Sorry for the slow answers, the forum didn't like me posting more than 5 posts in a single day. So I'll consolidate a few answers into this reply.

Multiple Reservations at CBBN - Yes, my first 5 nights were points + 5th night free and I had a second reservation for a 6th night using a free night cert from our Aspire card. I messaged CBBN reservations team to let them know I'd like the two reservations to be treated as one and they assured me it would be. I still saw two reservations in the Hilton app and the overwater upgrade showed up in the first reservation first, then later in the 2nd reservation. The BBN never said anything about needing to worry about a room change or anything, so it was 100% smooth/seamless in reality, it was just interesting seeing how the app handled the reservation & upgrade data. I did double-check with reservations right before arrival to remind them to please treat the reservations as one...doubt that was necessary, but I did it anyway.

Polynesian show vs anniversary dinner - So definitely don't miss the Polynesian show, it's really good (especially if you or your spouse have not seen one before) and the food is good. Show up a bit early (maybe 15-30 min before the show?) to get seating on the side furthest from the pool as the seats by the pool got some serious sun glare. Maybe also do the La Villa Mahana as your "official" anniversary dinner just on a different night as the meals were completely different categories. Polynesian show food was good, La Villa Mahana should be one of the best dining experiences of your life (once you get inside/on the property...it's got kind of a funny location). Also, go into La Villa Mahana with eyes wide open on the price! Dinner for two (including purchasing a bottle of wine, so maybe $80-100), was just a bit over $600 USD. So definitely (very) special occasion meal! It was about $90 for the post-6pm shuttle transfer and taxi (the hotel handled both of those in terms of payment just showing up as a room charge, which was nice). Despite the price, both my wife and I agreed it was worth every penny.

For mreynolds767: Weather for Rainy Season - Our stay was 7-13 Jan 2024. "Rainy season" seemed to mostly mean that you'll likely have a random cloud each day dump rain for a few minutes (it's not unpleasant). We did have one day in the middle of the stay where it did rain for a good portion of the day. It was still pretty, and my wife made a spa day of it. Cleared up by evening and we were able to eat on the main island with a transfer (so we made our own excursion despite an official one canceling on us). Rained again while we were leaving, and obviously that helped us not feel as bad! I would go again in the rainy season anytime.

QR codes - Below are those QR codes (see below) from the in-room card, though reading it now I realize it doesn't have links to the restaurant menus.