(Sorry, I managed to not update here...)
We called back again, and the rep did book us at the Polynesian for Feb of next year. It seems like they aren't really pushing this, or are vocal/encouraging with it, but will do it. I think the reason for this reluctancy is the tickets for that far out are not available yet and so they can't hit you up for their 'packages' which is is clearly one of their big goals with their job.
In fact, the first rep who wouldn't book us literally said she couldn't do it, the packages aren't activated yet for next year. The next rep seemed to have a brain fart and instantly booked us at the resort...but then later said 'shoot, the packages aren't available yet'.
So yes, they can do it but are clearly sandbagging the option since they can't squeeze anyone for the most $ possible at that moment over the phone.