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Maui Seasonal Rentals

Whether you’re looking to escape the cold and snow in winter or enjoy an eternal summer, Maui is an ideal tropical paradise to spend an extended season of time. Quam Properties Hawaii, Inc’s extensive listings of seasonal rentals in Maui will give you plenty of options for creating a home away from home during your stay.

Book our Seasonal Rentals in Maui Below!

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The Finest Spots on the Island

Our Hawaii seasonal rentals are situated in the best locations on the island. Most of them are along Maui’s sunny west coast, where even during the rainy season, you can enjoy blue, sunny skies. No matter what season you’re planning for your stay, west Maui offers pleasant weather and access to a wide variety of water activities such as surfing, snorkeling, stand-up paddle boarding, kayaking, and more. Our Maui seasonal rentals can put you right amidst the action.

For a slower pace of life, choose one of our Maui seasonal rentals that are tucked away from the hustle and bustle. Many of our rentals offer peaceful ocean views, where you can enjoy the sights and sounds of the soothing ocean from the comfort of your lanai. Or choose among golf course, tropical garden, or mountain vistas, bringing all the beauty of the islands right to into your accommodations. Many of our Maui seasonal rentals take advantage of the year-round pleasant weather on Maui by offering extended living space on an outdoor lanai, perfect for sipping morning coffee while you soak in the views. Inside, enjoy the tropical-inspired décor, comfortable furnishings, and full kitchens that are offered in many of our Maui seasonal rentals.

Island Style Rentals for Any Season

Embrace everything about the season from your Maui rental, whether you will be staying for a few weeks or a few months. Our Hawaii seasonal rentals are well equipped for extended stays, with all the comforts of home and the amenities of a resort. Most of these accommodations boast an open floorplan, so whether it is the summer sunshine filtering in or the refreshing ocean breezes in winter, the beauty and freshness of the outdoors can circulate throughout the unit. These open floorplan accommodations are ideal for couples, families, or friends spending time in together, no matter the season.

Welcome in a new season from the open concept living area, where the kitchen, living room, and dining room can all be easily accessed simultaneously. Each season has its own benefits to offer, and these accommodations make for an ideal home base from which to explore. After a summer day spent in the refreshing waters at the beach or a winter day on a whale watching excursion, head back to your Maui seasonal rental to put your feet up and relax. Comfortable furnishings are provided in the living room, creating a cozy space in which to spend the evening looking through the day’s photos or watching a movie on the flatscreen TV. Easily access snacks and drinks from the kitchen or take full advantage of having a complete kitchen on hand. With full-sized appliances, cookware, and tableware provided, it is easy to enjoy an extended stay without having to dine out for every meal. Seasonal favorite dishes can easily be prepared from the well-equipped kitchen, where you will find ample counterspace for food prep. Gather around for a family meal in the adjacent dining area or keep it casual in the living room or outdoor lanai.

Thanks to year-round warm weather on Maui, outdoor living spaces can be enjoyed in any season. In most of our seasonal rentals, a set of glass doors leads from the living room to a covered outdoor lanai, adding an extended living space.

Our Maui seasonal rentals range from one-bedroom condos to multi-bedroom villas, so you are sure to find something to suit your group’s travel needs among our listings. Families can tuck the kids away into the own bedroom before continuing to enjoy the evening without disturbing their sleep. The bedrooms in our vacation rentals are equipped with comfortable beds and linens in preparation for a good night’s rest. Unpack and stay for a season, stowing away clothes and beach gear within the spacious dressers and closets. With the luggage tucked away out of sight, it will be easy to embrace all that island life has to offer!

Winter Season on Maui

Any season is excellent for your getaway to tropical Maui! If you find yourself spending the winter months or early spring on the island, you’ll be just in time for whale watching season. This is the time when whales migrate from frigid Alaskan waters to the warm waters surrounding Maui. On occasion, whale spouts can be spotted along the horizon from the shoreline or you may spot the slapping of tales against the sea. But to get up close and personal with these majestic creatures, you’ll want to book a whale watching tour with one of the highly regarded boat companies operating on the island. From December to early spring, you can enjoy boat excursions led by certified captains to observe whales in their natural habitats. With a combination of experience and technology, captains navigate to where whales are most likely to be spotted breaching and slapping their tales in spots around the island. It’s not uncommon for pods of dolphins to join in, swimming and jumping alongside the vessel or for the tranquil green sea turtles to be spotted. Planning your visit to Maui during whale watching season adds another level of excitement and adventure to your vacation!

Spring Season on Maui

Nothing says spring break like a good beach vacation, and Maui boasts some of the most beautiful beaches in the world. Hawaii’s rainy season comes to a close in March, just in time for plenty of sunshine for your spring break getaway. After the extra dose of rain received throughout the winter, you will find Maui’s hiking trails surrounded by lush tropical greenery and waterfalls that are splendidly replenished. Consider setting aside a day to tour the famed Road to Hana, a short road trip that is filled with stunning scenery, countless waterfalls, and lush foliage. Heading to Maui in the spring also allows you to catch the end of whale season, which generally lasts until mid-April.

While Spring Break on Maui does not generally draw a party crowd, there are still some great places to grab a drink with friends. The Maui Brewing Company is a great place to taste test your way through locally crafted brews. You will also find a variety of other brewing companies and even a distillery and winery all located on Maui. A few favorite places to grab a drink or take a tour to learn more behind the creative process include Kohola Brewery, Waikiki Brewing Company in Lahaina, Mahalo Aleworks, Ocean Vodka Distillery, and Maui Wine.

Summer Season on Maui

With warm weather year-round, life on Maui comes with an extended enjoyment of summer. Of course, one way to cool off on a hot summer day is to take a dip in the ocean or to try out one of Maui’s water activities. You can also head to the mountains, which is what many locals do. At higher elevations, you can enjoy cooler temperatures on a warm Maui summer day. With a height of just over 10,000 feet, the summit of Mount Haleakala brings cool relief on hot days. In fact, summit temperatures can dip even below freezing, so be sure to bring along some cold weather gear if you plan to visit Haleakala, even in summer! Experience an unforgettable sunrise or sunset from the summit of Haleakala, forever etching into your memories the splendid colors spreading across the sky. In fact, this has become such a popular activity that reservations are now required. Stay to enjoy some otherworldly hiking through the stunning landscape of the crater, or simply take in the vistas from several lookout points. Summer in Maui offers a wealth of activity options along the stunning white sand beaches as well as in the majestic mountains!

Fall Season on Maui

Autumn is a great time to visit Hawaii, with the larger crowds of summer gone but with plenty of warmth and sunshine remaining. While you won’t find the changing colors of fall on Maui, festive activities such as pumpkin patch visits and turkey trots can still be found on the island for those who enjoy seasonal traditions.

Fall on Maui sees plenty of warm, sunshiny days, making this a great season to beach hop among some of Maui’s best beaches. The dry, clear skies of fall also make it an ideal season to work on your golf swing at one of Maui’s best golf courses located on the island’s west coast. The warm, dry days of fall are perfect for enjoying the many water- and land-based outdoor activities that are easily accessed on Maui!

Choose one of the many Hawaii seasonal rentals offered by Quam Properties for your extended Maui getaway!

Contact Us for Seasonal Rentals in Maui

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 Maui accommodation 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.

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