Thanks for all the feedback. I am definitely stuck on the North Shore for a week because my fiance wants to stay there (not that I am opposed), but I think I am going to change the location for the second week to somewhere more surf-friendly.
I initially wanted to avoid staying on the south shore of Oahu because I understand it is very commercialized / touristy, looking for more of a laid back atmosphere. Am I wrong? Any recommendations for chill spots to stay with good summer waves? Can be any island and I definitely don't mind renting a house or condo vs. staying in a hotel. Will be renting a car.