With a week to get away, be sure to choose a destination worthy of your well-earned time off. The Hawaiian Island of Oahu boasts picture-perfect beaches, world-class golf courses, historic and cultural sites, exciting activities, and a vibrant nightlife scene. And a week on the island means you’ll have time to see a little bit of everything! Our Hawaii weekly rentals put you in perfect proximity for enjoying Oahu’s top beaches and activities, as well as offering a tropically inspired place to relax at the end of the day.

Book Our Hawaii Weekly Rentals Below

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3 Beds 2.5 Baths 6 Guests
From $600.00/night
3 Beds 3 Baths 8 Guests
From $594.00/night
3 Beds 3 Baths 7 Guests
From $584.00/night
3 Beds 3 Baths 6 Guests
From $575.00/night
3 Beds 3 Baths 8 Guests
From $550.00/night
3 Beds 3 Baths 6 Guests
From $550.00/night
3 Beds 3 Baths 6 Guests
From $550.00/night
3 Beds 3 Baths 7 Guests
From $546.00/night
3 Beds 3 Baths 6 Guests
From $522.00/night
3 Beds 3 Baths 8 Guests
From $500.00/night
4 Beds 3.5 Baths 8 Guests
From $500.00/night
3 Beds 3 Baths 8 Guests
From $499.00/night

Enjoy Our Spacious Hawaii Weekly Rentals

No one wants to live out of a cramped hotel room for a week, and on Oahu, there’s every reason to instead opt for a spacious vacation rental. Our weekly vacation rentals in Hawaii offer plenty of square footage so that you can truly relish the feeling of being on vacation. Whether you’re planning a romantic getaway to Hawaii or you’re planning fun family activities on Oahu, our Hawaii weekly rentals offer the square footage that will suit you best. From cozy one or two-bedrooms weekly condo rentals in Hawaii on the oceanfront to lavish 4-bedroom Oahu weekly rentals with additional outdoor living space, we’ve got you and your family covered.

When you’re staying for more than just a few days, the conveniences that make everyday living easier, such as a washer, dryer, Wi-Fi, and full kitchen, are nice to have on hand, even while on vacation. You’ll discover that most of our Hawaii weekly rentals aim to make everyday living seamless. Within an open concept floorplan, the kitchen is stocked with everything from full appliances to cookware, so that all you need to add are your favorite ingredients or snacks to pull together a meal. Or if you’d rather stay in full vacation mode, opt to dine at one of the many Oahu restaurants that are located conveniently near our Hawaii weekly rentals!

It’s not hard to find many things to love about our Oahu vacation accommodations. These upscale homes offer a soothing, neutral palette to gently coax you into a vacation state of mind. Settle in on relaxing furniture in the living room to plan your day in the morning or to unwind with a movie on cable TV in the evening. These homes have been masterfully planned with open, spacious common areas that allow the kitchen, dining, and living areas to flow together seamlessly. Whether you are situated on the couch planning the next day’s itinerary or gathering ingredients together for a meal to be enjoyed from the comfort of your rental, it is easy to keep the conversation flowing with friends and family. An extended living space can also be found on the lanai that is offered just off the living room. This outdoor living area is perfect for beginning your mornings with a quiet ocean breeze and a cup of coffee and ending your days with the brilliant colors of sunset.

After you’ve caught a stunning sunset from the lanai, retreat to your master suite for a good night’s rest. The majority of our weekly rentals offer 2-3 bedrooms, making them well suited for families or friends traveling together. Within these condos’ bedrooms, the spaces have been thoughtfully arranged to promote rest. Dressers and closets allow you to unpack and stow away your belongings, so there is no need to live out of your suitcase for the week. Ergonomic beds and pillows draped with nice quality linens invite you to enjoy a restful night of sleep. Our 2- to 3-bedroom rentals also boast multiple bathrooms, featuring updated fixtures and crisp, clean spaces in which to get ready for the day.

While some vacationers prefer an action-packed vacation with mornings on the go and lots of planned activities, others prefer to begin the day with a leisurely breakfast before heading out to explore the resort’s grounds. No matter your vacation style, you will find both opportunities for rest and relaxation as well as easily accessible island activities from the convenient location of your Hawaii weekly rental.

In between island adventures or on those mornings when you want to just ease into the day, you will find the onsite amenities of your Hawaii weekly rental to be a great option. Situated on nicely manicured grounds and offering amenities that are desired on vacation, the choices offered here will be well received. Spend the day swimming in a sparkling swimming pool or lounging along the side with your latest read. Many rentals also offer a shared barbecue area, perfect for a mid-day lunch or dinner. Additional amenities such as a golf course, marina, sports and fitness facilities, restaurants, and shopping are all located on the grounds of select weekly rentals. When you have explored the many options for enjoyment on the grounds of your Hawaii weekly rental, there is still much more to see and do throughout the island of Oahu!

A One-Week Itinerary on Oahu

With a week or more to enjoy your tropical getaway on Oahu, you’ll have plenty of time to hit Oahu’s best sights, as well as to enjoy some time set aside for relaxing and soaking up the sun. For your beach days, consider relaxing along the shoreline of the Ko Olina Lagoons. Made up of four separate crescent beaches strung together with a paved path that extends for over a mile, these beaches offer a tranquil swimming experience. Swim, snorkel, or stand-up paddle board in the calm waters of Ko Olina, which are protected from larger waves by an outer barrier of lava rocks. In addition to this tranquil beach spot, more beautiful white sand beaches such as Makaha Beach and Yokohama Bay lie just up the western coast. If you want to dedicate more time to beach hopping, consider checking out the famed surf breaks along Oahu’s North Shore, or the postcard perfect beaches located along the east coast such as Lanikai Beach.

In addition to its stunning beaches, Oahu offers something that the other Hawaiian Islands do not – a chance to explore events in our country’s history through extensive museum displays and memorials. The Pearl Harbor Historic Sites include the Pearl Harbor National Memorial, the USS National Memorial, the Battleship Missouri Memorial, the Pearl Harbor Aviation Museum, and the USS Bowfin Submarine Museum & Park. Each of these provide an opportunity to gain a deeper understanding of important historical events and to see the progress of our nation.

From beaches to history, Oahu truly has it all, and everything in between! Enjoy the cosmopolitan side of Oahu by spending a day exploring the sights and sounds of the city. In Waikiki and broader Honolulu, you’ll find everything from locally made wares to high end fashion stores in which to shop. There’s also much to be explored on the dining scene. On an island rich in cultural variety, you’ll find a delightful blend of Native Hawaiian dishes and Pan Asian cuisine to satisfy the palate.

Hiking is another favorite activity on Oahu, and you’ll find everything from remote trails to views that include some of Honolulu’s skyscrapers. For stunning city and coastline views, consider heading up the trail at Diamond Head State Monument. If you’d prefer something more remote, the trail that follows along the rugged coastline at Ka’ena Point State Park is not to be missed! There’s so much to see and do on a weeklong trip to Oahu!

Stay & Play in West Oahu

Secure your weekly vacation rentals in Hawaii here or contact us at Ola Properties to learn more about how to enjoy a week in Hawaii!