With a holiday looming ahead on the calendar and the option of taking some time away a tantalizing prospect, consider setting your sights on the West Oahu area of the Hawaiian Islands. This sun-drenched island paradise offers both a relaxing retreat and access to a host of activities that are sure to make your holiday brighter. Experience it all from one of these holiday West Oahu cottages, where treasured holiday memories are bound to made.

Book Our West Oahu Cottages Below!

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2 Beds 2 Baths 6 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 $700.00/night
3 Beds 2.5 Baths 8 Guests
From $700.00/night
2 Beds 2 Baths 4 Guests
From $600.00/night
3 Beds 3 Baths 6 Guests
From $600.00/night
3 Beds 3 Baths 6 Guests
From $600.00/night
3 Beds 2.5 Baths 6 Guests
From $600.00/night
Holiday Availability
2 Beds 2 Baths 6 Guests
From $600.00/night
2 Beds 2 Baths 4 Guests
From $575.00/night
Holiday Dates Available
2 Beds 2 Baths 6 Guests
From $575.00/night
3 Beds 3 Baths 8 Guests
From $550.00/night

Features of Our Holiday Cottages on West Oahu

Celebrate the upcoming holiday with the entire family in tow when you stay in our family-friendly holiday cottages on West Oahu. These accommodations have all the space needed for gathering around to open presents, cook that nostalgic family recipe, or watch the anticipated game on the big screen. No matter your family traditions, there’s no more spectacular backdrop in which to celebrate than West Oahu!

Fling open to the door to your West Oahu cottage rentals and you’ll quickly feel right at home. Pause in the master bedroom to stow away your luggage before making your way into the spacious great room. Just as many of the memorable moments of life happen in the in-between moments, you’ll find that the many moments accumulated within the walls of your vacation rental amount to spectacular vacation memories. The spacious great room is the heart of the cottage, where games are played, movies are watched, and plans are made for island adventures. You’ll find tropically inspired décor touches throughout, while at the same time maintaining clean lines and a modern feel. Settle in on the comfortable furnishings, taking some moments to slow down and recalibrate to the island’s pace of life.

Whether you plan to spend much of your vacation out-and-about or you’d prefer to build in some down time, there are some amenities in a vacation home that make all the difference. Our holiday cottages on West Oahu offer a full kitchen, complete with cookware and appliances. Whether you want to bring along grandma’s favorite recipe to keep a holiday tradition alive or simply stock the fridge with a toast for a special moment, having a full kitchen on hand makes a stay away from home infinitely easier.

Say goodnight at the end of the day and head to your own private bedroom when you stay in our holiday West Oahu cottages, the majority of which offer multiple bedrooms. There’s no need to juggle a night with the kids all in one room or cramped sleeping quarters with extended family or friends when ample square footage is available. Spend every moment of your vacation feeling refreshed and ready for another adventure by selecting accommodations that will ensure you’ll get a good night’s sleep. Many of these residences not only have multiple bedrooms but also multiple bathrooms, making a joint stay easier on everyone. With spaces that encourage gathering together as well as separate sleeping quarters for desired privacy at the end of the day, these rentals truly to have a way of feeling like home away from home.

Exploring the Grounds of Your West Oahu Cottage

In West Oahu, the days are plentiful with sun, warm weather, and gentle ocean breezes, encouraging plenty of time spent outdoors. While you will find a peaceful sense of respite within your holiday West Oahu cottage, the grounds in which they are situated are equally alluring. Depending on the cottage you choose, some of these residences are situated right along the peaceful fairway of a world class golf course, on a bluff overlooking the ocean, or along the white sands of a west coast beach. We also offer some cottages situated within upscale gated communities, for an exclusive feel and extra peace of mind.

Select a cottage rental with all the amenities you would desire on a vacation. Having a host of amenities on hand allows you to create breaks in the itinerary between island adventures to simply slow down and appreciate the beauty of your surroundings. Many of our holiday West Oahu cottages are situated on tropical grounds with multiple swimming pools, hot tubs, and barbecue areas for you to soak up plenty of time outdoors. Our Ko Olina properties also boast a golf course, marina, shops, spa, and restaurants right onsite. Enjoy luxurious island living from the comfort of your island home away from home!

Thanks to Oahu’s year-round ideal weather, you will enjoy a variety of activity options no matter the time of year. And during holiday seasons, additional markets, festivals, events, and activities put even more excitement in the air!

Holidays on Oahu

Whether it’s Santa rowing his outrigger canoe to shore during Christmas or a spectacular display of fireworks over the ocean for the Independence Day, Oahu takes on a festive air during holiday seasons. From festively decorated streets to special events added to the calendar, holidays on Oahu are extra special. When an upcoming holiday is on the calendar, whether it’s a long weekend or a few weeks, West Oahu is an ideal destination.

Thanks to Oahu’s year-round good weather and indoor-outdoor lifestyle, you’ll find many residents and visitors alike bringing their holiday celebrations outdoors. Celebrate that special anniversary on the patio of an oceanfront restaurant, have a poolside BBQ birthday bash, or build a “snowman” from sand along the beach on Christmas morning. The holidays on West Oahu are filled with plenty of sunshine!

Feast island style by booking a luau for your Thanksgiving or Christmas meal. While you will certainly find options for enjoying that traditional turkey, ham, and mashed potatoes on island, it can also be extra special to add in more unique holiday memories while traveling. A luau provides the chance to partake in traditional dishes such as kalua pork and rice, as well as contemporary dishes popular in the islands. At the same time, you will also be treated to a storytelling experience through the beauty of music and hula. What a holiday to remember!

Throughout the Christmas season, the island of Oahu comes alive with festively hung lights, displays, and events. Get your shopping done at craft markets that pop up around the island, featuring locally made products. Tree lighting ceremonies, Santa visits, parades, and an overall festive holiday spirit permeate the island throughout the month of December.

Of course, the activities that make Oahu such as special destination year-round are also available for the holidays. Make the holiday truly memorable by trying a new water sport such as surfing or stand up paddle boarding, spend the day with some of Hawaii’s most stunning wildlife such as dolphins and green sea turtles, or simply relish in the fact that you’re soaking up the sun from a white sand beach while the rest of the world is snowed in. When it comes to spending the holidays on West Oahu, you won’t be disappointed!

Contact Us

Celebrate the holidays on West Oahu! At Ola Properties, we look forward to finding you the perfect holiday rental on Oahu. Browse our holiday West Oahu cottage rentals or check out some of our other listings, such as our oceanfront rentals or spacious family homes! Book online or contact our team for more ways to enjoy the holidays on West Oahu.