Good luck with that

I completely agree that it would make sense for them to show some gratitude to guests, especially those who are repeats. But the vibe I get from management is definitely different than the one I get from the rest of the staff. I think management believes that they have the market cornered, and can do what they want with their monopoly. But it looks like there's a trend of more and more adult-only resorts popping up, and trying to adopt the "sexy vibe" that the DP, DRM, and TTR have. I think the Desire resorts will have to change their customer service very soon. Let me explain...
When we were at Pearl last summer, our (morning) flight was delayed several times, and then cancelled. I called the resort to tell them that AA just couldn't get us there that day, and that we'd be 36 hours late. After all our pleading, they still charged us $1,050 for the suite we had booked that night. Now, I fully realize that it's their policy to not offer refunds for no-shows, but they missed an opportunity for customer service here. I never asked for a refund. I asked them to shift our first night, and add it to the end, so we could rebook our return flight and still stay 5 nights. So instead of helping out some guests who already had a bad travel experience, they decided to capitalize on our misfortune.
Because of this, we will never return to Pearl. I have had exactly the same thing happen to us when we booked a $120 per night room in Las Vegas, and they bent over backwards to help us out. I only asked to adjust our stay dates, and they not only did that, but gave us an upgrade and rearranged our show tickets to help ease the pain. But at Pearl, when we finally arrived 36 hours late, having spent $1,050 on a room we weren't in, and another $500 for a room in Chicago we hadn't planned on, they still pressured us to go on a timeshare tour.
The rest of the staff at the properties seem to get it. The bartenders, wait staff, and entertainers genuinely appear to want people to enjoy themselves. They go out of the way to accommodate everyone's wants and needs. But the folks in the lobby are there for one purpose - to capture our dollars.
I've ranted about this before on the forum, but here's the point: I still haven't forgotten or forgiven. We are actively looking for other resorts to try, and as soon as one pops up, we're there. If Desire were to do what you suggest, and offer perks for repeat visitors, they'd be sending a message that there's no need to look elsewhere. But as it stands, guests have no more allegiance to them than they do to us. The rooms are nice, the food is nice, and the pool is nice. But the party is made by the guests, and the guests are portable.