Monthly Rentals in Wailea Beach

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

Nearby monthly rentals

Guest favourite
Flat in Kihei
4.93 out of 5 average rating, 274 reviews

Spring Special! - One Bedroom, Closest to beach

JayRating, 5 stars4 weeks ago
Jacques place is in a prime location and within walking distance of several beaches, shops, and places to eat. My wife and I spent a week here the home exceeded all our expectations!
Guest favourite
Apartment in Wailea
4.96 out of 5 average rating, 168 reviews

Wailea Gem-Remodeled Ocean View

NikolayRating, 5 stars1 week ago
Mostly good impression. Minor nit picks: TV could be larger and newer for that price. The air conditioning on the balcony from the upstairs was noisy (and in general, the unit ACs are imho on the older side of the scale) until a miracle happened and new guests above finally turned it off and then it was really quiet for the night. There was some loud construction at the neighbors on one of the days, but again, it was only for a day. Overall a good private place.
Top guest favourite
Apartment in Kihei
4.98 out of 5 average rating, 120 reviews

Stunning Luxury Remodel I Wailea Beach Villas J206

BrandonRating, 5 stars1 month ago
Super easy and early check in! Staff on the property were amazing! The rooms were exactly as advertised! The resort was beautiful and very well maintained! We really appreciate the host and we will be returning in the near future!
Guest favourite
Apartment in Kihei
4.89 out of 5 average rating, 72 reviews

Maui Kamaole tropical retreat 1bd-2ba condo

RobertRating, 5 stars3 weeks ago
We had a great time at Maureen’s place. The location in south Kihei on the border of Wailea was ideal for us. A short walk to access lovely beaches for swimming and snorkeling and longer walks to enjoy the high-end resort beaches and shops. The condo is well designed, quiet, spacious and elegantly furnished. So often beach condos have the location but inside you cringe at what’s hanging on the walls and what you must sit on. The kitchen had everything needed to cook full meals for the two weeks we spent there, and the pool and hot tub are only steps away and beautifully landscaped. We appreciated the good beach closet too -- great chairs and boogie boards. We plan to stay here again!

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 holiday 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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