Originally Posted by
PHLGovFlyer
I encounter this situation regularly, since both my wife and I earn free night certs every year, and we like to stay 5 nights at our favorite Hilton properties. Unfortunately, there really is no way to combine the points savings of a 5 night point reservation with the use of free night certs. The free night cert stays always need to be on their own reservation as well.
The last sentence is incorrect. You can combine a points booking with free night certificates. I just did so with the diamond desk. You are correct however that you only get the 5th night free when it is a 5 night points booking.