The Pint & Cork
A casual gastropub in The Shops at Wailea serving elevated pub food, cocktails, and beer. It suits late lunches, happy hour, and sports-friendly dinners more than a formal night out.
- Late hours
- Happy hour
- Cocktails and craft beer
- Sports-friendly TVs
The Pint & Cork is Wailea’s kind of easygoing answer to a resort-area meal: a casual gastropub in The Shops at Wailea that pairs elevated pub food with cocktails, beer, and a sports-bar setup. It stands out less for fine-dining polish than for usefulness and personality. This is a place for travelers who want something relaxed but better than basic, with enough menu range to handle a late lunch, happy hour, or a no-fuss dinner after a beach day or shopping stop.
What it does best
The food lands in a sweet spot between comfort and island flavor. Expect familiar pub favorites with more character than standard bar fare: fish tacos, fish and chips, poke, ceviche, sliders, deviled eggs, and mac and cheese, including a lobster version. That mix makes the restaurant especially appealing for groups, since it covers both seafood seekers and people who just want something hearty and easy.
The cocktail list is another strength. Drinks lean playful and approachable, with tropical touches alongside whiskey-forward options, plus beer, wine, and nonalcoholic choices. The result is a menu that feels broad without being scattershot. It also helps that there’s a kids’ menu, which makes the place more flexible than a typical bar.
The feel of the place
The Pint & Cork is built for casual energy rather than hushed ambiance. Think dark, lively, bar-centered dining with plenty of TVs and a strong sports-watching identity. In South Maui, that makes it a practical outlier: many nearby spots in Wailea lean more formal, more scenic, or more expensive. Here, the mood is social and low-pressure, with a first-come, first-served setup that suits spontaneous plans.
That same setup is part of its charm. It is not trying to be a special-occasion restaurant; it is trying to be the dependable place you can drop into when you want a solid meal, a drink, and a comfortable seat. Executive Chef Maka Kwan helped shape the gastropub direction, which gives the menu a bit more local character than the usual resort bar.
Tradeoffs to know
The main tradeoff is that the place’s strengths are practical, not romantic. It is not the best match for a quiet date night, a scenic splurge, or anyone expecting a reservation-driven dining room. The no-reservations policy can also be inconvenient at busy times. And while the price point is still casual relative to Wailea’s finer restaurants, it is not a bargain spot; resort-area convenience and a broader menu come with a higher check than the setting might suggest.
There is also a gluten-sensitive note on the menu, but cross-contamination is a real possibility, so strict gluten-free diners should be cautious.
Who should go
The Pint & Cork is best for travelers who want a relaxed, flexible meal in Wailea without giving up on food quality. It works well for groups, families, sports fans, happy-hour hunters, and anyone looking for a later-night option in South Maui. Travelers looking for a quieter, more polished, or reservation-friendly experience should look elsewhere.
