Home to the state’s capital city of Honolulu, the Island of Oahu is a destination for those seeking both the cosmopolitan life of the city as well as the tropical lifestyle of island living. Rich in history, teeming with nightlife and entertainment options, and of course, home to world class beaches, Oahu is a destination unlike any other. Get away to Oahu, Hawaii, where you can enjoy a beach vacation filled with exciting activities that will keep the whole crew entertained. Along with plenty of entertainment options, you’ll also find a wide range of accommodations available on Oahu, from oceanfront condos to lavish private beach homes. Browse our FlipKey Oahu rentals on Oahu to begin dreaming of the possibilities!

Book Our Flipkey Oahu Rentals Below!

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3 Beds 2.5 Baths 8 Guests
From $800.00/night
Holiday Availability
2 Beds 2 Baths 6 Guests
From $765.00/night
Amazing View
2 Beds 2 Baths 6 Guests
From $750.00/night
2 Beds 2 Baths 4 Guests
From $750.00/night
3 Beds 3 Baths 6 Guests
From $725.00/night
Holiday Availability
2 Beds 2 Baths 6 Guests
From $700.00/night
3 Beds 2.5 Baths 6 Guests
From $700.00/night
3 Beds 3 Baths 6 Guests
From $694.00/night
Holiday Availability
2 Beds 2 Baths 6 Guests
From $676.00/night
Holiday Dates Available
2 Beds 2 Baths 6 Guests
From $650.00/night
2 Beds 2 Baths 4 Guests
From $625.00/night
2 Beds 2 Baths 6 Guests
From $600.00/night

Sunny Days & Starry Nights on Oahu

Welcome to Oahu, which is the Hawaiian Island known as the Gathering Place. From sunny days spent along the shore to nights with twinkling city lights and a vibrant nightlife scene, you truly can have it all on Oahu. And just because Oahu offers a city vibe doesn’t mean there aren’t areas of the island where time and people slow and the beauty of nature takes over. There are many destinations on Oahu in which you can enjoy a beach with people far and few between and a blanket of stars overhead after the sunset has put on its show.

In fact, if you want the best of both worlds in both city life and relaxing island life, staying outside of Waikiki will allow you to embrace the true Hawaii lifestyle. Here you will find accommodations that are open and spacious, with floor plans meant to impress. Not only does the living space itself offer an upscale island lifestyle, but the location is perfect for embracing all of the sunny days and starry nights you desire on Oahu. Staying in one of our Oahu homes for rent will put you right in the midst of all there is to love about Hawaii!

Features of Our FlipKey Oahu Rentals

The great thing about our Oahu FlipKey rentals is that they’re close enough to Honolulu and Waikiki to be able to take advantage of the city’s activities, yet far enough away that the traffic and busyness of city life don’t drown out the tranquility that comes with island life. The majority of our FlipKey Oahu homes for rent are positioned along the island’s western coast, where sunny days dominate, and excellent beach and golf weather are practically a guarantee. Enjoy long white sand beaches, top notch golf courses, shopping, dining, and island activities, all along Oahu’s west coast!

Setting foot on the grounds of our Oahu FlipKey rentals immediately reveals lush, manicured grounds dotted with native tropical plants, an inviting exterior, and onsite amenities that help you quickly relax into vacation mode. Whether you’re staying in a sprawling condo along the oceanfront or a spacious private home in a gated community on the fairway, your accommodations will welcome you into your home away from home on Oahu.

Relax and put up your feet in the living room, taking in your surroundings. Most of our accommodations boast large glass doors that look out over scenic views and offer access to a private lanai, where you’ll find additional seating. The living room flows easily into the dining room and kitchen in these open floorplans, where it’s easy to make favorite snacks and drinks a part of your day. The kitchen is equipped with full appliances and cookware, giving access to everything from snacks to full meals enjoyed in if desired.

Prepare yourself for a good night’s rest in the master suite, where you’ll have space and privacy to drift off into a sound sleep. Larger families, groups, or friends traveling together will want to check out multi-bedroom homes on Oahu, where you’ll find up to four bedrooms that can accommodate up to 8 guests. Our one-bedroom and two-bedroom rentals are perfect for couples and smaller families. The majority of our accommodations offer multiple bathrooms, making it easy for everyone to get ready and out the door in the mornings!

Perfect for relaxing days spent around the vacation rental, there are plenty of amenities right onsite. Select rentals have access to a swimming pool, hot tub, beachfront, fitness facilities, shops, and restaurants, making it easy to relish in enjoyable days without venturing far. The perfect vacation is a balance of relaxation and activity, and Oahu is filled with variety when it comes to activities and entertainment.

Sights & Attractions on Oahu

Enjoy a leisurely schedule with a mix of relaxing pool time, mornings along the beach, and island activities that will inspire a sense of exploration. Whether you want to venture to the far reaches of the island or simply explore the area immediately surrounding your FlipKey rental, you will never be at a loss for things to do on Oahu. Embrace the beauty of the island by including some of these Oahu sights and attractions on your list of possibilities!

Ko Olina Lagoons

Enjoy a quieter side of island life when you stay in West Oahu, where swaying palms and picturesque white sand beaches are part of the everyday norm. Many of our FlipKey Oahu rentals are situated on the grounds of Ko Olina, where you’ll enjoy access to four oceanfront lagoons, complete with tranquil waters thanks to the outer rock barrier that protects from larger ocean waves. Participate in water activities such as swimming and stand up paddle boarding or sunbathe along the picturesque shoreline. The beaches are also connected by a paved path that stretches for just over a mile, offering an ideal place for a morning walk or jog. Spend your time soaking up the beach days you’ve been imagining, taking a mid-day break to refuel at one of the many nearby Oahu restaurants!

Offshore Adventures

Excursions such as boat tours are a great way to explore the island from another vantage point. Consider embarking on a snorkel cruise that will transport you to an offshore location to snorkel with tropical fish, sea turtles, passing pods of dolphins on the way. Sunset dinner cruises provide a romantic way to dine as you soak in views of the coastline bathed in golden light.

Land-Based Experiences

Just because you are on an island doesn’t mean you have to spend every moment along the waterfront. The Island of Oahu offers diverse terrain, from jagged mountains to lush valleys and thundering waterfalls. Land-based experiences offer an equal level of beauty and excitement, and in fact, provide a more complete picture of the island’s diverse terrain. So, be sure to venture away from the beach throughout your stay on Oahu. Other activities such as ATV tours, horseback riding, helicopter tours, and ziplining, among others, are all options for adding extra moments of excitement to your stay!

Waikiki

While staying away from the hustle and bustle of city life offers a more authentic Hawaii experience, heading into the city on a day trip is still easily doable. Visit the famed Waikiki Beach, shop along the adjacent cosmopolitan streets, and dine at restaurants that showcase the rich diversity of Asian cultures that are present in Hawaii.

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As the most versatile of the Hawaiian Islands, there truly is something for everyone on Oahu. Book your FlipKey Oahu homes for rent today and relish in the feeling of being one step closer to having your toes in the sand in Hawaii! Or check out our Ko Olina Golf Estates Flipkey rentals!