I tried, and tried, and tried to get into pipes. I have a couple nice pipes (Peterson, Nording), and some great tobacco.
1. I don't like getting my hands dirty. Rubbing, packing, etc usually results in residue all over my fingers.
2. It takes a lot of work to smoke. Constant tamping and relighting. I'm sure eventually it becomes second nature, but smoking a pipe is a "busy" activity, and I prefer the simplicity of a cigar. Light it, and you can relax and smoke for two hours.
3. The way you smoke. I like being able to take long, slow puffs from my cigar. Pipes seem to do much better with more frequent, smaller sips.
4. The quality of the smoke takes getting used to. The smoke is generally more flavorful, but also less thick in the mouth.
None of these things make cigars inherently better than pipes, they simply make cigars more preferable for me. YMMV.