Dan,
I understand your point RE Pebble. And the expectations/reality duality that sometimes influences our views of books, movies and courses.
BTW, most of your list has ocean front holes and your fave HT holes are on the water. HT is a bit like Pinehurst in that it doesn't grab you visually with tree lined hole after tree lined hole. I assume you realize where at least some of your mindset comes from?
For both HT and PB, I have played 3 times, and each time I was less impressed. My last time at HT I was surprised how narrow it was this time. Did the trees just grow which hadn't been accounted for?
My mindset came from the immediate press HT got as being unique. Golf Digest had done an article on some of the interesting things Dye was doing, but here was a chance to play what everyone said was one of his best. So, I drove down soon after opening as a young architect working for a firm I thought might have gone stale. Creativity to me was golf features I had never seen at that time, like some long strip bunkers, the U shaped 9th green, etc. I admit, in that mindset I was impressed.
BTW, when I returned with photos my then bosses were not impressed. For the flat bunkers, they opined that Pete couldn't think in 3D as well as other architects. For the U shaped green, you couldn't putt around the corner, etc. (This from the firm that designed Kemper Lakes which has (had?) many greens that unintentionally had the same problem. BTW, their favorite Hilton Head course (and it was a good one) was Fazio's Moss Creek.
Sidebar - Alice once ( in the 1990's)told me that they did oval greens, in part because its the only shape you can't create that problem, also they looked less contrived, but before and after, they had done various shapes)
My second trip was part of ASGCA. Someone had mentioned that "for all the Scottish look and apparent run up shots, the front approaches and all their humps and bumps force the aerial game." And, actually, that statement by another gca has stuck with me. If you want to encourage the run up, predictable slopes do that more than random bumps. Who in there right mind would mindfully bring a hazard into play when you can avoid it with the aerial game? I do realize that as a narrow course, many are playing the long punch shot under branches, so they must negotiate these, putting more premium on straight tee shots)
That experience, with that current mindset, and the (IMHO) continued narrowing meant it had gone down in my eyes, mostly worth playing because it was on TV, but having done that, probably not going again. Not that I would avoid it if ever in HH for other reasons. Interesting, but wonder how many other top resorts really are designed as "bucket list" play once in a lifetime type courses, rather than designed for everyday challenge of members or the public?
Sorry for the Monday morning, post coffee (2 cups today!) stream of consciousness......