Find rentals with pool near Kailua Beach
We found 164 rentals with pool — enter your dates for availability
Explore Kailua Beach rentals with pools

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

Just steps from the sand—enjoy a pool, hot tub, bikes, beach gear & more!
Sleeps 5 · 2 bedrooms · 2 bathrooms

Less than a one minute walk to Kailua Beach, Pool, Bikes, BBQ, A/C, and more
Sleeps 3 · 1 bedroom · 1 bathroom

Kailua Oceanfront-60' Lap Pool - Upscale Quiet Neighborhood - Legal
Sleeps 2 · 1 bedroom · 1 bathroom

Perfect Kailua Vacation at Ka Hale Lai-House of Serenity-pool and spa.
Sleeps 8 · 4 bedrooms · 3 bathrooms

STEPS TO BEACH, PRIVATE STREET, AC, HEATED POOL, CONTACT HOST FOR DESIRED DATES
Sleeps 7 · 3 bedrooms · 2+ bathrooms
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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
How much does it cost to stay in a holiday rental with a pool in Kailua Beach?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to be costly with Stayz. While a range of factors will impact how much you'll pay for your Kailua Beach getaway, our filters will help you find an incredible deal. Set your budget and take advantage of our "Discounts" filter to look for properties that come with savings for longer stays. With an inviting pool waiting for you, you'll probably want to visit as long as you can.
When is the best time to book a holiday rental with a pool in Kailua Beach?
Stayz makes it easy to find a holiday rental with a pool in Kailua Beach whenever you want to go. Begin by considering the weather conditions for the month you're thinking of visiting. Going in the peak season? Book early to get the best availability.
What holiday rentals with a pool in Kailua Beach have nice views?
Relaxation comes easy at Stayz's holiday rentals with a pool in Kailua Beach. Have fun in the water or simply admire the vistas. Filter your options by "Guest rating" or "Recommended" to discover the very best accommodation where you can lose yourself in the picture-perfect scenery as your cares drift away.
Are there holiday rentals with a private pool in Kailua Beach?
Although there are no holiday rentals with a private pool in Kailua Beach, you will find options that have what you need to be nice and comfortable. Booking a Stayz property means you'll have more space, privacy and home comforts compared to a hotel. And with our handy filter tool, you can narrow your search by the exact amenities you want, whether that's a king-sized bed or grill.
What are the top things to do in Kailua Beach?
There are lots of exciting experiences waiting for you when you book a holiday home rental in Kailua Beach. What you love doing and who you plan to travel with will help you decide what to do and see, so do a little research before you leave home.
Why should I book my holiday rental with a pool with Stayz?
Stayz provides first-rate customer support from the second you book until your trip is over, so every step of your holiday is enjoyable and hassle-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another good thing about us? You can use our filters to narrow your search by price, location, amenities and more. Whether you're looking for a pet-friendly property or a lakefront getaway for the family, we've got holiday rentals with a pool that fit your exact needs and style.
