Aston Maui Hill
Take in sweeping views of the ocean and Haleakala from the large lanai of the one- to three-bedroom units at this sprawling, well-maintained property just outside the swanky Wailea Resort. There's not much in the way of amenities (pool, small whirlpool spa, tennis court, putting green, shuffleboard, and daily housekeeping), but just across the street is Kamaole Beach Park III, one of the area's most popular spots for family picnics and sunset watching.