Is there a way to retrieve music files that appear as "waiting" in iCloud?

In this context Waiting means they were never successfully uploaded from the original source computer. If you still had access to that machine there are ways to force the stalled uploads to resume, but failing that, or some other backup of the data, then I concur with the conclusion that you are out of luck. If you have an Apple Music subscription then delete the broken entries and then add the same tracks from the Apple Music catalogue, assuming they are available.

tt2

Aman27 Said:

"iTunes cloud status : The songs still show up in my icloud library but appear as unavailable but has the file size, song lenth and all info except the actual file itself says 'waiting Am I straight out of luck or is there a shot at recovering these files"

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Thank you for the screenshot.

Unavailable:

Yes --You're straight out of luck. If these are shown as unavialbe, then they have been removed from the iTunes Library. These songs would have been removed due to licensing between Apple and the Music Studio having ended --something you would have agreed to, upon opening an Apple Account.