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 Lahaina
4.93 out of 5 average rating, 177 reviews

Eldorado Beach Resort Ka'anapali - Whalers Village

KelliRating, 5 stars3 days ago
We had a wonderful stay at Dale’s condo in Lahaina. The rental itself was clean and comfortable with lots of helpful touches that made our stay even easier: cooking utensils and basic pantry staples, large bottles of bathroom toiletries, laundry & dishwasher pods, and beach towels/umbrella and two small coolers. Parking is included and close to the unit. The staff is super friendly and the shuttle service to the cabana is fabulous. Our toddler LOVED the whale pool onsite. It’s a 3 minute walk to The Snorkel Store and The Shave Ice Spot, as well as a small general store and coffee shop. The Ka’anapali Trolley picks up right out front, but it’s also a super easy walk to Whaler’s Village and Black Rock Beach! About a 6 minute drive to Safeway and Foodland Farms for groceries. This was a perfect rental for our small family, and a great first experience in Maui. We will definitely be back!
Guest favorite
Condo in Lahaina
4.94 out of 5 average rating, 70 reviews

Beachfront Resort! Easy Access Ground Floor Condo

MirandaRating, 5 stars2 weeks ago
This was such a great spot! So close to the cafe and pool! The entire place is beautiful and this corner ground level room was absolutely perfect! Nice kitchen, beach chairs and towels, would love to stay again!
Superhost
Condo in Lahaina
4.86 out of 5 average rating, 63 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, 84 reviews

Your Oasis by the Sea, stay at B103!

JoelRating, 5 stars2 weeks ago
We loved this little studio in a quiet community. Our neighbors were a mix of owners and short-term renters. Many knew each other and made us feel at home. On a beach walk we found many resorts were loud and crowded, and we were relieved to arrive back at Papakea where groups were more chill: bbq’ing, swimming in the pool, watching whales breach in the evening light. It fit our vibe so well. We loved watching humpbacks breach and tail slap from the patio while having breakfast. We loved catching some of the final rays of sun each day from that patio as well. We spent the majority of our days snorkeling at northern beaches or birding and hiking on the east side of the island. 103B was a great landing pad for this.

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

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