Wailea

Ka'ana Kitchen is a reliably well-run resort wine program with real talent behind it — three sommeliers, legitimate producers, and a list that earns its Wine Spectator badge. Just know going in that you're paying Wailea prices, so calibrate your order accordingly and lean on the staff to find your value play.

A resort wine program that actually earns its Wine Spectator credential — Ken Caldwell's list is focused, properly managed, and deep enough to make dinner interesting. You're paying resort markups, so go in eyes open, but the setting is ridiculous and the wine backs it up.

If you're eating at Hotel Wailea anyway, the wine list is a genuine reason to linger — just come on a Wednesday, eyes open, and go deeper than the obvious names. The markups sting, but the depth is real and this is one of the most serious wine programs on Maui.