I've finally had time to go through some documents and add totals up from our Japan trip. These are rough estimates of what we paid, but should give a pretty good idea of what someone could expect booking a similar trip.
Paid with cash
$100.00 - early bird check in
$22.40 - 9/11 fee for Southwest
$257.95 - Hilton Tokyo Bay (1 night partially paid with cash)
$80 - Airbnb gift card (paid portion of staples cashback)
$58.50 - Airbnb gift card (paid portion of lowes cashback)
$87 - Airbnb gift card (paid portion of $100 on raise.com)
$328.15 - remainder of Airbnb stay
$80 - Tokyo Dome baseball tickets
-$45 (cashback discover statement credit)
$57 - remainder of Jr pass / Ghibli tickets
$81 - Baseball Tickets
$98 - Hakone Free Pass
$64 - Digital Art Museum tickets
$684.62 - Taxes and fees on 2 business class tickets
Total Cash Paid: $1,998.62
Paid with points/free
$565 travel redeemed with capital one (jr pass/ghibli tickets)
$45 (cashback discover statement credit)
$13 - airbnb (coupons on raise.com for $100 gift card)
$50 - airbnb gift card (discover cash back-$45 in cashback spent)
$6.50- airbnb gift card (lowes 10% cash back)
$10 -airbnb gift card (staples 10% of $100)
$49.22 - airbnb (15% cash back chase preferred card)
$889.20 - 2 LAX southwest flight (55k southwest points from biz cc)
$8329.96 - 2 ANA business class seats to Tokyo (chase points 90k each-bought through
Virgin Atlantic)
$180 - LAX hotel before flight (12,844 chase points)
$173 - Hakone hotel (11,342 chase points)
$685 - Kyoto apartment hotel (46,525 chase points)
$1,289.75 - Hilton Tokyo Bay (5 nights paid with 257k Hilton points from Hilton personal and biz ccs)
Total Points/Free: $12,285.63