I can only speak to Maui.
I would think your best reference is seeing what your various resorts rent for via RedWeek, VacationCandy.com and a few broker listings.
For Maui, you're looking at 2BR or 3BR OF for prime rentals. Week 51/52 are available in the old buildings, but unit is not fixed, just the week.
All three weeks are available in the Lahaina/Napili towers, with unit fixed, and the floor being another variable on selling price, but doesn't seem to influence rental value.
Your buy-in is probably in the $45K-$85K range, depending on bedrooms, floor, etc.
Rental for President's week is often not that much more than any other winter week, but demand/availability makes them harder to get. Generally $5500-6500 for 2BR OF.
I've seen some really high 'asks' for Christmas weeks for Maui, e.g., 3BR up to $11K.
Marriott Maui 2BR OF for any of the those weeks: $5000-6000
Other than beach, 2BR Marriott Mountainside at Park City, Week 7 Fixed Week rents around $4500-$5000, but can also be traded to other platinum ski weeks, if you needed to. A nice nuance. A good return as MF is only around $1500.
Figure $35K-$45K buy-in.
(FWIW, if you are serious about spending that kind of money for usage, with rental as an alternative, and you find something you can handle you should buy it. Once a Week 7 in a unit/floor that you like leaves the market you may never see it again. I've only seen six Week 7s in Lahaina/Napili in two years, mostly 3BRs, with three of them for sale now on Redweek. If you narrow it down to Maui, there are some nuances you should consider between 2 and 3BR, Napili vs Lahaina and floors...though only number of bedrooms generally impact rental value.)