It depends on your level of fitness/stability on uneven surfaces. The beginning of the hike is a very easy to walk trail but there are rockier parts as you move along. The stairs are tougher to climb but there are handrails and you can take rests on the way. There were people half your ages having to rest along the trail!

I did see kids with parents hiking Diamond Head. I did see people wearing shoes that is better worn at the shopping complex. To some it is a moderate hike, to some it is an easy hike. I guess just go if you happen to bring your kid for regular hikes but if not, better don't. Nothing much to do at the base. But before you entering the tunnel to Diamond Head's car park, there is a public park that you can jog.

Like most travelers who have answered this. The main issue or concern you have, would be is my child safe walking up this track? My answer is Yes. Its about slow & steady. At certain areas of this track there are handrails to help everyone up or down the stairs or around corners, so make sure you know where your feet are. The terrain can be a little tough but to be generally honest your pacing yourself & keeping an eye on your young fella all the way. My son & I climbed this and hes 9 years old. I have seen younger children walking this track & they do get tired. Be prepared to carry him part of the way as long as you pace yourself he might surprise you and get up there without too much hassle. With all young children i agree there are some safety issues but that's with all parents walking any track anywhere. I did carried some plasters just in case, with the usual water drinks and small snacks for energy. Take a hat and some sunscreen. The track is roughly 1.3km in length but its mostly up. Wear shoes. enjoy.

14 min 3.2 miles or 5.5km via Kalakaua Ave and Monsarrat Ave. It is a drive not walk. All kinds of transport options there. Check local bus services. The name of the local buses are 'TheBus" , they go everywhere, costs about $2 to ride anywhere.