I think that OKW is a GREAT resort for simply enjoying the grounds as well as the excellent atmosphere. There are plenty of sidewalks and nice paved pathways for you to get around and the landscaping is fantastic! (I suspect SSR will catch up in a few years - but it still has that "new" feel about it...of course hurricanes blowing over trees isn't helping there lol). What I noticed most about OKW is a laid back feeling. Everyone seemed really really friendly. The main area around the Hospitality house and pool is a fun place to go and have a quick lunch while watching the water with boats coming and going. Dont miss a trip to DTD on the water taxi. It is very pretty and will allow you to see OKW from a different perspective. My family really enjoyed Olivias and I think that it is a great breakfast value (considering WDW prices). If you are back far in the resort and don't want to drive to the HH, there are internal buses that will take you to the HH as their last stop before leaving the complex, but dang if I could figure out which one stopped there and which one didn't (some other OKWer can help us out there I am sure). We stayed in a studio that didnt have much of a view because the landscaping is so thick and lush, but I think you will have a better chance of a great view staying in a one bedroom.
Have fun Allison! I can't wait to hear about your experiences at both OKW and VB!
Laura