Wailea
Sunny, polished, and built around five consecutive world-class beaches
Wailea sits on the dry south shore with five white-sand beaches connected by a 1.5-mile paved public path. The neighborhood runs along Wailea Alanui Drive, a manicured boulevard lined with resort driveways, condo towers, and the Shops at Wailea, an open-air mall reachable on foot. Ulua Beach, 8 minutes walk from the central hotel strip, is Maui's best easy-access snorkel spot with healthy coral and consistent turtle sightings. Polo Beach at the south end of the path takes 20 minutes to walk and draws far fewer crowds. The golf courses here, Wailea Gold and Wailea Emerald, sit above the coast with unobstructed views toward Molokini Crater, 9 miles offshore. Maalaea Harbor, where most snorkel boats depart, is a 15-minute drive north on Pi'ilani Highway. Kahului Airport sits 30 minutes away. Rain is genuinely rare on this side of the island. The south shore logs 300-plus sunny days annually, which is why resorts built here first. The tradeoff is cost: everything in walking distance carries resort markup. The nearest real supermarket is Safeway on Pi'ilani Highway, a 10-minute drive. Restaurants worth crossing town for include Monkeypod Kitchen at Wailea Gateway Plaza and Nalu's South Shore Grill for local plate lunch on the fringe.
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Prices shown for 1 room, 2 adults. Click to see current availability.





