2 Best Sights in Maui, Hawaii

Kaupo Road

Also called Piilani Highway, this road winds through what locals say is one of the last parts of real Maui. It goes all the way around Haleakala's back side through Ulupalakua Ranch and into Kula. The desert-like area, with its grand vistas, is unlike anything else on the Island. This road has a reputation for being treacherous, and while narrow sections and steep cliffs can be intimidating for some drivers, recent road improvements have made this a much smoother ride.

Some car-rental agencies call the area off-limits for their passenger cars, and they won't come to your rescue if you need emergency assistance. However, four-wheel drive isn't necessary.

The small communities around East Maui cling tenuously to the old ways—please be respectful of that if you do pass this way. Between Kipahulu and Kula may be a mere 38 miles, but the twisty road makes the drive take up to two hours. If you must drive this road at night, keep an eye out for free-range cattle crossing your path.

Fill up on gas and food before departing, as the only stop out here is Kaupo General Store, which hawks a few pricey necessities.

Wailua Overlook

From the parking lot on the side of the Hana Highway near mile marker 20, you can see Wailua Canyon in one direction and Wailua Village in the other. Photos are spectacular in the morning light of the verdant expanse below. Also from your perch, you can see Wailua Village's landmark 1860 church, which was allegedly constructed of coral that washed up onto the shore during a storm. You'll want to take photos, but flying a drone over the populated area is strongly discouraged.