You can't be on the roller skates or bike to use the poke radar. Here are the requirements for it to work:
must be in grass
must be in running shoes (move using the thing below the circle pad to change into your running shoes)
grass should be at least 4x4
must walk at least 50 steps to start it
If you use the pokeradar once and after you kill the Pokemon the grass still shakes you must continue to walk. I had issues where after I kill the first Pokemon, I use the circle pad to move again and it breaks the chain because I left my running shoes.