Geez you guys are missing out. I do not understand the bad vibes for a second/vacation condo.
I have one, have had it since 2005. Although its in the Outer Banks of NC, its a 100 miles or exactly 2 hours away door to door. I live in the Hampton Roads area of Virginia. We are not right on the beach, but in a nice development called Pirates Cove. Our condo is on the Marina overlooking all the sportfishing boats. Not one POS sail boat in the marina, its very nice.
We are kind of the split couple, she loves the beach and sand. I hate the sand but am a boat person and would rather spend time piddling on our boat or offshore fishing. This development works great as its has a very nice marina, our boat is in a slip right behind our condo, and we are only two miles from a nice beach access for her.
We do not rent it out as part of the vacation rental pool in the OBX, because we go there as often as possible. Our view was, if we had to rent it out to afford it, we couldn't afford it. We where there for the long Memorial Day weekend (Thursday-Tuesday). We do rent it occasionally to friends when our schedule allows it, we handle that ourselves and charge slightly less then the going rate as we ask our guests to clean up after themselves.
Regarding insurance, we insure ourselves for contents, as our HOA dues cover wind, hail and flood. If the building burns down our HOA policies will build the building back to as close to original developer specs, basically everything but your furniture.
We do pay a crap ton of HOA fees, right now its $5700 per year. Its steep, but you get what you pay for, we have a great management company that handles everything. The entire development looks spectacular all year, they keep up the pools, fitness centers etc. We also have a reserve fund, where 20% of our dues are reserved for this fund for big ticket items for the building such as painting, etc. We just had a new roof installed this spring. Our management does a good job of forecasting future costs for the big ticket items. We have not had a special assessment of our dues since I have owned our condo.
I would highly recommend it if its the right setup. With all the stress me and my wife have for our jobs, its a great get away, that's far enough for it to be an actual get away, but close enough that you don't waste a day on each end to travel.