Blueboy, I'm glad that you brought this up.
I've been toying with the idea of starting a timeshare resale business. The business model would be to help customers find a low-cost timeshare that trades well and fits their needs, but to charge substantially more than if the customers researched timeshares on their own and bought off of, say, eBay. The problem is convincing people that the timeshare is actually a good deal, and that I'm not lying. When I tell people the sort of trades I've gotten with some of my timeshares, they say it sounds too good to be true, so getting people to believe that I'm telling the truth would be a serious obstacle.
I figure that offering a money-back guarantee would be one possible way around the "too good to be true" problem. However, I see the following problems with a seller offering a money-back guarantee: 1) This is a real estate transaction. Unless the seller was willing to "eat" the closing costs, it would not be possible to refund all of the buyer's money. One solution to this would be to offer a refund of all but the closing costs. 2) The buyer might use, rent or deposit one or more weeks at the resort, and then try to return the week. There would have to be some provision saying that the buyer is responsible for annual fees on any week used, and perhaps on any week that isn't returned a certain amount of time before check-in on the next use date. The seller might want to levy a fee for any week that has been used. 3) The seller would probably want to put a time limit on the money-back period. One year should be plenty for buyers to tell if the resort fits their needs.
Of course, if the seller charges closing fees, a fee for used weeks, etc., then this partially defeats the purpose of offering a money-back guarantee. Still, offering most of the money back should increase confidence somewhat.
From the buyer's point of view, a big problem is ensuring that the seller will really refund the money. Think of all those "fee up front" timeshare "brokers" who promise to refund the money if they can't find a buyer, and then just take the money and run. For full protection, the buyer should really ask that the money be kept in escrow. However, doing this raises the seller's costs substantially, because they will have a huge amount of money tied up in escrow, and would have to borrow for their capital needs.