Timeshare drastically decrease in price in resale market, so if you really want to get a timeshare, resale is definitely the way to go. If you like to return to the same place every year and you have a lot of time to travel, then it might make sense. Personally, I would much rather just buy investment properties in those places if I really want to return to the same place. However, I tend to prefer traveling to new places, so timeshare won’t make much sense for me.