Wake up early and catch this trail as the sun rises, give yourself a minimum of 30 minutes to reach the top so you are not rushed and can grab a seat, yes a seat. It was very busy on a random weekday so get there early. Worth the wake up and be patient in the way down for slow people. Oh, saw tons of dogs on this trail, like really small dogs so if you think it's difficult, it's really not because a 3lb dog happily made the venture up.
I hiked this trail early this morning before sunrise. It was super easy, and watching the sunrise while sitting on a pillbox was awesome. I started walking up someone's driveway at first, but they had signs posted saying "YOU PASSED THE PILLBOX -------->" The trail is clearly marked, but in the dark you might not see it at first.
This is my favorite trail that I've done on Oahu so far. My boyfriend and I woke up early this morning to hike up before sunrise (we allotted ourselves an hour, but made it in slightly over half the time). The incline is steep, but take your time and find your footing. If you go early, as we did, make sure you take a flashlight, or use the one on your phone. It's difficult to find sturdy ground without a light. The sunrise was stunning and we had a great time exploring the pillboxes afterward. Be aware of loose rocks and dirt, especially on the way down. It's easy to slide and fall. It wasn't too crowded, but getting there early ensures good parking (we parked a block away on the street) as well as a good spot to watch the sun.