Monthly Rentals in Kaanapali

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

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Nearby monthly rentals

Guest favorite

Condo in Lahaina

4.96 out of 5 average rating, 46 reviews

Direct Oceanfront Condo, Kahana/Kaanapali

CatherineRating, 5 stars4 weeks ago
Maui is just really expensive so I can't say the value is 5 stars. BUT, this location is private, quiet and gorgeous. Direct view of the ocean however the island of Lanai blocks the view of sunset on the water. Only bad thing is no AC in the unit. Generally it cools off at night and is breezy, but try cooking in the kitchen and you're sweating to death. Fans everywhere but blowing hot air around is not the same as getting relief from AC. I'm someone who likes it cold when I sleep and the ambient temp at night never dropped below 73 (mid November). All that said, Deb was a great host giving plenty of instructions and even leaving me some little Birthday presents as she knew I was there during my birthday week! Next trip I'll definitely look for AC in the accommodations. It's better to have and not need it than not have it at all.
Superhost

Home in Kaanapali

4.91 out of 5 average rating, 105 reviews

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado

JesseRating, 5 stars3 months ago
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!
Guest favorite

Condo in Lahaina

4.93 out of 5 average rating, 417 reviews

Napili Nani cottage for 2 w/AC ~ *Renovated*

KatieRating, 5 stars1 week ago
We had a blast staying here! It was local to a lot of beautiful beaches and Doug & Diana had amazing Maui recommendations. Definitely will come back here and explore more in the future!
Superhost

Apartment in Lahaina

4.86 out of 5 average rating, 219 reviews

Beautiful, Remodeled Ocean View Condo

ManasiRating, 5 stars2 weeks ago
We loved Jennifer’s place. The resort grounds are beautiful and the location is perfect. Unlike Whaler’s village, this resort area is lively without being overcrowded. It is a 5 minute drive from Kanapali beach and Whaler’s village. There are a couple of restaurants and cafes that you can walk to and a nice food truck area around. The apartment was also equipped with a lot of beach gear like chairs, umbrella, snorkels that people have left over the years.

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.

Stay near Kaanapali's top sights

Whalers Village159 locals recommend
Times Supermarket154 locals recommend
Black Rock Beach56 locals recommend
Farmers Market Maui78 locals recommend
Duke's Beach House Maui78 locals recommend
Hula Grill73 locals recommend

Destinations to explore

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