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No such site exists. You can see rentals listings in the online versions of the newspapers but they won't have any pictures. The two main newspapers on the island are West Hawaii Today (Kona side) and Hawaii Tribune Herald.
All the public schools are run by the state so they are all real similar to each other until you go to charter or private schools. The best school on the island is probably Hawaii Preparatory Academy up in Waimea/Kamuela.
What about employment? That might be more important than houses or schools. This island is also big, so if you found a perfect house on the wrong side of the island from any employment, it's no longer perfect.
Renting a vacation rental for several weeks is a really good idea, though. It will take awhile for your car (if you are shipping one) as well as anything else you are shipping to get here. With a vacation rental, you will have a furnished location with utilities already working for a week or two while you get everything else arranged. You also can't realistically pick a reasonable rental house from any sort of online website. We don't have homogenized housing areas around here, one house might be something you'd want to rent while the house directly next to it would horrify you.
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