Guided Hikes in Kailua, HI

Choose a water sport and a hike in 4 hours, with photos and video included

Early Diamond Head visit with entry and a flexible Waikiki return

Hike Diamond Head and walk to Manoa Falls with a guide and admission included

Native rainforest stories, a guided valley hike, and lunch

Hike Diamond Head, then beach time and sightseeing on Oahu’s east side

Hike through lush Manoa Valley rainforest to Oʻahu’s tallest accessible waterfall with an expert local guide

Private guided Oahu hike for 7–11 people with flexible trail options

Climb an extinct volcanic crater for coastal views, with entry and roundtrip transport included

Explore hidden waterfalls and mountain landscapes with a private guide

Watch sunrise from the Lanikai pillboxes with a guide and provided flashlights

Combine a rainforest waterfall hike with an easy downhill bike ride for a full-day Oahu adventure.

Private Oahu hike with your choice of trail, plus a personal guide

Tackle Two Scenic Oahu Trails in One Morning

Choose Manoa Falls or Kalawahine and hike at your own pace

Diamond Head entry and shuttle service in one trip

Open-Air Electric Ride with Local Diamond Head Insight

Hike Diamond Head Crater with Waikiki pickup and park admission

Hike to a 35-foot Ko’olau waterfall with a guide

Hike to Lalumha Falls, then tour Oahu’s Windward Side and stop at Kailua Beach Park

Explore Mānoa Valley’s rainforest with a local guide in an open-air electric vehicle

Hike an ancient volcano through Oahu’s rainforest with a guide

Explore endemic plants and mountaintop views on a guided ridge hike

Hike to a 150-foot waterfall, then coast a 5-mile downhill rainforest ride