Monthly Rentals in Wailea

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

Nearby monthly rentals

Top guest favourite
Farm stay in Honomu
4.98 out of 5 average rating, 42 reviews

Lychee Orchard Hideaway (NEW w/AC and Laundry)

ElizabethRating, 5 stars3 weeks ago
Sam & Maris’ Airbnb was wonderful. The place was surrounded by lychee trees and the sounds of birds. It fit comfortably my family of four. It was well equipped with amenities too. They even had fruit and wine for us upon arrival! I’d definitely stay there again.
Top guest favourite
Home in Hakalau
5 out of 5 average rating, 15 reviews

Oceanfront "Treehouse" at Hakalau with Kitchen

GregoryRating, 5 stars2 weeks ago
My partner, Stacey, and I stayed six nights here. Photos and descriptions are accurate. The property management company was extremely responsive to questions (i.e. seconds). We enjoyed the private and quiet, cliff-top ocean-view location. The location is very beautiful. Stacey enjoyed meeting the home-owner, Alan, who was present in his adjacent residence for a few days. We appreciated the box of beach goodies: chairs, umbrellas, beach matts, boogie board, floats, frisbee, etc. Kitchen is well equipped, and even had ice packs for the soft cooler that we brought with us to Hawaii. There were some basic cooking supplies that other guests presumably left behind (i.e. tea, cooking oil, sugar cubes, salad dressing). There was no coffee, however. We contributed peanut butter to the stockpile. YMMV.
Guest favourite
Farm stay in Hakalau
4.94 out of 5 average rating, 380 reviews

Forest Hale Cabin @ Permaculture Farm, Waterfall

KatieRating, 5 stars1 week ago
Such a special place! We loved swimming in the waterfall everyday & the farm/chocolate tour was fun for the whole family.
Top guest favourite
Farm stay in Honomu
5 out of 5 average rating, 46 reviews

Luxury Farm House 3/3 King Queen 13 mile from Hilo

TrevorRating, 5 stars2 months ago
We had a wonderful time at this beautiful modern home thanks to the outstanding efforts of William, Jane and Tom. The home was absolutely delightful and the hosts went out of their way to make us feel welcome. There were so many special surprises like home made cakes, tasty teas, fresh fruits and coconuts. It was a memorable stay with fabulous honest hosts who truly did everything possible to make our stay more than comfortable. We loved this experience and would happily recommend William, Jane and Tom to discerning travellers

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

Travelling 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.
*Some exclusions may apply in certain geographies and for some properties.
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