I need some math/travel wizard help....
Here is my stash:
UR 221,953
MR 141,687 (open to doing the cancel/cash out trick)
Hilton 552,536 (plus 280,000 holding a tentative fall break beach resort)
Marriott 129,812 (plus old 7 night cat 1-4 cert and 1 free night cert with 2 more coming eventually)
AA miles 74,969
Barclay arrival+ 80k SUB coming
I'd like to cover most of my WDW resort next week with points. It is $2900 at Poly. (I can switch to CSR for a $1500 total instead since my parents are staying there anyways if it helps me work all this out, but I have to do it today.) I've been picking up discounted GC but was planning to reimburse myself for them with URs.
OK, so the part that gets confusing is booking the month of July (give or take a few days) in Charleston at the Homewood suites (or similar). The cost is only $159/night but 46k points.

Of course, 5th night free on points.
I assume I will do some sort of combination of points and cash. But should I do more cash and less points, or book thru the UR portal for approx 10k/night but won't earn any status points in return.
Booking on cash should earn 10pt/$1 base, 10/$1 diamond bonus, extra 10/$ quarterly bonus promo, and 12/$ for using biz card...for 42/$ right??
So I just don't know how to best use my points/cash here. I don't necessarily want to wipe out my Hilton points b/c we want to do Hawaii fairly soon (assuming 2020) but DH can re-earn them fairly quickly. Help!