Hawaii rentals with pool

Choose from 22,408 holiday rentals with a pool around Hawaii. Take the family on a getaway to Kaanapali or check out other exciting cities like Poipu and Napili-Honokowai. Wherever you plan to go and whether you want to swim or just lounge by the water, Stayz has your ideal stay.

Exactly where you stay, what time of year you travel and your trip length will influence the price of a holiday rental with a pool in Hawaii. Enter your travel dates on Stayz, then pick the right one for you and get ready to make a splash.

March is when most Stayz guests stay in a holiday rental with a pool in Hawaii. Spend your escape experiencing the buzz of this destination and relaxing by the water at your holiday rental. Demand is higher at this time of the year, so start planning early to get the best options.

Use the “Location” filter to find a holiday rental with a pool and the views you’d love to wake up to. Start by entering the dates you plan to visit Hawaii, then narrow your search based on the sort of area you’d rather stay in. The only thing left is to pack your swimsuit and you’re set for a splashing good time.

Choose a holiday rental with a private pool in Hawaii and enjoy a morning swim or midnight dip — or anytime you want! You’ll be able to keep the kids easily occupied, and you’ll never have to worry about sharing with other guests. Use our “Private pool” filter to discover your ideal holiday rental.

Venture out and experience all that Hawaii has to offer from the comfort of your holiday home rental. It pays to do a bit of research on the things you’d like to do and see, so you can plan the perfect escape.

Stayz promises excellent customer support from the second you book until your adventure is over, so every aspect 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 great thing about us? You can use our filters to narrow your search by budget, location, amenities and more. Whether you’re looking for a pet-friendly property or an oceanside getaway for the family, we’ve got holiday rentals with a pool that meet your exact style and needs.