Tom,
You stated, "While no one knows what Seth Raynor's routing for Cypress Point looked like -- other than including the 16th hole per Marion Hollins..."
I may have inadvertently stumbled across the a copy of the Raynor Cypress Point proposed course. In some recent researches for another California course, I discovered that at Stanford University: Manuscripts Division, there is a collection titled "Samuel F.B. Morse papers, 1911-1969" in which BOX 4, FOLDER 42, contains telegrams between Marion Hollins and Roger Lapham concerning the incorporation of the "Cypress point Golf Club."
More importantly, in BOX 4, FOLDER 43, contains the following: "Includes correspondence regarding the organization, incorporation and construction of Cypress Point U.C., blueprint of golf course and residential subdivision surrounding it. Contract of sale between D.M.P.C. and Cypress Point Golf Club.
Most importantly, BOX 4, FOLDER 44, contains "Sale of Land for Cypress Point Golf Club." The scope and contents note states, "Marion Hollins secured an option to buy a certain amount of land from D.M.P.C. to be made into Cypress Point U.C. also includes her proposal of the Club and a tentative contract."
If anyone out that way wants to take a look email me and I'll give you all the details I have. If you can wait, then when I'm next out that way in a couple of months, I'll definitely go see what they have.
Just from the descriptions and notes about the different parts of the collection I am led to believe that at least a basic routing of the proposed Raynor course must be part of it because these refer to the"proposed" land purchase, which would have been ebfore Mackenzie and Hunter were brought in.