Monthly Rentals in Wailea-Makena

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

Nearby monthly rentals

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.

Guest favorite

Condo in Wailea

4.97 out of 5 average rating, 165 reviews

Wailea Gem-Remodeled Ocean View

MargaretRating, 5 stars3 weeks ago

The location can't be beat and the condo grounds are stunning. The patio gets beautiful sunset views. Comfortable bed & having a 2nd bathroom is really nice.

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 🙏🏾

Top guest favorite

Guest suite in Kihei

4.99 out of 5 average rating, 110 reviews

Sweeping Panoramic Ocean Views - Private Ohana

JohnRating, 5 stars1 week ago

Please don’t hesitate to book , extremely well kept home . 5 minute car ride to beautiful beaches near by . The best part of our vacation are the unbelievable sunsets and views from Lanie . Thank you Bob & April

Explore all

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 & traveling professionals

Comfortable accommodations 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 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 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.

Popular amenities for monthly rentals

Kitchen

Wifi

Pet friendly

Laptop-friendly workspace

Free parking on premises

Corporate Housing

Stay near Wailea-Makena's top sights

Wailea Beach35 locals recommend

Kamaole Beach Park II201 locals recommend

Cafe O'Lei Kihei241 locals recommend

Monkeypod Kitchen by Merriman240 locals recommend

The Shops at Wailea222 locals recommend

Polo Beach11 locals recommend

Destinations to explore

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