Hello,
After you upgrade your VMware-based Vagrant box’s kernel, you’ll experience a timeout error on reboot during “Waiting for HGFS kernel module to load…”. You can fix this by enabling VMware Tools’s built-in “automatic kernel modules” feature.
Please refer to this blog post: Vagrant/VMware: Resolving “Waiting for HGFS kernel module” Timeouts | Dan Tehranian's Blog