A timeshare only makes sense if you (love that destination).
One should not look at them as an "investment" or believe they can easily swap their Las Vegas or Palm Springs location for one in Maui or the Bahamas...etc
Timeshare sales people want prospects to make a decision before leaving the presentation. They begin by trying to entice you with a "free gift" to get you in the door and then it's 90 minutes of non-stop pressure.
The way to get the best deal out of a timeshare presentation is to keep saying NO. Eventually they'll drop the price to almost 50% of what they were originally asking.
Personally I would never purchase one.
I love traveling to various exotic destinations around the world.
Being tied to one location (financially) would lead me to either loan out the timeshare to friends or pay for something I'm not using on an annual basis. Even if you buy it out right you will still have the equivalent of "association dues" ( A waste of money)
Not many people I know of would want to spend 2 weeks of the year at the SAME vacation destination for life.
* Reselling a timeshare is not an easy feat!