The Wiliwilinui Ridge Trail is a challenging ridge hike that offers breathtaking panoramic views of the Koʻolau Mountains, Honolulu, and the windward coast. Located in a gated community in East Honolulu, this less crowded alternative to more intense ridge hikes like Kuliʻouʻou Ridge or Olomana makes it an excellent choice for those seeking adventure without extreme exposure. Important Notes: Gated community access. Permit required from the security guard at the entrance. Steep sections near the summit. Some rope-assisted climbs required. The hike begins inside the Waialae Iki gated community. You’ll need to check in at the security gate for a free permit. The first mile follows a wide, dirt road, making for an easy, gradual start. You’ll pass through tall ironwood and strawberry guava trees, with occasional ocean views along the way. Mid-Hike: After about 1.5 miles, the trail narrows and becomes steeper, following the Koʻolau ridgeline. Expect wooden steps, switchbacks, and sections of overgrown ferns. Some ropes are provided to assist with steeper, muddy inclines. The summit offers stunning views of the windward side, including Kailua, Waimānalo, and Mokoliʻi (Chinaman’s Hat). On clear days, you can see all the way to Diamond Head, Pearl Harbor, and even Molokaʻi in the distance. The final ridge section can be very windy, so use caution near drop-offs. Descent & Return: The way down can be slippery, especially after rain. Use the ropes for extra support. The full hike takes about 3 to 4 hours round trip, depending on pace.