Monthly Rentals in Wailea Beach

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

Nearby monthly rentals

Superhost
Condo in Kihei
4.73 out of 5 average rating, 49 reviews

Maui Vista 2-301 - Modern and Bright Renovation

LizRating, 5 stars5 months ago
This place exceeded all my expectations! It was pristine and perfectly situated just steps away from the beach and delightful restaurants. Everything you could possibly need for your stay is right at your fingertips—truly a dream getaway!
Superhost
Condo in Kihei
4.89 out of 5 average rating, 70 reviews

Maui Kamaole tropical retreat 1bd-2ba condo

MickeyRating, 5 stars3 weeks ago
Really enjoyed our stay. The condo was very clean and all the furnishings were nice and comfortable. It was a great place to relax. Couch and bed were both excellent. Really nice shower in the main bedroom. Appliances all worked great. Honestly no complaints! The grounds and nearby pool are gorgeous and it’s a very peaceful spot. I think it would be a little hard to not have a car in this part of town if you intend on bringing things with you to the beach. The 808 deli is walking distance but it’s very dark on the path once the sun is down. Maureen was always helpful and friendly and there were clear instructions. Definitely would stay again.
Superhost
Condo in Wailea-Makena
5 out of 5 average rating, 5 reviews

Luxurious Tropical Retreat with Oceanview

BrandonRating, 5 stars1 day ago
Beautiful property for our three night stay in Maui. Nancy was a great communicator, friendly and very informative. The place was pristine and had everything one could want while on an island vacation. Additionally, the propriety was very walkable to a lot of great restaurants, shopping and coffee. I highly recommend this property and will look to stay here again on our next visit. Thanks very much Nancy!
Top guest favorite
Guest suite in Kihei
4.97 out of 5 average rating, 224 reviews

Studio with Large Private Patio!

JillianRating, 5 starstoday
We really enjoyed our stay at Brian’s place! The location was in a great spot and the apartment was exactly as described in the post. The only thing that came up was that Brian had to do a repair prior to our stay and proactively communicated that to us. He also was respectful and introduced himself and asked if it was okay for him to enter the unit so he could check on the repair. Overall great stay and was perfect for a long weekend getaway.

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

Traveling 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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