Another OKW home resort owner here, and lover. We love the size of the resort and the warmth of the CMs. We don't dine there, so aren't bothered by the counter service, or Olivia's. (Olivia's is an ok restaurant, not gourmet by any means but serviceable).
It's the original Vacation Club so most who stayed there cooked! LOL. We still do, so love the full size amenities in all but the studios.
We have not had a problem with transport. I know there are many who complain, but we simply through all the years (bought in 1996) have not had a bit of an issue. Now, when we stayed at BC, BWV, ect THAT was a problem. Those buses go to more than one resort and whew! It's a madhouse.
OKW has a lovely walkway to DTD, as well as the ferry (which is considered entertainment and not true transport). The internal bus system is fine, but we love to walk so don't bother with it, ever.
It's fun to rent a bicycle there too and ride it throughout the resort and to DTD (but not "in" DTD, you park the bike at the very edge of the West Side).
OKW is beautifully landscaped (well, what golf course isn't? LOL) and has loads of wonderful birds, and rabbits! Oh yes, and the peepers. (Frogs).
We love the fact that if you drive, you park outside your resort and not miles away in some forsaken parking lot!
We enjoy all the DVC resorts, but OKW is and will always be our favorite DVC.