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I'd wait unless you're very wealthy. I wouldn't spend that kind of money on a timeshare in this economy - not just because of what could happen to our jobs and accounts, but because the maintenance fees could rise much more quickly than inflation (read the thread about what's going on at Marriott's Aruba Ocean Club right now). That could happen anywhere.
The OP is obviously doing OK if he pays $5900 for a New Years week. And if that is his lifestyle, I say fanastic, because I bought into the MOC under a similar premise that I wanted to take my family during one of the highest demand week in the system, Pres week. Renting, like with the OP, was extremely high, so the better option was to own.
I don't know the Maui Marriott OF New Year market but I accept the OPs research that says $5900 is the going rate because as I said, I know the Pres week market and it is very strong as well.
Under that scenerio, the $53K may very well be a wise investment in your family's vacation costs. You don't see alot of OF, let alone NYear so I personally don't know if it is a good price.
Maui Marriott OF New Year resale are far and few between, so if it truly is a good deal I would purchase, because you won't see many of these. This is the type of week that will be somewhat immune to a huge price drop, if things continue to go south.