If iTune is helpless, you can try email the photos to your iPad. If you have lots of photos to transfer, this way might be slow and time consuming. So you can try an iPad photo transfer. This guide helps a lot. How to Download Photos from Computer to iPad
ITunes should sync your computer with your iPad but sometimes it acts funny. Don't know why, but it does. So if you cant get it to sync, try Copy Trans Manager. It is a FREE application and it should let to manage the content of your iPad without iTunes. Actually, it uses some files of iTunes as a drives. Be caredul with Softonic's downloader. Use custom mode, go for Copy Trans Mnager and uncheck or skip anything elese offered free.
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