This will not be a comprehensive list, but here are some of the benefits I see to buying direct from Disney and also for buying resale. (This is just off the top of my head, and I'm sure others will improve on this list.)
Direct
- Quick, easy, and certain
- In some cases (Aulani, for example) direct is the only game in town. There are no resale contracts yet for Aulani.
- You can't find a suitable contract in the resale market. (usually a problem only if you are looking for a very small contract.)
- You can't buy without financing, and the interest savings with Disney financing is more than the purchase price savings with resale.
- You're buying a very small contract, and by the time you factor in closing costs, the difference is not worth worrying about.
- The direct price is actually lower. That doesn't happen much these days, but it has happened in the past.
Resale
- SAVE BIG BUCKS. If you're not saving enough money to make it worthwhile, why bother?
- You might find a contract with banked points that would provide a legitimate benefit without some salesman telling you a fairy tale.
I also think both the speed of resale closings and much of the uncertainty have improved with resale. People seem to be closing pretty quickly now, compared to 5 years ago when we bought. And, these days, if you make a reasonable offer there is much less likelihood of getting ROFR'd.
You'll hear many other legitimate reasons to support one decision or the other, and also some silly logical contortions used to justify a decision someone wanted to make.
Probably the one really important fact is this -- no matter how you purchase, once you're in
DVC, you are in. Unlike some other timeshare systems, there is absolutely no difference between points purchased resale and points purchased direct -- all of the perks and benefits are identical.
Personally, in this market, I wouldn't even look at buying direct unless I really could not get what I wanted in the resale marketplace. The money differences are just too great right now.
Take your time, research carefully, and enjoy the hunt!