I work in the timeshare industry and I can tell you that a timeshare is a good idea only if:
A) You actually intend to use it, and
B) You can really afford it.
If you’re the sort of person who regularly goes away on vacation and likes to stay in nice places, then it’s worth a look into. If you go on vacation sporadically and the idea of a place waiting for you makes you look to the future and think “Oh, wouldn’t that be nice,” chances are good you’re not going to get your money’s worth out of it.
My company deals with a points-exchange system: we have many resorts, and our owners don’t actually own the deeds to the unit/weeks, but rights-of-usage, so they’re not locked into staying in the same place at the same time in perpetuity. Until they learn to make reservations in a timely fashion, though, they’re mighty unhappy. The product takes a little effort – everyone and his brother wants to be in Myrtle Beach for Memorial Day, say, but only the very organized are booking their vacations one year out to make sure they get the accomodations they want. Are you that organized? Can you make - and keep - long term vacation plans and promises? If not, a non-fixed week timeshare probably isn’t for you.
Also, don’t believe salespeople. They will tell you that you’ll get a free trip to the moon, and a private dog-and-pony show, and hot and cold running blondes in every room, but if it’s not written into your contract, forget it!
In the interest of full disclosure, I own a timeshare. Purchased it years ago, and haven’t been back since. Luckily, there isn’t a yearly maintenance fee (oh, didn’t they tell you explicitly about that in the sales pitch? Well, it’s all in your paperwork, if you’d every just read it), so I don’t feel so bad about it.
Why, no, I’m not in sales, funny you should mention it!
PS Sorry about the sketchiness of the information, but I’m at work right now. I should be processing owner upgrades and conversions, but oh well …