Hilton should be ashamed for even offering the Price Match Guarantee.
I received the run around yesterday. They asked for time stamped screenshots of the websites (hotels.com and expedia.com), emailed those to them clearly showing the lower rate and they rejected my claim. Shame on Hilton.
I re-booked the same room 10 minutes ago and refiled a claim. Below is my detailed information I typed into the optional information box:
Today's Date: 02/07/2020
Claim Submission Time: 10:12am PST
I booked the Deluxe Suite - 1 King Bed - Non-Smoking with Free Cancellation via hilton.com's website and booked the room with the "Honors Discount" for $292.27 (includes all taxes). This reservation was made on 02/07/2020 @ 10am PST.
The same room exact room with free cancellation (and pay via online or at the hotel) on expedia.com and hotels.com is $286.32 (includes all taxes). This pricing is online at 02/07/2020 @ 10:05am PST.
Let's see what happens.