9 Best Hikes on Oahu

If you’re headed to the stunning Hawaiian Islands soon, specifically Oahu, and are looking for some incredible hikes, you’re in the right place! After living in Honolulu for several years, I’ve compiled a list of my favorite hikes on the island. Oahu is a diverse and beautiful place, offering everything from vibrant cityscapes to tranquil beaches and lush, green mountains. Whether you’re exploring the North Shore, lounging on the East Side, or hiking through the island’s countless trails, there’s something for everyone.

Oahu boasts hundreds of hiking trails, each offering unique views, hidden waterfalls, and tranquil panoramas. The island’s green landscapes and dramatic ridges make it one of the world’s most beautiful hiking destinations. From easy strolls to challenging ascents, I’ve included a variety of hikes with different difficulty levels. As always, please respect the land, stay safe, and be prepared. Oahu is a sacred place for locals, and responsible hiking is essential for preserving its natural beauty.

1. Koko Head Crater

• Distance: 0.8 miles (1.3 km)
• Elevation Gain: 1,200 feet (366 meters)
• Difficulty: Challenging
• Time to Complete: 30-45 minutes
• Location: Southeast Oahu, near Hawaii Kai
• Popularity: High

Koko Head Crater is my go-to hike on Oahu and a perfect outdoor workout. This short but steep trail was once a military lookout, and you’ll follow a tramway that brought supplies to the top. The trail is a straight line of steps that climb up the mountain’s face. Despite being under a mile long, the incline makes it a tough workout, particularly for the lower body. Locals often use it as a “nature stair climber,” hiking up multiple times a day. Once at the summit, you’re treated to stunning panoramic views of the island, from the cityscape to the East Side, and on clear days, even nearby islands. Whale sightings are common in winter!

2. Pink Pillbox Hike

• Distance: 1.6 miles (2.6 km)
• Elevation Gain: 1,200 feet (366 meters)
• Difficulty: Moderate
• Time to Complete: 1-2 hours
• Location: West Oahu, near Waianae
• Popularity: Moderate

The Pink Pillbox Hike is a hidden gem on the West Side of the island. It’s a moderate, 1.6-mile climb with a series of switchbacks. Once at the top, you’ll be rewarded with sweeping views of the ocean and the rugged coastline of the island. The hike is especially popular for watching the sunset, with the sun setting directly over the water. Be sure to wear sturdy shoes as the terrain can be uneven and rocky. It’s a well-loved trail, so try to go early or at sunset to avoid crowds.

3. Lanikai Pillbox Hike

• Distance: 1.4 miles (2.3 km)
• Elevation Gain: 700 feet (213 meters)
• Difficulty: Moderate
• Time to Complete: 45 minutes to 1 hour
• Location: Kailua, East Oahu
• Popularity: High

Lanikai Pillbox is one of the most popular hikes on Oahu, known for its stunning views of the Mokulua Islands and Lanikai Beach. This trail is relatively short, but it does feature some steep sections and ropes to help you up the incline. It’s best done at sunrise to enjoy fewer crowds and beautiful early morning light. However, be aware that the trail can get quite muddy during the rainy season, so check the weather before heading out. The hike offers a 360-degree view, making it one of Oahu’s most scenic trails.

4. Wiliwilinui Ridge Trail

• Distance: 4.7 miles (7.6 km)
• Elevation Gain: 1,600 feet (488 meters)
• Difficulty: Challenging
• Time to Complete: 3-4 hours
• Location: East Oahu, near Hawaii Kai
• Popularity: Moderate

For those looking for a more strenuous hike, Wiliwilinui Ridge offers a challenging 4.7-mile trail with steep inclines and stairs. As you climb, you’ll be rewarded with panoramic views of the East Side of the island, including the Ko’olau Mountain Range. The hike is known for its muddy conditions, so come prepared with waterproof shoes. The summit often brings hikers above the clouds, making for a surreal experience. Be sure to obtain a free parking permit before heading out. This trail is less crowded than other popular hikes, so it’s great for those seeking solitude in nature.