Monthly Rentals in Kaanapali

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

Nearby monthly rentals

Guest favorite
Condo in Napili-Honokowai
4.88 out of 5 average rating, 75 reviews

Oceanfront Condo - Hale Ono Loa - Spectacular View

LaurenRating, 5 stars3 months ago
Had a great time staying at this lovely condo. The place was just as described, very clean and cozy, with easy access to local shops and the beach. I would definitely recommend staying here! Maholo! 🌺
Superhost
Condo in Lahaina
4.84 out of 5 average rating, 64 reviews

Maui Get-away. 1 BR condo with pool

MarissaRating, 5 stars1 month ago
This was a great value! The pics of the inside don’t do it justice. The condo is spacious & had everything we needed. Appreciated the beach supplies left by others. The location is great for getting anywhere easily. Gorgeous outdoor area in the back to watch the sunset. The pool was a relaxing spot to be before bed. Exceeded my expectations.
Top guest favorite
Condo in Lahaina
4.98 out of 5 average rating, 86 reviews

Your Oasis by the Sea, stay at B103!

BrooklynRating, 5 stars2 weeks ago
We absolutely loved our stay here! Walking out of the unit to beautiful and well kept lawns and gardens, and only a short walk to the pool. We enjoyed watching the sunset every evening and barbecuing by the pool. Nicole was a wonderful and accommodating host, always quick to answer any questions we had and give recommendations. We absolutely love Papakea and will be back as soon as we can!
Superhost
Condo in Lahaina
5 out of 5 average rating, 3 reviews

KV F405 Perfect Maui Getaway Condo w Ocean Views

AlexRating, 5 stars1 month ago
Our stay was excellent. No issues checking in, the place was exactly as we expected. it has a great view of the sunset. Very relaxed place. Close to a bunch of great places to eat.

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

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
Fish Market Maui52 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.
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  2. United States
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  6. Monthly Rentals