Vacation rentals in Haliimaile

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Top-rated vacation rentals in Haliimaile

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Top guest favorite
A group of alpacas, varying in color and patterns, stands along a fence in a lush green pasture. Their calm expressions reflect the peaceful environment, with rolling hills and trees visible in the background, creating a serene rural setting.
Guesthouse in Kula
4.98 out of 5 average rating, 245 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.

Top guest favorite
A charming green cottage is surrounded by lush foliage, featuring a wooden deck with steps leading to the entrance. Large windows reflect the evening light, revealing a cozy interior. Bright blue outdoor chairs are positioned for relaxation amidst the tranquil tropical setting.
Home in Huelo
4.97 out of 5 average rating, 261 reviews

Private Hot Tub + Pool Access + AC - Star Lookout

Dreaming of the perfect jungle honeymoon hideaway or retreat? Set amidst a mature coconut grove, (with your own hammock) this private cottage puts you in a romantic world of your own. We have that 'away-from-it-all' feeling but it's only a 20 minute drive to beaches and fabulous restaurants! A perfect romantic hideaway or artist's retreat! ☞ ★Jump Start to The to the Road to Hana! ✔ ☞ ★NEW COLD CENTRAL AC ✔ ★Private Hot Tub ✔ ★Swimming Pool ✔ ★King Bed ✔ ★Sunrise View ✔ ★Outdoor Shower ✔

Top guest favorite
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
4.99 out of 5 average rating, 154 reviews

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.

Top guest favorite
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
4.93 out of 5 average rating, 667 reviews

Adorable Gingerbread House Farm Stay, Makawao

This LEGALLY PERMITTED Farm Stay has the lush beauty and privacy,, without the drive to Hana! 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! We gave 8.5 acres of diversified farm-fruit, water lilies, 10,000 sq ft greenhouse) Comes with a FREE FARM TOUR and/or LABYRINTH WALK with every booking! Permit Number STMP 2015 / 0001 SUP2 2013 / 0013

Top guest favorite
The cottage exterior is framed by lush greenery and vibrant flowers, complemented by a decorative stone pathway leading to the entrance. A unique circular window and a red door enhance the cottage's character, while balconies offer inviting views of the surrounding landscape.
Farm stay in Haiku
4.99 out of 5 average rating, 365 reviews

Maliko Retreat

NOTE: This farm stay is not being phased out by County regulations. 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. This eclectic antique Hawaiian cottage is perched atop a scenic jungle gorge with breathtaking views in every direction. Open and breezy; attention to detail shines from every facet.

Top guest favorite
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, 197 reviews

Spectacular Ocean Views-Private Studio | King Bed

Super fast up to 1gb Fiber optic internet! 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 high quality linens, real down pillows, 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, & cooler bag provided.

Guest favorite
The entrance of the o`hana is framed by lush greenery and palm trees. A paved walkway leads to a welcoming front door, which is flanked by a large window that allows natural light into the space.
Guest suite in Makawao
4.87 out of 5 average rating, 102 reviews

Hale Aku Bed and Breakfast

Special seasonal rate. Nice, clean and cozy 1 bedroom, 1 bathroom 500 sq. ft. o`hana in a golf course community in the beautiful upcountry area of Maui. It is close to shopping, a country club with dining, and a community center with a swimming pool. You can visit many of Maui`s beautiful beaches with a 15 to 30 minute drive. The o`hana has a fully equipped kitchen for you to prepare your meals. The Maui county bed and breakfast permit # is BBMP20180001.

Top guest favorite
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, 436 reviews

Kalani at Haiku Garden Cottages Farm Sanctuary

Welcome to Haiku Garden Cottages, a licensed Farmstay and B&B on Maui’s North Shore (Permit #BBPH2017/0002). Kalani is a charming cottage where you can sip coffee on the lanai, wander garden paths, harvest seasonal fruit, and settle into island rhythms. Enjoy ocean and garden views, a private outdoor shower, and relaxed indoor-outdoor living—just minutes from Haleakalā, the Road to Hāna, beaches, hiking trails, restaurants, and farmers markets.

Top guest favorite
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, 209 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 favorite
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, 197 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 favorite
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, 232 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 favorite
The exterior of a cottage is shown, featuring a mix of light and dark pink siding. Solar panels are installed on the roof. Lush green landscaping surrounds the property, with palm trees and bushes enhancing the tropical ambiance. A concrete driveway leads to a covered entryway.
Cottage in Haiku
4.98 out of 5 average rating, 102 reviews

Leilani's "Leimomi" Cottage - County Licensed

Maui County License: STPH2013/0020 (taxes are included in rate) The home is part of the county licensed Leilani vacation rental property. The cottage is about 650 square feet with open beam ceiling and lots of windows and sliding doors with ocean views. Other amenities are a king size bed, full kitchen, outside covered sitting area with Jacuzzi , BBQ and lawn chairs.

Popular amenities for Haliimaile vacation rentals

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