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This is a good suggestion. If it doesn't work and deleting files really is impossible, the only other option would be to connect your current hard drive to another mac then copy the contents across to a bigger drive using something like SuperDuper. But this would require another Mac and a bigger drive, and possibly removing your hard drive from your Mac.
Fox
hoefla
@seafish have you tried first booting up in safe mode and then deleting files from the hard drive? A friend had a similar issue and this worked for her.
If that works, upgrading to an SSD after would make the world of difference.