One of five beaches within Wailea Resort, Wailea might be the prettiest. It’s big, wide, and protected on both sides by black-lava points. It’s the front yard of the Four Seasons Resort Maui and the Grand Wailea, and hotel staff populates the sand with umbrellas and beach chairs. The view out to sea is magnificent, framed by neighboring Kahoolawe and Lanai and the tiny crescent of Molokini, probably the most popular snorkel spot in these parts. The clear waters tumble to shore in waves just the right size for gentle riding, with or without a board. From shore, you can see Pacific humpback whales in season (Dec–Mar) and unreal sunsets nightly. Facilities include restrooms, outdoor showers, and limited free parking at the blue shoreline access sign, just south of the Grand Wailea on Wailea Alanui Drive.