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
Condo in Wailea
4.97 out of 5 average rating, 165 reviewsWailea Gem-Remodeled Ocean View
Top Guest favourite
Apartment in Kihei
4.98 out of 5 average rating, 40 reviewsNew Listing!
Top Guest favourite
Condo in Kihei
5 out of 5 average rating, 55 reviewsOhe'o || Wailea Ekahi Unit 28B || Lowered Rates
Guest favourite
Condo in Wailea
4.92 out of 5 average rating, 76 reviewsWailea Elua 1101 - Beachfront Section - Ocean View
The comforts of home and great monthly rates
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 Wi-Fi and dedicated working spaces.
Looking for corporate housing?
Airbnb has fully furnished apartment homes ideal for staffing, corporate housing and relocation needs.
Popular amenities for monthly rentals
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- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Villa rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Luxury rentals Wailea
- House rentals Wailea
- Rentals with a washing machine and dryer Wailea
- Kid-friendly rentals Wailea
- Hotel rentals Wailea
- Condo rentals Wailea
- Rentals with pools Wailea
- Rentals with a sauna Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Fitness-friendly rentals Wailea
- Waterfront rentals Wailea
- Cottage rentals Wailea
- Beach house rentals Wailea
- Apartment rentals Wailea
- Family-friendly rentals Wailea
- Pet-friendly rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Beach condo rentals Wailea
*Some exclusions may apply in certain geographies and for some properties.