I'm not sure about Kentucky, but it seems to be legal here in NY. I've never ordered beer online as the shipping prices are astronomical and I've got a pretty decent beer distributor down the block with a large selection.
With that said, the way it seems to work is that the delivery person (whether it be UPS, FedEx, DHL, USPS, etc) ID's you at the door when you sign for the package. I've got a big dog (Neapolitan Mastiff) though, so my package carriers usually just sign for me and run for the hills when they have the displeasure of delivering something to my house haha. So I'm not sure if they'd bother checking my ID if I ever bought beer online. I'm perfectly legal drinking age though, so it doesn't matter.
With that said, you'd probably be best off looking through your local laws and maybe start a petition to have it legalized. I don't think its in the best interests of this community to be discussing loopholes in the law (despite how much I hate the government). I say start a petition, maybe it'll become a proposition and be placed on the ballot come election day. The only other option would be to have it shipped to another address in a border state if you live near the border. No online beer distributor is going to violate the law or tamper with it to make a buck, there's too much liability; they could lose their license and be put out of business.