Since there is no drive redirection in Amazon WorkSpaces currently, to migrate user data you'll need to determine which is actually required - just files or the entire user persona? For most customers, I recommend USMT from Microsoft as that is designed to migrate the user state. Otherwise if only files are required, having a script that copies User Shell Folders (e.g. Documents, Downloads, etc.) to a file server, and then after first logon to the Amazon WorkSpace the script copies them to the new user profile. Third party vendors such as Liquidware ProfileUnity can simplify this process even further.

Our approach is to configure workspace with pre-built windows and license included and not use existing licenses. What we are really trying to figure out is how to move individual user data mostly files and folders into the corresponding workspace for the same user. The additional constraint though is to make sure the files and folders migration is not traversing over public internet.

Hi the best way to migrate from on-premise VDI to AWS Workspaces is by using VMware VDI exporting then creating an image from it [1]. Please know that migration to workspace is supported through BYOL [2] and the are requirement to be meet.

I have added links that explains in details how to achieve a successful migration

References

1.Requirements for importing a VM into Amazon EC2. https://docs.aws.amazon.com/vm-import/latest/userguide/vmie_prereqs.html

2.Use your Windows desktop licenses on WorkSpaces. https://docs.aws.amazon.com/workspaces/latest/adminguide/byol-windows-images.html