Comment by DaveSwift

CloudFront's "Origin Pull" method seems to do almost everything you are looking for with almost zero setup and management. No manual uploads and it matches all of your HTTP headers from the origin (eg, cache control and encoding). I've been using it for a few years and I love it.

Plus, CloudBerry Explorer PRO makes everything even easier and well worth the $40 (http://goo.gl/SM8dk).