Error installing Python Image Library using pip on Mac OS X 10.9
Instead of symlinking to a specific version of freetype2, do this:
ln -s /usr/local/include/freetype2 /usr/local/include/freetype
This saves you the trouble of recreating the symlink whenever you upgrade freetype2.
With macports, the solution that worked for me:
sudo port install freetype
sudo ln -s /opt/local/include/freetype2 /opt/local/include/freetype
And then re-run the PIL build process.
I've solved this problem with this symlink:
ln -s /usr/local/Cellar/freetype/2.5.1/include/freetype2 /usr/local/include/freetype
I have freetype already installed via homebrew too.