His best stuff: Rum Punch Pronto Riding the Rap The Hot Kid LaBrava Glitz (the book that made him huge) Cuba Libre 52 Pick-Up Tshimingo Blues Pagan Babies
The next tier (still excellent): Unknown Man #89 City Primeval Big Bounce Cat Chaser Freaky Deaky Swag Stick Mr. Paradise Maximum Bob Mr. Majestk
Very good, but sorta problematic: Get Shorty (never loved the book, though I loved the movie) Out of Sight (another case where I actually like the movie better) Split Images Killshot
The enjoyable but kind of slight: Moonshine War Gold Coast The Hunted Switch
Just okay: Bandits (his follow-up to "Glitz". His longest and most character-driven book. Doesn't quite come together in the end) Touch Road Dogs (ostensibly a sequel to "Out of Sight", but also a sort-of sequel to "LaBrava" and "Riding the Rap")
The not-so-good/bad: Be Cool (sequel to "Get Shorty") Up in Honey's Room (sequel to "The Hot Kid". Might be his worst book) Raylan (sequel to "Fire in the Hole" that he started to write after "Justified" got green-lit)
Noticing a pattern here? Outside of "Rum Punch" and "Stick," the out-right sequels that he writes tend to suck.
I think that covers mostly everything I've read. Reading "Djiboutti" right now, so I can't rank it yet. And I haven't read his kid's book, but I hear it's good.