I agree that Dirk abused the system in an attempt to take advantage of Hilton. 318 rooms, even in a years' time, come on... Actually, you will be getting a good score from HH because you didn't book 300 rooms at one property, but spaced out the stays over time... lots of free nites at everyone else's expense. Moreover, I see your "willingness to negotiate" when hilton doesn't legally owe you a dime as indicative of your true motive in all this: greed, however framed. (BTW budding legal scholars out there-- that the reservation is revokable up to 24 hours prior means that it does not create a binding legal obligation on HH).
Who will ultimately pay for this? Innocent guests to whom the cost of your shake-down is passed onto.