But I also now suspect that there are just not enough deep-pocketed adults who want to cosplay Star Wars. This never turned into the “must do” experience to Keep Up With The Jones.
As always, you make excellent points. As someone who travels in some of these Star Wars circles, I do think this one does need more context. I'm not deep-pocketed, but I am an adult who does spend at least a few grand a year on Star Wars, one way or another. It (and the stuff I create around it) is my main hobby and where my discretionary funds go.
To start, one thing I think far too many dismiss is the Sequel Trilogy theme. I assume this is because of general fatigue on the topic, but it's very easy to quantify this factor. In Star Wars fandom, no matter how hard Disney tried to force it (no pun intended) - the truth of the matter is, if an alien visited Earth, and they walked into a store that had every produced bit of Star Wars merchandise from the last five years, they would have no idea the Sequel Trilogy even existed. It's just a fact.
Dozens and dozens of companies make hundreds and hundreds of new Star Wars products every year, and they will sell anything that they can sell. They got burned with TFA products, only made the bare contractual minimums for TLJ, and had nearly completely given up by RoS. (RoS is the only film in the entire 40-year saga that Hasbro didn't even attempt a sub-line of figures for because the one they launched along side TLJ tanked so badly.) Star Wars products are just as popular as ever - but no one who spends money wants that era. The biggest sellers this year (besides the obvious Grogu/Mando-verse stuff, mostly aimed at mainstream consumers) have been things like background characters from Jabba's Palace in Return of the Jedi, LOL. That's what people who spend money want, Rey, Poe, Finn, and the rest just don't exist in that world. (There is an occasional Kylo unicorn, but we are talking less than 1% of the stuff that is produced.)
Even if this experience had launched as-is, at the same price point, but just themed around Darth Vader/Rebel Alliance, it would still be in business.
Now, all that said, that wasn't the only problem, but if you follow Star Wars communities, the flow over time was basically like this as all the information was being rolled out:
(initial announcement)
* A Star Wars hotel???!!! THIS IS THE BEST DAY OF MY LIFE! TAKE MY MONEY!!
(soon after)
* Ugh, it's Sequel based? Well, I guess if it's well done...
(the price is announced)
* Wait, this is going to cost as much as a used car?? Well, I guess I can save up for it...I mean, it is still going to be the most immersive Star Wars experience on Earth, right?
(the details of the "activities" and schedule are released)
* Card games, costume parades, and playing on your phone? That's...it? Well, at least it will feel like living in Star Wars, right?
(the first photos/video reports start to come out)
* Hold up, stackable chairs in the "luxury" dining location? Why does the bar look like it's Star Trek? Where are the droids? Where is anything that actually looks like Star Wars?
Each step of the way, they lost more and more of the Star Wars spending audience, until people finally saw what it was - which broke even the last ones standing. It's honestly like they could not have messed this up more if they tried. Every single decision was just horrible.
I continue to be astounded by how poorly Disney has handled pretty much everything since they took over Star Wars. You can look up my post from a dozen+ years ago when this began, and I was a cheerleader for it - I thought it was the perfect match. But along the way they have made so many bad decisions, alienated so many fans, it's just...wow.
And, for the record, I'm not even a "hater" - I think they royally screwed up the ST (it's honestly a cinematic tragedy what an opportunity they wasted), but I actually like most of the streaming stuff. I also think they get a bad rap for certain things that isn't always warranted. But I cannot deny that people pulling the strings just have no concept of what Star Wars fans actually want, and instead of taking Star Wars to new heights have made one absolutely terrible decision after another - the Star Cruiser is just the biggest dumpster fire in the midst of a Mustifar landscape full of volcanic idiotic activity.