If you take 1 long trip once a year, use the same resort. If you do more than 1 trip a year, and could bank/use and borrow for a trip, and are open on times/resorts feel free to save a few $$ and choose a different. (IE if you wait 2 years, using last 50 points this years 50 points and borrow next years 50 points.) If cost is the reason for thinking a diff resort I'd rec SSR over HH, as MF are less and good through 2054 (much longer).
If you look resale put closing costs into equation to see which is better. I kinda thought you need a min from Dis direct for a different home resort, but call them for sure.
Different use years have pros with different banking, borrowing, and exp dates, but you must stay on it, as 2 banking, and exp dates and no one wants to lose a point!