IMO the savings resale for points themselves are not sufficient to justify the yearly dues on points compared to a well placed week(s) that are enrolled unless one is just going to buy the minimum (1500) points and then rent points transferred in as needed. The latter is only a good choice, IMO, for the occasional or limited use when one needs a bigger options some years. Points, weeks and exchanges all offer their own benefits, limitations and FLEXIBILITY.
There are a few ways to do this. In part it depends on one's situation and the volume needed. For sake of discussion, I'll assume one needs at least 5K points and not 20K. Here are some options as I see them, I'm sure there are others and all types of variations.
- Buy points retail $90K purchase/$4400 yearly fees
- Buy points resale $55K/$4400
- Buy retail with a hybrid of a resale week direct from MVC plus points to enroll it. $73K/$3500
- Buy retail with a hybrid of a week plus a retail week to enroll it $73K/$3000
- Buy a week(s) resale then enroll with either a week or points purchase. $54K/$3000
- Buy a Fractional Tahoe and enroll it. This would be a lot more but much less PP on the fees. I don't have good numbers, if you need that many points you should investigate further.
Prices will vary dramatically with the choices but for sake of discussion I'll use round numbers and better choices that include higher up front costs but lower yearly costs. I'll use Grande Ocean Ocean side as the "resale" week and a total of around 7000 points. Enrollment retail week using a 1 BR Aruba Ocean Club Oceanside week. One big mistake often made in this area is trying to get in too cheap but paying more every year such as a cheaper low value (compared fees to points) week like many Aruba Gold weeks, Grande Vista Platinum, etc.
Consider that you might buy a good trading week, like Grande Vista Platinum, for $1000-1500. With Maintenance fees, II membership and various exchange fees, that might end up being $2K per year. So the flexibility of points is very costly. Also that for many situations using weeks actually works out as well or better than points. Using points mostly for weekends is almost never a good choice due to the fact weekends tend to be much more points.
I'd spend a few months absorbing and investigating. Consider how you'll generally use it in 5, even 10 years, not next year. Don't rush in trying to get the next vacation as part of the savings, this approach almost always causes higher long term costs and less than optimal choices. If you don't have a couple of timeshare stays (at least one MVC) under your belt, consider renting privately to further define your choices.