Monthly Rentals in Wailea Beach

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

Nearby monthly rentals

Superhost
Villa in Kihei
4.93 out of 5 average rating, 105 reviews

HO'OLEI DESIGNER VILLA24-4 AC WIFI BEACH POOL WALK

StephanieRating, 5 stars1 month ago
Beautiful house in an amazing central location. The house had everything we could ever need for a comfortable, luxurious stay. We would love to come back!
Superhost
Apartment in Kihei
5 out of 5 average rating, 3 reviews

Gorgeous Elua 1 Bd+2Ba Executive Vacation Condomin

SteveRating, 5 stars31 months ago
Beautiful property and beautiful unit. View is more impressive than photos do justice. Walking distance to dozens of restaurants. Pool and beach are wonderful!
Top guest favourite
Apartment in Kihei
5 out of 5 average rating, 55 reviews

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

KathleenRating, 5 stars1 month ago
One of the best Airbnb’s we’ve stayed in. Peaceful, quiet, serene. Short walk to the beach (after visiting 4 beaches on the south shore we decided the one in front of the condo was our favorite). Sat out on the lanai each morning, sipping coffee while watching Maui wake up. And the view was great - green grass, pool and ocean. Would definitely stay at Jazlyn’s place again.
Top guest favourite
Flat in Kihei
4.97 out of 5 average rating, 39 reviews

New Listing!

ammarRating, 5 stars1 week ago
We had such an amazing stay! From the very beginning, the host was incredibly kind, professional, and quick to respond—any questions we had were answered almost immediately. You can really tell they care about their guests and take pride in creating a great experience. The house was clean and beautifully maintained, with so many thoughtful touches that made it feel extra welcoming. They clearly pay attention to detail, from the way everything was set up to the little extras that made the stay feel special. The location was perfect—close to everything but still quiet and relaxing. And the amenities were honestly above and beyond anything we expected. We would absolutely stay here again, and we highly recommend it to anyone looking for an stress-free, comfortable, and enjoyable trip.

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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