The Kahekili Ridge Pillbox Hike is a hidden gem on Oahu’s west side, offering stunning coastal views, old military pillboxes, and a challenging ridgeline climb. This off-the-beaten-path hike is great for those looking for an adventurous ridge trek with fewer crowds than other pillbox hikes like Lanikai or Ehukai. This is not an official, maintained trail, so navigation can be tricky. The trailhead is unmarked and located near Kahekili Highway (Kamehameha Highway area) in Kaneohe. The first part of the trail ascends quickly through dense vegetation, requiring some scrambling. Expect loose dirt, steep climbs, and occasional rope sections. Mid-Hike: After the initial climb, the trail follows a narrow ridgeline with expansive views of Kaneohe Bay and the Ko’olau Mountains. Along the ridge, you’ll pass old military pillboxes, some covered in graffiti. The ridge is exposed, so expect strong winds at the top. The final pillbox offers a panoramic view of Kaneohe Bay, Mokoli’i (Chinaman’s Hat), and Coconut Island. On clear days, you can even see Moloka’i in the distance. Descent & Return: The way down can be tricky due to loose gravel, use caution and the ropes where available. Some hikers continue along the ridge to make a loop, while others return the way they came.