Yes, a pinpoint probe will help, but you should learn to pinpoint without it. Take your time, get an long thin screwdriver and use it to try to find your target. If you have a depth meter, pinpoint and probe for anything 2" or less. Plug for anything 3" and more, then use the screwdriver probe to locate the item in the plug or in the hole. Poke a gentle grid across the 3 x 3 inch area (postit note size) that you should be able to pinpoint down to. Practice, practice, practice. If you can't get the target out without tearing up and killing the grass, I would just leave it until you can get it out. I know I have passed on targets because I would not be able to retrieve them without doing visible damage to the area. You'll get better at it!
Put a coin down in a clear area in the yard and see where your detector pinpoints... it should be in the same area every time. If you post your specific make and model of detector, I'm sure some experienced users can give you some tips on pinpointing with your specific machine... they're all a little different.
Then there are good pinpoint probes and bad pinpoint probes. I've used a few, and the SunRay Inline Probe is the BEST! I can't imagine detecting without it, and feel lost when I'm using a machine that does not have it. Vibraprobe, White's, etc... all were garbage that did not have any depth. The SunRay has depth of 3"+ and works the way I feel these things should. Unfortunately they are not available for all detectors, but well worth the price.
Hope that helps.