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This does seem odd. Like you, I've got accounts at multiple Amazons, with the same login for each, but I've never seen anything like the behaviour you describe. Each account seems to be completely unaware of the other, and only one of them knows about my Kindle.
Have you by any chance installed the Kindle for PC (or Mac) application from either UK or DE? If so, when you register the application, it automatically registers you in the country from which you downloaded the software. This isn't obvious. It's just possible that could be confusing the system, but it doesn't seem likely.
I suspect that the Wi-Fi issue is a separate problem. I can't see why an "Unable to connect" message could be connected with your registration. If it can't connect, it can't know whether it is registered.
You will confirm that (or otherwise) when the replacement Kindle arrives. In the meantime, I'd double-check your wireless network, and especially the firewall settings. Try connecting another device to the same network, or connect the Kindle to another network. That might at least tell you whether it is a genuine connection problem.
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