COVID UPDATE Aloha! This post – Where to Find the Best Happy Hour in Wailea – was updated in March 2021. However, as we have all learned, things can change overnight, so please check with each restaurant before visiting. We’ve included phone numbers and links to websites below. Mahalo!
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.
5 Palms Restaurant Happy Hour
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. During Covid times, 5 Palms is open 8am to 10pm every day and would be thrilled to serve you. 5palmsrestaurant.com
Four Seasons Lobby Lounge Happy Hour
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. During Covid times, the Four Seasons Lobby Lounge is open 5pm to 10pm, with a hula show at sunset and live music 5:30pm to 10pm. fourseasons.com
Monkeypod Kitchen Happy Hour
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. Happy hour is daily 3:30pm to 5pm. During Covid times, Monkeypod hours are 3:30pm to 9pm every day. They’d be delighted to have you. monkeypodkitchen.com
Morimoto Maui Happy Hour
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. During Covid times, Morimoto is open every day 12pm to 8pm. morimotomaui.com
The Pint and Cork Happy Hour
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. The happy hour menu is offered daily 2pm to 5pm. During Covid times, hours are Monday through Saturday 2pm to 10pm and Sunday 11am to 10pm. They’d be grateful for the opportunity to fill your tummy with a cold one and a nice bite to eat. thepintandcork.com
Tommy Bahama Happy Hour
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. During Covid times, Tommy Bahama is open 12pm to 9pm every day. tommybahama.com
LUANA Happy Hour
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. fairmont.com