Maui is the second-largest Hawaiian island and it is really two volcanoes joined by a flat isthmus. The older West Maui Mountains hold ʻĪao Valley and the resort coast of Kāʻanapali. The huge volcano of Haleakalā, "house of the sun" in Hawaiian, makes up more than three quarters of the island and reaches 10,023 feet (3,055 m). Between them, Kahului holds the airport and the big-box stores. Hawaiians lived here long before Lahaina became a royal capital and then a whaling port, and the island is still a place where people live, farm and surf, not only a resort.
It is a beach island, and the beaches are good, but five days is enough to see why it's more than that. You can snorkel inside a drowned crater at Molokini, drive up to a summit that is regularly below freezing, eat at a roadside stand in the rainforest and watch a sunset from a lava-rock cliff. The honest catch is the driving. Distances look short on the map and take hours, and the best days start before dawn. Rent a car, book the few things that need booking weeks ahead, and the rest is easy.
This plan assumes you stay in one of three bases (see Where to Stay) and drive out each day. Day one is the beaches of South Maui, day two Molokini and Central Maui, day three the Haleakalā sunrise and Upcountry, day four West Maui with a respectful visit to Lahaina, and day five the Road to Hāna. We recommend starting on a Tuesday, so the bakery in Makawao, the noodle shop in Wailuku and the winery in Ulupalakua are all open on their days, and the long Hāna day lands on a Saturday. Maui is the easiest way into Hawaii beyond Oahu.