Если кого до трясучки доведет вот рецепт
In the AWS console, edit your security group or create a new one and add a new Inbound rule: "All Traffic" and Custom IP = {Your IP}
Go to the instance you want to connect to and press Connect and download the Remote Desktop File or open it from the web browser.
In the same screen as in point 2 (Connect to your instance), click on Get Password and uploaded your .pem file directory that you should have downloaded earlier and decrypt my password
Sign into the RDP using Administrator for the username and that password.
Обязательно перезагрузите сервер после проделанных манипуляция