Monthly Rentals in Haliimaile

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Guest favorite
Guesthouse in Makawao
4.88 out of 5 average rating, 32 reviews

Romantic Rose, Central Upcountry, Makawao Inn!

AmyRating, 5 stars3 days ago
LizBeth was an amazing host; very friendly, responsive, helpful, all the things! She provided excellent recommendations. Mahalo! The property is beautiful and well maintained with everything you need and want. I highly recommend staying at this property. We will definitely be back.
Guest suite in Makawao
4.86 out of 5 average rating, 92 reviews

Hale Aku Bed and Breakfast

SimonRating, 5 stars2 months ago
Todd was responsive when messaged and the stay was pleasant. No AC but the nights are cool and the ceiling fans are strong (and have remotes). It was nice to have a little stock of amenities to use and contribute to such as sun spray, laundry detergent, and other things that aren't the easiest to travel with. I was in the area for work and it was really nice to have a quiet place to stay that was away from the tourist hubbub. I wouldn't recommend this place without some vehicle accommodation from the get-go; the nearest bus stop is about 1 mile away, same as the nearest grocery store. The location is beautiful, though, and I really enjoyed all the times I walked and driven.
Top guest favorite
Home in Haiku-Pauwela
4.97 out of 5 average rating, 235 reviews

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

TheresaRating, 5 stars2 weeks ago
Beautiful property in tranquil, relaxing setting. Centrally located in upcountry with easy access to nearby towns and distilleries. The home is beautiful; you can see the little touches that make it special and shows much pride in ownership. Hoping to make this an annual event and enjoy the property again!
Top guest favorite
Guest suite in Makawao
4.97 out of 5 average rating, 197 reviews

Stunning Views, Great Location in a Private Studio

BilliRating, 5 stars1 week ago
Amazing place! We really enjoyed staying at Joanna’s place. The loft was perfect for what we needed and a great location for us as we spilt our time between both sides of the island. The washer and dryer inside the loft was a huge bonus. We were able to pack lighter because of that. Joanna gave us the best recommendations for what to do in the area and on the island. They were very responsive and made us feel so welcomed. Such a great stay!!

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Haliimaile's top sights

Hali'imaile General Store95 locals recommend
Hui No‘eau Visual Arts Center14 locals recommend
Maui Pineapple Tours7 locals recommend
Hali'imaile Distillery Tour & Tasting Room5 locals recommend
The Sacred Garden of Maliko4 locals recommend
4th Marine Division Memorial Park4 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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