I'm looking for guidance on how to enable web sign-on for Windows Server 2022 within a hybrid setup. I've synced some Windows 10 devices to Entra ID and they now show as hybrid joined, but I'm still unable to log in via the web. This includes servers deployed in Azure, another cloud environment, and on-premises. I'm particularly interested in using web sign-on to facilitate passkey access without dealing with certificate-based authentication. I also need to enable single sign-on for devices that aren't all joined to Entra ID but are attempting to connect via remote desktop. Any help would be greatly appreciated!
2 Answers
You should look into setting up Azure AD Application Proxy with RDP Web Access. It should work for your hybrid joined devices, but keep in mind that using passkeys might require additional configuration in Entra ID.
From what I know, web sign-on is generally only available for devices that are natively joined to Entra, not for hybrid joined ones. You might want to confirm this, as it's a common misconception.
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