Monthly Rentals in Waimanalo

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

Nearby monthly rentals

Guest favorite
Guest suite in Kailua
4.86 out of 5 average rating, 147 reviews

Kailua Rental for Med/Long Term ($1,500/month)

TaylorRating, 5 stars2 months ago
This Airbnb is in a safe and well kept neighborhood. Stores, restaurants, and beautiful beaches are very close to the Airbnb. Tommy was a very responsive host and made sure I had everything I needed. The jug of water was awesome to have since it pours out cold water. And they offer refills! Such a good deal on a rental property in Oahu. The only downside to this place is the neighbors dogs barking early almost every morning, the bed being firm, and it was January (winter) and the unit was too hot for me. Other than those minor inconveniences, it was the perfect place and I loved my stay. It’s hard to find a place that is affordable like this one on Oahu so I’m very thankful I found this place. I would easily stay again!
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
Guesthouse in Kailua
4.81 out of 5 average rating, 16 reviews

Lanikai Kailua 1-bedroom apartment

PatriciaRating, 5 stars1 month ago
Such a lovely, welcoming and comfortable space. Everything we needed. Absolutely loved the deck in the morning sun surrounded by lush tropical trees and plants. The short walk to the beach was a tremendous gift, too. The perfect package for us!

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 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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