Many timeshares are expensive and most are far cheaper resale than from the developer. Cost does not necessarily equal value though it does currently for many at DVC. I would discourage you using the price as your benchmark of value. Instead, decide what you want to do and find a way to do it as cheaply as possible. The best value in using your DVC to trade is going to be the top resorts at top times like the Four Seasons during peak, top Marriott's during prime time and the like. Most options would be far better using non DVC trade options such as owning another timeshare or system.
Since you can travel off times and seem to be flexible, I have some suggestions, they will mirror some I made on the other thread. One is that just getting access to II and/or RCI can give you the chance to go to off peak places for as little as $200-400 for a week as a direct rental, often cheaper than just the maint fees for where you are going. Then there's the option of buying something cheap to trade like South Africa. And the lockoff trade with bonus weeks, often generating 2 or 3 trades (plus exchange fees) for one week owned. Some of the points systems offer last minutes rentals and exchange options that can be quite cheap. Under 45 days at RCI or 60 at II, you may be able to trade just a few points to get almost any unit available irregardless of size. Of course you could buy something like a quarter or fifth share which traditionally gives you more usage options and far less fees overall than a single timeshare week. And none of these are exclusive of each other so you could do a multitude of things together which might truly be your best option anyway.
If I were retired and my plan was to travel for say 10 weeks year mostly off season, AND shoulder season, here one approach I'd cosider highly. I'd likely sell all my DVC points and buy a cheaper Marriott to trade like Harbour Pointe shoulder season (owned one and sold it), plus maybe two points systems (WorldMark and Bluegreen come to mind but you could sub RCI points or Fairfield as well for BG). This would give you access to Marriott's, The 100 or more resorts within the two points systems, direct rentals at last minute from the points systems, RCI AND II direct rentals, trading less points for great resorts during off time and short notice trades. And one could likely do all the above for about the same up front cost as 200 DVC points and about 150% of the yearly maint fee costs to give you directly about 3-5 weeks a year or indirectly 10-20 or more weeks per year. If you add in exchange costs and yearly fees, maybe double the yearly fees of just a single DVC membership of 200 points. And you should still be able to stay at DVC in off time in 1 or 2 BR units.