Package Install
Nuno Lourenço created a PIL package for Python 2.6 on OS X.
Compilation
How to install PIL (Python Image Library) in Snow Leopard with freetype2 and libjpg support.
Libjpg
brew install jpeg Or download source and compile.
Freetype2
wget http://mirrors.fe.up.pt/pub/nongnu/freetype/freetype-2.1.10.tar.gz
tar -zxvf freetype-2.1.10.tar.gz && cd freetype-2.1.10
./configure && make && sudo make install
PIL
wget http://effbot.org/downloads/Imaging-1.1.6.tar.gz
tar -zxvf Imaging-1.1.6.tar.gz && cd Imaging-1.1.6/
Open setup.py and change JPEG_ROOT and FREETYPE_ROOT to:
FREETYPE_ROOT = libinclude("/usr/local")
JPEG_ROOT = libinclude("/Users/alcides/Code/Support/homebrew/Cellar/jpeg/7")
Finally, sudo python setup.py install