This is a great trail to hike, and has one of the prettiest views on the island. The beginning has a little bit of a climb, but it is worth it. Definitely a good hike for families, you can climb in and on the pill boxes and dogs are allowed.
Keith P. on Kaiwa Ridge (Pillbox) Trail
It was a bit crowded, but the views were incredible. My four year old grandson did the trail great with a few breaks. It's good to take water and a snack for kids.
Pretty good hike, not too strenuous, or steep. I noticed a lot of people struggling (more so on the way down) most of which where wearing flip flops which def. shouldn't be. Leads to old pillboxes with great views. It was loaded with tourists while we were there, which didn't really give you the opportunity to take it all in. The trails go beyond the look out and are well worth it. We saw a lot of different birds.