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This is normally a sign of either under or over watering. Make sure the drainage is good in the containers and the squash are not sitting in overly wet soil. And make sure that the soil does not dry out. For containers, you will want to water about once a day, twice a day in weather over 80 F.

Since you live in the south, it's worth a try. This article has information on planting winter squash. https://www.gardeningknowhow.com/edible/vegetables/squash/growing-winter-squash.htm
Don't put them in the same place they were before, though. Here's info on vine borers: https://www.gardeningknowhow.com/edible/vegetables/squash/squash-pests-identifying-and-preventing-squash-vine-borer.htm

Sometimes you can ripen them off the vine. It depends on how close to mature they were. This article will help you try: https://www.gardeningknowhow.com/edible/vegetables/squash/ripening-green-unripe-squash.htm

I would say this is a pollination issue. I would try hand pollinating those female blossoms and monitor for improvement. Here is an article that will guide you on the process:

https://www.gardeningknowhow.com/edible/vegetables/squash/pollinate-squash-by-hand.htm

Happy gardening!

About the only thing you can do is get rid of the insect pests. Neem oil should help with this. Here is more information: https://www.gardeningknowhow.com/problems/pests/neem-oil-uses.htm

Before growing anything in that area, I would recommend solarizing the soil in the planting bed. This should help kill off any leftover bacteria as well as any insects that may be overwintering in the soil. Here is more information: https://www.gardeningknowhow.com/garden-how-to/projects/how-to-solarize-garden-beds-to-eliminate-garden-pests-in-the-soil.htm

During the growing season, you can also treat plants with neem oil, which is safe to use and effective against many types of insect pests. Here is more information: https://www.gardeningknowhow.com/problems/pests/neem-oil-uses.htm