Crisp air and sweeping views await above the cloudline
At the southeastern tip of Oʻahu, the Makapuʻu Point Lighthouse Trail carves a gentle path along the island’s rugged coastline. This two-mile, fully paved trail offers an easy but visually stunning hike that culminates in one of Oʻahu’s most breathtaking vistas—making it a favorite for families, early risers, and wildlife watchers.
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.
Above the quiet town of Māʻili, on Oʻahu’s sunny leeward coast, a rugged ridge trail leads to one of the island’s most vibrant and photogenic lookouts. The Puʻu O Hulu Trail, more widely known as the Pink Pillbox Trail, offers a short but challenging climb to a series of World War II-era bunkers—one of which is famously painted bright pink in support of breast cancer awareness. With sweeping views and a splash of color at the summit, it’s no surprise this hike has become a favorite among locals and visitors alike.