Itunes Playlist does not sync fully with IOS8 on my 5S phone....

Yes - I have this issue too and been trying to find a solution. I use my playlist when on the road and don't want to use all my cellular data. I have all my songs on my iTunes and in my playlist and won't totally move it to my iphone when I sync it. Please if anyone has advice or know how to fixed this issue.

Thank you!

I also have an iPhone 5s, IOS8.

I just notice my iTunes on my MAC has a new update so once I updated it and now was able to sync to my iphone and seems all the songs and my playlist are on there. I thought I did the latest update of iTunes last week (when ios8 came out) but maybe it didn't install or there was another new update that fixed the problem. Make sure you get the latest version of iTunes and see if that fixed the problem. It did for me.

I'm having the same problem. Solutions?

I have this exact problem. I have even erased my iPhone to reinstall and still same problem. I look froward to a solution to this please

1. Backup the device.
2. Restore as a new device.
3. Restore the backup you took earlier.

tt2

Or try this tip: Re: Songs are greyed out with a dotted circle next to them and won't sync

tt2

I am having a similar issue.. When iTunes syncs with my iPhone 5, it shows that it is transferring my songs to my phone. However, when I go to play them from the phone, it will pop up with a red circle with a red square inside and nothing will play. Out of 5400 songs, only about 100 will sync. I have tried using the "add to my iPhone" function which works for one sync cycle. After that, the music is once again removed.. It's driving me crazy!!

II was having the same problem (although Mac version of iTunes).

Solution that thatv worked for me was to uncheck "sync music" in iTunes, then delete music off iphone (settings->general->usage->storage) and delete all music. Then turn on "sync Music" in iTunes and reload all music.

A. Heimert.... Thanks!! This seemed to have worked.. for now...