While upgrading vSAN cluster of multiple hosts. All but one host would enter Maintenance Mode.
vSAN
Cause is uncertain do to the host logs of the problem host not recording.
After confirming that all other hosts could enter Maintenance mode and the vSAN Cluster had 100% healthy objects a force reboot was required to regain full ESXi host functionality.
Once the problem host was force restarted, it was able to enter Maintenance Mode when attempted.