Porting library from Java to Python
If it were me, I'd consider doing the work by hand. A couple thousand lines of code isn't a lot of code, and by rewriting it yourself (rather than translating it automatically), you'll be in a position to decide how to take advantage of Python idioms appropriately. (FWIW, I worked Java almost exclusively for 9 years, and I'm now working in Python, so I know the kind of translation you'd have to do.)
I'm about to port a smallish library from Java to Python and wanted some advice (smallish ~ a few thousand lines of code).  I've studied the Java code a little, and noticed some design patterns that are common in both languages.  However, there were definitely some Java-only idioms (singletons, etc) present that are generally not-well-received in Python-world.
I know at least one tool (j2py) exists that will turn a .java file into a .py file by walking the AST.  Some initial experimentation yielded less than favorable results.
Should I even be considering using an automated tool to generate some code, or are the languages different enough that any tool would create enough re-work to have justified writing from scratch?  
If tools aren't the devil, are there any besides j2py that can at least handle same-project import management?  I don't expect any tool to match 3rd party libraries from one language to a substitute in another.