Other recommendations:
Wounded Sky
Spocks World
Doctor's Orders
There are quite a few more that are very good, but those are the absolute top level TOS books for me. I'd also recommend "Federation" - this straddles three time periods, one of which is TOS, and is also brilliant(includes some TNG as well).
DorkBoy [TM];5255371 said:Noticing a recurring theme here? You can't go wrong with Diane Duane. (Or the Reeves-Stevenses for that matter.)
There are many great TOS novels. Prime Directive is one of the very best.
I can't judge TOS novels fairly yet but my boyfriend is almost donewith "Demons" by J.M. Dillard and loves it.
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