I am reasonably mature and my congnition is appropriate to my age. Yet, I cannot imagine how depressed/anxious I would be if I found myself couch- surfing, in and out of sober houses, kicked out of 2 rehabs, wrecked my car and in jail on a felony charge, let alone withdrawing from a powerful substance. I reckon I might be quite capable of saying anything to anyone willing to listen. And no doubt about it, I would mean what I said in the moment.
What are your consequences if he skips bail?
Does this rehab have a refund policy if he leaves or is kicked out?
Can you do this and let go of all expectations?
If you need one last time, so be it. Take your time with this decision. He's not going anywhere, right now.