Just to add.
I realized that probably the box doesn't have Guest Additions installed.
I tried:
vagrant ssh
$ curl 
http://download.virtualbox.org/virtualbox/6.0.8/VBoxGuestAdditions_6.0.8.iso 
-o VBoxGuestAdditions_6.0.8.iso
$ mount VBoxGuestAdditions_6.0.8.iso
$ cd /Volumes/VBox_GAs_6.0.8/
$ sudo installer -pkg VBoxDarwinAdditions.pkg -target /
installer: Package name is Oracle VM VirtualBox
installer: Installing at base path /
installer: The install was successful.

restarted guest vm
vagrant up still still cannot detect guest additions:
Checking for guest additions in VM...
No guest additions were detected on the base box for this VM!

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