I, too, like my Gold season Hyatt Windward (and you have the more valuable Platinum). It's one of the few timeshares I kept as Key West room rates have gone up so far in the stratosphere that it's almost unbelievable. Key West is OK but it's not THAT nice. I truly don't understand people's willingness to pay $600 to $1000 per night to sleep in Key West. They're apparently willing to pay a lot for mediocre live music while they drink on Duval Street. It's certainly not the beaches as Key West beaches are among the worst in the country.
So, ok, worth the money for the Windward in comparison to nightly hotel rates..
On the other hand, your Hyatt Sierra is worthless. Nobody's going to pay $1700 maintenance fees for an off off offseason timeshare in a non-expensive area. As you've already discovered, you can't even give it away.
Don't feel bad as I believe most timeshares can't be given away and the Hyatt Windward may be one of the few exceptions.
In fact, I can't imagine what you'd have to pay people to take on that Hyatt Sierra yearly maintenance fee obligation.
But one idea is to try to sell them as a package. Offer the Hyatt Windward Pointe as a package along with the Hyatt Sierra. Maybe you'll get something that would be acceptable to you. And maybe people might look at the Hyatt Sierra as a necessary evil to get something they want. Sort of like the Red Sox trading superstar Mookie Betts to the Dodgers essentially to rid themselves of $30 million per year David Price.
There are other ideas that I have. But they're a little on the shady side (from the perspective of Hyatt, not any consumer) and I won't publicly divulge.
