On paper, timeshares seem to be the ultimate vacation investment one can avail of.
Imagine, going to some tourist destination and staying in some luxury suite a couple times a year.
It surely sounds like the vacation of a lifetime, that is, until you see the other side.
This is not to say that timeshares are no good.
But it begs to ask you a question, "Are timeshares good for you?" On one side, there are people who have actually benefited from timeshares.
They go on a vacation and have the time of their lives.
Obviously, it worked for them.
Now in your case, there are a couple of questions you have to ask yourself first before you take the eternal plunge that is timesharing.

• Do you really have the time to go on those vacations? Everyone wants to go on a vacation but would you have the time to go on specific dates? Specifically, because you can't have just any date in the calendar having you at the mercy of what's available.
  As a matter of fact, some even book two years in advance.
  
• Is it alright if I don't use my timeshares? Yes and no.
  Yes, it's perfectly alright not to use your timeshares and no, because you will end up paying for annual fees on something you didn't even use.
  Is this a good investment? It's not even supposed to be called an investment.
  When you say investment, there are returns.
  I wouldn't call a room for a week a return of investment.
  Unless you plan on renting it out.
  
• Is this transferable? Very much, making your kids or your grandchildren pay for what you're leaving behind for them.
  That's basically what I meant when I said eternal plunge.
  
• Is this really cheaper than renting a hotel room? It really depends.
  If you're always busy and don't seem to be able to use your timeshares, then it becomes expensive.
  Imagine paying for something you don't use.
  If you have more freedom for vacations, you might be able to take advantage of timeshares provided you have enough money to cough up.
  Remember, the more days or weeks you plan on getting for your timeshare, the more you are going to be paying.
  

Again, this is not to say that timeshares don't have their advantages but it seems that the disadvantages have far outweighed the advantages.
Ultimately, the decision is up to you.
But before deciding, do take time to go around the net and see what other people are saying.
Look at both sides and try to determine if timeshares are really for you.