I have a 2018 Platinum Hybrid Limited, and have a similar quandary based on a few unknowns (still keeping my 2018, just adding another vehicle).
* My Toyota service folks told me on the 15th of May I should be able to "flash" my current Highlander so that Apple Car Play will work - I've read some other forums that said this isn't possible. If this is possible, then I'm leaning heavily toward another limited platinum hybrid 2019 in silver and black as the rebates are fantastic. Does anyone know this "for sure" one way or the other?
* I've read the 2020 will NOT have the glass liftgate feature. That is a huge "no purchase" vote for me on the 2020 if that is correct.
* We live in the Ozark mountains, so, I'd be curious what the performance is on such a heavy vehicle having only a 4 cylinder vs. the 6 in the 2018/19
* If the 2020 hybrid limited platinum comes with power folding side mirrors and reverse down shift, that is a huge vote "yes" for the 2020 - I love the fact it comes with Apple Car Play, remote start from the fob, LED head lights - but is it worth the $6k to $9k price vs. what I can get a 2019 for.