Wailea has more good places to eat than most visitors have time for, and a few of our favorites sit right up the street from Grand Champions. These articles cover where to eat and drink in South Maui and beyond: candid restaurant and breakfast picks, the best breweries on the island, Maui’s tiki bars, and how to order (or make) a proper Mai Tai. Collectively, the posts below make up our Maui food and drink guide.
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Best Breakfast in Wailea: Our Top 10 for 2026
Breakfast in Wailea comes in many different flavors: coffee and pastries on the lanai, something hot and quick from Wailea Village, or even a luxury hotel buffet. And of course you can always hop in the car and drive to Kihei, where the plates are bigger, the prices are lower and the line starts early….
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Best Wailea Restaurants: Our Top 12 for 2026
Eating out in Wailea is more art than science. Maui is not an easy place to run a high-end restaurant. Wages and taxes are high, business can be very seasonal, and most ingredients are flown in from somewhere far away. If that reality hasn’t hit you yet, just wait until you get a look at…
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Maui Tiki Bars & Culture Explained
Ready to take a cultural detour? Tiki isn’t just carved masks and boozy cocktails. It’s a mid-century pop culture fever dream with roots in Polynesia, Hollywood, and Hawaii’s tourism boom. This post takes you through the history, the controversy, and why tiki is once again turning heads in Maui today. What Is Tiki Culture? Tiki…
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Shiver Me Mai Tais!
Mai Tais in Maui: More Than Just a Drink When you think of Maui, you probably picture golden beaches, palm trees swaying in the tradewinds, and a sunset that feels almost too perfect to be real. But ask any traveler what really cements that “I’m in Hawaii” moment, and the answer often comes in a…
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The Very Best Breweries in Maui – 2026 Edition
For Whom the Beer Tolls Hemingway may have famously downed a dozen daiquiris in an afternoon, but I’m usually making the switch to beer after a single mai tai. Fortunately, there’s no shortage of original ales, lagers, stouts, and other assorted delights conceived and brewed right here at the very best breweries in Maui. Maui’s Current…
🏝️ Host Insider Tip
Plan your dinner nights before you land. Lineage and Matteo’s Osteria are dinner only and closed Sundays and Mondays, so book those first. Then fill the rest of the week with Monkeypod’s daily happy hour from 3:30 to 5PM and easy breakfasts from Wailea Village, both a short walk from the condo.
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