In that price range, I highly recommend the Bianchi Model 100 Professional. Very well made IWB holsters, never had a problem with the clip letting go and I love the high leather buffer between the gun and the body. Very comfortable.
There are several better IWB holsters out there, though, with offset mounts (best are fore and aft) for a thinner profile. I really like the tuckable models, where you can tuck your shirt tail in over the pistol. The second 2 I've pictured cost twice the Bianchi though.
Bianchi 100 Professional
Single clip, on top of gun, high back, no adjustments
Bulman Gunleather Professional Dual Clip
Nice design, fore and aft clips, slim profile, not very adjustable
My personal favorite, Comp-Tac Minotaur MTAC
Fore and aft clips, very adjustable for cant and ride height, high leather back
Modular design, interchangeable clips and holster shells for
different guns. Tuckable under shirt
