Steve Dower added the comment:

I wonder if the custom action to run _ensurepip isn't running as admin... that 
would be the only thing I can think of.

Can you try running the installer with:

  msiexec /l*vx log.txt /i path_to.msi

Then attach the generated log.txt file? We might be able to see what's 
happening better with that.

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<http://bugs.python.org/issue30725>
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