Book Our Beautiful Oahu Holiday Rentals | Ola Properties

Create treasured memories with a holiday getaway to Oahu. Whether you’re bringing the whole family or sneaking away for a low-key vacation, the tropical island of Oahu is an ideal place to spend your holiday. Browse our beautiful Oahu holiday rentals below:

Book Our Oahu Holiday Rentals Below

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Features of Our Hawaii Holiday Vacation Rentals

Treat yourself to a well-deserved holiday spent soaking up the sea and sun on the Hawaiian Island of Oahu. Our holiday rentals come in a variety of sizes, from romantic oceanfront condos to sprawling villas with multiple bedrooms and multiple bathrooms to accommodate the whole family. With spacious great rooms present in most of our Hawaii holiday vacation rentals, it’s easy to keep holiday traditions alive as you gather with family. Prepare favorite family recipes in the full kitchen equipped with appliances, cookware, and utensils, and gather around the dining table. Living rooms are open and airy, providing a comfortable place to play games, watch movies, and reminisce.

Spend your holiday lounging alongside the swimming pool or playing at the beach, both of which are easily accessible from our holiday rentals. Our holiday rentals located on the grounds of Ko Olina Resort offer easy access to calm ocean lagoons, golf, restaurants, and shopping. Further north along Oahu’s west coast, many of our holiday rentals in Makaha are located right along the oceanfront, providing a front-row seat to the island’s natural beauty.

Holiday Activities on Oahu

Winter holidays such as Christmas and New Year’s are popular times to head to Hawaii and escape the cold. You will find a wealth of holiday festivities on Oahu, including Santa visits, parades, twinkling lights, craft fairs, and more!

Though traditional pine Christmas trees aren’t quite as plentiful on Oahu, you’ll find plenty of festive lights strung about, some even wound around palm trees, to put you in the festive holiday spirit. A month-long light display at Honolulu Hale (the city hall) is a nice place for an evening walk amid holiday lights and displays. If your family traditions involve reading or watching classics like The Nutcracker, you’ll be delighted to discover that Ballet Hawaii puts on a performance each year at Blaisdell Concert Hall. Their rendition is a delightful blend of the traditional tale with local culture, with the ballet being set in the Kingdom of Hawaii in the year 1858. The Festival of Lights Christmas Boat Parade again adds an interesting variation to the traditional Christmas parade, with boats on the marina taking the place of the usual street floats.

And of course, no Christmas is complete without a Santa visit! Santa even makes his way to the islands each year, disregarding his reindeer and sleigh in favor of a dramatic canoe arrival by sea. Lest you think you need to have all of your gifts purchased and wrapped before heading to Oahu for Christmas, an annual Christmas market is held at the Neal Blaisdell Expo Hall offering over 100 vendor booths at which to do your Christmas shopping. Unique Made in Hawaii products are perfect for gift-giving, such as crafts, jewelry, clothing, and other unique finds!

New Year’s Eve brings dramatic firework displays over the ocean and opportunities for midnight cruises to ring in the new year in style.

The winter holidays also coincide with the beginning of whale watching season, a thrilling expedition to include in your Hawaii vacation. Humpback whales migrate to warm Hawaiian waters beginning in mid-December, and a number of boat charters can provide an intimate encounter with these magnificent creatures. The season extends to mid-April, so a holiday excursion over Spring Break can also hold opportunities for whale watching.

Spend Your Holiday on Oahu

Any holiday that revolves around a large family feast, such as Thanksgiving or Easter, can be especially memorable when celebrated in Hawaii. This is the perfect opportunity for attending a luau, where you can feast on traditional Hawaiian dishes while learning more about the local culture through music and dance.

For both holidays, many restaurants also offer special multi-course meals, brunches, and buffets perfect for feasting and celebrating together with your family or group. A variety of Easter activities happen around the island each year, keeping the kids entertained and excited about this fun holiday. Multiple venues host free Easter egg hunts, and many also offer fun-filled activities such as pony rides, face painting, games, inflatables, arts and crafts, and visits with the Easter bunny himself.

Book Your Oahu, Hawaii Vacation Rental Here!

No matter which holiday coincides with your trip to Oahu, there are sure to be many options for keeping everyone entertained and in the holiday spirit. At Ola Properties, we offer a high-quality selection of Oahu holiday rentals for your family or group to call home during your stay. From charming beachfront Ko Olina condo rentals in Oahu to elaborate and spacious tropical villas, our holiday rentals are suitable for a variable number of guests.

Give our team of reservation specialists a call today to learn about local activities and to book one of our Oahu holiday rentals!