How to stop parking brake on driver side from squeaking

SOURCE: Squeak and rubbing on lt side drivers side tire can move and squeaks

I'd lean toward bushings of some sort. Inspect the control arm bushings for signs of cracking, and check the sway bar endlink bushings for wear and tear. Both of these parts are going to be worked harder on uneven roads than they will on a smooth freeway, and are likely candidates for causing your problems. A third possibility would be worn strut mounts, but I'd look at the control arm and swaybar bushings first.

SOURCE: Squeaky Rear suspension

I had the same problem. I had the control arms repaced in the back when my car was still under warranty. See if a mechanic can take a look at it to be sure.

SOURCE: 2000 Montero limited steering column noise / squeaking

try spraying some armor all where wheel meets the column covers

SOURCE: rear end noise on 2006 mitsubishi outlander

There is a race bearing on the back side of the rotor. If you haven't replaced it, I would strongly recommend it. You should change those out every time you change your rotors. Most new rotors come with new race bearings, if it did come with a new one (and it isn't shot yet), pull it out and pack it with grease. Wear latex gloves, put a pile of general purpose grease in your hand, and start stuffing the grease into the bearing until it comes out the other side.

SOURCE: 2005 Outlander has now new rear brake shoes and

Under the center console is a Y in the cable that leads under and around the top/rear side of the brake handle. At the top/rear of the handle is a locknut and threaded shaft to adjust tension.

Be sure to not have any drag on the brakes when you are done adjusting!