Ambrosia Martini Lounge
Ambrosia Martini Lounge is open seven days a week and offers one of the latest happy hours on the island going from 7pm-9pm and all night on Saturdays. Ambrosia features entertainment every night in the form of DJs, live music, game nights, and much more. The space is small, which makes for easier mixing and mingling. Enjoy a small plate from their snack menu along with any of the house martinis that are all masterfully made.
1913 S Kihei Rd, Kihei, HI, USA, +1 808 891 1011
South Shore Tiki Lounge
South Shore Tiki Lounge features bamboo and tiki decor, surf videos playing on the TVs, and an outdoor lanai for live music and dancing. The lounge is open every night with a regular lineup of DJs and with live music during happy hour. Their drink menu features a selection of traditional and creative specialty cocktails, like the tiki style mai tai and the zombie. Keep an eye out for their specials, like old school Tuesdays and ladies’ night Wednesdays.
1913 S Kihei Rd, Kihei, HI, USA, +1 808 874 6444
Milagros Food Company
Milagros Food Company is a local family-owned southwestern-style restaurant that has the most extensive tequila selection in Maui. They are known for their margaritas, which are lauded as being the best on the island; they also have a variety of cocktails and beers to choose from. Milagros’ daily happy hour is from one to five in the afternoon, inside only, and offers Kona Brewing Company draft beers, Tecate and Modelo Especial, and house margaritas for only three dollars.
3 Baldwin Ave, Paia, HI, USA, +1 808 579 8755
Sea House Restaurant
The Sea House Restaurant is located at the Napili Kai Beach Resort with an open-air bar that sits right on the beach at Napili Bay. The Sea House’s beachfront whale watcher’s bar and sea breeze terrace offers a happy hour from 2pm to 5pm, cocktails from 7am to 10pm, and nightly Hawaiian entertainment from 7pm to 9pm. So customers can enjoy a happy hour cocktail by the beach and then go for a swim in the ocean.
Fleetwood’s On Front Street
Owned by Mick Fleetwood, drummer of Fleetwood Mac, Fleetwood’s On Front Street features a rooftop bar with stunning ocean views. The interior décor of the restaurant is a classic pub style with rock-and-roll artwork and memorabilia. Their happy hour runs from 5pm to 6pm, and they have live musical performances throughout the week. Head up to the roof with a cup of Pimms for sunset during the summer or with a selection from their award-winning wine list for whale watching during the winter.
744 Front St, Lahaina, HI, USA, +1 808 669 6425
Haui’s Life’s a Beach
Haui’s Life’s a Beach, also known as the LAB, is the only Kihei bar that serves draft beer in true 16-ounce pints and 24-ounce mugs. They have live music every day during their happy hour from 4pm to 7pm and all day Mondays. There is karaoke three nights a week and music and entertainment nightly. Life’s a Beach is known for their huge mai tais that contain plenty of alcohol to get customers up and singing karaoke.
1913 S Kihei Rd, Kihei, HI, USA, +1 808 891 8010
Kahale’s Beach Club
Kahale’s Beach Club is an unassuming hole-in-the-wall bar from the outside, but inside it is typically packed with locals and has been Maui’s favorite local dive bar for 20 years. Kahale’s boasts the ‘longest and happiest happy hour’ that goes from 10:30am to 5:30pm. They have live music from talented bands every night of the week. The service is friendly and you can even find the owner out on the floor waitressing and making sure everyone is having a good time.
36 Keala Pl, Kihei, HI, USA, +1 808 875 7711
Spanky’s Riptide is a sports bar with pub fare, a large beer list, and a bar dog, a chocolate lab named Spanky. The bar has plenty of TVs for guests watching a few games and also features a pool table. The bar is usually a Packers bar on Sundays, and the walls are decorated with Green Bay Packers and Chicago Cubs memorabilia; but they will make sure your team is on, whether you watch NFL, MLB, NHL, NBA or UFC.
Shops At 505, 505 Front St, Lahaina, HI, USA, +1 808 667 2337
Steel Horse Saloon
Steel Horse Saloon is a local biker bar located in Wailuku Town. They have live music regularly throughout the week, sports playing on the TVs, a pool table, and karaoke on Sundays. Steel Horse Saloon attracts mostly locals, but the staff and the local customers are just as friendly and welcoming to tourists as well. This well-maintained little dive bar has become a bar where everyone knows each other’s names.
1234 Lower Main St, Wailuku, HI, USA, +1 808 243 2206
Monkeypod Kitchen in Wailea uses local Maui vendors to create the best drink selections. They have 36 craft brews on tap that include local Maui and Hawaiian beers, a wine list with plenty of variety from around the world, and culinary cocktails. Monkeypod features live music three times daily and an outdoor patio where customers can enjoy Pacific Ocean and sunset views while sipping a no ka oi. Their happy hour runs from 3pm to 5:30pm and 9pm to 11pm every day.
10 Wailea Gateway Place B-201, Kihei, HI, USA, +1 808 891 2322