I had Macs growing up and missed out on all the Half Lives until I finally got to play Alyx last year. I tried HL1 after that, but couldn't really get into it.
That said, Valve released the Anniversary Update for Half Life 2 a few months back which includes a bunch of quality of life improvements for modern setups.
There's also a VR mod for Half Life 2, which is supposed to make it one of the best games available in VR.