I think pretty much everything you listed is solid and will serve you well.
That said, if money isn't an issue I'd recommend the HK, the Smith, and the Sig, in that order.
The 239 is interesting. It's big and heavy for what it carries, but it's a wonderfully balanced and reliable pistol. Won't carry nearly as nicely as the PPS or Shield, but probably shoots more comfortably than anything else on the list.
I love my PX4 fullsize, and I like the PX4 compacts, but I'm not huge on the subcompacts. Not sure why.
Beretta PX4 .40 S&W - Beretta 92FS 9x19 Para - Rock Island Armory GI 1911 .45 ACP - Colt 1968 Detective Special .38 Spc. - Ruger LCP .380 ACP - Daniel Defense M4V1 Carbine 5.56x45 - Alpine Industries M1 Carbine .30 - Steyr-Mannlicher M1895 8x56 - Ruger 10/22 .22LR - Remington 870 Express Tactical 12GA - 1943 Izhevsk Mosin-Nagant M91/30 7.62x54R