Cody, I was one of the original authors of this thread:
http://www.tugbbs.com/forums/showthread.php?t=44941
Read through it (if you haven't already) to get a better insight into how Shell works. There have been a few changes since it was first written, the most notable being the upcoming switch from RCI to II on January 1, 2012, but for the most part, it will give you some good perspectives on the program.
We are HUGE Shell fans! We love their properties and the service from their staff, particularly at their Hawaii properties. BUT ... we purchased all our points on the resale market. There are some benefits that you get from purchasing directly from Shell, but IMO, they are definitely not worth the differential you pay by going direct versus resale. We definitely don't think their annual maintenance fees are expensive for what you get, compared to similar properties, but again, it makes sense for us because we paid pennies on the dollar for the original purchase.
So I'm not sure if you understand fully, so I'll just lay out how the payments work. You have to purchase points first, and that's just to get the rights to use them every year; sort of equivalent to buying the deed (but not really, it's a trust). So for example, let's say you bought 5,000 points for X dollars (we paid almost nothing for the original purchase on the resale market). Then EVERY year, you have to pay a maintenance fee on those 5,000 points. Your total bill will vary because you pay a club fee of $150 PLUS a base fee for a certain first number of points PLUS a per point fee for every point over the base. So, the more points you have, the less expensive the per point fee becomes because you are spreading the club fee and the base fee over a larger denominator. We have enough points to give us 2 weeks in a 2-bedroom at the Kona Coast in high season, or almost 3 weeks in a 1-bedroom in the same timeframe. With this number of points, we pay roughly 19 cents per point. If you do the math, you'll see that this is a great price for what we get (you're at the Kona Coast, so you know how lovely it is) BUT only because we're not factoring in a large purchase price at the front end.
Good luck, and please do re-think your decision while you still can and you're in the recission period. Feel free to PM me if you have any further questions.