I ran into this issue as well! Just recently updated to the latest version and now my offline playlists won't "offline" showing a status of "Waiting for Download"! Also for some reason my playlist orders changed as well! What is going on with this version?
I was searching for answers to this problem, apparently I'm not the only one. But, if I listen to a song from the particular playlist, that song does go offline! Ofcourse that's not the way you want it to work, wait 5 hours until your playlist is fully available offline... Hope anyone can help!