Book an extended stay on Oahu, where the conveniences of a cosmopolitan, oceanside city meld with the tropical vibes and laid-back atmosphere of smaller plantation towns to create a unique destination experience. Whether you’re relishing in extended vacation time or you’re moving to the islands and are looking for an extended stay lodging in Hawaii while you secure permanent housing, our 60-day Hawaii rentals provide a comfortable home base for your time in the Islands, especially while we are dealing with the current COVID-19 pandemic.

Book Our Hawaii Rentals Below

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Features of Our 60-Day Hawaii Rentals

Store the luggage away and stay awhile when you make yourself at home in one of our 60-day rentals on the Hawaiian Island of Oahu. With ample time stretched out in front of you, it’s easy to settle into the ease of island living. In our 60-day Oahu rentals, you will find everything you’ll need for comfortable, convenient living. While each rental is unique and brings its own floorplan and amenities to the table, you will find some common features among all of our 60-day places to rent in Hawaii. Our long-term Oahu rental properties are true homes, boasting spacious layouts with full kitchens, living areas, and often multiple bedrooms and bathrooms. You’ll find yourself falling easily into a daily routine in our fully equipped kitchens with updated appliances and ample cookware. Cool evenings can be spent relaxing with a drink on the outdoor lanai or curling up on the comfortable living room furnishings, where free Wi-Fi and entertainment are easily accessible. Whether traveling solo for work or bringing along the entire family for an extended time of living in a new environment, you’ll find the square footage needed in these accommodations to feel at ease. Most of our 60-day Hawaii rentals boast 2-3 bedrooms, so you’ll have plenty of space to spread out at the end of the day. Travelers who are working away will appreciate the additional square footage for setting up a home office space. Those travelling with kids in tow will find ample space in the additional bedrooms to tuck the kids away at bedtime and still stay up to enjoy the evening without disturbance. The majority of these accommodations also boast multiple bathrooms, so morning and bedroom routines are quick and simple. These well-constructed accommodations offer luxurious finishes and attention to detail that give an added feel of luxury. A neutral color palette on the interior alongside elegant tropical touches give these accommodations a breezy island feel, while still maintaining an element of luxury and charm. Ensure that your entire stay in the islands feels like a vacation when you enjoy luxurious onsite amenities. Many of our 60-Day Hawaii rentals offer the benefit of amenities that you would expect to find in resort living. On many of the grounds you will find spacious, refreshing swimming pools, relaxing hot tubs, and fitness facilities. Restaurant and shopping venues are also within easy reach! Stroll the well-manicured grounds with peace of mind. These accommodations have been built with purpose within serene tropical settings that take advantage of the island’s natural beauty. Coupled with immaculate landscaping and surrounded by tropical plants, you truly will feel as if you are residing in paradise. When you’re ready to venture from the area’s beautiful grounds, there are many options for enjoying the island both near and on day trips.

Unpack and Stay Awhile

Whether you’re on Oahu for work or play, be sure to set aside some time for memorable activities and leisurely relaxation. Oahu is home to relaxing beaches, world-class golf courses, and upscale spa services, all beckoning for some “me-time.” At the same time, exciting activities such as hiking a draw-dropping trail, swimming at the base of a stunning waterfall, paddling into the perfect wave, and exploring the underwater world are all easily accessible. Staying in one place for over a month allows you to live like a local, trying many of the nearby restaurants and settling in with a favorite. In West Oahu, you’ll find a wide variety of dining options, from casual takeout perfect for a beach picnic to a table with a view ideal for celebrating a special evening. Cuisine ranges from local favorites like poke bowls to classic surf and turf fare, accommodating a variety of tastes and budgets. Settle into the rhythm of daily life on the island, wearing a path on your favorite jogging route, and becoming a regular at the neighborhood coffee shop. Along the island’s west coast, enjoy access to world class white sand beaches and sunny blue skies, thanks to the dryer weather this side of the island sees. Beach hop your way along Farrington Highway, which winds its way north along the western coastline until it dead ends into magnificent sea cliffs stopping at postcard perfect beaches such as Makaha Beach along the way. If you’ve made it this far, take advantage of the seclusion and explore stunning stretches of sand such as Yokohama Bay, where the people are few and far between. Ka’ena Point State Park is another point of interest along the island’s west coast, with its breathtaking sea cliffs, tidepools, and coastal views. With a longer stay in Hawaii, you’ll have plenty of time in your itinerary to schedule some day trips to other points of interest across the island. Head to Oahu’s east coast to the small town of Kailua to explore the postcard-perfect beach of Lanikai. An offshore reef keeps larger waves at bay, resulting in pleasant swimming conditions. Two small islands offshore not only improve the view but also provide points of interest for kayakers and paddle boarders. Heading to Lanikai in the morning hours will ensure that you’ll enjoy lots of sunshine! Kailua Beach Park is another nearby favorite to explore while on the east coast. On Oahu’s North Shore, Waimea Bay is a popular surf-watching destination, especially during winter months when waves can reach 25 feet or more. With waves breaking relatively close to shore, this is a great spot to observe some of the jaw-dropping surf action. In fact, experienced surfers from around the world flock to the North Shore during winter to experience the famed North Shore swell. Enjoy the action from a safe spot on shore during large swells, and plan to join in the fun when the waters are calm later in the year. Summer months bring calmer waters to the North Shore, which means the waters will be dotted with swimmers rather than surfers. Of course, you don’t have to venture far from your 60-day Hawaii rental to enjoy a day at the beach! Our vacation homes are conveniently situated near beautiful beaches such as the Ko Olina Lagoons and the long white stretch of Makaha Beach Park! Unpack and stay awhile in one of our 60-day Hawaii rentals on the beautiful island of Oahu!

Book Your Oahu Stay

Book your Oahu accommodations with a local company that has experienced vacation experts on the ground to assist you throughout your stay. At Ola Properties, we offer nearly two decades of experience in serving homeowners and visitors on the tropical isle of Oahu. Comprised of specialists who live and work in the area, we want to be sure you love the island as much as we do! We are here to answer any questions you may have. Secure your accommodations in one of our 60-day places to rent in Hawaii here or browse our other options for a shorter stay in the islands. No matter the length of your stay, paradise awaits!