I feel like anyone becoming too successful in this space would find the ol' Eye of Sauron pointed at them pretty quickly..
Whether through technical or legal means, I doubt Apple would sit around and let this openly thrive or grow into a viable option for the average consumer.
You feel it when you try and use iCloud on a hackintosh. As you progressively lose access to your services, you begin to question the choose you have made. And that’s just a glancing blow. Never again.
I've been using iCloud on my hackintosh successfully for years now. You just need to get the SMBIOS stuff right (i.e. use a device serial number that comes from a valid production run, but which doesn't belong to any actual machine.) It's set-and-forget once it's correct. iMessage works for me. Handoff and Airdrop would too (I stuck a wi-fi card in my workstation and verified that it works, but I don't need wi-fi and it was hogging the PCIe slot.)
I think, these days, Clover does all the calculations and checks needed by itself. It used to be harder, but not any more.
Now, here's a real complaint: there's no Hackintosh driver to get the OS to treat an IBM-compatible PC speaker (you know, the one driven by an Intel PCH's onboard 8253 logic) as a sound device, so that I can configure the OS to play "System Sounds" through it, and thus have an extremely-tinny Apple "bwah" on start-up. What kind of loser OS is this? ;)
I do not think they would bother with technical, that has consequences (ie technical debt), legal is more than enough. Even if someone finds a loophole currently, it's pretty much guaranteed they will change the T&C of MacOS immediately to close it the moment they feel threatened.
Whether through technical or legal means, I doubt Apple would sit around and let this openly thrive or grow into a viable option for the average consumer.