Relax in luxury and enjoy the finest South Maui has to offer from the prestigious resort community of Wailea. Wailea, along with the neighboring affluent community of Makena, is the premier destination for an exclusive Hawaiian experience, home to championship golf courses, an award-winning tennis club, world-renowned restaurants, and the island's finest beaches. Explore our collection of Wailea vacation rentals below to find the perfect stay for your next Maui getaway.