What’s Happening on Maui This September? 5 Shows You Don’t Want to Miss

Looking for things to do on Maui this September? Whether you live on island or you’re visiting Maui and searching for something to do after the beach, sunset and dinner, Da Playground Maui has your nightlife plans covered.

Located at Maalaea Harbor in Wailuku, Da Playground is one of Maui’s go-to destinations for live music, concerts, comedy, DJs, dancing and nightlife. From touring artists and reggae concerts to comedy shows, themed parties and throwback nights, September is packed with reasons to get out and experience the other side of Maui.

If you’ve been searching for Maui nightlife, Maui concerts, live music on Maui, things to do in Maui at night, Maalaea nightlife, Maui events this weekend, Maui entertainment, Maui DJ events or simply wondering what’s happening on Maui, here are five upcoming events you’ll want on your calendar.

September 4: Jose Raymond Comedy Night

Ready for a night of laughs?

Jose Raymond takes the stage at Da Playground Maui on September 4 for a night of stand-up comedy featuring local and visiting talent.

Raised in Watts, California, Jose brings hilarious storytelling, sharp observations and plenty of personality to the stage. Hosted by Jesse Mumma and featuring James Mane, this is a great option for couples, groups of friends and anyone looking for something different to do on Maui at night.

Your admission also includes two drink tickets, redeemable for beer, wine, well drinks up to $10 or non-alcoholic beverages.

If you’re searching for Maui comedy shows, comedy in Maui, things to do in Maalaea at night, Maui date night ideas or nighttime activities on Maui, this one belongs on your list.

September 5: Baddies White Party Ladies Night

Maui, bring out the white fits.

Baddies White Party Ladies Night takes over Da Playground Maui on September 5 for a high-energy night of DJs, dancing and island nightlife.

Dress in white, bring the crew and get ready for a night built around music, dancing and good vibes.

For visitors wondering where to go dancing on Maui or locals searching for the next big Maui ladies night, this is your move.

Expect a packed dance floor and a soundtrack loaded with hip-hop, Top 40, throwbacks, club music and party favorites.

Perfect searches for this event include Maui ladies night, Maui dance clubs, Maalaea nightlife, Maui DJ party, Maui weekend events and best nightlife in Maui.

September 11: Aphrodisiac Featuring DJ Motiv8

On September 11, High Frequency and Da Playground Maui present Aphrodisiac, featuring world-famous DJ Motiv8 of the Black Eyed Peas.

DJ Motiv8 hits the decks with a mix of hip-hop, pop, dance music and throwbacks, joined by special guest DJ Stylzand an opening set from West Maui favorite DJ Maddysparxx.

Doors open at 8:30 PM with music beginning at 9 PM.

If you’re visiting the island and searching for Maui clubs, Maui DJ events, dancing in Maui, Maalaea nightlife, Maui nightlife for adults or things to do in Central Maui at night, Aphrodisiac gives you a completely different Maui experience after dark.

Come for sunset. Stay for the nightlife.

September 12: Emo Night Maui

Dust off the Vans, grab your black eyeliner and get ready to scream every lyric.

Emo Night Maui returns September 12 with a night dedicated to the alternative, pop-punk, punk rock and emo songs that defined an entire generation.

Expect music inspired by the era of My Chemical Romance, Fall Out Boy, Blink-182, Paramore, Taking Back Sunday, Green Day, Sum 41 and more.

Whether you were there the first time around or discovered these songs years later, Emo Night is all about nostalgia, singing way too loud and reliving the soundtrack of the early 2000s.

Searching for alternative music Maui, rock music Maui, emo night Maui, punk rock Maui, Maui themed parties, Maui nightlife events or fun things to do on Maui this weekend?

You found it.

September 27: Long Beach Dub Allstars Live on Maui

September closes out BIG.

Long Beach Dub Allstars bring their signature Southern California reggae-rock sound to Da Playground Maui on September 27.

For fans of reggae, ska, dub and alternative rock, this is one of the month’s must-see Maui concerts.

Live reggae and island culture have always gone hand-in-hand, making this the perfect show for both Maui residents and visitors looking for live reggae music on Maui.

If you’re searching for Maui reggae concerts, reggae shows Maui, live bands Maui, concerts in Maui 2026, live music Maalaea or Maui concert tickets, put September 27 on the calendar.

Maui Has More to Offer After Sunset

Maui is famous for beaches, waterfalls, snorkeling, hiking, sunsets and incredible restaurants—but your day doesn’t have to end when the sun goes down.

There’s a growing world of Maui nightlife and live entertainment happening right here at Maalaea Harbor in Wailuku.

Whether you’re staying in Wailuku, Maalaea, Kahului, Kihei, Wailea, Makena, Lahaina, Kaanapali or anywhere else on the island, Da Playground gives you a place to experience live concerts, comedy, reggae, DJs, dance parties and special events on Maui.

It’s also a great option when you’re searching for:

Things to do in Maui at night • Maui nightlife • Maui concerts • live music Maui • Maui events this weekend • things to do in Maalaea • Maalaea nightlife • Central Maui nightlife • Maui entertainment • Maui comedy shows • Maui DJ events • Maui reggae concerts • dancing in Maui • Maui date night ideas • Maui weekend events • live bands Maui • upcoming concerts Maui • Maui event calendar • Maui nightlife for adults • what to do on Maui tonight

Make Da Playground Part of Your Maui Nightlife Plans

Whether you’re a Maui local looking for your next night out or visiting the island and want to experience something beyond the traditional tourist itinerary, check out what’s happening at Da Playground Maui at Maalaea Harbor in Wailuku.

New shows and special events are added throughout the year, including national touring artists, local musicians, reggae concerts, comedy shows, EDM events, hip-hop nights, throwback parties, drag shows and themed nightlife events.

September is already stacked.

Grab your friends, pick your show and experience Maui nightlife at Da Playground Maui.

Tickets and upcoming events are available now at Da Playground Maui.

Don’t wait until the night of the show—some events have limited capacity and can sell out.

See you at Da Playground. 🌴🎶