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
4.84 out of 5 average rating, 367 reviews

Cheap Cozy Studio- Very active legal vacation zone

BlakeRating, 5 stars3 weeks ago
Tami was awesome and easy to communicate with prior to the trip and once we arrived. We had everything we needed and the space was beautiful and homey. I would 1000% recommend for anyone looking to come visit Maui. My fiancé and I want to thank Tami for everything and wish her and her family the best! Mahalo!
Guest favorite
Condo in Wailea
4.93 out of 5 average rating, 167 reviews

Stunning ocean view! 2/2 in the heart of Wailea

VinceRating, 5 stars2 months ago
I couldn't recommend Pat & Jim's condo enough. It was extremely clean and well-kept. Pat was extremely communicative and all instructions were super helpful and proactive. It felt like home immediately. The only downside, which is not unique to this condo, but I would guess applies to many condos in the Ekolu development, and probably other similar properties elsewhere in Wailea, is that it was a bit noisy. I'm an extremely light sleeper and, especially during the winter months at home, I am used to very quiet nights. Traffic and nature noises were significant for me at night, so I did have some difficulty sleeping. But this is just something to keep in mind if you're considering any condo in Wailea - as I said, it is not a unique feature of Pat & Jim's condo. If you're used to noise and/or are a heavy sleeper, this is absolutely, without question, the condo for you!
Superhost
Condo in Kihei
4.87 out of 5 average rating, 193 reviews

Modern, clean & beautiful in Maui Banyan

JohannaRating, 5 stars5 months ago
Clean, well stocked, good location close to everything we wanted. Anant was easy to work with and available to help with a minor issue that was fixed right away. We had a lovely week.
Superhost
Condo in Wailea-Makena
5 out of 5 average rating, 4 reviews

Luxurious Tropical Retreat with Oceanview

RahulRating, 5 stars2 months ago
Excellent location, walkable to shops at Wailea and the beach, spacious for couples with dream kitchen! Will be back 🙏🏾

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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