Kailua cottage rentals
We found 26 cottage rentals — enter your dates for availability
Explore Kailua cottage rentals

Less than 1 min walk to Kailua Beach- NUC#1990/NUC-1760
Sleeps 5 · 2 bedrooms · 2 bathrooms

Ocean View Guest Cottage - 1990/NUC-1797
Sleeps 4 · 2 bedrooms · 1 bathroom

CHRISTMAS AVAILABILITY! Charming Lanikai Kailua Cottage. Custom Stay Requests.
Sleeps 2 · 1 bedroom · 1 bathroom

Footsteps to Hawaii's Best Beach
Sleeps 2 · 1 bedroom · 1 bathroom

BEACHFRONT! Barefoot living on the best spot on Lanikai Beach!
Sleeps 4 · 1 bedroom · 1 bathroom

Lanikai Hillside Cozy Cottage with Spectacular Ocean View with Mokulua Islands.
Sleeps 4 · 2 bedrooms · 1 bathroom
Top rated cottage rentals - Kailua

Great family/friend getaway
Awesome location, great amenities, wonderful hosts!!! We had the best time being so close to the beach and having a pool as well was amazing.
Thank you
Leanne L.
Stayed Aug 2022
Find spaces that suit your style
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- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any cottage rentals in Kailua?
Select from 26 cottage rentals in Kailua that offer a restful, quiet retreat among the sights and sounds of nature. Consider Stayz's cottages in sought-after areas such as Kalama Tract, Coconut Grove and Lanikai.
How much does it cost to stay in a cottage rental in Kailua?
Where you stay, when you prefer to travel and the length of your escape will determine the price of a cottage rental in Kailua. Key in your travel details on Stayz to easily compare properties and then select the best one for you.
When is the best time to rent a cottage in Kailua?
Browse travel websites or blogs to figure out the attractions you'd like to visit in Kailua and look up the weather to see which time of year fits you best. Have an open schedule? Stay flexible with your travel dates and you'll have more choices when booking your cottage rental.
Where can I rent a Kailua holiday cottage with great views?
Let your stresses drift away as you unwind and stare at the beach views from your comfy cottage rental in Kailua. Make use of our filters to search for cottages with outdoor areas, such as a deck or patio, so you can enjoy the scenic beauty even more.
Does Kailua have any lakeside cottages?
Get up to glorious views every morning and fall asleep to the calming sounds of nature at night in one of Stayz's lakeside cottage rentals. Add some outdoor fun during the daytime and you've got yourself the perfect holiday by the water. To see if there are any lakeside cottages in Kailua, use our "Location" filter and then click on "Lake."
What are the top things to do in Kailua?
Diamond Head, Aloha Tower and Ala Moana Centre are top-rated attractions that'll keep the whole family busy in Kailua. There's nothing like travel to bring everyone together, so browse our cottage rentals in this vibrant destination.
Why should I book my holiday cottage with Stayz?
Whether in the countryside or next to the seaside, Stayz's cottage rentals will put you exactly where you want to be. Finding your ideal space is easy when you use our filters to search by things like budget, nearby attractions and amenities. As well as getting the whole cottage rental to yourselves, our cancellation policies offer peace of mind when booking.
