Microsoft 365 features that help users manage their subscriptions, account settings, and billing information.
Hi Skykitchen,
According to your description, do you mean that you have DirSync/AAD Sync/AAD Connect deployed?
If so, we can’t delete mailboxes directly since all the changed made in the on-premises will be synced to Office 365. In this way, we suggest you first back up all the mailboxes’ data, then convert the on-premises mailboxes to mail-enabled users.
About the detailed steps about how to convert the mailboxes to mail-enabled users, since it’s related to the on-premises, we suggest you post the issue with details in our on-premises Exchange Server Forum via: https://social.technet.microsoft.com/Forums/en-us/home?category=exchangeserver%2Cexchangeserverlegacy&filter=alltypes&sort=lastpostdesc. Your understanding is appreciated.