Hello! Help with my time in Japan....a full month!

I am trying to decide what to buy and if it is worth it, as far as JR Pass.

I arrive April 3 at Narita.
April 3-April 9 Tokyo
April 9-April 24 Tokushima
April 24-27 Osaka (side trip to Himeji)
April 27-30 Nara
April 30-May 4 Kyoto
May 4 Travel to Haneda Int'l Airport for evening flight.

I was considering a two week JR Pass,activating on April 23. But it seems like the sum of the main transit does not compare to the JRPass cost.

Tokushima>Osaka-10,250JYN, Osaka>Himeji(return)-7,480JYN, Osaka>Nara-800JYN, Nara>Kyoto-710JYN, Kyoto>Haneda-14,210JYN

CAD$ 2week JR Pass 485$
Total above in CAD$ 353$

Should I buy the 2 week pass? Will I be able to use it enough inside the cities to justify the cost? I know I read that Osaka has more JR Pass trains but that Kyoto does not.

Please help! :)