From the lushness of Paliku to the dry, rocky coastline of southeast Maui, the Kaupo Trail descends 6,100 feet in 8.4 miles. The steep drop is matched by rugged volcanic scenery and spectacular ocean vistas. Short switch-backs alternate with moderately steep to level stretches of trail during the first 3.7 miles.
Conditions are good, with some rocky or rutted sections requiring slower travel.
Large trees provide patches of shady cover. Waterfalls are often visible on the east wall. This point is marked by a fence and gate designed to keep ranch cattle, feral goats and pigs from entering the park. For the next 2 miles the trail drops relentlessly down through mostly open, grassy country. Round rocks on the steep trail act like ball bearings, making footing unsure and travel slow.