4 Best Sights in Upcountry, Maui

This is one of the few places on Earth can you drive (or bike) from sea level to 10,023 feet in only 38 miles. What's more, in that ascent to summit of the Haleakala volcano, you'll journey from the lush, tropical island landscape to the stark, moonlike basin of the volcano's enormous, otherworldly crater.

Several trails take in these varied landscapes, including the Keoneeheehee (Sliding Sands) Trail, a hike with out-and-back segments to overlooks and down into the crater; if you're truly fit and ambitious, you can even follow it all the way across the crater floor. Hikers and those camping at the tent-only Hosmer Grove Campground (reservations required) should check in at the Park Headquarters Visitor Center, near the Summit District entrance. This is also a good place to learn about the volcano's history and pick up trail maps at the gift shop. You'll also find the Haleakala Visitor Center at the crater's summit.

If you plan to head to the summit before 7 am, you must make sunrise reservations, which you can do up to 60 days before your visit. (Make these and campground reservations at  recreation.gov). Although a few last-minute sunrise-viewing tickets are released online two days out, they can be difficult to secure. Alternatively, consider visiting for sunset. Reservations aren't required and, on most days, the views are as stunning as those during sunrise.

Regardless of when you head up Haleakala, check ahead for the latest weather conditions. Extreme gusty winds, heavy rain, and even snow in winter are not uncommon. Because of the high altitude, the mountaintop temperature is often as much as 30°F cooler than that at sea level, so bring a jacket. In addition, the air is thin at 10,000 feet, so don't be surprised if you feel breathless while walking around the summit. Take it easy, and drink lots of water. Anyone scuba diving within the last 24 hours should not make the trip up Haleakala.

Note that entrance tickets are valid for three days. It's a good idea to hold onto your receipt in case you want to visit the Summit District on more than one day, or you also plan to visit the park's Kipahulu District in East Maui as part of a drive along the Hana Highway.

Naturally, the top seller at this winery, located on what was once Rose Ranch and is now Ulupalakua Ranch, is the pineapple wine Maui Blanc. Reservations are encouraged for the regular tastings that take place Tuesday through Sunday in the King's Cottage, which was built in the late 1800s for frequent appearances by King Kalakaua. Reservations are required for the more intimate Under the Camphor Tree experience, which is held at select times on Thursday and Friday and which pairs wine with insight on area history—from visits by monarchs to sugar plantations to cattle ranching.

About a mile from Alii Kula Lavender are 8 acres of organic salad greens, herbs, vegetables, coffee, cocoa, fruits, and berries—and the public is welcome to enjoy the bounty. Oo Farm is owned and operated by the restaurateurs responsible for one of Maui's finest dining establishments, PacificO, and more than 300 pounds of produce end up on diners' plates every week. Reserve a space for the breakfast or lunch tours that include an informational walk around the pastoral grounds and an alfresco meal prepared by an on-site chef. Cap off the experience with house-grown roasted and brewed coffee. Reservations are required.

Most of Maui's produce is grown Upcountry, which is why everything is fresh at this outdoor market located next to Long's in the Kulamalu Town Center. Every Saturday from 7 to 11 am, vendors offer fruits, vegetables, flowers, jellies, bread, plus unique finds like venison, kimchi, and fresh-caught fish. Prepared food offerings reflect the island's cultural melting pot, and there's an excellent selection of vegan and raw food. Go early, as nearly everything sells out.