
Vacation rentals in Haliimaile
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Haliimaile
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hana Nautilus- Ocean view 3 bed 2 bath family home
SUP 2019/0006 STHA20200001 Hawaii TA Tax:TA-081-974-0672-01 Hawaii GE Tax:GE-081-974-0672-01R Located in Hana, Maui this custom built 3 bedroom 2 bathroom ocean view house is situated on 2.8 acres of agricultural land. The land is abundant with seasonal fruit trees the guests may enjoy when available. The owners are delighted to offer helpful information so you can have a safe and enjoyable experience. Hana offers amazing adventures such as hiking, diving, swimming, surfing and stunning beaches
4.92 out of 5 average rating, 210 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.
4.99 out of 5 average rating, 169 reviews
Kula Jewel - Pool, Hot Tub & Awesome Views!
Pamela has been hosting two fully permitted listings for the last 12 years with over 1,500 five star reviews. BUT Kula Jewel, burned to the ground in the Maui wildfires in 2023. We have recently completed building the NEW Jewel, and it is GORGEOUS! We just had our first guests stay, and this was their review: "The Jewel is extraordinary! The views are stunning! I’ve stayed in many Air B&Bs. I give her place my highest rating!" Btw, we have not raised our prices. The service fee now shows.
4.93 out of 5 average rating, 423 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.
4.97 out of 5 average rating, 336 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
4.95 out of 5 average rating, 190 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
4.94 out of 5 average rating, 688 reviews
Spectacular Ocean Views • Private Studio• King Bed
Ocean View Studio • Private Lanai • Peaceful Upcountry Maui Retreat Wake up to breathtaking panoramic views stretching from Maui’s North Shore and Central Valley to the West Maui Mountains and majestic Haleakalā. Enjoy your morning coffee on your private lanai with Maui Tradewinds - breezy days, cool evenings and a peaceful side of Maui that many visitors never experience. Sugar Shack Maui offers an authentic island experience just minutes from everything.
4.93 out of 5 average rating, 210 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.
4.94 out of 5 average rating, 456 reviews
Hawaiian DreamTemple- Tropical Oasis BBPH20120004
Welcome to your "Hawaiian Dream Temple" [PERMIT- BBPH2012-0004] [TMK (2) 2-7-029: 015-0000] Our tropical bamboo 2 bedroom - 1 bathroom temple is a private house that invites you to true Maui. We are in a quiet area in upcountry, Haiku away from the hotels. You can experience the little sanctuary and hidden paradise that still exists, close to Hana and Haleakala crater. It is surrounded by tall trees, tropical flowers and lush vegetation.
4.83 out of 5 average rating, 220 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
4.99 out of 5 average rating, 219 reviews
Maile Bungalow- County Licensed
Maui County License: BBPH2009/0012 (taxes included in rate) Lovely cottage with ocean and country views, surrounded by tropical flowers and fruit trees located in a small quiet and peaceful neighborhood in Ha'iku. The cottage is off the road and the neighborhood has no through traffic. Walking distance (15min) to Ha'iku's Market Place and bus stop. The cottage is well equipped with all amenities you need to feel home.
4.93 out of 5 average rating, 153 reviews
Peaceful and Spacious; North Shore Maui
New, spacious two-bedroom home in Ha'iku, Maui (Permit STPH20200003). With beautiful ocean views and peaceful surroundings, located on the Northshore of Maui, this is the perfect place to stay to explore the Road to Hana, the Northshore, and upcountry Maui. Perfect for two couples or a family, you'll have everything you need to explore the island and a peaceful living area to relax following a day of adventuring.
4.98 out of 5 average rating, 163 reviewsPopular amenities for Haliimaile vacation rentals
Other great vacation rentals in Haliimaile

Hana Ocean Palms Bungalow STHA2009-003
4.81 out of 5 average rating, 246 reviews
JJ’s Hāna Hale - Farm Style Cottage STHA2021/0001
4.94 out of 5 average rating, 385 reviews
The Art Estate, Haiku Maui Hawaii
4.92 out of 5 average rating, 103 reviews
House w/ Ocean Views in Haiku Maui on Road to Hana
4.83 out of 5 average rating, 53 reviews
Pookela Paradise-Newly Renovated, Fantastic Views!
4.9 out of 5 average rating, 77 reviews
Jump start The Road to Hana at The Lookout House!
4.98 out of 5 average rating, 98 reviews
Hookipa Farm: County Legal 3 Bedroom Home in Haiku
5.0 out of 5 average rating, 82 reviews
Milo Surf Cottage
4.95 out of 5 average rating, 75 reviewsDestinations to explore
- Honolulu Vacation rentals
- Kauai Vacation rentals
- Oahu Vacation rentals
- Kailua-Kona Vacation rentals
- Island of Hawai'i Vacation rentals
- Wailea Vacation rentals
- Kihei Vacation rentals
- Hilo Vacation rentals
- Waikīkī Beach Vacation rentals
- Princeville Vacation rentals
- Kailua Vacation rentals
- Kaanapali Vacation rentals
- Maui
- Kaanapali Beach
- Lahaina Beach
- Whalers Village
- Maui Vista Condominium
- Wailea Beach
- Polo Beach
- Honolua Bay
- Kapalua Bay Beach
- Black Rock Beach
- Big Beach
- Black Sand Beach
- Haleakala National Park
- Old Lahaina Luau
- Ka'anapali Golf Courses
- KOA Resort
- Kihei Kai Nani
- Aston Mahana at Kaanapali
- Kamaole Beach Park II
- Maui Ocean Center
- PacWhale Eco-Adventures
- Maui Arts & Cultural Center
- Hāmoa Beach
- Kahana Beach





