SSR is more economical hands down. OKW used to be slightly lower than SSR direct; however, after the most recent price increase they are both $165/point.
SSR dues is $6.77/point vs $7.84/point at OKW.
OKW dues has a compound annual growth rate since inception of 4.1%. SSR is 3.6%
Both saw large increases in dues from 2018 to 2019 (as did many DVC resorts). From 2019 to 2020 OKW increased by 8.4% while SSR went up ‘only’ 5.6%.
They are both large DVC-only resorts with condo units and large grounds. Other than age (OKW opened in 1992; SSR in 2004), I’m not sure why OKW has a much higher maintenance fee. SSR has always had one of the lower MFs of the WDW resorts. For 2020, OKW has the 2nd highest MF at WDW (after Riviera which started out as the highest).
OKW has studios with 2 queen beds. It is the only DVC studio at WDW to have 2 regular beds.
Home Resort priority isn’t particularly strong at either. The units near Hospitality House at OKW sometimes fill up prior to the 7 month mark. Other than that, availability is typically a non-issue.
Here is an interesting discussion of OKW vs SSR only looking at staying at one of the resorts (not owning there).