Sorry to resurrect such an old thread but I’m having exactly the same issue with Local (Beta) 5.0.7+1117 also on Windows 10.
It only applies to certain plugins but not all, the most high profile I’m come across displaying this behaviour is Elementor Pro but experienced it with several others too.
In my case simply overwriting the plugin directory doesn’t seem to work either as it doesn’t “see” the update, I actually have to delete the installed version then go ahead and install the updated version.
The error is just “Update Failed: Could not create directory.”
Or sometimes it will include a specific directory (which varies) like below.
Here’s another example from a different plugin - “Update Failed: Could not create directory. ds-divi-rocket/assets”
As I said in my initial post it only seems to happen with certain plugins for example Elementor Free works but Elementor Pro doesn’t. So far I’ve also experienced it with Divi Rocket & Divi Switch as well.
No, it’s not a pop-up. It’s a WordPress error when trying to update any plugin. Same as OP.
E.g: An error occurred while updating The Plus Addons for Elementor Page Builder: Could not create directory. theplus_elementor_addon/assets/css/extra/overlays
I’m having the same problem updating Elementor Pro plugin. WordPress gives an error message: “Update Failed: Could not create directory. elementor-pro/assets/css/templates”
The directory exists already.
Running on Windows 10, the latest update (as of Feb 21, 2020), and the most recent version of Local.
After trying unsuccessfully all efforts suggested by Elementor, I finally downloaded the Elementor Pro update file (2.8.4), removed previous version (2.8.3) and installed the update manually. Worked first time!
Any updates on this? I’ve been panicing thinking that my plugin updates were broken for everyone. I’m using EDD, I’m not sure if Elementor is also using them to deliver updates.