The Best Places to Drink and Do in Wailuku
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Wailuku has exactly one place on the list so far: Esters Fair Prospect, honored by Food & Wine.
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A tiny tiki bar tucked into Wailuku well off the resort circuit, Esters Fair Prospect pours tropical cocktails from a patio that feels like it was built for lingering. The drink list leans into local ingredients, including okolehao, a plantation-era spirit made from tī root. Food & Wine named it one of the top bars in the US in 2025. Bar snacks, ceramic mermaid cups, and happy hour daiquiris round out the picture.
The awards
- Food & Wine Food & Wine: The 10 Top Bars in the US
- Eater Eater: The 25 Best Maui Restaurants