You’re on Maui, enjoying your vacation vibe, but you realize there’s something missing from that Mai Tai you’re sipping. The scene would be just that much more perfect if you were enjoying your evening with laid back live music ushering in the sunset. 

To help you enjoy that perfect vacation dream, we’ve rounded up the best live music on Maui, from Lahaina down to Wailea. 

Note: we called to verify the live music dates and times with each restaurant and they are accurate as of the publish date of this article. 


Map of the Best Live Music on Maui


Live Music in Lahaina and West Maui

If you’re staying in Lahaina or visiting for a day, you’ll want to check out at least one of these great spots for live music. And don’t forget to read our full Lahaina guide — everything you need to know about what to do, where to eat, and where to stay. Don’t visit Lahaina without reading this first. 

Cool Cat Cafe

Located across from the Banyan Tree in Downtown Lahaina, this family-friendly restaurant offers live music Thursday – Sunday from 6:30 pm – 8:30 pm. This 1950’s style diner offers a great menu with hamburgers, root beer floats, salads, and a great bar. Always friendly and fun, you’ll enjoy a casual evening here listening to music. 

Fleetwoods on Front Street

Music is front and center at this restaurant. Owned by rock and roll legend Mick Fleetwood, this upscale casual restaurant has an impressive nightly entertainment calendar. Here you’ll find two shows each evening, a sunset ceremony and a later show. Both take place on the rooftop of the restaurant. 

You can check the calendar for artists and make reservations on their website

Down the Hatch

Down the Hatch is located in the bottom courtyard of the Wharf Cinema Center and is open from 7:30 am until midnight daily. Always a fun vibe, they offer an entertainment calendar with live music starting at 8 pm multiple times per week. No reservations are accepted and this place is very popular, so expect a bit of a wait during the most popular times. 

We also love Down the Hatch for their happy hour. Get our full list of the best Lahaina Happy Hours, with and without live music. 


Kimo’s is somewhat of an institution on Front Street in Lahaina. They are located in a prime ocean-front spot and offer a popular lunch, happy hour, and dinner. They also make sure to keep the atmosphere light with live music from 6 pm – 8 pm daily. This is a very popular spot so reservations are definitely a must. 

Hula Grill

Head to Hula Grill for a double set of live music. Located in Ka’anapali in a beachfront location in Whalers Village, the Hula Grill offers great sunset views, food, and live music in a fun atmosphere. You can literally sit with your toes in the sand here, so the vacation vibe is strong. They have live music daily from 2:30 pm – 4:30 pm and again from 6:30 pm – 9 pm. Hula Pie, live music, and sunset. 

Duke’s Maui

Another live music option in Ka’anapali is Duke’s Beach House. Located right on the north Ka’anapali walking path, this restaurant offers great views, a vacation vibe, and of course, live music. Live music is offered from 5:30 pm – 8 pm daily, so you can watch the sun go down, sip your cocktail, and listen to a talented musician as the night is ushered in. 

Captain Jack’s

The wharf cinema complex in Lahaina is full of live music — Captain Jack’s is the third restaurant to offer live music. During happy hour (daily from 2-5 pm) they offer live music. You can check their website to see what music is on the schedule for the afternoon. 

Sail Maui Sunset Cruise

We love a good sunset cruise because you get to enjoy a sailboat, a drink (or more), a beautiful sunset, and you can usually find live music on board. Sail Maui is our go-to sunset cruise leaving from Lahaina — the crew is always so welcoming, the boats are well maintained, and we love their live music. 

You can read our review and book online directly with Sail Maui. Don’t forget to use the code HVG10 for 10% off your sail. 


Live Music in Wailea and Kihei

South Maui doesn’t skimp on the live music. Whether you’re looking for an upscale evening or something more casual, you’ll find plenty of live music options to enjoy. 

Lehua Lounge at the Andaz Hotel

The Andaz hotel is stunning. Perched on the hill overlooking multiple pools and Mokapu Beach in Wailea, the Lehu Lounge in the hotel offers an unforgettable view. To top it off it also offers live music to make the ambiance that much better. Live music is on the schedule nights that they don’t offer the Feast at Mokapu luau. Currently, you’ll find live music there on Monday, Wednesday, Friday, and Saturday evenings from 6 pm – 9 pm

Monkeypod Kitchen

Monkeypod Kitchen is a favorite stop for most visitors: casual atmosphere, mai tai’s with their signature lilikoi foam, and live music. (Oh, and kids 3 and under get free pasta, so that’s a plus!). Currently their live music schedule is from 12-2 Thursday through Saturday, but they may be adding more times in the future so call for additional times. 

They also make our list of the best Wailea happy hours — get the full list for your trip!

Four Seasons Maui Lobby Lounge

We love a good hotel lounge (who doesn’t?) and the Four Seasons really delivers here. They offer live music nightly in their lounge from 5:30 pm – 9:30 pm. You’ll also find a solid beverage menu as well as a good bar food menu, with options like sushi, salad, and thai style satay. 

The Four Seasons is one of our favorite luxury hotels on Maui. Get the scoop on where to stay on Maui — from budget accommodations to luxury hotels like this one. 

Nalu’s South Shore Grill

Nalu’s food is fantastic, but there’s more to enjoy at this Kihei restaurant. This casual, counter-service restaurant offers nightly live music that you can enjoy along with their well priced food and drink options. Music starts at 6:30 pm or 7:30 pm, depending on the day. You can check their weekly live music schedule on their website

Kai Kanani Sunset Cruise

A sunset cruise is always a good time and what makes this option from Kai Kanani even better is the live music. When we boarded the boat we were immediately greeted by a duo strumming guitars and singing mellow, island-life favorites. Check out more information about our favorite south Maui tour operator and their sunset cruise


Enjoy the Best of Maui

Heading to Maui or already here? We have you covered with full in-depth lists and guides to help you make the most of your vacation:


Erica Gellerman

Erica Gellerman

I'm the co-founder, with my husband Jordan, of The Hawaii Vacation Guide. We live on Maui with our toddler Henry and our sweet but quirky dog Hattie. I am a planner! I love to plan island-hopping adventures, days out on Maui, and everything in-between. I spend a lot of my time on our SUP and my favorite time of year in Hawai'i is whale season!

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