We own at SSR and have stayed a few times, and just had our first stay at OKW a few weeks ago.
OKW rooms are giant, which is nice. although the bathroom layout in the one bedroom is a little weird. I liked almost nothing else about the resort (which isn't to say I disliked it, exactly, but it just didn't really work for us). It's so large that, while it would be physically possible to walk to the main building from any room, it could take forever. We took the busses, but on our last day we needed to get to the hospitality house with our luggage and Bell Services was slammed and running late. You can't take luggage on the other busses and it would have been a very very long walk. At SSR while you may have a long walk, it would be more doable in probably 15 minutes or so.
The quick service at OKW leaves a lot to be desired. There are one or two pool bars with food, I think (we didn't get to experience much because of an early hurricane departure), but the main quick service is an outdoor stand with a few picnic tables outside. If you want to eat that indoors, you have to take a bus to the main building, get your food, and then wait for another bus to get back to your room. You may then have to walk several minutes from the bus to your room. At SSR there is seating at the quick service.
If you like to visit Disney Springs, it's quicker from SSR. Depending on your room location, you can even walk. At OKW it's a bus or boat only, which is near the Hospitality House, so if your room is far from the boat launch, you then need to add the busses in to get to the boat launch.
We decided that if we had no need or desire to do anything but stay in our room or "village", or take a bus to the parks or Disney Springs, OKW would be just fine. But, if you like to do things at the main building or have quicker access to Disney Springs, SSR definitely wins out, unless you can be positive that you get an OKW room near the Hospitality House (which is its own booking category).