Think mainly Hawaii and California as I'm West Coast based. Is there an option with timeshares to swap out the floating week you picked and then pick another or bank those points in case you didn't reserve the right date? Or is timeshare best for a dual WFH couple?
There are several different kinds of timeshare systems:
Traditional: You own a fixed week. You can use an exchange company to trade it for a different week elsewhere.
Float: You own a right to use a week, which must be reserved at some time prior to that week. The earlier the better, usually. It can then be relinquished and traded, if desired.
Hybrid: You own a fixed week. You can relinquish that week and now you own *something* -- points, usually. Then you can spend those points on whatever happens to be available.
Points only: You own points. Spends as above.
Adding to that is a lockoff -- which can work as any of the first three, but you can choose to relinquish one section, or all sections, and use each one as a trade opportunity.
I'm partial to hybrids. But every system has its strengths and weaknesses. I know someone who owns a timeshare in Vermont. Fixed, traditional week. This person has never once traded. Goes there every year. Loves it. That's the ideal system for that person.
I've never once used the week I own. Never will, either. I'm strictly a trader. That's why I like my hybrid system.