Side job: Travel planner

How I hate planning for vacation, especially since I'm going to 3 different islands in hawaii. Which takes me back to 2005 when I planned a vacation trip to chicago, boston, san francisco and las vegas. It's so tiring to find the cheapest hotel with a good location, comparing which site should i buy it from. I know there's kayak.com but still, not all of the hotels are listed there. I still need to schedule the places that we need to visit, rent a car, reserve a trip since some of them are so popular that you need to book them at least a month before. It's easy to book them, the problem is to find the one that provides good economical value hahaha...