Intended for experienced hikers with strong endurance and confidence in challenging terrain.
At the far western tip of Oʻahu, where the paved roads end and the coastline turns wild, the Kaʻena Point Trail leads to one of the island’s most remote and untouched natural areas. This relatively flat but rugged coastal walk can be accessed from either the North Shore near Mokulēʻia or the west side near Mākaha, and both routes offer sweeping ocean views, lava rock shorelines, and a rare encounter with native Hawaiian wildlife.
Behind the world-famous surf breaks of the North Shore lies a trail less traveled but equally rewarding. The ʻEhukai Pillbox Trail begins just across from ʻEhukai Beach Park and climbs steadily through shaded forest terrain to reveal panoramic views of Sunset Beach, Pupukea, and Waimea Bay. With its mix of peaceful woods and dramatic coastal lookouts, this hike offers a quieter contrast to the bustling beach scene below.
On Oʻahu’s southeastern shore near Hawaiʻi Kai, a challenging path climbs the side of a volcanic crater. Known as the Koko Crater Railway Trail, or simply “Koko Head,” this intense hike follows a set of old railway tracks—remnants of a World War II-era military tramway. Ascending nearly a thousand feet in under a mile, the trail offers one of the island’s most iconic cardio challenges, leading to a sweeping 360-degree view from the summit.