9AM on a Saturday would be fine traffic in the morning on Saturdays is not bad now traffic for you guys to get from Pearl Harbor back to the resort would be slow. Not quite rush hour traffic but not clear either. For your trip into Waikiki I would take the Disney Provided shuttle, biggest reason for this is parking on a Friday, or Sunday in Waikiki is a mess. Hit the North Shore Early Friday before people get out of work or Monday when those who live in Hawaii are back at work. There is some construction happening to Schofeild Barracks that might effect traffic these days though. They have two out of the five gates closed for refurb. Surf lessons are going to be the hardest to plan because they tend to be in Waikiki during the week or North Shore during the weekend.
PS if you are military doing the MWR surf lessons at Pearl Harbor/ Hickham Joint base would be the best.
As a stated in my previous post if you have an iPhone download the Waze app, this will help you decide on Saturday morning if you should leave at 7-7:30 to get there by eight. I have used this app to get from A'ulani to work and it was accurate in how long it would take, was not late once.