modern finish and conveniences as well as a large roomy covered deck amidst the casual feel of old Hawaiiana.

Top guest favourite
A charming cottage is framed by palm trees and lush greenery. The front porch features wide steps leading to a welcoming entrance, with outdoor seating partially visible. The peaked roof adds character, while the clear sky enhances the peaceful tropical setting.
Home in Haiku
4.96 out of 5 average rating, 110 reviews

Hunter Hales Hoku cottage, Haiku, Maui

Hunter Hales "HOKU" is one of the two identical 810 sqft cottages on one half acre lot privately located just behind the Haiku Town center. Conveniently located at the start of the Road to Hana. Enjoy the quiet laid back life style of a classic Hawaii country town. You will feel so at home within the detailed cottage, equipped with everything one would possibly need while on vacation. This is local Maui vacationing at its best! TA-192-286-5152-01 STPH 20150004 TMK (2) 2-7-003:135

Top guest favourite
A two-story green house with white trim is framed by vibrant pink bougainvillea and a gentle rainbow in the sky. A wooden deck wraps around the house, featuring lounge chairs positioned on the lawn, providing a relaxing outdoor space.
Guest suite in Makawao
4.94 out of 5 average rating, 191 reviews

Spectacular Ocean Views-Private Studio | King Bed

Enjoy spectacular panoramic views of Maui’s North Shore, Central Valley to Maʻalaea and Haleakalā rising to 10,000 feet. This clean, cozy, well-appointed private upcountry studio offers a California King memory-foam bed with luxury linens, real down pillows, fast Wi-Fi, a full kitchen, and a 65” Smart TV. Relax on your private lanai with sunrise breakfasts, sunset dinners, or unwind in the King-size hammock. Beach chairs, towels, and cooler bag provided.

Top guest favourite
An outdoor dining area features a wooden table surrounded by six cushioned chairs. Lush greenery and palm trees frame the view, while the distant ocean is visible under a clear sky, creating a serene space for al fresco meals.
Cottage in Haiku
4.99 out of 5 average rating, 208 reviews

North Shore Ocean View Cottage

This recently built comfortable cottage is located on the north shore of the island of Maui, tucked away in the quiet countryside of Haiku but relatively close to major attractions! Enjoy a relaxing vacation in a rich tropical setting with spectacular ocean views! Please Note: State of Hawaii Maui County adds 17.96% tax to your guest fees. TA-060-126-6176-01 GE-060-126-6176-01 BBPH 2016/0001 SUP 2 2015/0008

Top guest favourite
A charming studio cottage with a distinctive shingle exterior is set among lush greenery. A golden retriever rests on the pathway in front, alongside large trees that provide shade. A vibrant green door invites guests into the cozy interior.
Farm stay in Haiku
4.94 out of 5 average rating, 660 reviews

Adorable Gingerbread House Farm Stay, Makawao

Romantic hideaway! This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy of Hana, without the drive! Only 15-20 minutes to the airport, 10 minutes to beaches, 2 minutes to restaurants and shops...on a private gated property with organic nursery. Seasonal stream in the back yard. Simply BEAUTIFUL! Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Guest favourite
A bright living area features a comfortable sectional sofa and two wicker chairs, positioned around a glass-topped coffee table. A dining table with four chairs is set against a wall with natural light filtering in. The kitchen area is equipped with modern appliances and a welcoming atmosphere.
Home in Haiku
4.9 out of 5 average rating, 197 reviews

GREAT Location HAIKU 3 Bedroom Cottage

COUNTY PERMITTED - This home holds a Legal Maui Permit STPH2015/0006. Amazing Location, Cute Beach-style, 3 BEDROOM +1 BATH home. 2 Queen bedrooms & another bedroom/office with desk + twin bed, walk to Haiku Grocery, Haiku Cannery, Nuka Japanese & Sushi, Yoga, Colleens, 4 miles to Ho'okipa, (sleeps 1-4) fully equipped kitchen, HIGH SPEED WIFI. Washer/Dryer not shared. Please note we host children 6 years & over.

Guest favourite
An open concept living space is displayed, featuring a comfortable leather sofa and a wooden dining table. Large sliding glass doors invite natural light, while a modern kitchen is visible in the background. Ceiling fans and decorative elements enhance the airy ambiance.
Farm stay in Haiku
4.94 out of 5 average rating, 426 reviews

Kalani at Haiku Garden Sanctuary

Welcome to Haiku Garden Sanctuary. Kalani is a unique North Shore farm cottage where you can savor coffee on the lanai, wander our garden paths, harvest seasonal fruit trees, and slow down to the rhythms of island life. Enjoy a full kitchen, fast Wi-Fi, a deck with ocean and garden views, and a private outdoor shower—just minutes from North Shore beaches, hiking trails, local restaurants, and farmers markets.

Top guest favourite
A panoramic view showcases lush green landscape merging into the blue ocean on the horizon. A variety of trees, including a tall conifer, adds to the natural beauty. The sky is bright with scattered clouds, creating a serene atmosphere.
Home in Haiku
4.99 out of 5 average rating, 195 reviews

Charming Hoku Pauwela Breathtaking ocean views!

Located on the north shore of Maui, Hoku Pauwela (Maui County B&B Permit# BBPH 2019/0002 and Hawaii State TAT # TA-036-968-8576-01) is the ideal location from which to experience the north shore, upcountry, Haleakala crater, and the epic drive to Hana. Spacious, quiet, and family-friendly, you'll have all you need to explore Maui and a peaceful living area to relax in after a day of adventuring.

Top guest favourite
A scenic view captures the sunset over a lush landscape, with a pool reflecting the colorful sky. Tall trees frame the scene, and the distant ocean is visible beneath the dramatic clouds. The vibrant greens of the surrounding vegetation provide a serene backdrop.
Cottage in Makawao
4.99 out of 5 average rating, 225 reviews

Rustic Upcountry retreat with breathtaking views!

Maui County Permits BBMP2019/0006 & SUP2 2019/0003 This is a BnB not a STRH Owners live on property At this time we are hosting to guests 12 or older. This property is terraced so not optimal for young children. 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!

Top guest favourite
A spacious bedroom features a queen bed with premium bedding, flanked by two bedside lamps. Large windows allow natural light to fill the room, highlighting the wood ceiling. A cozy seating area includes a wicker chair and a plush rug underfoot.
Guest suite in Makawao
4.97 out of 5 average rating, 244 reviews

Stunning Views, Great Location in a Private Studio

The perfect place to live like a local and experience Maui like you never have before! Excellent location just 20 minutes from the airport; 20 min to the world famous beaches of Ho'okipa and Paia Bay; 25 minutes from Kihei; and 45 from the west side. Come enjoy the Spirit of Aloha while you adventure by day and relax by night.

Popular amenities for Haliimaile holiday rentals

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Haliimaile