FWIW, when DH & I were purchasing, we only had OKW & BWV to chooose from (1997). We really liked them both. OKW was a little cheaper per point & dues were a little cheaper. We loved the size of OKW, we loved the location of BWV.
We discussed it at length, and came to the conclusion that we would purchase at OKW, since the overall cost was less. We decided that if DVC changed their rules somewhere along the line (not that I am thinking they will, but hypothetically) & made a rule that you could only stay in your home resort from now on, that we could & would be perfectly happy at OKW every time we went to WDW.
So far, we have been very fortunate & have pretty much been able to book at whatever resort we want whenever we have wanted to go. Sometimes we have been waitlisted, but, other than 1 time, the waitlist has always come through. When we do go to WDW, we generally go in Janaury, early May, October or November. What I do is book OKW at the 11 month window so I a sure I have a room. Then at the 7 month window I call and see what's available if I want to try somewhere different. If what I want is available, then great! I cancel OKW, rebook at the new place and we're set. If what I want isn't available, I waitlist.
We like all the DVC resorts for different reasons, so where we stay isn't a huge issue. We really feel fortunate to be members, and feel like every resort is as nice as the next, they each have their own little charm in their own different way, but one is not worse than the other.
I would concur that if you are a person who would not enjoy your vacation as much if you were unable to get a room in a specific resort, then buy where you want to stay. If that is not an issue for you either, then I would buy the least expensive. I'd still be careful with VB or HH if your desire is to spend most fo your vacations at WDW though.
