The South Shore’s resort community, Wailea is slightly quieter and drier than its West Maui sister, Kaanapali. Many visitors cannot pick a favorite, so they stay at both. The luxury of the resorts (borderline excessive) and the simple grandeur of the coastal views make the otherwise stark landscape an outstanding destination. Take time to stroll the coastal beach path; a handful of perfect little beaches, all with public access, front the resorts.
The first two resorts were built here in the late 1970s. Soon a cluster of upscale properties sprang up, including the Four Seasons Resort Maui at Wailea and the Fairmont Kea Lani. Check out the Grand Wailea Resort’s chapel, which tells a Hawaiian love story in stained glass.