We booked the condo at Pineapple Village for a long weekend away with our kids. Everything was great! It adjoins Margaritaville, and that is a nice plus. Coffee Shop, bar, and the restaurant were all great. Short walk to Cook Beach, where there are chairs and umbrellas to rent, and a host of drink and food options. Short cab ride from Red Hook which has a bunch of restaurants, bars, and shops.
All in all, a great spot for a totally casual time.