I will do a full comparison of Waldorf Astoria vs St Regis next year. Also with Raffles, and Six senes.

Waldorf Grand Overwater (5 nights)
John Jacob Astor (2nights) + Beach Suite (3nights)(Got a really good transfer deal)
Raffles, 2 bedroom overwater residence (4 nights)(Got a really good transfer deal and hotel for like 1200 a night)
Sixsense 2 bedroom beach (Maybe undecided, adds quite a bit of traveling)