My head is spinning with you Wolfpack as well. After weighing out the options (of course with just the knowledge and experience I have), it looks to us like the most prudent thing to do is to add on 100 points at DVC to bring us to 300, versus buying somewhere new. From a financial perspective, it is the least expensive option upfront (about 1/4 of a new Hawaii timeshare every year use, and about 1/2 of an EOY purchase). When I looked at everything, this will allow me to go to WDW every year if I wanted to without borrowing points. However, since we really only want to go every other year, it gives me enough points to trade into II for a 2 bdr high season in the non-dvc years. I also have the option to rent those DVC points and pay cash in the off year, so I am not limited to II trades and/or any special cash deals (like Dean has suggested) that may be out there. This is a good financial plan as far as initial cash outlay, and will give me the opportunity to see how I do with renting out points. For now anyway, my dreams of Hawaii ownership are crushed, but on the bright side, I will use this as an opportunity to stay at all the different timeshares I was considering and really get a feel for which one I want to own. Now, I just need to locate that 100 point add on, BWV, April UY. Anyone selling? 
