System taking too much storage?

What size files are you deleting? Do they have names you can post? Where are they located? Do they show in the Trash before emptying it?

Safe Boot, (holding Shift key down at startup), does the problem occur in Safe Mode?

Safe mode attempts to repair Disks & clears lots of caches & loads safe Drivers, & prevents loading of 3rd party extensions, so if Safe Mode works try again in regular boot.

OK, does Omni Disk now show you where the big users of space are?

Did you rebuild your Spotlight Index?

First, forget Apple's crazy implementation of the unhelpful, often inaccurate "Storage" Report.

Have you emptied the Trash lately?

OmniDiskSweeper shows you the files on your drive, largest to smallest, and lets you quickly Trash or open them.

https://www.omnigroup.com/more/

Purging local backups

Please note that although this doesn't affect your remote backup from Time Machine, this will get rid of the redundancy (at least until the next Time Machine backup) that a local backup disk will provide. If you need such redundancy or are worried about the recovery of your data then you would be best served to let macOS determine when to purge these files.

Start Terminal from spotlight.

At the terminal type tmutil listlocalsnapshotdates.

Hit enter.

Here, you'll now see a list of all of the locally stored Time Machine backup snapshots stored on your disk.

Next you can remove the snapshots based on their date. I prefer to delete them one at at time. Once my "System" disk usage is at an acceptable level, I stop deleting but you can delete all of them if you want to reclaim all of the disk space.

Back at the terminal, type tmutil deletelocalsnapshots YYYY-MM-DD-HHMMSS , where will be one of the dates from your backup. This will be in the form of xxx-yy-zz-abcdef. Try to start with the oldest snapshot.

Hit enter.

Repeat for as many snapshot dates as required

http://www.thagomizer.com/blog/2018/03/27/cleaning-up-time-machine-local-snapshots.html

OK, forget that part, just do a regular startup.

Are you syncing via iCloud or iCloud Drive?

Status bar???

Do Get Info in the finder for real values.