How do I install Pillow on my mac without pip?
You can install pip very easily (Though I think it should come with most python builds now.) using the following commands:

curl https://bootstrap.pypa.io/get-pip.py -o get-pip.py
python get-pip.py


In fact, you shouldn't even need homebrew to install python. You can get the latest versions of python 2 and python 3 as macos installer packages. Even without installing python, MacOS does include an (old) version of python 2.7 by default.

Once you've installed pip, you can type:

pip install Pillow


Also, I think you should still be able to download a version of Xcode compatible with your OS version.