The OKW rooms are all much bigger than any of the other
DVC properties on site. The decor is very comfortable, casual, tropical, light colors. SSR is very lovely, and seems more elegant and formal to me. Depends on your taste. I'd take either in a heartbeat.
We stay at OKW all the time, due to the lower points, but enjoyed our stay at SSR. Because OKW is much larger, the kitchen / living room area there seems very spacious to me. The DR table seats 4 and the big round table on the patio seats 4 and is just outside the DR area. There's also a couch and loveseat in the living room, with a large coffee table. And an additional comfortable chair with a foot rest. Everyone wouldn't be sitting at the table together, but I think there's lots of room for everyone to be together for a meal, if they are flexible with seating.
For privacy's sake, you might like 2 2-BRs, and request that they be near each other. That way, 2 couples could get the King bed with the humongous bath, and there would be 2 bedrooms with 2 queen beds.

The rooms in the buildings built first do NOT have a doorway from the hall and laundry room in to the bath, so anyone sleeping on the sofa has to go through the master bedroom.
Good luck with your decision --- sounds like a fun trip!