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Pillbox Hike, Kailua

#3 of 8 in Parks in Kailua
Hiking Trail · Hidden Gem · Nature / Park
Pillbox Hike is located in Kailua. A visit to Pillbox Hike represents just the start of the adventure when you use our Kailua travel route planner to plot your vacation.
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Pillbox Hike reviews

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TripAdvisor traveler rating 4.5
918 reviews
  • We just parked at the beach down the street about a 10 min walk. The hike isn’t bad just a lot of loose rocks so be careful. Several views stopped along the way. Don’t know how people climb at...  more »
  • Rough hike with rewarding views - be sure to wear sturdy hiking shoes for a steep climb up with rocky terrain. There are beautiful views of the ocean and landscape below when you hike along the top.....  more »
  • Challenging hike with certain parts having steep incline and you do need to used both hands and feet to climb. But most people were to able to accomplish it (I saw one couple who told me they just decided to give up). View is stunning along the hike and at the top. I’m afraid of height so didn’t climb to top of the bunker. Be careful when you come down too. It got very very windy when we were there so it can make people feel uncomfortable when you are walking on the ridge (for those who are afraid of height). Some cons: (1) “extremely” difficult parking and I suggest you park at Kailua Beach Park and then walk. Pretty much all streets have no parking signs. (2) lots of college kids basically stand on/hang out the pillbox and wouldn’t leave. That may prevent you from taking good pics. (3) the pillbox has tons of graffiti and I suppose that’s part of the appeal... but I wasn’t a fan of it. Just personal taste.
  • I have done this hike 3 times within two days of being in Oahu. 1 sunset and 2 sunrises. It is about a 20 minutes hike with a very steep incline but has a really cool viewpoint. If you are coming for sunrise there will be a lot of people, I would recommend leaving earlier.

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