We purchased OKW because it was all there was in 1993. Then we added on twice - both OKW. I think I might like a few points at BCV, but that's the only other resort that tempts me.
We wanted VWL to be our first purchase, but we lost the contract to ROFR. The attractiveness of Standard villas points then tipped the scale toward BWV, and we bought in, direct from Disney. Immediately, we did add on 50 points at VWL.
So far I think I am the lone soldier buying into HHI first. That was our first but we have an extreme case of Addonitis and have since added on OKW, SSR and AKV. In the near future I hope to be adding GCV and Hawaii into my file as home resorts.
DVC is one of the best decisions DH and I have ever made...
We first purchased at The Disney Vacation Club, later renamed to OKW, did 1 add-on there then 2 at BCV then 1 at VWL. We're a little over 400 points now so I think were done until they add something worth while.