Best Restaurants for Wine Lovers in Wailea
Spago Maui holds a 5,000-bottle inventory with particular depth in Burgundy, France, Italy, and California, and Wine Spectator Best of Award of Excellence. The Restaurant at Hotel Wailea (RHW) holds a 14,030-bottle cellar of French and Californian depth and the same award, and it serves prix fixe.
DUO Steak and Seafood is a poolside, open-air steak and seafood restaurant at the Four Seasons, serving a la carte and buffet, with an exceptional sommelier-led programme and Wine Spectator Award of Excellence. Ka'ana Kitchen holds Award of Excellence and a wine programme, and serves Hawaiian fusion farm-to-table food at Andaz Maui. Humuhumunukunukuāpua'a holds Award of Excellence and serves Hawaiian seafood and steak a la carte over a saltwater lagoon at Grand Wailea Maui. Chef’s Garden Table serves a tasting menu and a set menu for 2 to 8 guests in the gardens at Hotel Wailea, and the wine programme is exceptional.
How this list is chosen: Restaurants with a Wine Spectator Restaurant Award or a deep wine list, listed alphabetically. Updated October 8, 2026.
Chef’s Garden Table
Deep wine list
Chef’s Garden Table brings Wailea dining down to the scale of soil, shade, and proximity. Its garden setting matters because Maui’s resort corridor often turns local sourcing into décor; here, the stronger editorial question is how closely the meal can stay tied to the island’s growing culture rather than the usual oceanfront script.
DUO Steak and Seafood
Wine Spectator Award of Excellence · Deep wine list
DUO sits within the Wailea resort corridor at 3900 Wailea Alanui Drive, placing it inside South Maui's most concentrated stretch of upscale dining. The address alone signals a certain kind of evening: planned, unhurried, oriented toward the Pacific. For visitors building a dinner itinerary around Kihei and Wailea, it belongs on the short list worth investigating before you arrive.
Humuhumunukunukuāpua'a
Wine Spectator Award of Excellence · Deep wine list
Set over a saltwater lagoon at Grand Wailea Maui, Humuhumunukunukuāpua'a is one of Maui's most recognisable oceanfront dining addresses. A comprehensive 2023 renovation refreshed the space while the kitchen's focus on Pacific-sourced seafood and Hawaiian ingredients remains central to the experience. For visitors to Wailea's South Maui resort corridor, it occupies a distinct tier among dining options.
Ka'ana Kitchen
Wine Spectator Award of Excellence
Ka'ana Kitchen sits within Wailea's resort corridor and operates in a part of the Hawaii dining scene where farm-to-table sourcing is the entry price of credibility, not a differentiator. The kitchen draws on Maui's agricultural network, positioning it inside a tier of island restaurants where provenance and local producer relationships shape the menu's character more than any single technique.
Spago Maui
Wine Spectator Best of Award of Excellence · Deep wine list
Wolfgang Puck's Spago at the Four Seasons Resort Maui at Wailea brings the California-rooted American-Asian cooking that made his name to a setting where the Pacific feels immediately present. Wine Director Katie Schwend oversees a 5,000-bottle inventory with particular depth in Burgundy, France, Italy, and California. Dinner pricing runs at the $$$ tier, placing it firmly among Wailea's most serious dining options.
The Restaurant at Hotel Wailea (RHW)
Wine Spectator Best of Award of Excellence
The Restaurant at Hotel Wailea occupies a price tier where Hawaiian fusion is taken seriously as a culinary tradition rather than a tourist concession. Chef Ryan Cruz and Wine Director Jeremiah Allen anchor a dinner program backed by a 14,030-bottle cellar with deep French and Californian depth.
Planning restaurants for wine lovers in Wailea
- Which Wailea wine restaurant has the deepest cellar?
- The Restaurant at Hotel Wailea (RHW) has the deepest cellar on this list, at 14,030 bottles, with French and Californian depth. Wine director Jeremiah Allen and chef Ryan Cruz work with that cellar on a prix fixe menu. The restaurant holds Wine Spectator Best of Award of Excellence for 2025 and 2026.
- Which Wailea wine restaurant has the largest bottle count?
- The Restaurant at Hotel Wailea (RHW) has the largest bottle count on this list, at 14,030 bottles. Spago Maui follows with a 5,000-bottle inventory, and both are in Wailea. RHW's cellar has deep French and Californian depth.
- How many Wine Spectator award winners are in Wailea's wine-restaurants list?
- Our guide counts 2 Best of Award of Excellence and 2 Award of Excellence. On this list, Spago Maui and The Restaurant at Hotel Wailea (RHW) hold Best of Award of Excellence, and DUO Steak and Seafood and Ka'ana Kitchen hold Award of Excellence.
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