May on Maui belongs to the kama'āina — the humpbacks have headed back to Alaska, the visitor crowds are still thin, and the island fills its calendar with the kind of events that remind you exactly why you live here. From Lei Day celebrations to surf contests, craft fairs to cultural performances, there's something worth showing up for almost every day, and some weekends you'll have to choose.

Lei Day on Maui

May 1, 2026

Hale Hōʻikeʻike at the Bailey House, Wailuku

May Day is Lei Day in Hawaiʻi, and one of the most beloved celebrations on the island happens right in the heart of historic Wailuku. The Maui Historical Society's Lei Day Heritage Festival transforms the peaceful grounds of the Bailey House into a living celebration

Maui is buzzing with exciting events this February — from cultural celebrations that honor the island’s rich history and traditions, to comedy shows that promise laughter-filled evenings, there’s something for everyone to enjoy. Art lovers can immerse themselves in creative showcases, while music enthusiasts can revel in live performances from world-renowned artists. This month is all about celebrating the best of Maui’s culture, creativity, and entertainment, so be sure to mark your calendars and join in the fun!

Lunar New Year Celebrations on Maui

Celebrate the Lunar New Year across Maui with vibrant events that showcase cultural performances, traditional lion dances, and community spirit. Here are the events happening throughout the

November on Maui is packed with diverse events that celebrate the island’s culture, creativity, and community spirit. From shopping local at festive markets and enjoying live music to attending sports tournaments and theatrical performances, there’s something for everyone. Experience the island’s vibrant scene, support local businesses, and create unforgettable memories throughout the month.

Hawaiian Airlines Made in Maui County Festival

November 1-2, 8 AM - 4:30 PM

Maui Arts & Cultural Center, Kahului

The Hawaiian Airlines Made in Maui County Festival is Maui’s premier event celebrating locally made products and businesses. This two-day festival brings together over 140 vendors from across Maui County, showcasing a wide range of

Photo: Dante Parducci

Island Sotheby's International Realty's Ryan MacLaughlin, R(B) and Alex Cortez, R(B) represented the buyers in the significant sale of 4585 Makena Road, Kihei Hawai'i.

Sold for $25,000,000, this 7 bedroom, 8.5 bathroom Makena Estate offers sophisticated, contemporary flair and over two acres of manicured tropical landscaping, making it both an ideal private retreat and a home for those who love to entertain. 

Photo: Dante Parducci

This significant sale finalized in late May marks the highest on Maui in the last five years. Nothing surprising for our seasoned realtors as both Ryan and Alex also represented the sellers of the previous highest sale in the last five years, 4508 Makena Road, which sold for $24,600,000 in

How's the Market?

See quick stats above and click HERE for a deeper dive into Maui Real Estate statistics for April 2020.

Island Sotheby’s International Realty’s Candy Mulcoy R(S) sells another extraordinary residence on Maui’s west side shores, Kahua Kai Pl, located in the coveted gated community of Kaanapali Golf Estates.

This 3,800 Sq Ft residence features a spacious 3 bedrooms and 4 baths with an ocean view office that makes any work from home job a dream. The 1,000 Sq Ft of covered lanai offers the ultimate entertaining space or outdoor oasis. A gorgeous pool and relaxing spa and sauna are just a few of the many amenities offered.

Located in this residence you will find that the custom interior design blends some of the most exotic arrays of wood and Italian marble imported from Italy. The professionally designed kitchen is decorated with the finest

Teresa Nelle, Realtor (S), Island Sotheby's International Realty - West Maui Office

The Hawaiian value of aloha has a lot of different meanings. But, during the holiday season, aloha means spreading love throughout your community and to those who need it most. At least, this is true for Island Sotheby International Realty Agent Teresa Nelle, who’s been volunteering her time to feeding the community of Maui for the last 7 years alongside a program called Feed My Sheep.

“I believe no one should go hungry, its a basic human right to have enough to eat, especially in a rich country,” said Nelle when asked about why she started working with FMS.

Feed My Sheep is a mobile food distribution program, unlike any other. By driving out into the

Island Sotheby's International Realty welcomes Becky Hanna to its elite team of real estate brokers.

Raised in the real estate industry, Becky brings a lifetime of experience representing buyers and sellers of Maui property. Originally from Texas, her father was one of Houston’s premier custom homebuilders and her mother assisted in decorating these fine homes.

Becky has experience in the finance sector as well, serving as a personal assistant to high-end clientele in the banking industry. She also opened her own restoration company restoring vintage homes in West Palm Beach, Florida and first moved to the Hawaiian Islands in 1973.

Becky’s goal is to assist both Buyers and Sellers accomplish their goals in a professional and thorough