Monthly Rentals in Waimanalo

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

Nearby monthly rentals

Guest favorite
Guesthouse in Kailua
5 out of 5 average rating, 49 reviews

Karibu Cottage in Beautiful Lanikai

CrystalRating, 5 stars1 month ago
Staying at Karibu Cottage was a highlight of our trip to Hawaii. The living space was comfortable, modern and very well- equipped. We were welcomed with a nicely stocked refrigerator. The unit had delightful cross breezes with loads of natural light, and the bed was excellent. It had a great lanai, a fully private entrance and yard with a gas grill, complete beach equipment, and a designated parking spot. John was very helpful and quickly responsive to a few questions we had at arrival and about media access. The location enabled us to get up for sunrise over the Mōkūlua most mornings after a very short walk. Kailua town and its farmer’s market, grocery stores and great restaurants ( Buzz’s, Paia Fish House) are a short drive away. While we only had the pleasure of meeting them once during our stay, it is clear that Melinda and John put a lot of thought and care into the space and we are very appreciative. We would love to make a return visit! Sunrises here are gorgeous!
Superhost
Home in Hawaii Kai
4.86 out of 5 average rating, 7 reviews

Studio - Private Entrance & Yard

PeterRating, 5 stars6 months ago
Krista’s place looked good in photos, but I had one concern. I’m not a fan of pull-out beds; they’re usually uncomfortable with thin mattresses. But I read a review saying the bed was comfortable so I gave it a try. And I’m glad I did. The bed was solid and comfortable. The room was clean, quiet and private. It had everything you would need. Fine for one person. Maybe a bit tight for two, unless you were newlyweds. All in all, a great place in a nice, convenient location, near beaches, restaurants, Costco, supermarket. Would stay again.
Top guest favorite
Apartment in Kailua
5 out of 5 average rating, 80 reviews

Luxury Kailua Retreat

SpencerRating, 5 stars4 months ago
Helen's place was an absolute joy. I can't say enough great things about her as a host or her place. It was perfect for my 2 month stay for work. I only wish it was available longer! Its quiet, peaceful, modern, and extremely comfortable. It truly felt like a home away from home. If you're looking to stay in the Kailua area and her place happens to be available, don't think twice - this is where you want to be. You won't regret it!
Guest favorite
Guesthouse in Kailua
5 out of 5 average rating, 10 reviews

Stunning Lanikai Studio!

LanaRating, 5 stars5 months ago
Wonderful stay! Amazing views, comfortable bed, plenty of towels & fantastic host. We truly loved our time at Nina’s place. If you have mobility issues note the house is up on a steep hill. Also eye mask if you’re sensitive to early morning light from top windows. Beautiful breezes. Easy walk to beach & gorgeous scenic drive to town. We hated to leave!!!!

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.*

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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 Waimanalo's top sights

Serg's Mexican Kitchen42 locals recommend
'Ai Love Nalo39 locals recommend
Ono Steaks and Shrimp Shack31 locals recommend
Shima's Supermarket29 locals recommend
Keneke's13 locals recommend
Sherwood Beach12 locals recommend
*Some exclusions may apply in certain geographies and for some properties.
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