We stayed at El conquistador resort in the Las Casitas Villas. Place was quite, nice, fantastic service by the staff, amazing scenery and great rooms. We did not use points, so I dont have any information about that.
We took along prepared meals from Pomegranate and it worked out great. We did not get any kosher food in San Juan but the local Walmart had basics like cereals, chips etc.
There are a lot of attractions and things to do, beautiful beaches which you get to via ferry, hiking the El Yunque, atv rentals by the rainforest, and kayaking in the bio bay. We did some water sports like para sailing, jet skiing etc.
Trip was really great and would definitely recommend it