I would say 99% sure it won’t happen. The problem is that the quarantine could look to be ending June 30, then a few days before that they extend another 30 days etc .
As a quarterly traveler over to Hawaii for work I am being very realistic that 2020 could be a complete bust for trips over. Once I know it’s been for sure lifted then I will plan a trip over and I guarantee there will be rules in place for arrivals such as testing right before leaving , testing on landing etc. It’s not going to be fun especially for a family vacation that so many do in Hawaii.
My other personal fear is if by some chance I do get sick while staying on the outer islands (Maui/Big Island/Kauai) it could be a real issue for healthcare and lack of it. They have very limited resources and it could be scary if things got overwhelmed. I will be staying in Honolulu for the near future and doing day trips to the outer islands for meetings.