Where to Find the Best Happy Hour in Wailea

 In Hawaiʻi, the expression “pau hana” is often interchanged with the phrase “happy hour,” and translates to “work is finished.” It refers to a conscious decision to leave any worries behind and enjoy free time. The essence of “pau hana” encourages visitors to put down their phone and relax in the company of others over drinks and pupus (appetizers). Here are some of the top spots to find the best happy hour in Wailea.

But wait, there’s more. We’re here to help demystify some of the unusual words you might see on menus like furikake, laulau and lilikoi — and explain which meat is being served and why. And possibly most importantly of all, provide the fun facts on the origins of local dishes

If you’re happy with your meal, tag us @HawaiiIslander on Instagram to share the love.

Feature Image: Luana

Wailea Happy Hour Map

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5 Palms
Photo: @5palmsrestaurant

5 Palms Restaurant

Offering a menu of fresh local fish and produce, 5 Palms boasts breathtaking coastline views as well as a Bloody Mary that’s like a meal and a drink in one. There are two times to catch happy hour every day — 3pm to 5pm and a late night option from 9 pm to 10pm. Open 7am to 2:30pm and 5pm to 9pm. Happy hour is daily 3pm to 5pm and 9pm to 10pm.  5palmsrestaurant.com

Four Seasons
Photo: @fsmaui

Four Seasons Lobby Lounge

Certain aspects of hospitality can upgrade a decent experience to a “can’t-miss” experience — for instance, complimentary valet parking, live music and of course, special prices. The Four Seasons Lobby Lounge has all of those perks, plus legendary service. Open 5pm to 10:30pm, with a hula show at sunset and live music 5:30pm to 10:30pm. fourseasons.com

Photo: Courtesy of Monkeypod Kitchen

Monkeypod Kitchen

An abundance of beers on tap—served at the optimal temperature—and a menu that serves everything from hand-tossed pizzas cooked in a kiawe wood-burning oven to fresh local fish make this spot a happy hour heaven. The sunsets are also astounding. Open 11am to 10pm with a daily happy hour 3:30pm to 5pm. monkeypodkitchen.com

Photo: @morimotomaui

Morimoto Maui

Sure, the Craigslist casual encounter section has closed down, but its spirit is alive and well at Morimoto Maui. Peruse the drink specials while scoping out someone special for yourself. The epic sunsets create quite the vibe. Open every day 12pm to 8pm. morimotomaui.com

the pint and cork array of beers in wailea maui
Photo: @thepintandcork

The Pint and Cork

There’s a certain mystique to locals-only spots. A forbidden lure, if you will. The Pint and Cork is a rare example of a local favorite that doesn’t ice out visitors. Expect an upscale gastropub vibe here. Order the Shishito peppers, an old-fashioned and kick back. Open daily 12pm to 11pm. Happy hour is daily 12pm to 5pm. They’d be grateful for the opportunity to fill your tummy with a cold one and a nice bite to eat. thepintandcork.com

Tommy Bahamas-Maui-Hawaii-credit @tommybahamarestaurant-feature 800x450
Photo: @tommybahamarestaurant

Tommy Bahama

It’s a sad but true part of life — good service often comes at a cost. Here, however, you can have  high quality drinks and pupus at a great value AND great service. Rum drinks like the Crazy Cuban and Painkiller are known crowd pleasers. Happy hour is every day 2pm to 5pm. Open 12pm to 8pm every day. tommybahama.com

Photo: @fairmonthotels


Described as the perfect mix of luxury and comfort, this lounge has it all—great views, knowledgeable and attentive staff, fantastic drinks and even games to pass the time. Ask the bartender for advice when ordering, but even blind guesses from the menu won’t disappoint. The Bar is open from 4pm to 10pm daily and food is served from 5pm to 10pm daily. fairmont.com

Did we miss your favorite restaurant?

Our always-hungry team of foodies have compiled this list.
Please let us know if we’ve missed your favorite eat@localgetaways.com.

Wailea Happy Hour Map

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Clean Plate Club

Clean Plate Club

The job of delivering the best possible content for our restaurant recommendations can not be left to one person. Click here to meet the team behind the Bay Area Clean Plate Club.
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