Vacationing on Oahu is all about the waterfront lifestyle. Whether lounging on a white sand beach or next to a sparkling swimming pool, the island’s year-round ideal climate is perfect for enjoying days waterside. While Oahu has world class white sand beaches to choose from, having the onsite amenity of a swimming pool adds yet another option for cooling off and relaxing in this beautiful tropical destination. Our Oahu vacation rentals with private pools offer the onsite amenities desired for making the most of your island vacation!

Book Your Oahu Vacation Rental with a Pool Below!

[streamlinecore-browse-results amenities_filter="139448"] Oahu is a tropical paradise and a popular destination for those seeking sun, sand, and sea. One of the best ways to enjoy all that Oahu has to offer is by staying in a vacation rental with a pool. This onsite amenity is the perfect option for relaxing in between island adventures or staying cool even when you are ready for a break from the beach. Not only do our Oahu vacation rentals with pools offer the luxury of an onsite swimming pool, but these vacation rentals are well-appointed and perfect for relaxing when you are ready to end the day.

Why Stay in a Vacation Rental with a Pool?

While you may think it is unnecessary to stay in a rental with a swimming pool when vacationing in Hawaii, a swimming pool adds another layer of convenience and luxury to your island vacation. From your vacation rental property’s pool, you will enjoy being able to relax and enjoy the resort-like ambiance with a small community of like-minded vacationers. Many of our Oahu vacation rentals with pools also come with additional amenities like outdoor grills, hot tubs, and cabanas that make your stay more comfortable and enjoyable. Making the most of the swimming pool and adjacent barbecue area is the perfect way to spend relaxing moments without having to travel elsewhere on the island. Many of our Oahu house rentals with pools are also situated along the oceanfront, allowing you to simultaneously enjoy the best of both worlds. And soaking in the relaxing hot tub is an ideal way to end the day! Our pools and hot tubs are maintained regularly and are equipped with the latest safety features to ensure that you have a safe and enjoyable swim.

Features of Our Oahu Vacation Rentals with Pools

Our Oahu vacation rentals with pools offer a range of features and amenities that are designed to make your stay comfortable, relaxing, and unforgettable. The interiors of these rentals feature a combination of soothing neutral tones and island-inspired décor that will make it truly feel like an island getaway. Most of our Oahu vacation rentals with pools are situated along the west coast of the island, such as the desirable Ko Olina property and along the white sand beach of Makaha. Most of these rentals range from 1-4 bedrooms, making them ideal for couples, families, and friends alike. Leave the cramped living spaces of a hotel behind and instead select one of these spacious rentals, which boasts a full floor plan complete with a kitchen, living room, and bedroom(s). Get a good night’s rest from the master bedroom, which enjoys separation from the main living space. Here you will find comfortable mattresses and pillows, as well as high quality linens. Many of life’s daily moments happen in the kitchen and living room, and the great rooms these vacation rentals offer are perfect for housing vacation memories. Enjoy full meals from the kitchen, where full-sized appliances, cookware, flatware, and other kitchen basics are provided. The kitchen, dining area, and living area flow together to create one cohesive living space perfect for dining and relaxing. In the living room, comfortable furnishings await on which to put your feet up and unwind after a busy day. Each of our Oahu vacation rentals with private pools also offers a private outdoor living space. From the lanai, catch the magic of a Hawaii sunset, page through your latest read, or simply soak in the views. Many of our Oahu vacation rentals with pools offer inviting water views from the lanai and the condo’s interior.

Best Ways to Cool Off on Oahu

Hawaii is known for its year-round warm tropical climate, making it the perfect destination for enjoying a wide variety of outdoor activities. From taking a dip in your vacation rental’s swimming pool to enjoying a refreshing cold treat, there are many ways to cool off and beat the heat during your Oahu vacation. Oahu is home to some of the most beautiful and scenic beaches in the world, including the famed Waikiki Beach, Lanikai Beach, Makaha Beach, and the tranquil Ko Olina Lagoons. The crystal-clear waters and soft white sand make these beaches the perfect place to cool off and enjoy some water activities like swimming, surfing, boogie boarding, stand up paddle boarding, and snorkeling. Oahu is even home to a waterpark that is perfect for families with children. Wet ‘n’ Wild Hawaii offers a variety of water slides and pools which offer a refreshing day of family fun. There are a variety of hiking trails on Oahu that weave their way through beautiful terrain. Those who venture onto the trails during a hot Hawaii day will want to bring along plenty of water. The right trail selection will also lead to a refreshing reward! Oahu has a range of hiking trails that lead to stunning waterfalls and natural swimming pools perfect for a rewarding refreshment. Shave ice is a popular Hawaiian treat that taste even better on a hot day. Shave ice stands can be found all over Oahu, and they offer a variety of flavors and toppings that make for a refreshing mid-day treat. Adding a scoop of macadamia nut ice cream to the bottom of your shave ice makes it all the tastier!

Exploring Beyond the Poolside

While it is tempting to spend your entire vacation lounging by the pool or on a postcard perfect white sand beach, there is so much more to Oahu than just the waterfront. Be sure to plan some breaks from the water to experience more of what Oahu has to offer! Oahu is rich in history and culture, and there are several cultural sites worth visiting. The Polynesian Cultural Center is a popular attraction that showcases the cultures of Polynesia through music, dance, and food. The Bishop Museum is another must-visit attraction, offering exhibits on Hawaiian culture and history. History buffs won’t want to miss the Pearl Harbor Historic Sites, which include the USS Arizona Memorial, Battleship Missouri Memorial, and the Pacific Aviation Museum. Oahu’s year-round ideal climate makes it the perfect golfing destination. World class golfing opportunities await on the island, complete with eye-catching water features and spectacular mountain and ocean views. The Ted Robinson-designed Ko Olina Golf Club is particularly stunning, with an open-air clubhouse and top-notch onsite dining. Outdoor adventures abound on Oahu, from wildlife watching to soaring above a jungle canopy by zipline. Helicopter tours, ATV excursions, and horseback riding are just a few of the activities offered for those with an adventurous spirit.

Book Your Oahu Vacation Today!

At Ola Properties, we offer some of the best Oahu house rentals with pools perfect for your island getaway. Contact us for more information or make your booking online!