Planning My wife and I have been looking forward to going away for a few days for our 10 year anniversary. We needed a place where we could a) relax, b) have enough activities so we wouldn't get bored and c) not have zika. Unfortunately, that last criteria knocked out a lot of close options. Hawaii was always somewhere that I was really interested in but I knew that we would need to spend more time there than just a few days. (I'm not flying 10+ hours to go to one island for 4 days). I calculated that we would need a minimum of 8 days with 10 being ideal. After working out my both my work schedule and babysitting (huge shout out to my mother in law), we were able to get away for 10 days! Hawaii here we come!
Well now which of the islands would we go to? We would really only have time for 2. Besides for Pearl Harbor, Ohau didn't really seem to have anything else to offer. So that quickly whittled it down to 3 islands. After reading up online, it seemed like the big island had the most adventures/activities. If we would want to include relaxing we wouldn't be able to do everything the big island has to offer in the time period we were there. So we settled on Maui and Kauai. We weighed the pros and cons for a while on which island we should go to first and which island we should stay for shabbos. We ultimately decided on going to Maui and then Kauai. Reason being is that we a) would be getting a suite at the Grand Hyatt in Kauai (thanks
@bades) which we wanted/needed for shabbos and b) because of the Grand Hyatt new kosher food restrictions we had to stay at Kauai last. After discussing with my wife, she said it would be blasphemous to go all the way to Hawaii and not see Pearl Harbor. I realized that instead of having a short stop over in HNL while flying from Kauai to NYC, I'll just expand the stop over so I'll have enough time to visit the USS Arizona memorial.
For food we ordered meals from pomegranate and bought a toaster oven for $18 in the Walmart in Maui. We were able to stuff in two meals in to it, but as there was no airflow in between the meals, we had to switch it out half way so it still took about 40 minutes to warm up the meals.

I don't remember what nights we ate what so I will just list what we liked and disliked overall.
Great: Schwarma chicken, Sesame chicken, Szechuan beef, Eggplant parm, Mushroom rice, Popcorn cauliflower, Israeli couscous, Portabella mushrooms
Very good: Brisket in gravy, Stuffed cabbage, Spare ribs, Penne Ala vodka, Eggplant rollatini, Cheese blitzes, Mashed potatoes, Garlic broccoli
Ok: Corned beef (very dry), Hot poppers (no sauce)
Bad: General tzo chicken (had a weird taste to it)
We also brought a sandwich maker, bread, cheese and a few dried Salami as well.
For a car, I rented through Costco and got a convertible for Maui. I was supposed to get an Altima in Kauai but got upgraded to a convertible as well.