A market where you can borrow a dog for the day. The clothing-discouraged drum circle every Sunday at sunset. A honky-tonk bar that's dedicated to Willie Nelson. Yes, we're talking about Maui
Activities
Four Seasons Resort 3900 Wailea Alanui Dr., Wailea, 808/874-8000
Shopping
Foodland 1881 S. Kihei Rd., Kihei, 808/879-9350
Nightlife
Hapa's 41 E. Lipoa St., Kihei, 808/879-9001, hapashawaii.com
Mulligan's on the Blue 100 Kaukahi St., Wailea, 808/874-1131
Haleakala and Upcountry
Upcountry Maui surprises people: The cooler temperatures, misty green rolling hills, and small farms can fool you into thinking you've wandered into Brigadoon. It makes for a heck of a contrast with the stark beauty of Haleakala, a volcano 10,023 feet high at the summit.
Lodging: Conveniently about halfway up, the Kula Lodge & Restaurant is pretty much the only stop on the drive to Haleakala for full meals and lodging. It's a cozy place to refuel, with a fire by which you can fight the chill.
Food: Komoda Store & Bakery sells fresh pastries, like chocolate cream puffs sprinkled with white sugar. While dinner is a splurge, lunch at the Haliimaile General Store doesn't have to be. With some restraint, you can enjoy outstanding regional cuisine, such as a sashimi napoleon, for around $15 per person.
Activities: The winding road to Haleakala National Park is legendary, but it's the summit's Mars-like crater that will amaze you. Dress warmly if you plan to be there for sunrise or sunset--temperatures drop into the low 30s. The high elevation means that the free tasting at Tedeschi Vineyards can go to your head; be sure to designate a driver.
Note: This story was accurate when it was published. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.