Monthly Rentals in Wailea, Wailea-Makena

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

Nearby monthly rentals

Guest favourite
Apartment in Wailea-Makena
5 out of 5 average rating, 9 reviews

Tropical Escape to Wailea with Stunning Oceanview

MicheleRating, 5 stars1 day ago
We loved the small equipment area with al the tools to prepare breakfast or take away lunch. Big room and big bed, appreciated details all around, good place to rest after a day around Maui.
Guest favourite
Apartment in Wailea-Makena
4.92 out of 5 average rating, 101 reviews

Luxury Condo w/wide Ocean View (Palms at Wailea)!

Paul Rating, 5 stars3 weeks ago
Our stay at Palms Wailea Unit #1502 was great! The communication, before, during, and after was much appreciated and helped make our stay so much more comfortable and enjoyable. The unit was nicely decorated and having the extra bathroom was super helpful. The views from the lanai, living room and bedroom were beautiful. Thanks for being such an accommodating host Sidney. Appreciate your kind helpful assistance with everything. We are looking forward to a return stay.
Superhost
Apartment in Wailea-Makena
5 out of 5 average rating, 22 reviews

Wailea Ekolu Village | 1205

DarylRating, 5 stars3 weeks ago
Enjoyed everything about this place. Love how close it was to walk to the mall and several restaurants. The beach was 4-5 min drive. The unit itself was spacious and felt very peaceful. Full kitchen and laundry in unit
Top guest favourite
Apartment in Kihei
5 out of 5 average rating, 143 reviews

Romantic, Luxury Condo with Spectacular Ocean View

HollyRating, 5 stars2 weeks ago
Wonderful Condo. Gorgeous views, exceptional location and extra gracious hosts. They did everything to make is feel welcome including coffee and a generous amount of supplies. The location is truly extraordinary and the hosts could not have been kinder. We'd love to return!!

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.

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailea-Makena
  6. Wailea
  7. Monthly Rentals