Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui sits on Wailea Alanui Drive. It is a ten-minute walk from Wailea Beach and a fifteen-minute walk from The Shops at Wailea.

Most resorts in this part of the island feel confined to a single strip of sand, but the sheer scale of this property changes how you spend a day. With its own sprawling outdoor pool and dedicated fitness classes, it functions less like a hotel and more like a self-contained village. You end up relying on the gym or the on-site bars because walking to the busier public areas of the coast requires more effort than the amenities here justify. It is a better choice for those who prefer to settle in for a long stay rather than treat their accommodation as a mere base for exploring the wider island.