Play them in order, because the developers learnt as they went. I quite like the aesthetics of the first engine (especially the drone controls,
etcetera, around the screen). The first engine is more lenient with combat; being struck without cover is not as fatal as in the latter engines.
Dragonfall is the best game.
Hong Kong introduced a third engine. There is a sizable collection of User Generated Content, though because of the triple release (three engines for three games), most mods work on either the first or the third engine (which is notable because of the [i}Harebrained[/i] retcon of matrix combat). There is a fan mod for the first game, built for the third engine, for example:
Vox Populi.
I found the third game both easy and filled with frustratingly pointless conversations. Sure, they add some depth, but they add it with characters that only appear once. So there is no loss if you never talk to them. (Certainly the conversations are not worth it.) The bonus levels, accessed only with a PC who has completed the main quest, is worth it (but high-level difficult).
Dragonfall, however, starts with a great set piece and the best music in the series. (There is a mod to replace the horrid
HK soundscape.)
All comparisons are odius, it's true, but I would probably rate the
Antumbra saga above
HK. (And
Vox Pop, and a bunch of others, too.)
The first one is for the
Dragonfall engine:
Antumbra.
The next two expansions are both built for engine three:
The Caldicott Caper and
CalFree in Chains.
There are some other mods, too (notably for the first engine) which are all of high quality.
edit: hyperlink syntax