I am arriving in Osaka 1 day after you but will depart for Kyoto immediately so will be doing your Kyoto portion first.
Can't comment much about the Osaka portion as I would rather cut down on Osaka and go to Himeji/Okayama etc for day trips.

I think Nara on day 6 deserves a full day, leave in the evening and head to Kyoto for dinner/shopping at Kawaramachi.
Day 7 looks good
Day 8 looks good, can add in Reikanji (only open during autumn) or Honen-in along PP
Day 9 looks good
Day 10 for Kibune/Kurama will be a full day especially since you mentioned you're the chillax style so having Kinkakuji in there might be a tad rushed
Day 11 can add in Sanjusangendo after Tofukuji, just one station away. Or you can choose to go to Uji which is along the same line and further down south

Page 1 got Kansai 14 days itinerary posted by me.
You can refer it

Your itinerary looks good especially if you want to spend good time at each location. Osaka looks fine but just some suggestions that you can consider for Kyoto:

Day 6: I agree with another forumer that you should spend a full day in Nara and travel to Kyoto in the evening. If you are planning to do last minute shopping on day 12, you can do Nishiki market and Kawaramachi then.
Day 7: Kiyomizu-dera is still worth going. There's a lot more to it than the roof renovation.
Day 8: Daigoji temple seems a bit out of the way? If you are planning to walk the Philosopher's Path, perhaps you can start from Ginkakuji and walk south. Maybe you can consider doing Gion and Pontocho Alley on this day also.
Day 9: Arashiyama might be worth your full day too especially if you don't mind walking to temples like Gio-ji.
Day 11: If you want to go Daigoji, you could do it on this day since it's nearer to Fushimi Inari compared to your day 8 locations.

if you're travelling from nara toward kyoto from there
take the JR train and stop by inari station(fushimi inari)
u could have merge day 6 and day 11 together

here are some tips for those who're travelling to kansai region

1. the immigration process only took 2-5 mins from the moment u queue, they have so many machine on standby
2. going out of japan are all using self check out machine like in KLIA2 for malaysian...but apply to all local and tourist
3. each place like kyoto, osaka, nara, kobe has their own confectionery(biscuit, cake..etc) so be sure to grab them if u see something u like...u can't get them if you left there....kit kat included
4. the seat availability for the sagano romantic train in their website is innacurate...it changes from time to time
5. if you're taking the bus from golden pavilion back to kyoto station, u can actually disembark at a bus stop in front of the kyoto university and visit the imperial palace and walk down toward kawaramachi(saves u a train ride to gion-shijo station from kyoto station)
6. visit fushimi inari by 7.30AM, it takes 1 hour to reach the top and 1 hour to go down....the moment you're half way down..you'll alot of people going up
7. the train in kansai region is more straight forward as compared to tokyo which is complicated
8. kobe is a huge area, i personally prefer u guys overnight if u wanna explore the whole place....it takes around 50mins to go there from namba station and back
i personally go kitano area, walk back down to chinatown...did not manage to visit harbourland

many places
there are multiple tori gates spot along the way up...got old and new
the one below when you're walking up is the most famous...especially the split

at the split...there will be a sign where it tells to to "use the right one only"
so the left one is completely empty...available for photo opportunities

after some research and countless reading of blogs and contribution from this thread, here is my itinerary.
the temples in Kyoto are just for reference. i don't enjoy touch n go and will stay in the area if i like it and skip other places. 
Day 1 will be 15 Nov, and deliberately organised in such away so i get to enjoy Kyoto more on weekdays (i could be wrong though reading so many is planning to reach some POI before 7am)



Day 6 - Northern Higashimaya Area > Murin-an Villa > Konchi-in Temple > Tenju-An Temple > Honen-in Temple > Yoshida-yama Mountain
or Sagano Romatic Train

Osaka
Day 7 - Don't know yet. I am quite clueless about crowded place 

Day 8 - Nara Deer Park > Kofuku-ji Temple

Day 9 - Osaka then 6pm > KIX

feedback is welcome if i can squeeze or exlcude some area. counting cost for temple admission is 

hi guys, would like to check, if I'm departing from Nishiki to Arashiyama.. is it more worth for me to take the Randen day pass than commuting with the local rail or JR..

Other than the roof renovation at Kiyomizudera.. that temple is still worth visiting right?

Just made my reservation at Unagi Hirokawa in Arashiyama.
Need to pay 3k yen as deposit and will be used to offset actual bill later, and cheapest Unagi bowl rice is 3.1k yen. Plus, must order one main dish per person.

OK la, since we are leaving Japan already by that time and we don't want to be too cheapskate on food, so splurge a bit and it is a Michelin Star restaurant.

Happy if someone give guidance 1-10 to give tips how to survive in Japan cheaply.

1. 200 yen unagi bento at 7 pm slash price
2. Go Kansai from shinjuku station through kosoku bus 1700 yen
3. Drink tap water
4.osaka amazing pass 3600 yen for 2 days for 50 rides
5. Temples are free in Kyoto. Fushimi Inari Tasha, yasaka shrine, philosopher path, mino waterfall, arashimaya

I think 10 days budget rm 3k per pax nothing impossible from tokyo-Kansai return

yeah of course I have plan B. if cannot get those bentos, I will just buy combini rice and eat with sardines that I brought from here. matsuya occasionally also can

https://www.matsuyafoods.co.jp/english/menu...meshi_hp_z.html

320 yen 709 kcal is a steal

if you know any meal place cheaper than matsuya please share to me

Geez.... Sagano romantic train ticket for November is like 90% sold out.

Was checking yesterday night for 21 Nov and non available, today quick check for whole november, all showing "x" with exception of last train is available.

Hopefully it will become available in coming days, or else need to queue up and grab the on-the-day ticket.

Advanced ticket for car no. 5, no way.

Is there Uber or Grab sort of app in Japan where i book for taxi?

Supermarkets tend to carry more atas range of fruits for gift-giving so they also tend to be more expensive. Markets or those neighbourhood supermarkets tend to be cheaper and almost as good IMO. My last trip a neighbourhood supermarket in asakusa was selling bunches of amaou strawberries at like 1000yen for 6 big ones, jin ho jiak.

your best places to buy

Takashimaya/Isetan are rather higher class malls. If you want something more affordable, can go for supermarkets at AEON malls or Seiyu. But the best value is at the local markets where the locals shop at.

.
Also, your day 7 itinerary seems quite impossible to do unless you're not planning to enjoy the scenery and location and just want to take 2 photos and cabuts. 
Instead of heading back to Osaka at 3pm, why not allocate that whole day for Kyoto? Then your itinerary will be more doable.

hi guys, is there any kinda snacks / packed food / chocs / instant noodle etc that is a must to try / buy back from Japan which is not available in Malaysia yet? with the influx of DAISOs, Family Marts, Shokikiya....just wondering is there any famous brands which they have not brought it over to our shore yet

heading to Tokeioooo in a month's time.. advice is greatly appreciated =)

Guys, from your experience, is rm12k cash for two person enough mainly for food, train & random spending for 2 weeks in japan? Osaka, kyoto and tokyo. I have paid for accomodation, attraction tickets, flights, etc already.

Finally had the time to post here... Arrived in Japan on time and JR West was empty, quickly exchanged JR Pass and bought Kansai One Pass.