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

Apartment in Kihei

4.82 out of 5 average rating, 131 reviews

Unit B202 - Maui Banyan Kihei

Guest favourite

Flat in Wailea

5 out of 5 average rating, 7 reviews

Chic Coastal Living in the Heart of Wailea

Apartment in Wailea

5 out of 5 average rating, 6 reviews

Palms at Wailea 1405, Ocean Views, Save & Stay

Superhost

A bright living area features large glass doors showcasing ocean views and palm trees swaying in the breeze. The room includes a cozy couch, wooden coffee table, and a modern TV stand, with elegant dining furniture positioned nearby. Tropical decor elements add a touch of island charm.

Apartment in Wailea

4.83 out of 5 average rating, 6 reviews

Maui Resort Rentals: Polo Beach Club 608

The comforts of home and great monthly rates

Fully furnished rentals

From peaceful mountain cabins to convenient urban apartments, these furnished rentals have all the amenities of home.

Digital nomads & travelling professionals

Comfortable accommodation for nomadic and remote working professionals with wifi and dedicated work spaces.

Delight included

Sometimes the destination is the accommodation. From cliffside cabins to tranquil houseboats, these rentals are full of unique features.

Pets welcome

Discover places to stay that accommodate pets so that you can bring your four-legged friend along.

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.

Popular amenities for monthly rentals

Kitchen

Wifi

Pet-friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Stay near Wailea's top sights

Kamaole Sands

3 locals recommend

Wailea Beach

81 locals recommend

Mana Kai Maui

12 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.