
Above the picture-perfect sands of Lanikai Beach in Kailua, the Lanikai Pillbox Trail offers one of Oʻahu’s most iconic short hikes. Known officially as the Kaiwa Ridge Trail, it begins with a steep climb that pays off almost immediately with panoramic views of the Windward coast and the famed Nā Mokulua islets.
The path ascends quickly from the trailhead tucked between residential homes, revealing ever-widening vistas with each step. In less than a mile, hikers reach two World War II-era bunkers—now graffiti-covered landmarks that double as scenic rest stops. From this elevated vantage point, the blues of the Pacific stretch in all directions, framed by the curve of Lanikai Beach, the wetlands of Kawainui Marsh, and the rugged Koʻolau mountains inland.
Though short, the trail’s initial incline is dusty and uneven, and it can get slippery after rain. Early mornings are the most magical time to go, especially for sunrise. The golden light creeping over the ocean transforms the view and bathes the landscape in warm tones. There are no facilities at the trailhead, so hikers should arrive prepared—and respectful, as the trail begins in a residential neighborhood.
Getting to Lanikai is easiest with your own set of wheels, especially if you’re planning to catch sunrise before the crowds roll in. For a seamless and scenic start to your day, consider renting a car through Blue Diamond Vacations. Their flexible options and convenient service make it easy to explore Oʻahu’s hidden gems on your own time.
For those looking for a quick adventure with stunning rewards, Lanikai delivers every time.