Do they look the same inside Obsidian? Do the file explorer (in Obsidian) on all devices have the top level folder as Movies with a subfolder of Library?
I’m on thin ice with this one: Do you open the vault on the PC directly from the iCloud Drive mount point? Isn’t that against the policies, as that is not treated as a normal file folder, and could possibly return something strange to Obsidian
This, if I’m not very mistaken (which I might be), could very well be the reason for your issue.