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Kihei is one of the livelier areas of Maui, there’s plenty happening when the sun goes down. The most popular spot for locals and tourists is the nicknamed Triangle. Eight bars can be accessed utilizing one parking space. Lifes a Beach stands in front and offers nightly entertainment a pool table, bar food, a full bar and draft specials. Next is the Ambrosia Martini Lounge, the smallest venue also with nightly entertainment and an outside bathroom here, key needed. Behind Ambrosia is the Kahale's Beach Club. It's a little more laid back, less expensive, and more frequented by locals. The live music is usually a band playing Hawaiian music, and they serve a limited selection of appetizers and burgers. Across from Kahale's is the Dog and Duck Irish Pub, select entertainment with participating game nights, live music and inside and outside service. Neighbor to Dog and Duck is the Tiki Lounge, this one fills up on the weekends with its house music, DJ's and loacl bands. Small bar area with better seating outside with waitress service.
Now crossing the Kihei Kalama Village Market Place (closed at night ) leads you to the Three's restaurant. Very fine dinners with a local flare. After dinner it turns into an almost like nightclub vibe. Live bands and dancing, sometimes a throw back night to the 80's. After Three's is Lulu's up a flight of stairs or take the elevator. Good for sunset drinks, live entertainment and dancing, pool table and a few video games. A larger bar food menu here as it's also a restaurant. Last would be Sansei in the opposite dirrection and in the Foodland parking lot. Serving draft beers sake and another full bar. Nightlife here is better Thursdays to Saturdays after 10 pm. Karaoke open mic, its popular and lots of fun sometimes a line to get in and they close earlier at 1 am.
The Outback and Ruby Tuesdays hold decent bars with flat screens to catch the sports and order menu items, enjoy alone or with friends. They are located in the Piilani Shopping Center.
Isana is another nightly Karaoke spot in north Kihei, sushi can be ordered late night with a few other menu items. Its a Korean restaraunt downstairs and located at the Maui Isana Hotel.
The Maui Coast hotel has the Oasis bar with live bands, dont know when they shut down. Followed by the resort bars in Wailea, there are many choices here and one that stands out is the Botero's Bar at the Grand Wailea. Wailea also gives fame to Ruth Chris Steak House with a nice bar offering nice wines and top shelf liquors and its neighbor's Tommy Bahama's and Longhis. All have dinner available at the bars.
On the top side of Wailea is Mulligans on the Blue Course, called an Irish Pub but its a decent restaurant. Many local bands and nightly events, with local celebrities. This is the spot for St. Patricks day.
Monkeypods on your entrance to Wailea from the Highway has to have one of the largest selection of beers on all the islands. Boasting 36 beers on tap along with bottled beers, wines and a full bar. A delicious semi pricy menu it's a Merriman's property. A fun place that unfortunately closes earlier due to its location next to residential homes.
There’s also the laidback Diamonds bar. Bands nightly and another place to find an old school night once a week , and for sports fans, there’s the Sports Page Bar and Grill.
Every Friday Night Kono's on the Green hosts Kihei's only Ladies night from 8:30-12:00. Maui's hottest DJ's, Dancing, $3 drink specials, and a late happy hour make this event a favorite for visitors and locals alike. Additionally, Maui's only outdoor Sunset blues, soul, R&B dance party occurs every Sunday from 5-8pm. Located at 470 Lipoa at the Maui Nui Golf course this location boasts an upscale vibe, beautiful view and a very casual and welcoming atmosphere.