a little script to help rebuild playlists from m3u files even if the file paths don't match. You'll get false positives as the search is intentionally inclusive. I don't really have a need to polish this up, but thought others may be able to jump off fr

playlist.py

#!/usr/bin/env python

from appscript import app,k
import re
import glob

pluginDir = "/Users/grahams/Desktop/playlists/"

it = app(u"iTunes")

playlistNames = glob.glob(pluginDir + "*.m3u")

for playlistName in playlistNames:
    shortName = playlistName.replace(".m3u", "").replace(pluginDir, "")

    pl = it.make(new=k.playlist, with_properties={k.name: 'ZZ' + shortName})

    f = open(playlistName, 'r')
    lines = f.readlines()

    for line in lines:
        if(line.startswith("#EXTINF")):
            partline = line.partition(',')
            trackphrase = partline[2].strip()

            # remove non-alphanumeric characters and also remove ' and ' so we
            # don't fail to match tracks which have ampersands instead
            trackphrase = re.sub(r'\W+', ' ', trackphrase)
            trackphrase = re.sub(r' and ', ' ', trackphrase)
            trackphrase = re.sub(r'_', ' ', trackphrase)

            tracks = it.playlists[u'Library'].search(for_=trackphrase)

            for x in tracks:
                try:
                    x.duplicate(to=pl)
                except:
                    print("error: " + trackphrase + " pl: " + shortName);