I am currently pondering this question myself. My brother-in-law, his brother, and his father have had a August trip to Pebble in the works for over a year. Last month, one member of their foursome had to drop out, so they approached me about taking his place. I jumped on the chance, before even thinking about the inevitable and dreaded conversation with my wife.
We are staying at Spanish Bay two nights while playing one round at Pebble and one at Spyglass (I'm also considering throwing in a 3rd round at Pasatiempo, but that's a whole other story). The grand total (and this is sharing the cost of one of the rooms) is $1290 before taxes and caddie fees.
The wife was oddly supportive and said I should I do it. I normally would never spend that much on a round of golf, but I'm justifying it on the basis that Pebble is a once in a lifetime opportunity. Of course, that is the same reasoning I used for exorbitant greens fees at Harbour Town, Kiawah, and Kapalua.