i'm not sure how timeshares are considered depreciating assets. isn't the whole point to vacation for years to come paying yesterday prices. also, i believe all properties are insured should a hurricane hit.
the reason i bought starwood as opposed to any other program is that i got sick and tired of not wanting to vacation b/c feeling as though i'm wasting 300-500$ a nt most times on a cramped hotel room. now i can vacation with no guilt. also, assuming the platinum is for life, i would imagine the upgrades i get over the next 20-30 years and more would easily make up for the upfront money.
this is especially true given the number of really nice and otherwise expensive starwood hotels in san diego, la, sf, and nyc - places i live (sd) and would like to visit more often for short trips.
i also believe b/c the resorts have the westin/starwood label that timeshare or not, it is in their best interest to keep the properites in upscale condition. b/c unkept conditions mean unhappy customers, which i believe starwood has figured out is not good for them. especially considering the "westin" tag is on the location.
in addition, i think it behooves them for you to convert your points. i imagine at a property such as princeville/cancun that they could rent your condo for far more money than the MF. At minimum, they could get 400-500 a nt at least for a 2br. thereby not only getting your money up front, but also getting other peoples money on the back end.
also, as long as they continue to build properties, it would be a poor business model to not have the properties continue to be high end - as people would quickly figure out conditions.
another thing i was thinking was that buying one week was a waste. if you were going to buy, you might as well try to get the perks. meaning 5 star cuts your maintainance fees, gives you more points, makes travel easier, and opens up the possibility of getting a free suite locally when my wife and i would like to get away.
i live in san diego and there will be two resorts now in palm springs which is less than 2 hours away from me, so a quick getaway there is very feasible. i didn't buy in palm springs because i feel oceanfront property is always a better idea.
finally, in response to the 401k, savings comment. yes! i do have a savings of a little over double what i spent. sure, that money could appreciate in an account, but i felt that at 32, the years of benefit from the weeks of timeshare, 5* status, platinum SPG at a growing hotel company, and ease to vacation w/ my wife and soon to be 2 kids would be invaluable. Also working over 60 hours a week, i needed an outlet at a upscale locale without having the guilt of spending several thousand every
don't get me wrong. it wasn't an easy decision. hence the question on this thread. but i think you can't always think in dollars. overall, after hearing the comments i'm glad i did it. it sounds like at most i overspent by 30-40k realistically. but the hassle of buying resale, requal, and still needing to buy two development properties in the end wasn't worth it for me. especially b/c i don't think the platinum spg option will be around forever. at some point, they will have to cut it out or create a higher level of platinum (???platinum plus plus) certainly i took a risk...but is any safe investment really an investment.
only time will tell. i'll be sure to share it with the tug starwood family as i figure out the answer to that