To get DVDs into iTunes, users face challenges primarily related to format compatibility and copyright issues. It's important to ensure that the DVDs are not copyright-protected, as this complicates the process. For personal videos, converting them into the correct format should allow for successful import into the iTunes library. Some users have attempted various methods, including changing formats and using specific software, but have encountered difficulties in getting the files recognized by iTunes. Legal considerations in the U.S. allow users to rip DVDs they own for personal use, but caution is advised regarding digital rights management. Options like using screen recording software, such as HyperCam II or Fraps, can serve as alternatives to bypassing digital protection, although these methods may not provide the same quality as direct ripping. Overall, successful integration of DVDs into iTunes requires careful attention to legalities and technical requirements.