Monthly Rentals in Kailua

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

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Nearby monthly rentals

Superhost

Home in Kailua

4.64 out of 5 average rating, 14 reviews

Relaxing Kailua get away—with pool!

AlyssaRating, 5 stars4 months ago
Honestly if I could leave 6 stars I would! Taryn and Bill exceeded all of our expectations and then some. I stayed here for a month with my 3.5yo son and then had my husband come visit. It’s the perfect setting for single woman, safe! And spacious enough for a family. The pool is absolutely gorgeous. The Pictures don’t do it justice. The house and kitchen are fully stocked to have a perfect beach vacation. There’s a sweet kitty buddy who comes to visit and is so cuddly. The bed is a dream. Everything is brand new. The internet perfect. Because it’s windy and rainy in Kailua it’s not as hot, so it’s ok that the AC is just in the bedroom. We only ran it at night sleeping. And Kailua- just wow. Dreaming of when we can go again. Book it before I do!
Guest favorite

Guest suite in Kailua

4.95 out of 5 average rating, 22 reviews

🌺Adorable 1 bedroom place, walk to the beach

ElisabethRating, 5 stars1 month ago
Our stay at Teals Apartment in Kailua was absolutely perfect! From the moment we arrived, the entire family made us feel so welcome and cared for. They were incredibly friendly, thoughtful, and shared so many great tips for exploring the island and discovering local activities we wouldn’t have found on our own. The apartment itself is beautifully equipped with everything you could need, especially if you’re traveling with a baby. They truly thought of everything, which made our trip so much easier and more enjoyable 🙏🏻 The location couldn’t be better—peaceful, yet close to everything Kailua has to offer. It’s the perfect base for beach days, exploring, or just relaxing. We loved every moment of our stay and can’t wait to return. Highly recommend for anyone visiting Oahu! 🌺
Guest favorite

Guesthouse in Kailua

5 out of 5 average rating, 10 reviews

Stunning Lanikai Studio!

LanaRating, 5 stars3 weeks 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!!!!
Guest favorite

Home in Kailua

4.82 out of 5 average rating, 202 reviews

The Red Ginger: Large 1 Bedroom

MaximRating, 5 stars1 month ago
Quiet neighbourhood in Kailua HI that feels more home-like than other Kailua neighbourhoods where I stayed previously. Erin created a very stylish home with many upscale features such as induction cooktop and Carote cookware. Everything is squeaky clean, including the floor rags. The washer and dryer are large enough for any load.

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 Beach276 locals recommend
Whole Foods Market370 locals recommend
Kailua Beach Park200 locals recommend
Pillbox Hike177 locals recommend
Buzz's Steakhouse136 locals recommend
Safeway109 locals recommend

Destinations to explore

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