Chat with us, powered by LiveChat

How may we help you?
  • This field is for validation purposes and should be left unchanged.
HomeOahu Winter Rentals

There’s no reason to let the cold temperatures or falling snow get you down. When winter rolls around, it’s just the right time to pack your bags and head towards Oahu for an incredible and unforgettable Hawaiian vacation. Adding some tropical flair into your winter experience can be a great mood booster not to mention a strategic route to accessing all kinds of fun! Whether your plans have you heading towards Lanikai Beach, the Diamond Head Trail, the Polynesian Cultural Center, or the Pearl Harbor National Memorial, there’s truly something for every traveler to enjoy who sets their sights on Oahu. Knowing you’re booked into beautiful and luxurious accommodations only make the experience that much better. This year, be sure you’ve booked your Oahu winter rentals through the property professionals at Arrived to enhance your Hawaiian experience even further!

Loading...

Unable to find any listings.

Sort by

Savor Island Living at its Finest

No matter how many travelers are accompanying you on your trip to Oahu this winter, the team at Arrived has the rental made to match. Whether it’s a 1-bedroom abode by the sand or a 3-bedroom escape that offers up oceanfront views that would make all the difference, our team is here to ensure that guests enjoy a customized stay every time an island adventure tops their list of must-do activities. While our guests looking to book a winter getaway will surely love that they have so many options when it comes to style and design, a commitment to quality accommodations is something that can always be counted on when you partner with Arrived. To that end, many of our Oahu winter rentals are designed with open concept living top of mind. This makes it easier than ever to move seamlessly between living, dining, and sleeping areas during a stay in Oahu as well as between interior and exterior entertainment spaces. When open floorplans are paired with large windows and vaulted ceilings, guests will find an enhanced sense of space and light waiting to greet them. Large windows not only let that island breeze in with ease but put a frame on a spectacular tropical view to enjoy day and night.

When you’re not out on the patio, balcony, deck, or porch making the most of the sensational scenery that awaits, guests will find that indoors, there’s just as much to enjoy in the way of style and comfort. Our winter rentals are always equipped with a collection of tasteful furnishings, many of which are inspired by Hawaiian-style bringing the outdoors right inside successfully at all times. From plush sofas and palm-inspired throw pillows to eye-catching area rugs, nautical décor, and one-of-a-kind island wall art, guests will find it simple to remain inspired to explore even when they’re cozied up inside.

Let luxury Lead the Way to Fun

Oahu is an epicenter of culinary excellence and when you’re looking forward to dining your way through a stay, there is no shortage of restaurants and cafes to check out and savor. That said, when you’re in the mood for a home-cooked meal, your winter rental can accommodate the craving. Many of our properties feature fantastic and fully equipped kitchens complete with spacious counters, plenty of seating options at extended breakfast bars, cabinetry filled with cookware and a collection of modern appliances too. These elements make serving up breakfast, lunch, or dinner as easy as an island breeze. When it’s time to dine, gather around the table indoors or head out to those above-mentioned outdoor seating areas. Many are equipped with patio furniture that makes for a perfect and memorable alfresco dining experience during your time in Oahu.

While many visitors head to Oahu in the winter to enjoy the scenery and sun, at Arrived we also understand how important connection is when traveling. That’s why many of our winter rentals include access to Wi-Fi and high-speed internet to enjoy during a stay in Oahu. Guests can send Hawaiian vacation photos to friends at the touch of a button, check in on social media, keep up with the headlines or simply spend some time streaming the movies and shows they love!
When you’re looking for even more from your Oahu winter retreat, there’s no reason to sacrifice anything in the way of luxury. Be sure to ask about our properties that provide access to pools, hot tubs, outdoor firepits or special resort-inspired access points as well!

Book Your Oahu Winter Rentals Today

When an Oahu getaway is calling your name, there’s truly no reason to wait. Let the team at Arrived handle all of your rental property details so that when you get to the island, all that’s left to do is savor the moment and focus on the fun at hand. Reach out today to learn more about our vast number of property options in the area and how we can help you start planning your next trip. We can’t wait to welcome you to this beautiful destination soon! Experience these incredible Oahu activities for your next visit.