For those lucky enough to call paradise home, it is not always necessary or possible to book an extended vacation elsewhere due to Hawaii’s isolated location and high travel costs. And while jetting off to a faraway location has a romantic appeal, sometimes the best way to truly make the most of vacation time is to slow the pace and embrace your current location for all its best qualities. A staycation offers the perfect mix of a relaxed itinerary coupled with a refreshing change in scenery. Our staycation Oahu rentals provide an environment that will allow you to feel pampered, even if you’re just a few miles from home!

Book a Oahu Staycation Deal Below!

1-12 of 95 results
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 6 Guests
From $700.00/night
3 Beds 2.5 Baths 8 Guests
From $650.00/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
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

Staycation Rental Amenities

Whether you want to catch up on much needed sleep or wake up early to enjoy an oceanside cup of coffee, there are so many ways to enjoy every moment of your staycation on Oahu. Our Oahu staycation rentals offer an abundance of amenities right onsite that make it easy to settle into vacation mode. These condos are situated on immaculate grounds that boast swimming pools, hot tubs, and beach access. Our staycation rentals at Ko Olina also offer easy access to golfing, boating, shopping, and dining all within our luxurious resort grounds. You’ll truly feel as if you’ve arrived at a new destination where the daily rhythms of life come easily!

Benefits of a Staycation

While traveling to a new location definitely has its perks, it also comes with the hassle of airports, security lines, rental cars, jet lag, and lots of time spent just getting to your destination. A staycation allows you to make the most of every vacation minute, without dealing with all of the hassles. A staycation also allows you to view your hometown from a different vantage point, without all the stressors and to-do lists that normally accompany your days. Simply stepping out of your home environment and usual routines allows you to embrace the easy flow of vacation life, regardless of whether you’ve traveled 5 miles or 500 miles. See your area in a new light, try a new watersport, experience the flavors of a restaurant that’s not one of your regulars, and relish in the amenities of one of our Oahu staycation deals!

Staycation Oahu Rentals

Our Oahu staycation rentals are well-equipped for making you feel as if you’ve been whisked off on a tropical getaway. With both well-manicured grounds and flawless interiors, you’re sure to enjoy every moment spent here. Relax in the comfortable great room, where you won’t be distracted by the tasks and to-do list that come with being at home. Here you’ll find comfortable furnishings and neutral colors with light island touches that add to the tropical feel. Some of our staycation Oahu properties boast ocean views from the great room, turning your staycation into a beach getaway. Just because you’re away from home doesn’t mean you’ll have to eat every meal out. If desired, meals can easily be prepared and enjoyed from the full kitchen these units provide. Full-sized appliances, cookware, and tableware make it easy to stay on budget. Even if you choose to take advantage of nearby restaurants, access to a full kitchen makes it easy to keep plenty of snacks and beverages on hand to fuel your island adventures.

Add some romance to your relationship with a staycation for two or treat the whole family to a fun-filled experience. Our Oahu vacation rentals range from 1-4 bedrooms, easily accommodating a variety of family and group sizes. Sleep soundly from your master suite, where a king bed outfitted with quality linens awaits. Our multi-bedroom rentals provide plenty of privacy for all when travelling with family or friends.

Enjoy a different view of home from the extended living space on the lanai. This outdoor living space is ideal for leisurely starts to the morning with a cup of coffee and a tropical view, or a romantic end to the evening with the colors of sunset in the background.

One of the best things about a staycation is access to onsite amenities that you wouldn’t normally have at home. Spend the day lounging alongside the swimming pool surrounded by tropical foliage and barbecuing on the adjacent grills. Or grab your beach gear and head to one of the white sand beaches that are easily accessible from the property. Book a tee time, embark on a snorkeling excursion, or try out a new watersport, all within easy access to your Oahu staycation deal. Days on these properties end with a soothing soak in the hot tub under the stars.

Enjoy Oahu from a different vantage point when you stay in one of these upscale Oahu vacation condos!

Contact Us

Book one of our Oahu staycation properties online or contact us for more ways to enjoy a staycation on Oahu!