@mark4217, as Cynicor alludes to, there are multiple ways of booking Hilton Redemptions. As you're probably aware, there are bands based on their categories - for example Category 1 hiltons are 5K points each (2.5K citi under the current deal). Hotels can also based the award on the cash stay rate (Hilton Sydney is terrible value from my research as they tend to only have these rates available). There is a cash and points option hidden in a dropdown field when you view flexible dates but I've not found many hotels have that as an option (the booking method determines how the revenue share is allocated to the hotel so a lot of hotels don't make this available).
The one I'm interested in is averages out at 76000 points per night as part of a 5 night stay (pay for four nights). I think it is 95K per night if you only do 4 nights or for additional nights over 5 so 5 is the optimal stay length to maximise points. There may be some dates where they are a gazillion points as then instead of an award it's based on the cash price of the redemption as if you were paying for the hotel at a fixed exchange rate. From doing my research on Hilton it appears the best value is in Cat 1 and 2 hotels or Cat 9 and 10. Conrads and the other luxury brands seem to be better redemptions.
Obviously if you go at mega peak dates it will cost a lot more.
Also I've found you do need to login to HHonors to get the real prices for Gold members versus the ones based on a fixed exchange of HHonors to $.
The other thing pointed out is if your points are in HHonors you can also transfer to other airline programmes and at a better rate than usual due to the Citi promotion so it works out at 0.6 per $ earn rate equivalent on most partners - not brilliant but at least you're not locked in.
A few top hotels in the programme are listed here:
8 Hilton Properties that Make for Awesome Award Redemptions
The only one I've stayed in thus far is The Conrad London (on a cash rate) and was an incredibly well equipped property in a great location with very large rooms for London, but not quite Moorea or The Maldives.
Now I'm trying to get to these places as part of a cheeky stopover to Europe - many airline options but I'm interested in the Etihad Apartments as they were fantastic last time and now I'm well and truly ruined flying anything else bar these and the lobster toting Singapore A380 Suites. But I may have to go business class instead on the flight to the Maldives or the ordinary 777 F (all first world problems of course).