Is JR Pass worth?

I'm planning a trip to Japan this April, everything is set except the transportation in Japan. I'll arrive at Narita int'l airport, will spend the first night at Hakone, stay four nights in Tokyo, have a day trip to Nikko. From Tokyo to Nagano, visit snow monkey park, then go to Tayakama, visit Shirakawa-go, from Takayama to Kyoto, stay 4 nights in Kyoto, one day trip to Nara, from Kyoto to Osaka. Leaving from Osaka airport. Total trip last 14days. Is it worth to have a JR pass? What's the best way to get arount this places? Thanks!

In short, No, the pass won't pay off for you.
You should look at some regional passes though.
http://www.japan-guide.com/e/e2357.html

Thanks Ken! I checked regional pass too. East Nagano-Niigata Pass $157, Hakone Pass $50, Takayama-Hokuriku Pass $129, still missing the part from Nagano to Takayama. The cost is not much lower than JR pass. This is my first time to visit Japan. The transportation system is so complicated.

The transport system is straightforward if you do research and plan. It takes a lot of time to do all the required reading, but will make your trip run a lot smoother.

This calculator also includes some regional passes: http://www.aoimirai.net/japan/jrpass_calculator.html

So you will start at Narita, then go to Hakone, back to Tokyo, then Nikko round trip, Nagano, Takayama, Shirakawago and finally go to Kansai region and fly back from KIX.

I would recommend the following route.

Buy JR East Pass Nagano Niigata area (17000 yen).

https://www.jreast.co.jp/e/eastpass_n/

This pass allows you to travel from Narita Airport to Odawara though you can't use Shinkansen(day1 ).

http://www.hyperdia.com/en/cgi/en/search.html?dep_node=NARITA%20AIRPOR...

From Odawara, you can buy individual tickets for you Hakone travel or buy Hakone Free pass (4000 yen two days, from Odawara).

To go back to Tokyo from Odawara you can use the JR East pass (day2 of the pass).

You can use the pass to travel to JR Nikko (round trip, day 3 of the pass).

For day 4 of the pass, go to Nagano by Hokuriku Shinkansen.

To go from Nagano to Takayama, there are many ways to go, but the cheapest and practical way is to go by bus from Matsumoto. You can use the JR East pass to go from Nagano to Matsumoto.

The bus route from Matsumoto goes to Takayama and then Shirakawago and finally Kanazawa. There is a discount set of tickets called "Three Star Route Ticket" (5500 yen).

http://www.alpico.co.jp/access/ticket/pdf/panf701[1].pdf

You can stop at Takayama and Shirakawago with this ticket and go to Kanazawa where you can catch express to Kyoto. You don't need to buy Takayama Hokuriku area tourist pass. Buy individual ticket to Kyoto (about 7000 yen).

http://www.hyperdia.com/en/cgi/en/search.html?dep_node=KANAZAWA&arv_no...

In Kansai area including Kyoto, Nara etc., an IC card will suffice.

Leaving from Osaka airport.

Do you mean Kansai Airport or Itami Airport?

Thanks Frog1954. Your suggest is very detail and super helpful! I'll flight out Kansai.