I used to live on Maui, only go back occasionally to see family. Never did any dirt riding there but I had a Ninja I rode daily when I lived there. If your looking for a street bike cruiser type there are a couple of places I know of, two on dairy road in kahalui near the airport you will fly into and another on the other side of the island in lahaina. As for dual sport or dirt I'm unsure where to go but I know it is doable. Riding all the way around the south side of the island would be awesome on dual sport, a large portion of it is dirt. I'm a desert rat now, like to kick up dust on my XR400. Any questions let me know. Aloha!