• This field is for validation purposes and should be left unchanged.

Maui Winter Rentals

Escape the cold and spend your winter months in a tropical paradise. With consistently warm temperatures throughout the winter, pristine white sand beaches, and sunny blue skies, the swaying palms are beckoning for a winter getaway to Maui.


Unable to find any listings.


Our winter rentals in Maui offer everything you’ll need for an enjoyable Maui vacation. From cozy one bedrooms perfect for a romantic getaway, to multiple bedrooms and multiple bathrooms ideal for the whole family or for small groups, our winter rentals in Maui can accommodate a variety of travelers. Whether you’re hoping to wake and sleep to the sights and sounds of the crashing waves, or to simply find a chic, budget-friendly place to stay, our Maui winter rentals can suit an assortment of preferences and budgets.

If you’re planning a trip to Maui over the holidays, there are plenty of activities available to get the whole family in the holiday spirit. Special holiday pop-up craft fairs are great places to pick up gifts or to treat yourself to something special that was handcrafted on the island. Santa even makes his way to the island, although it’s frequently by outrigger canoe or jet ski rather than by sleigh!

Winter is also a great time to catch sight of the many whales that migrate from Alaska to the warm Maui waters over winter. Whale watching season falls from mid-December to mid-May, making winter an ideal time to visit Maui. Taking one of the many boat tours available allows you to see these gentle giants up close and personal, as well as enjoying views of Maui’s magnificent coastline.

Choose one of the many Hawaii winter rentals offered by Quam Properties for your tropical winter getaway!

Contact Us for Stunning Hawaii Winter Rentals

At Quam Properties, we handpick the highest quality vacation rentals on the beautiful island of Maui. Not only are we selective in our process, but we are also highly attentive to detail to ensure that our properties are always maintained to a flawless level. Our vacation rentals are situated across the sunny northwest coast of Maui, including the areas of Wailea, Kihei, Lahaina, Kaanapali, Kahana, Napili, and Kapalua. Staying in one of these rentals will put you in perfect proximity for enjoying some of the island’s best beaches, shopping, restaurants, and world-class golf courses. Many of our rentals offer stunning oceanfront views, full kitchens, resort-like pools, and everything you’ll need for an unforgettable Maui getaway. Make your reservation today by booking online or calling our office at 808-665-1315.