Packing light -- how many outfits can I get out of these pieces?

I have two seniors that will be graduating in May. These are my last two at home so I wanted to go out with a bang!

Planning a trip to Hawaii; daywear and a change to jeans and a jacket for the cooler nights.

I am in charge of my kids prom this year. I absolutely loved this purse so I tried to build my outfit around it.