Best Hikes on Oahu

The most populated island has a variety of landscapes and microclimates which give hikers a choice of outdoor experiences. It will typically be hot and dry on the leeward side and more likely to be cooler and possibly wetter on the windward side of the island. But, even if it rains, the temperature will usually be in the 70s. Wherever you go, the scenery is beautiful, and the views are expansive. Here are a few of the most popular hikes.

Featured Photo: Hanauma Bay Lookout, by Joshua Michael/AllTrails
Diamond Head Summit Trail-Oahu-Hikes-credit Janu V:AllTrails-800x450
Photo: Janu V./AllTrails

Diamond Head Summit Trail

Level: Moderate — 1.8 miles

The distance is less than a mile from the parking lot to the summit where you will see amazing views of the Pacific Ocean, Waikiki beach and the entire valley below. It’s a good place to get the lay of the land for first time visitors to Oahu.

AllTrails Link 

Hanauma Bay Lookout-Oahu-Hikes-credit Leanna C:AllTrails-800x450
Photo: Leanna C./AllTrails

Hanauma Bay Lookout

Level: Moderate — 0.8 miles

It’s best to take this hike in the morning before it gets too hot. Once you reach the summit you can climb down the dirt trail to explore areas around the rock. You’ll see great views of Hawaii Kai and Hanauma Bay.

AllTrails Link

Ko Olau Summit Trail-Pali Puka-Oahu-Hikes-credit Dan Scantlan:AllTrails-800x450
Photo: Dan Scantlan/AllTrails

Ko Olau Summit Trail (Pali Puka)

Level: Strenuous — 0.7 miles

This is a short hike with a 400-foot vertical climb. The reward is when you reach the top you will find the “puka” that will frame awesome views of the valley below, the Pali Golf Course, Kaneohe Bay and the town of Kailua. It’s a hike that is not for those who are afraid of heights.

AllTrails Link

Olomana Trail-Oahu-Hikes-credit Jake O'Leary:AllTrails-800x450
Photo: Jake O’Leary/AllTrails

Olomana Trail

Level: Moderate to Strenuous — 4.4 miles

This can be a challenging climb to the top of Olomana’s three peaks with some rock climbing to get to the first peak. The climb to the last two peaks should only be done by experienced climbers. Weather can sometimes be a factor as it is on the windward side of the island.

AllTrails Link

Wiliwilinui Ridge Trail-Oahu-Hikes-credit Alexa Ortiz:AllTrails-800x450
Photo: Alexa Ortiz/AllTrails

Wiliwilinui Ridge Trail

Level: Moderate — 4.7 miles

This is a very popular hike that takes you to the top of one of the higher peaks on Oahu. Directions: Okoa Street, take Luakahi Street until you reach a gate with at guard, ask for a hiking permit and proceed to the end of Okoa Street. It gets strenuous as you ascend and can sometimes be muddy. There are stairs and ropes in some parts to help you get to the top. Views are outstanding as are the natural surroundings as you make your way to the finish line.

AllTrails Link

Did we miss your favorite hike?

Let us know! Email us at or tag us on Instagram @localgetaways_hi.

Leave a Comment

Your email address will not be published. Required fields are marked *

Scroll to Top