During World War II, the U.S. military built concrete bunkers—called pillboxes—all over Oahu to defend Hawaii. Today, these abandoned lookout posts have become iconic hiking destinations, offering stunning coastal views and a peek into the island’s history.

This guide covers the top pillbox hikes in Oahu, including some hidden gems you won’t want to miss.

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1. Lanikai / Kailua Pillboxes

The Lanikai hike is a favorite for its short, easy trail and breathtaking views. The first pillbox is reached in 15–20 minutes, with panoramic ocean vistas. A second, larger pillbox nearby features two rooms accessible via metal rungs.

Distance: 1 mile (1.6 km) roundtrip

Elevation Gain: 450 ft (140 m)

Difficulty: Easy

2. Maili / Pink Pillbox

A ridge hike on Oahu’s west side, featuring a pink pillbox with sweeping views of the coast and Waianae. Less crowded than Lanikai, it’s perfect for sunset hikes.

Distance: 1.2 miles (2 km) roundtrip

Elevation Gain: 500 ft (150 m)

Difficulty: Easy / Moderate

3. Ehukai Pillboxes

Located on the North Shore, this hike has two WWII bunkers. The second pillbox offers amazing coastal views, and the trail is mostly shaded—ideal for families.

Distance: 1.5 miles (2.4 km) roundtrip

Elevation Gain: 650 ft (200 m)

Difficulty: Easy

4. Diamond Head Hike

Famous volcanic crater with WWII bunkers along the trail. Enjoy views of Waikiki and Honolulu while hiking mostly paved paths. Family-friendly and historically interesting.

Distance: 1.8 miles (2.9 km) roundtrip

Elevation Gain: 500 ft (150 m)

Difficulty: Easy / Moderate

5. Koko Head Hike

A challenging trail using old railroad ties leading to a radar station atop Koko Crater. The summit offers breathtaking views and old military pillboxes.

Distance: 1.6 miles (2.6 km) roundtrip

Elevation Gain: 900 ft (275 m)

Difficulty: Moderate / Hard

6. Pu’u Ma’eli’eli Pillbox

Short, family-friendly hike in Kaneohe with two pillboxes overlooking Kaneohe Bay and MCBH airfield activity.

Distance: 2.3 miles (3.7 km) roundtrip

Elevation Gain: 600 ft (180 m)

Difficulty: Easy

7. Ka’ena Point Pillbox

A hidden pillbox on the rugged western tip of Oahu, perfect for sunset views and whale spotting. The trail is unmarked and somewhat challenging.

Distance: 6 miles (9.8 km) roundtrip

Elevation Gain: 425 ft (130 m)

Difficulty: Moderate

8. Makapu’u Pillboxes

While hiking to Makapu’u Point, detour to hidden pillboxes along the trail. Panoramic views include Koko Crater and the southeastern coast.

Distance: 3 miles (4.8 km) roundtrip

Elevation Gain: 600 ft (180 m)

Difficulty: Easy / Moderate

9. Crouching Lion Pillboxes

Small, jungle-hidden bunkers offering views of Kahana Bay. A short hike with lush scenery and minimal crowds.

Distance: 0.5 miles (0.8 km) roundtrip

Elevation Gain: 300 ft (90 m)

Difficulty: Easy / Moderate

10. Turtle Bay Pillbox

Located near Kawela Bay, this pillbox is a quick 10-minute hike with beach views. Less dramatic but scenic and accessible.

More WWII Hikes in Oahu

Haiku Stairs / Stairway to Heaven: Built in 1942, this steep and infamous trail is currently illegal but offers incredible views.

Battery Cooper Bunker at Kualoa Ranch: Historic WWII bunker with tours available, including Hollywood movie filming sites.

Map of Oahu Pillbox Hikes

Use this map to locate all pillboxes across Oahu, plan your hike, and explore hidden spots safely.

These pillbox hikes combine history, adventure, and some of the best scenery Oahu has to offer. Perfect for families, hikers, and history enthusiasts alike!