I definitely think your 3betting range is far too narrow in this spot. I mean first off I get you are going with a ton of hypotheticals here, but at the same time he's 3 betting AKo enough for you to have enough equity with kk against his stacking off range.

I mean I think you highlighted that he has something that you can exploit well, but then walked away from it due to a thought you may not need to do. I feel its fine to have a much larger than a 4 : 1 bluff to nuts 3 betting ratio. You a dream spot to 3bet (especially with the two guys asleep in the blinds) and he can't immediately exploit your wider 3betting range.

Consider this analogy. Lets assume you are playing rock paper scissors with someone you have a large history against. You have determined that after throwing rock, there is a 50% chance they will throw paper. If you opponent now throws rock you should throw scissors 100% of the time right now. I'm not saying your longterm strategy should be to throw rock in this type of spot 100% of the time, but he can't adjust before you do it, so go for it.

Similarly I feel you can get away with having a much larger bluff to value ratio in this spot because he can't adjust to that during the hand. Sure, after this time if you feel that its best adjust to a much less exploitable strategy go for it, but there's no reason not to take advantage of an extremely profitable situation now.