Call Hilton and sign up for their current promo CNTU for 50,000 points for 4 stays in 90 days. Then sign up your wife for 50,000 points. If you can get 4 stays in 90 days and you can get 4 stays for your wife in 90 days, then you are more than half way to a Hilton 100,000 point 6 night GLON award in two accounts. You could always combine the two accounts into one family account, but Hilton runs enough promos that you might want to consider keeping two accounts for you and your wife.

A six night GLON award is good for six nights anywhere in the world or a Hawaii award. Some premium properties require 150,000 points for six nights.