Osaka and Tokyo regular pass

Hi,
A JR Pass allows you to ride JR trains, buses, and Miyajima ferry - all you want within its validity. You cannot use it for the fastest versions of shinkansen (Nozomi, Mizuho), but all the rest are open and you can go from one side of the country to the other if you want.
If you just want to buy regular tickets from Osaka to Tokyo, you can do that as well without buying any pass. Just go to the JR station. For regular fares and schedules, see Hyperdia.

You can use the prepaid cards you mention for regular public transport in Tokyo. There is no savings in it; it is just more convenient that carrying a bag of coins. In Osaka they use the ICOCA card.

Yes, there is wi-fi at KIX. See:

http://www.kansai-airport.or.jp/en/service/internet/

However, for Suica/Pasmo, see this info:

http://www.japan-guide.com/forum/quereadisplay.html?0+113664

Hello there,

Yes the JR Pass is an all you can ride nation wide pass, that includes travel in the Shinkansen.

You do need to do a certain amount of travel for it to be worth it, for instance a return Tokyo - Osaka will quickly make the JR Pass worth the purchase.

However for a one way ticket it is better to buy tickets as you travel. You can do so at the train station.

You can buy an IC card like Suica at Kansai Airport, the name is ICOCA but it works the same. However the ticket office may be closed at 11.00pm, so you may have to buy a normal ticket on arrival.

Kansai Airport has 24h free wifi.

Hope this helps,
Daniel