Well, having WoC at DHS does make sense thematically. However, I can't see them spending time and money to transform IJ into a stadium for WoC. Now you have one park, with two theaters that can be used only for a few shows at night. And with Fantasmic still being a draw, I would put this in the category of long shot.
As for the continued support for AK, I agree a show would be great, but given the parks hours, and need for more attractions, I don't believe that building a theater for a nighttime show would be high on the list for this park. I believe any would first be spent on new attractions (for the record, I love AK and think its great, so the need for more attractions is not a knock on it!)
That leads me back to DtD. In response to the free show vs DL, I don't see this as a problem. Any show at DtD would have to be free, in my opinion. If you charged for it, it would be very difficult to balance how many tickets to sell to public vs reserve for guests. And no resort or park guest would pay an additional fee to go see a show at DtD, when they can see one in the parks with their admission. So, my guess would be a free show, with no restrictions on entry, meaning not in a stadium.
As for upsetting people in DL, thats a valid point. Why should people in Orlando get a free show, where DL have to be in the park to see it? I guess DtD is almost like an experiment. If they do open this show, and see increased traffic (and revenue) from it, you can bet your bottom dollar that a similar area will one day appear at DL! The two parks are never equal, as they are both always growing and changing at different rates, learning from the other park!