Monthly Rentals in Kailua

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

Nearby monthly rentals

Top guest favorite
Cottage in Kailua
4.96 out of 5 average rating, 28 reviews

Breezy and Relaxing Kailua Beach House

HarryRating, 5 stars1 month ago
A month here simply wasn’t long enough! Laura and Chase are fantastic hosts. So responsive, really friendly and always very happy to help. This place really felt like home and we really had to force ourselves to leave. Having spent a month driving around almost every part of Oahu, we would choose Kailua again and again. Specifically, we’d choose this Airbnb. The location is great. Local beaches, shops and markets. Close enough to all the popular tourist spots, but far enough away to get the peace and tranquility. We’d heard about a friendly neighbour bringing food round and we weren’t disappointed. We were treated to local vegetables and Korean sushi on several occasions. I could write an entire essay on why this is the best trip and best airbnb we’ve stayed in, but there’s a character limit so I’ll just say if you’re considering booking this place, stop considering and book it right now!
Superhost
Guesthouse in Kailua
5 out of 5 average rating, 4 reviews

Beautiful Beach Shack a Block from Kailua Beach

DougRating, 5 stars2 months ago
We loved staying at Kiril's place. We were able to walk to everything and loved doing our morning walks on the beach. The Beach Shack had everything we needed for our month long stay. Any questions we had either Kiril or Nev were quick to respond.
Superhost
Apartment in Kailua
4.9 out of 5 average rating, 176 reviews

Beautiful Kailua Studio Near Beach

SpencerRating, 5 stars3 weeks ago
Lori's place was perfect for my two month stay for work. Kailua is a great spot and her place had everything I needed to feel at home! This is a great spot for anyone looking to stay in Kailua and not planning on inside much!
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!

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 Kailua's top sights

Lanikai Beach105 locals recommend
Whole Foods Market8 locals recommend
Kailua Beach Park13 locals recommend
Pillbox Hike69 locals recommend
Buzz's Steakhouse20 locals recommend
Safeway3 locals recommend

Destinations to explore

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