We've done the Carib and we also do Hawaii. Both every year.
Hawaii is more attractive to us because there is more interesting nature, culture, and topography than in most of the Carib. You can ski! You can look at lava floes. You can zip line across some of the most beautiful country you will ever find. You can raft. You can go find a used book store and hang out with the locals.
The Carib may have nice beaches, but water quality will vary depending on when you go.
Off the resort, there is rarely anything to do - and a lot of areas are really poor and unsafe. The few times we've taken cars or bikes out to 'explore' the rest of the Carib island we were on, we mostly saw a bunch of run-down shacks and people smoking dope.
I think they both have their good points and their detractors. We have nonstop flights from DFW to both Maui and Oahu, while most destinations in the Carib require at least one plane change (and we just got back 2 days ago missing half our luggage)...and it takes just as long to get there with the change (7 or 8 hours of straight shot to Maui vs 7 or 9 hours changing planes, layovers, etc).
Frankly, we've found Hawaii to just be cheaper (if you can believe that), more friendly, better infrastructure (going to a hospital on Oahu and a clinic on Turks and Caicos are verrrrry different things), and a whole heart-lifting spiritual experience.
For us, it will be Little Dix in the winter and Hawaii in the summer from now on.
After spending my life exploring the world, there's nothing wrong with sticking to the places you've found yourself loving best.