@Mita127
As awkward as it is, you might have to simply read him the riot act. What I mean is, not just keep reminding him to follow certain rules. This gets really tiresome and can make you feel like you're a nag.
I mean, sit him down and politely but firmly explain that when he books an Airbnb he is entering into a contract, which includes following the host's house rules. As he seems to keep ignoring several of those rules, please could he reread them and follow all of them from now on. If he doesn't feel that is going to be possible, perhaps it's better that he finds somewhere else to stay.
Early on in my hosting experience, I had two guys staying who just kept breaking rules. There were several things, but the main issue was late night noise. On the first night, they were arguing loudly at 4am. I spoke to them about it the next day and they were quiet that night. The following night, they were partying at 3am. I had to knock on their door and remind them other guests were asleep and the noise was not acceptable. Again, profuse apologies but it (and other issues) just went on and on.
I called Airbnb and asked them to cancel the stay and relocate the guests. The rep asked if she could try talking to them first. She called up the booking guest and firmly told him that he needed to follow my house rules or leave with no refund (there was still at least 10 days left of the booking). Well, that was a massive wake up call for them. Finally, they took it seriously. I let them stay and it was a bit awkward, but they behaved much better after that and even left me a fairly decent review.
Now, I'm not saying that Airbnb will have your back in the same way, especially telling the guests 'no refund'. This was back in the day when I would normally get through to the Irish call centre and the reps there were wonderful and very well trained. Now it's extremely rare that I get through to them and many of my experiences with CS in recent years have been incredibly frustrating.
The point is that, in some situations (and only you can figure out if this is one of them), the guest needs to be firmly told that house rules are not optional and that they need to follow them or leave.