I recommend using Dropbox on your Mac and the Dropbox app on your iPad.
- First sign up for a free Dropbox account from your computer.
- Then, download the free Dropbox app on your iPad.
- Log in to the Dropbox app on the iPad with your new account.
Any documents you save to your Dropbox folder on your computer will be accessible with the Dropbox app on your iPad. You can also set files individually to be available when you are offline.
Hope this answers your question!
Using iTunes to transfer files:
"Dukto is a simple application that allows you to share files between devices connected to the same (wireless) LAN network."