Photo by Shoba Krishnamurthy

Hawaii Island rentals with pool

We found 4,218 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More 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 Hawaii Island?
Prices vary according to season, length of stay and property location, so key in your trip details to find a stay where splashing good times await. No matter your budget or plans, Stayz has holiday rentals with a pool in Hawaii Island for all types of guests.
When is the best time to book a holiday rental with a pool in Hawaii Island?
Consider visiting in March, when the temperature ranges from around 10ºC to 18ºC. This is the most popular time of year to stay in a holiday rental with a pool in Hawaii Island.
What holiday rentals with a pool in Hawaii Island have nice views?
If you want to make your Hawaii Island getaway even more unforgettable, stay in one of our holiday rentals with a pool — and a gorgeous view to boot. Following your initial search, use our filters to tailor your results by area and the vistas you'd love to look out on.
Are there holiday rentals with a private pool in Hawaii Island?
Night or day, go for a swim whenever you want when you book a holiday rental with a private pool in Hawaii Island. To search for stays that'll boost the fun factor during your getaway, use our "Private pool" filter.
What are the top things to do in Hawaii Island?
With so much to see and do in Hawaii Island, you're guaranteed to have an unforgettable escape. Unsure of where to begin? Look up travel blogs or think about hiring a local guide. After a busy day exploring the sights, go for a swim or simply unwind poolside with your loved ones in one of our holiday home rentals.
Why should I book my holiday rental with a pool with Stayz?
Stayz promises first-rate customer support from the second you book until you've returned home, so every aspect of your holiday is enjoyable and worry-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another fantastic thing about us? You can use our filters to fine-tune your search by price, amenities, location and more. Whether you're looking for a pet-friendly pad or a beachside getaway for the family, we've got holiday rentals with a pool that fit your exact style and needs.