Experience September: Maui's Unmissable Happenings This Month!

From lively block parties and reggae rhythms to indulgent chocolate tastings, September on Maui is packed with hidden gems waiting to be discovered. Join us for a month of unforgettable island experiences!

September Events & Performances

1. Experience Maui Forest Birds

When: Sunday September 8th from 2:00pm-3:30pm 

Maui Chocolate is a local company that grows its own cacao and transforms it into delicious chocolate right here on the island at their farm and factory. Known for their exceptional commitment to the community, they donate all of their net profits back to support Maui's local initiatives. Join Maui Kuia Estate Chocolate for an exclusive Chocolate Factory Experience. Every ticket helps protect and recover native forest birds on Maui. Deep dive into the fascinating journey of chocolate-making—from cocoa bean to award-winning treat. Learn the inside story of how chocolate is made with Maui Ku'ia Founder and CEO, Dr. Gunars Valkirs. You will be guided along an hour-long tour at the factory which includes chocolate samples. Find tickets here. 

2. Wailuku First Friday Party 

When: Friday September 6th 6:00pm-9:00pm

​Wailuku First Friday began in 2008 as a grassroots effort to revitalize and celebrate the historic town of Wailuku, located in Maui, Hawaii. Inspired by similar events across the country, local businesses, artists, and community leaders came together to create a monthly gathering that would showcase the town's rich culture and provide a platform for local talent. From its humble beginnings, Wailuku First Friday quickly gained popularity among residents and visitors alike. Each event features live music performances, local food vendors, artisan booths, and activities for families, creating a festive atmosphere that highlights the unique charm of Wailuku. Over the years, Wailuku First Friday has grown into a beloved community tradition, drawing crowds from all over Maui to experience the lively street fair and support local businesses. It has become not only a cultural showcase but also an economic driver for the town, promoting tourism and boosting the local economy. Today, Wailuku First Friday continues to thrive as a testament to the spirit of community and creativity in Wailuku, welcoming everyone to come together and celebrate the beauty and diversity of Maui's historic capital.​

3. Reggae At The MACC 

When: Sunday September 15th at 6:00pm

Reggae holds a special place in the hearts of Maui locals, second only to Hawaiian music. Since their formation in 1995, Slightly Stoopid has evolved into a musical brotherhood, led by the versatile duo of Miles Doughty and Kyle McDonald. Known for their eclectic fusion of rock, reggae, acoustic soul, hip hop, heavy metal, and punk rock, the band has achieved both artistic freedom and commercial success while remaining true to their DIY ethos. This year, they’re bringing their signature sound to the Maui Arts & Cultural Center (MACC), with reggae legends Steel Pulse opening the show, promising an unforgettable experience for fans. Find tickets here. 

4. Mala Ocean Tavern  

Operating hours: Monday-Friday: 9am-9pm | Saturday-Sunday: 9am-1am

Mala Ocean Tavern in Lahaina has officially reopened, welcoming guests daily from 9 AM to 9 PM. This cherished oceanfront haven has long been a favorite among both locals and visitors, known for its vibrant, island-inspired cocktails, an unparalleled seaside setting, and the freshest seafood Maui has to offer. Whether you're soaking in the stunning sunset views or savoring a leisurely meal, Mala's ambiance is unmatched. Don’t miss their weekend late-night happy hour from 10 PM to 1 AM, where you can enjoy game nights, groove to live DJs, and discover talented local artists in an energetic and intimate setting. 

5. Whalers Village Kaanapali 

Whalers Village is more than just a shopping destination—it's a hub of activity where locals and visitors alike immerse themselves in the best of Maui. From in-store demos and hands-on classes to a diverse lineup of entertaining events and activities, there's always something happening here. Whether you're strolling along the stunning shorelines, savoring delicious meals at the oceanfront restaurants, or simply soaking in the lively atmosphere, Whalers Village offers something for everyone. Join the Whalers Village Community for Friday Afternoon Lay weaving, Saturday hula lessons, or Wildlife Wednesday at the Hawaii Wildlife Discovery Center. For more information on the weekly events visit the whalers village website.

September in Maui is brimming with activities that showcase the island’s unique culture, breathtaking landscapes, and vibrant community spirit.  Let us help you find the perfect home for your next vacation so you don’t miss out on any of these incredible experiences! Contact our team directly at rezinq@mauiresortrentals or start searching our collection of luxury vacation rentals now on our site.