I can confirm that today I was able to use Roland Cut Studio plugin for Illustrator 2022 (v25.2.1). Everything is up-to-date and runs well on macOS Monterey 12.2. Version number of Roland CutStudio PlugIn is 3.3.8.
You have to intall the plugin separately from the Adobe Exhange webpage. If using an M1 Mac, you have to run Illustrator under Rosetta mode, to emulate running it with Intel processor. I am using M1 Pro chip and Illustrator runs smoothly both in native M1 mode, and under Rosetta.
I closed Illustrator, uninstalled the plug-in, re-installed the plug-in, and while I was waiting on that, checked all the cords on the Roland cutter and made sure it was on. On restart, the plug-in was right were it should be under Windows>Extenstions>Roland Cut Studio and it worked.