You can take the boat or walk. There is a nature trail that connects SSR and OKW. It will take about 20 minutes to walk from the Carriage House (SSR Lobby) to the Hospitality House (OKW Lobby)
From the boat dock, you follow the golf cart path to the little bridge as if walking to DTD. Once you cross the bridge, veer to the right and follow the nature path to OKW. You end up at the back of OKW in the Turtle Pond area. Then you walk to the HH.
The boat will take you to the HH house. We enjoy our morning walks at SSR and often walk around DTD and OKW to get our 3 miles in. It's a nice walk and parts of it are tree lined.
The Nature Path is not lit at night and it is posted that it is closed at night.
You could always walk over and boat back or bus to DTD and walk to SSR.
HTH!