I hike Diamond Head at least 3 times, but never with my child yet.(4years) Someday I want to try, but I am pretty sure I end up carrying her since I think this hike is not too easy for small kids. For adult and older child, the pass is kind of clean and easy to hike (except last steep stairs), so I really recommend to try at least once if you never try hike yet. You truly enjoy the beautiful view !

This place is basically nothing, but just a huge nice park in front of ocean. I normally go when they have a ukulele festival or other special event. I see some people swim there, but I never wanted to do that since no more sandy beach. If you want to do picnic, this is not a bad choice. Kids can use a cardboard box to slide down the hill and you can enjoy under the tree. There is a restroom, too.

If you have a baby with stroller or not prepared for walking in the mountain, this is a right place to go. You can enjoy many different Hawaiian trees and flowers, here the voice of birds, and of course beautiful water fall in the end. I think they have also small trolley bus if you are very tired of walk.

This is not a high class hotel, but I think this is very clean and comfortable hotel for the family with child. No outstanding facility neither, but you can walk to anywhere. My friend stay there recommend this hotel's breakfast. Food pantry ( waikiki's only supermarket) is right across the street, so you can grab anything to eat, too.

I actually only went twice since this place is very far from town, but I really enjoy their main show with eating rainbow icecream : ) You can feel the roots of Hawaiian there and learn a lot of things you never seen before. Weaving, to make a fire, getting a coconut tree . Oh, the fire dancing is exciting too. You also can experience Hawaiian food there like poi, imu etc. You should go at least once.