Maui in May

April through June and September through November give you the sweet spot - fewer crowds, better prices, and still great weather. Summer brings families and higher hotel rates, while winter means whale season (December through April) but also more rain on the windward side. Humpback whales migrate here from Alaska, making winter snorkeling and boat trips incredible. But here's the thing - Maui's weather varies dramatically by location. Lahaina stays dry while Hana gets drenched. Pack layers because it's 80°F at sea level and 40°F at Haleakala summit. Trade winds keep things comfortable, but they die down in fall, making September and October the warmest months.