Kailua rentals with pool

Book one of our 3,617 vacation rentals with a pool in Kailua and get ready for fun times in the water. Kalama Tract, Coconut Grove and Lanikai are among the city’s most popular areas to stay.

It doesn’t get much better than a vacation rental with a pool, and it doesn’t have to cost a bundle with Vrbo. While many factors will influence how much you’ll pay for your escape in Kailua, our filters will help you find the best deal, every time. Choose your budget and take advantage of our “Discounts” filter to look for properties that offer savings if you stay longer. With an inviting pool ready for you to dive into, you’ll want to settle in as long as you can.

Look into the weather conditions during different seasons, especially if you’re interested in a property with an outside swimming pool. Also be aware of times with increased demand, as this will affect prices and availability. If you need help working out the best time to book your vacation rental with a pool in Kailua, join online travel communities to gain insights from fellow adventurers.

A vacation rental with a pool is great, but one with captivating vistas is even better. We’ve got some exceptional properties in Kailua that come with beach views and more. Use our “Location” and “Recommended” filters to search for these types of stays.

Pick a vacation rental with a private pool in Kailua and enjoy a refreshing morning swim or midnight soak — or whenever you’re in the mood! You can keep the youngsters entertained, and you’ll never have to worry about sharing with anyone else. Use our “Private pool” filter to find your perfect vacation rental.

You’ll always have something cool to do with the family when you stay at a vacation home rental with a pool in Kailua. Head out and explore popular sights like Diamond Head, Aloha Tower and Ala Moana Center, then return to relax and recharge poolside.

Booking your vacation rental with a pool with Vrbo means you’ll have the whole place to yourselves — your own private sanctuary for poolside fun without any distractions from anyone else. Plus, our flexible payment and cancellation policies allow you to modify your plans if necessary.