If you have a flexible schedule or extended vacation time, consider a long-term stay on the tropical isle of Oahu. Oahu has the perfect combination of activities and nightlife available in Honolulu and Waikiki, paired with the quieter areas and picture-perfect beaches on the Western side of the island. You can find the perfect balance with Ola Properties’ monthly rentals on Oahu. Why not come and stay awhile?

Browse Our Oahu Monthly Rentals Below

1-12 of 48 results
3 Beds 2.5 Baths 8 Guests
From $490.00/night
3 Beds 2.5 Baths 6 Guests
From $400.00/night
2 Beds 2 Baths 4 Guests
From $350.00/night
4 Beds 3 Baths 8 Guests
From $310.00/night
3 Beds 2 Baths 6 Guests
From $300.00/night
4 Beds 3 Baths 8 Guests
From $300.00/night
3 Beds 3 Baths 6 Guests
From $225.00/night
3 Beds 2 Baths 6 Guests
From $225.00/night
4 Beds 3 Baths 8 Guests
From $200.00/night
3 Beds 2.5 Baths 6 Guests
From $200.00/night
3 Beds 2.5 Baths 6 Guests
From $199.00/night
3 Beds 2.5 Baths 6 Guests
From $191.00/night

Features of Our Monthly Rentals on Oahu

While the majority of our monthly condo rentals Hawaii are in the beautiful west coast resort area of Ko Olina, there are several located further up the western coast in the oceanside town of Makaha as well. Find the perfect month to month rentals on Oahu and envision yourself unpacking and staying awhile in this beautiful getaway location. With a long-term stay in one of our monthly rentals in Oahu Hawaii, you can truly get to know and enjoy the pace of island life. Find your new favorite restaurant, get to know the barista at the local coffee shop, and perfect your golf swing or that watersport that you’ve been hoping to try. The great thing is that with our Ko Olina monthly rentals, you can do all of these without having to leave the immaculately manicured property! Of course, when you do want to get out and about to enjoy Oahu’s activities further afield, it is quick and convenient to hop on the H1 Highway to stroll the streets of Honolulu and Waikiki in just a half hour’s drive.

Our month to month rentals on Oahu feature a variety of amenities that will make your long-term stay more comfortable. Full kitchens are offered in many, containing the appliances and cookware you’ll need for preparing and enjoying meals over the course of your stay. Other conveniences in our luxury vacation rentals Oahu Waikiki, like BT-102 and BT-308,  such as a washer and dryer and free high-speed internet are also commonly included. Search our extensive inventory of monthly rentals in Oahu today!

Monthly Stays on Oahu

No matter when you plan to arrive on the island of Oahu, there are sure to be plenty of activities and events that will keep you entertained. With great weather year-round, there are so many things to be enjoyed throughout the year. While there is certainly no bad time to come to Hawaii, some months bring with them additional events and festivities that will make your stay extra special.

The Christmas and New Year’s holiday seasons are a fun time to be in Hawaii. While many people are trying to escape the cold, so are the humpback whales that migrate to Hawaii every year from the frigid Alaskan waters! Travelers who will be on the island from December to April can take advantage of the opportunity to observe these graceful mammals up close on a boat excursion. With extensive technology and personal knowledge, boat captains are skilled at locating whales in their natural environment to give people an intense vantage point to see the whales breaching and slapping their tails. With a monthly or extended stay on the island, you’ll surely get to experience life on the sea!

Of course, beyond whale season, the island comes alive with holiday festivities in December. Capture a unique photo with Santa in his aloha shirt instead of the traditional red suit, shop holiday markets that offer unique products made in Hawaii by local artists and crafters, and relish in the twinkling lights strung in the palm trees. It may be warm and tropical, but Oahu has plenty to offer in the way of the Christmas spirit! Honolulu and Waikiki ring in the new year in style with a big firework show on the beach and a hopping bar scene. The end of the year is an exciting time to spend a month on Oahu!

Spoiling yourself with an extended island stay allows you to settle into island life and experience the rhythm and flow of the seasons. Though the weather doesn’t change much, the tourist season does, and being on the island during the low season allows the slower pace of island life to set in with the normalcy of everyday life. Wake and sleep to the sunrises and sunsets, learn the ways of the ocean, and find your own place in this community on the island known as The Gathering Place. Above all, be sure to choose monthly rentals on Oahu that will house your cherished memories from this time!

Contact Us

At Ola Properties, we specialize in long-term, month-long vacation rentals Hawaii, and weekly luxurious beachfront rentals in Oahu, Hawaii in the oceanfront resort areas of Ko Olina Resort and Makaha. We have a large variety of regularly cleaned beach villas, condos, and townhomes available for rent, many of which provide breathtaking ocean views or relaxing views of the golf green. Whether you’re planning a solo trip, summer vacation with your loved ones, or long-term stay, we have the vacation rental you need. Our rentals are in perfect proximity for enjoying all of the best beaches and activities that west Oahu has to offer. Please contact us at (888) 737-4188 or (808) 726-2878, or via email at Rentals@OlaProperties.com to book your vacation rental, view Oahu vacation rentals reviews, and to start planning your Hawaiian getaway! Browse our Hawaii rentals and learn more about our beautiful accommodations, such as our Townhome in Coconut Plantation and Makakilo Elele 48 unit.

FAQ’s

Is Oahu expensive to visit?

Answer: Oahu is actually the least expensive island to visit. This is because it is such a heavily visited area with an abundance of hotels, tours, and activities. However, it’s always wise to plan ahead. Keep in mind that most goods have to be imported to the island, which makes them more expensive.

Do your rentals have pools?

Answer: Many of our rentals are within resorts. When you rent with us, you gain access to resort pools. Rentals separate from resorts often do have their own pools.