When you live in Maui, you soon begin to realize that fall is more of an abstract thought than an actual occurrence. Yes, our coffee shops do begin selling pumpkin spice lattes, and our stores begin putting their Halloween decorations out in July, but summer springs eternal in paradise, so if you want to remember the season during your escape to the Hawaiian Islands, you may want to participate in these top fall events during your time with us. Coming home to Maui Life Realty seasonal sanctuaries is also a good idea, especially if you want to feel pampered, treasured, and spoiled!
Rally Around Peace, September 21, Imua Discovery Garden
As we move ever closer to the end of the year holidays, it feels right to attend a festival that celebrates peace, and as you attend this serene festival, one of Maui’s favorite, Rally Around Peace, the fun you enjoy will serve as a fitting end to summer. Offering everything a good festival should, including live music, great food, and local vendors, guests can also expect to find a keiki tent (children’s tent) and many healing activities.
Maui Steel Guitar Festival, October 19, The Shops At Wailea
The Maui Steel Guitar Festival is going to be a scaled down one this year, in deference to the rebuilding efforts that are taking place on Maui, but that doesn’t mean the fun you have will be scaled down in the slightest. It won’t cost you a single penny to enjoy a day of live music, workshops, instructional workshops, all involving the steel guitar, an instrument that is near and dear to our hearts. A steel guitar, also called kīkākila in Hawaiian, is actually any guitar played while holding a steel bar against the strings as they are being plucked, and it plays an important part in Hawaiian history. In 2025, it is hoped that we will be able to hold this festival on the grander scale we are used to, but this smaller event still promises to be enjoyable.
The 14th Annual Hawaii Food & Wine Festival, October 25 through October 27, Various Locales
This annual event actually takes place all across the Hawaiian Islands, starting October 19 and ending November 10, but Maui’s part in the overall event is just the three days we mentioned above. Starting with the 26th Annual Roy Yamaguchi Golf Classic held on October 25th, the Vita La Vino (life wine) may be our favorite part of the festival. Offering tastings of your new favorite wines at the Sheraton Maui Resort & Spa on October 26th, the event hosts are also adding something new to this year’s festivities, a pickleball tournament that will be held on October 27 at the Royal Lahaina Resort & Bungalows. Finally, the fun in Maui ends with a Backcourt Barbecue after the tournament, ensuring that your fall frolic will end on a delicious note.
Made in Maui County Festival, November 1st and 2nd, Maui Arts & Cultural Center
Maui is more than just a Hawaiian island; it is a place where happiness reigns, summer springs eternal, and the people who live here create beautiful art, wonderful crafts, and well-made merchandise that you will have an opportunity to purchase for yourself when you attend the Made In Maui County Festival on November 1st and 2nd. THIS is the event we wait for all year, offering the best of what our Islanders can create and attracting thousands of people from here and all over the world. The best food trucks in the area gather for this festival as well, ensuring that visitors will be well fed while engaging in the most exciting shopping expedition of their lives. Providing the perfect opportunity to buy souvenirs and gifts, everything sold at this festival is made right here in Maui County, just as its name suggests.
Your Favorite Events
Not all events have to be officially sanctioned by local government or businesses. Some of your favorite events may be the family ones you enjoy in our Maui Life Realty seasonal sanctuaries. Imagine all the fun you can have at a family barbecue held in the tropical oases we call backyards, knowing you don’t have to wait until the weekend to enjoy freshly grilled meats and seafood. A Tuesday afternoon pool party, held in the private pools of our standalone homes or in the community pools of the resort you have chosen to make your home sweet vacation home, can be a great way to slow down the pace of your busy Maui vacation, encouraging guests to stay in, sleep late, and explore all the amenities that make our properties feel like home, only better. Contact us and reserve your favorite seasonal sanctuary today and discover all the ways your fall getaway to Maui will make this vacation one you will never forget.