Need Help

Hi,

I will budget backpack to Japan on 10Apr-21Apr2018. My itinerary will be
(10Apr reach haneda airport and next day fly to osaka)

Osaka : 11-14apr (day trip to Nara)
Kyoto : 14-16apr
Hakone : 16-17apr
Tokyo : 17-21apr (will go disneyland)

Do i need buy JR pass for my itinerary? or just buy normal train ticket will do? Which way more budget?
Where i can buy Hakone package ticket (included bus, cruise, train & cable car) in kyoto? Mostly people told me just shinjuku station only able to buy hakone ticket.
Do i need buy ICOCA & Suica card for both cities? Does the card can use on train and bus? If yes, where i can purchase both card??

Please advise and HELP....

Thanks...