My destination might seem mundane but I would choose Maui. My now deceased sister married a local Hawaiian way back in the sixties and for years we would treat ourselves to a week or two at Kapalua where her husband was the head groundskeeper on the Plantation course.
She passed away over a decade ago just this past year and we haven't been back since. Her husband moved to Arizona of all places! Many a day we would spend at a place we called "Airport Beach" halfway between town and Kapalua. Our drive on the Hana highway was always an experience and of course the Old Lahaina Luau was a must see every time we went. It would be great to go back and see her husband's extended Hawaiian family. It would most certainly be an emotional trip.
That's it. Sometimes the most obvious of choices is the one that brings a flood of memories to mind.