I haven't stayed an Kidani but I doubt the wifi speeds will be fast or consistent enough for online play. The problem I can see your son having is not so much connecting to the wifi network but getting consistent enough bandwidth to actually play. No one in my family has tried Xbox live at a Disney resort, but my daughter has tried to play Minecraft at AKL, BC, GF and Aulani with only minutes of success at most. This was during our family vacation and I would have been fine with it if she got to play a little bit because it was her main way to stay in contact with her friends at home. If he does try it, report back because the information might be useful to some of us. I hope your family has a great trip.