Oahu rentals with pool
We found 4,756 rentals with pool — enter your dates for availability
Explore Oahu rentals with pools

Panoramic Oceanview Resort
Sleeps 4 · 1 bedroom

Amazing Ocean Views, Game Room & Modern Design | Aloha Breeze 932 by AvantStay
Sleeps 10 · 4 bedrooms · 2+ bathrooms

Kuilima Estates Resort by KBM
Sleeps 6 · 2 bedrooms · 1 bathroom

Seaside Paradise
Sleeps 4 · 1 bedroom · 1 bathroom

Hawaiian Princess at Makaha Beach
Sleeps 6 · 2 bedrooms · 2 bathrooms

Breathtaking Ocean Views Beach Cottage
Sleeps 4 · 2 bedrooms · 1 bathroom
Top rated rentals with pools - Oahu

Stunning yet quiet location.
Beautiful villa, convenient to beach, pool, carpark. Villa well stocked with everything you might need. Gorgeous outlook to beach. Mahalo
D L.
Stayed May 2025

Amazing stay - thanks so much!
Everything was perfect. An Amazing stay - thanks so much!
Leonie R.
Stayed Jan 2025

Ilikai
Stunning views, very clean and comfortable.
Central to all needs
Barry B.
Stayed Oct 2023

Unbeatable
This is by far the best place to stay we have ever experienced in Hawaii, if not all of America. The communication from the very start was exceptional. Nothing was too much trouble. The amenities included in the apartment are incredible. There is nothing you will need. An incredible selection of towels and toiletries, even kids toys, umbrellas, beach chairs. The apartment meant is so well equipped. In addition, the photos do not do this place justice. Heaps of room, super comfortable. The location cannot be beaten. Walking distance to so many great places. Beautiful beaches. Walking trails through the resort grounds. Even the complex has great amenities (awesome pool located just around the corner) and is beautifully landscaped.
I will stay here again and again and again.
Thanks Kamakani for one of the best experiences. You’re a legend
Kris T.
Stayed May 2022

Beach front well maintained
Well equiped clean and great outlook over sea and walk straight onto lawn and beach.
Terrific service and information from owners and letting agent.
Quite part of island and near to North Shore and many other attractions in area.
Sydney G.
Stayed Jan 2017
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
How much does it cost to stay in a holiday rental with a pool in Oahu?
It doesn't get much better than a holiday rental with a pool, and it doesn't have to cost a bundle with Stayz. While a range of factors will impact how much you'll pay for your getaway in Oahu, our filters will help you find a great deal. Set your budget and take advantage of our "Discounts" filter to look for properties that offer savings for longer stays. With an inviting pool at your beck and call, you'll be tempted to stick around longer anyway!
When is the best time to book a holiday rental with a pool in Oahu?
March is when most Stayz guests splash out on a holiday rental with a pool in Oahu. You can expect average temperatures of between 20ºC and 24ºC if you travel during this month.
What holiday rentals with a pool in Oahu have nice views?
When searching for your holiday rental with a pool in Oahu, take advantage of our "Location" filter. This will help you narrow down the types of areas you prefer to stay in, whether that's near nature or somewhere central. Pick your favourite and be sure to pack your swimwear.
Are there holiday rentals with a private pool in Oahu?
Stay in a holiday rental with a private pool in Oahu and enjoy a morning swim or midnight soak — or whenever the mood strikes! 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 stay.
What are the top things to do in Oahu?
Once you've secured your holiday home rental with a pool, it's time to start organising your Oahu itinerary. Think about what you're into, whether that's dining out, sightseeing or local markets, and plan from there. Just be sure to allow plenty of time for relaxing poolside with a good book.
Why should I book my holiday rental with a pool with Stayz?
When you book a holiday rental with a pool with us, you'll get more than the standard hotel experience — think a private space with a place to master your cannonballs. You're also covered by our Book with Confidence Guarantee. This means we're here to help your stay go right throughout the duration of your break. Have an unexpected change to the itinerary? Check out our cancellation policies to see if you are eligible for a full refund.
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