How can I wirelessly transfer photos to the iPad?

Yes. Sync via wifi and include Photes in the sync. To turn on wifi sync with the iPad connected to the computer go to the Summary pane for the iPad in iTunes and chenc the wifi sync box.

To then sync go to Setting>General>wifi sync.

You can use a third party app for this as well as WiFi sync with iTunes. Look at PhotoSync in the app store. There are other apps that will do this as well so search the app store for more.

It all depends on how you have the photos categorized on your computer. You are mentioning iPhoto so I am assuming that you are using a Mac and syncing photos from iPhoto in iTunes.

If you categorize the photos in iPhoto on the Mac and then sync them via wifi to the iPad, they will be in the events folder in the photos app. If you categorize the photos into albums in iPhoto on the Mac, when you sync, those photos will be in the albums tab in the photos app.

Use the app "Dropbox."