I plant tomatoes in pots, if the tomatoes were not diseased, I put the potting mix in the yard and start with new potting mix and plant in the same spot too. I do rotate some crops with the seasons. If I plant my first corn on March 1, I can get three cycles in before the days get too short. I rotate out to smaller plants or leave it mostly fallow for a couple of months or use a cover crop just to keep the weeds down.
However, when I got yellow leaf curl virus on the tomatoes, I pulled the tomatoes and planted beans and snow peas instead for about a year and then planted tomatoes that are more resistant.
I did not have basil for two years because of basil downy mildew. This year I had one successful basil crop then Walmart started selling basil that was infected with downy mildew and three weeks later, the thai basil got it and I had to destroy all of the plants, sterilize the soil and the pots. I am doing a test now to see if the downy mildew is still around.
As long as your plants are not having a lot of problems with pests or disease, you probably don't have to rotate your crops. Even planting in a different place would entail me going from back yard to front yard. Hard to do with an HOA.
To keep the pests down I do plant nectar plants that are pretty much ever blooming and I do not use pesticides unless I have no other choice. I also have a lot of different plants so I can do some small scale companion planting and I have a very active garden patrol. The only real problems I have are thrips, slugs and snails. The thrips I live with since I am not getting rid of the plumeria, roses, gardenia, or orchids and anything I use on the thrips will kill their predators. Slugs and snails I do bait for, and they are winning.
I choose cultivars that work best for my climate. Sometimes I try new ones, some work out, some don't. I tried Solar set tomato for better heat resistance, but it does not have the disease resistance so I am back to Heatwave II, Souix, Arkansas Traveler, and Creole when I can find seeds. You should also try to plant cultivars that work the best for your particular climate that you like. Sungold, cherry, sunsugar, and sweet mojo were very good cherry tomatoes. Sungold did get tomato yellow leaf curl, but right now, I don't have the problem and since I am growing the corn, I don't have a lot of problems with white flies. When I do, I just cut the hibiscus host back.
As for peppers, I grow a lot of different ones, mostly hots and super hots, but bell peppers don't produce all that well so I have more banana, cubanelle, Anaheim, and Japanese sweet peppers which are good frying peppers that are sweet or mild and produce much more than bells.
I have beans nearly all year. I do grow a local variety that is nematode, rust and virus resistant and it actually tastes pretty good. I don't need a lot of beans since I really don't like them that much.
I plant cucumbers for about 9 months of the year. They are hard to grow in the rainy season, even if I get the mildew resistant ones.
I have a lot of herbs mostly in pots and herbs not only attract beneficial insects they are very aromatic which can be used to disguise other plants. Like planting onions and garlic with roses and peppers and fennel off in a corner of the yard.
Happy gardening in Hawaii. Gardens are where people grow.