The Olomana Hiking Trail, often called "Three Peaks," is one of Oahu’s most scenic and challenging hikes. It offers stunning views of the island, but it is also known for its steep ridges and narrow pathways.

Olomana Peak is on the bucket list for many visitors. However, this is a tough hike. We will gain 1600 feet of elevation gain in 2  miles. The upper portion of the hike contains several scrambling parts with ropes. The final obstacle before Olomana is a 15-foot wall that we’ll have to climb. With proper guidance, everyone will be able to climb up with no problem. Reaching the top of the 1st peak, Olomana you’ll be rewarded with a 360-degree view.

Distance 4 miles Elevation Gain 1600 feet (500m) Hiking time: 4-5 hours

On our 4th day together we will finish with an easier trail the Pink Pillbox Hike (also known as the Maili Pillbox Hike) on Oahu’s west side. This is a fun, relatively easy hike with some incredible views, and the best part—it ends at a bright pink World War II-era pillbox! Once we’re up there, you’ll get breathtaking views of Waianae, Makaha Valley, and the entire leeward coast.

This hike is known as a great spot for sunsets, so if we are lucky we might catch the sky lighting up with colors over the ocean. It’s definitely one of the best places on the island to see the sun go down. As a bonus from November to May, we might even see humpback whales playing around in the water.

Distance 1.6 miles Elevation Gain 800 feet (250m) Hiking Time 2-3h