I have a similar problem on Mint 18/Ubuntu 16:

sudo apt-get purge linux-image-4.4.0-xx-generic linux-headers-4.4.0-xx

and it shows the message: dpkg: warning: while removing linux-
image-4.4.0-xx-generic, directory '/lib/modules/4.4.0-xx-generic' not
empty so not removed

In /lib/modules/
4.4.0-21-generic  4.4.0-45-generic  4.4.0-62-generic
4.4.0-34-generic  4.4.0-47-generic  4.4.0-64-generic
4.4.0-36-generic  4.4.0-59-generic  4.4.0-66-generic

and in ever such dirs there is only the subdir updates with inside:
vboxguest.ko  vboxsf.ko  vboxvideo.ko

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Packages, which is subscribed to dkms in Ubuntu.
https://bugs.launchpad.net/bugs/300773

Title:
  Removal does not clean up after dkms, l-r-m(?)

Status in dkms package in Ubuntu:
  Fix Released
Status in linux package in Ubuntu:
  Fix Released

Bug description:
  I just removed a bunch of obsolete kernels from my system, and noted
  that for each one, I saw this error:

  rmdir: failed to remove `/lib/modules/2.6.27-6-generic': Directory not
  empty

  The contents which remain are:

  /lib/modules/2.6.26-4-generic:
  updates  volatile

  /lib/modules/2.6.26-5-generic:
  build  updates  volatile

  /lib/modules/2.6.27-1-generic:
  build  updates

  /lib/modules/2.6.27-2-generic:
  build  updates

  /lib/modules/2.6.27-4-generic:
  build  updates

  /lib/modules/2.6.27-5-generic:
  build  updates

  /lib/modules/2.6.27-6-generic:
  build  updates

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