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Lanikai Pillbox Guided Hike

Private Tour Call to book

Hike One of the Most Famous Trails on Oahu!

Does the idea of adventure for once-in-a-lifetime views make your heart soar? Do you want to see a unique side of Kailua that the locals love? Come join us for a guided hike of the Lanikai Pillboxes!

This moderate-level hike is about 1.8 miles roundtrip, and with lunch and plenty of viewing time at the Pillboxes takes approx. 2 hours; perfect for anyone (minimum age 5 years) who wants to have a pristine overview of the Mokulua Islands as well as Lanikai and Kailua Beach. Bring extra water, though; this hike can be steep at times, and there’s nothing better than a cold drink at the top of the ridge.

If you are a photographer, grab your camera and be ready to get all the pictures you want. Along the trail, you may also see small lizards, birds, and maybe even a mongoose, so keep your eyes open. Closed-toe shoes are necessary for this hike.

Your guide explains the history of the area as you make your way up the side of the mountain, weaving around small trees and shrubs. Our guides have knowledge of the local plant and wildlife you see in the area, so ask as many questions as you like. You take some breaks and enjoy the gorgeous views that surround you as you make your way to the Pillboxes, a series of military observation stations from the 1940s after the Pearl Harbor attack when an invasion of Oahu was expected.

After your hike, your guide escorts you to the world-famous Lanikai Beach! While there, you may catch a glimpse of one of Hawaii’s most well-known animals, a green sea turtle (Honu in Hawaiian), while it searches for food among the corals. Your guide, well-versed in Hawaiian history, marine life, and our island’s geological formations, tells stories and imparts thought-provoking information about Hawaii that most visitors love learning about.

Also on our tour, snorkeling! Snorkeling at Lanikai Beach is sure to be another highlight of your tour. From the live coral reefs just off Lanikai Beach to the pristine white sand beach, there is something here for everyone to see.

Your day of adventure begins when our complimentary shuttle service picks you up from your hotel in Waikiki and brings you to our shop in Kailua. Once at our shop, we have you sign a few waivers and give you your lunch and map while going over small details to personalize your day as you’d like. We then introduce you to your guide and send you off on your day of adventure.

Once your day of exploration is done at 2:45 p.m. (Saturdays and Sundays at 2:15 p.m.), we take you back to your hotel in Waikiki.


  • Hiking guide, who is First Aid, CPR and Lifeguard certified
  • Detailed Information on the area
  • Map of the area
  • Picnic lunch with a beautiful view
  • Mask and snorkel
  • Free round-trip transportation from Waikiki
  • 7:45 a.m. – 4:00 p.m. full day of adventure

Required to bring:

  • Closed-toe shoes