Travel times & costs on JR trains

Hi there
We are visiting Tokyo arrive 5/1/18 staying in Shinjuku on the 9/1/18 we need to catch a train from Shinjuku to Kyoto Can you tell me what that costs and how long it takes to get there? Is the bullet train a better optionor stick with a jr pass.
Then on the 12/1/18 we need to leave Kyoto and get to Osaka to catch a plane at 13:55 that day Again can you tell me best train to catch, how long it takes to get there and the cost? Would the hotels be able to reserve our seats on the train for us? Thanks heaps.