Not any .380s out there that really inspire me.
The Colt Pony and the new Guardian are IMHO too heavy for such a small gun for comfortable pocket carry. Not too heavy, but if you take my meaning too dense. Maybe better/different pocket holsters would have helped with mine, but i aways felt like it was moving around too much. It was very comfortable to shoot and NEVER once jammed, but i only put maybe 500 rounds through it before i sold it. Trigger and sights were lousy, but it would do it's job. If you could find a Pocketlite Pony it might be a good compromise.
For a carry .380 i would look at the Mustang + II or Gvt .380 Pocketlites from Colt if you are comfortable with cocked and locked in the pocket. They have a little longer grip than the Pony/Guardian/Keltec and may feel better to you.
The Sig p230, Makarov, PA 63 and CZ83 all have their merits, but they are a good deal bigger. An alloy frame P230 is nice, light and accurate, but you can get into several small 9mmPs that are roughly the same size and cost and hit much harder.
Maybe a PPK carried ON-SAFE if you can find one in your budget (pref German made, they seem to work better than the average American made ones) that works well, or possibly one of the KBI SMC PPK copies. Looked at some of those at a local shop recently and the triggers are very heavy but they seem pretty nice overall.