Upload & Sell: Off
As others have suggested:
Define your goals - what do you want to photograph the most (general street photography, places, landscapes, wildlife, surfers).
Know your style, and what you need to accomplish those goals as stated.
When I went to hawaii I lugged along a 300 F4 IS, 70-200 F2.8 IS, And 17-40. Depending on where I went, made me know what to bring.
IF you go to a luau, you will want and need a 70-200 F2.8 IS with you. Without it you will not be able to capture images very well. The luau I attended did not start until after sunset, and was light with stage lighting that you would be accustomed to at a theater / play.
For sunsets - I brought my tripod, but a lot of times I never lugged it around. Instead, I found myself finding a nice rock and playing the balance and timer act since most of this was done during evening beach walks.
Lastly - invest in an underwater camera if you plan to go to the beach. Can be cheap. Just something to capture those moments. A Go Pro with underwater body is always fun, Nikon AW100 is a fine camera in its own right and what I used, but the IQ is nothing more than "family memory" worthy.