I've successfully configured WinRM on my Hyper-V server to use HTTPS. I am able to connect to it and execute commands from my client PC by using the same local username and password on both (they are in a Workgroup) e.g.
winrs -r:https://<server>:5986 dir.
However I can't figure out what address to specify in the "Connect to Server" dialog box in Hyper-V Manager to make it use HTTPS. By default it only tries to connect via HTTP which fails, since I do not want to add an insecure TrustedHosts exception. The error message itself states that I can use HTTPS instead of TrustedHosts.