South Walton County in the FL panhandle might be just what you're looking for. Hip, funky, beautiful, great art and music scene. posted by wsg at 1:20 PM on May 12, 2008
For Hawaii, you'd probably burn most of your time and budget on plane travel.
Have you considered Asheville, NC? Google Maps suggests it is a 9 hour drive which would be doable over night with two drivers. I've pasted through and had some good food and there are many reports on the Green that there are many funky and fun things to do there along with lots of outdoor activities. The Biltmore also has to be seen in person to really take it all in. posted by mmascolino at 2:12 PM on May 12, 2008
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posted by wsg at 1:20 PM on May 12, 2008