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 Kihei
4.88 out of 5 average rating, 106 reviews100KContemporaryHawaiian Reno in Wailea-Beach/Golf
Mar. 31 – Apr. 28
$13,734 CAD per month
Guest favourite
Condo in Wailea
4.95 out of 5 average rating, 137 reviewsAvail May 1-28 Quiet Peaceful 2bd - Upscale Wailea
Oct. 21 – Nov. 18
$13,352 CAD per month
Guest favourite
Condo in Kihei
4.91 out of 5 average rating, 116 reviewsThe Spirit of Aloha-1Bed/1Bath in Tropical Resort
Nov. 21 – Dec. 19
$7,177 CAD per month
Superhost
Condo in Kihei
4.88 out of 5 average rating, 50 reviewsOhana Oasis in Maui Vista Pool Front
May 11 – Jun. 8
$7,568 CAD per month
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 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.
Popular amenities for monthly rentals
Stay near Wailea, Wailea-Makena's top sights
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- Monthly Rentals United States
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- Monthly Rentals Wailea-Makena
- Rentals with a hot tub Wailea
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*Some exclusions may apply in certain geographies and for some properties.