George and Erin met years ago in a bar on Oahu. George grew up in Hawaii as an Army brat and Erin happened to be there on vacation from medical school. They spent the following four years traveling between Hawaii and the mainland to visit one another until eventually marrying on Kauai. Now, after years of living in Washington D.C. with their two children, George and Erin are ready to trade in the urban rat race for island living on Oahu.

While working in a Maui farming program in 2008, Wade fell in love with the agricultural life on the island. After the program ended, he moved back to Colorado and its long, cold winters. He has now decided to return to Maui permanently, and is looking for his own piece of paradise where he can develop his art career and life as a farmer.

Carl, Lisa and their two kids have loved life in Hawaii since they first visited in 2008. They began renting a home when Carl was assigned to Oahu for his job in the military, but they still weren't sure if life in paradise would last forever. Time has passed, and now Carl and Lisa know that they want to stay permanently, so they are searching for a place that will allow them to enjoy their new, active family life.