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A hikes scene representative of this category on Oʻahu
Hikes

Olomana Trail (Three Peaks) — Advanced /

Kailua / Waimanalo

7.7/ 10
Difficulty
Advanced / guided onlyVerify access before you go

Olomana Trail, commonly called Three Peaks, climbs the dramatic Olomana ridge above

Kailua. The trail is famous for its breathtaking views of Kailua, Kāneʻohe Bay, the Koʻolau

Mountains, and Waimānalo—but it is equally well known for its technical terrain and rescue

history.

Most hikers stop at Peak 1. The traverses to Peak 2 and especially Peak 3 require scrambling,

rope-assisted climbing, and comfort with severe exposure.

Roamwise Recommendation:

🟢 Peak 1: Experienced hikers only

🟠 Peak 2: Advanced hikers only

🔴 Peak 3: Expert hikers only

Why Roamwise recommends this

Olomana Trail is one of Oʻahu's most iconic—and most unforgiving—ridge hikes. While

the First Peak offers spectacular views for experienced hikers, the traverses to Peaks 2

and 3 demand advanced scrambling skills, comfort with extreme exposure, and excellent

judgment. For Roamwise, this trail should be classified as "Advanced / Expert Only," with

dynamic weather alerts and strong recommendations against attempting the upper peaks

in wet or windy conditions.

Hazards / conditions:
Extremely steep terrain; Technical scrambling; Rope climbs; Knife-edge ridges; High exposure; Slippery mud after rain; Physically demanding return climb from saddles
Safety notes:
Best season: Year-round only in dry conditions
Best arrival time:
Sunrise–8:00 AM

Local tips

  • Peak 1 is the destination for most hikers. Don't feel pressured to continue.
  • If you hesitate at a rope section, turn around—the descent is often harder than the
  • Never attempt Peaks 2 or 3 in wet weather.
  • Start early to avoid afternoon heat and to ensure you have daylight for the return.
  • Hike with a partner
  • this is not an ideal trail for solo hikers.

Pairs well with: Boots & Kimo's Homestyle Kitchen, Over Easy, Kalapawai Café, Morning Brew, ChadLou's Coffee Roasters, Lanikai Beach, Kailua Beach Park, Maunawili Valley, Bellows Beach

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