Nightlife on Maui

Best Ladies Night on the Island, Makawao

Another option is Casanova Italian Restaurant, located in Makawao, which hosts visiting bands and DJs on weekends and offers the island’s best “Ladies Night” on Wednesdays until 2 a.m.

Lahaina Nightlife Scene

Lahaina, on the other hand, was once the island’s party town with multiple late-night clubs, but only a couple of places are allowed to offer dancing. Longhi’s is one of those spots and occasionally hosts DJs above their iconic restaurant on Front Street. Paradise Bar and Grill in Kā‘anapali is another popular late-night watering hole, and Black Rock Lounge at the Sheraton Maui Resort and Spa turns into a nightclub on weekends.

Bars on Maui

For what it lacks in nightclubs, however, Lahaina makes up for in bars and restaurants. Many of these establishments offer live music, and a couple of dives, like The Sly Mongoose, stay open until 2 a.m. The Dirty Monkey is the newest addition to Lahaina’s late night scene and features a selection of hard-to-find whiskeys with music and DJs on weekends. Many of the bars around Lahaina Harbor, like Cool Cat Café and Down the Hatch, are good places to find the town’s fishermen and boat crew as they festively drink through their tips. Kimo’s is where to find slack key guitar by the flickering light of a tiki torch, and the Maui Brewing Company pub in Kahana is the original location of one of Hawai‘i’s largest and most popular craft breweries.

Maui’s Best Date Night, Napili Kai

For a full evening of slack key guitar, the Slack Key Show at Nāpili Kai takes place Wednesday nights, and when paired with dinner at the Sea House Restaurant, is arguably Maui’s best date night. Here you’ll find Grammy award-winning guitar players in an intimate oceanfront setting who perform in a kanikapila style where they “talk story” with the crowd.

Live Music in Wailea

Another one of Maui’s best shows is at Mulligan’s on the Blue in Wailea, where local artist, Willie K, amazes the crowd with his range of styles from Hawaiian to opera and rock. Or, if you just want a casual cocktail while watching the sun go down, the lobby bars inside Wailea resorts offer live music and hula dancing most evenings around sunset.

Check out a Luau on Maui

Lū‘au, of course, are also a big part of nightlife on Maui for visitors, and the favorite, hands down, is Old Lahaina Lū‘au, located on Front Street. Here you experience an authentic Hawaiian evening of entertainment — that means no fire dancing since it’s an art form that originates from Samoa. The Feast at Lele, on the other hand, offers a lū‘au show with fire dancing and Polynesian cuisine, as does Wailele Polynesian Lū‘au at The Westin Maui Resort and Spa and The Grand Lū‘au at Honua‘ula in Wailea. For a riveting performance on Hawaiian history — without the feast — catch a showing of ‘Ulalena at Maui Theater in Lahaina.

A Night of Laughs on Maui

While it might not be the most intuitive way to spend an evening on Maui, Warren and Annabelle’s Magic Dinner Show is a sidesplitting evening of comedy, dinner and magic on Front Street in Lahaina. The show takes place in a hidden parlor that’s “haunted” by Annabelle, the ghost. Be warned, however, that if you sit in the front row, you’ll end up as part of the show!

Catamaran/Nightclub

Finally, to combine a classic island activity with drinks, music and dancing, Club Ali‘i Nui is just like a nightclub — only it’s on a catamaran. Trips depart from Mā‘alaea Harbor on Wednesday and Friday nights and the party goes from 9:30-11:30 p.m., with hotel pickup included.