Japan transportation query

My partner and I are really excited to be visiting Japan in October. Dates are below.

From what I can ascertain purchasing the JRP (7days) is potentially not cost effective as our two longest trips happen 8 days apart.

We are trying to utilise other deals in the areas we are travelling too (knowing that we will have to purchase single tickets here and there).

If you have any recommendations on the most cost effective options or can confirm the below looks okay that would be enormously helpful!

Thanks so much in advance

Tokyo: Oct 10-13 (Suica card)
Tokyo- Hakone: Oct 14 (Suica to Shinjuku + Romance car)
Hakone: Oct 14-15 (2 day Hakone free pass)
Hakone - Kyoto: Oct 16 (Hakone free pass to Odawara then Shinkansen Hikari one-way ticket)
Kyoto: Oct 16-20 (Suica for day 1 then a 5 day JR Kansai wide area pass)
Side trip to Osaka: ( JR Kansai wide area pass)
Kyoto - Okayama: Oct 21 (Kansai wide area pass used to catch Shinkansen Nozomi)
Okayama - Naoshima: Oct 22 (Suica card + ferry)
Okayama - Tokyo: Oct 23 (Shinkansen Nozomi one-way ticket)
Tokyo: 23-26 (Suica card)