Tim,
You ask a good question so let me answer it in two parts but add a caveat first. I have never played Pacific Grove. I might play the course, fall in love and recommend it to everyone. As you have seen, I am not afraid to like what others don't and visa versa. That written, I'll answer your question in the context of my response to Don.
Let's say Don had asked for advice on Monterey. I know that Don is from Arizona, so he is traveling a long way. I know from the fact that he is playing Crystal and Kingsley (The best two privates in the area) that he has access to any private course. I know from the fact that he is considering Arcadia and Bay Harbor (Both over $200) that money is not an object. I know that he is willing to drive 1 1/2 hours and I know that he has limited time. Given all that I knew when I responded to his question, if the question were Monterey, I would not recommend Pacific Grove in a million years. Pacific Grove over Cypress, Pebble, Spyglass, Pasatiempo, Stanford, MPCC 1, MPCC 2 (Maybe Spanish and Poppy). Why in the world would I send him to Pacific when he could play any of the rest? Would you send him to Pacific?
As for your description, I believe you have accurately described Pacific. I do not think that was Doak's intent at High Pointe. Remember that High Pointe was on Golf's top 100 in the country list right up until Doak left the panel. Doak speaks of it in his books first addition as one of the finest courses in the country. It was not intended to be a fun, interesting, low cost golf course. It was intended to be a world-class golf course and the showpiece for Doak to jump-start his architecture business. Its price (As well as its condition, features, etc.) has been reduced over the years.
I hope that makes sense. If Don had said that he was on a tight budget and did not have the ability to see private courses, I would recommend High Pointe all day long and feel comfortable doing so.