"Set on two palm-covered acres in Maui, this cottage has two bedrooms, one with a queen bed and one with two single beds. Its galley kitchen has everything you need to whip up meals and a dining table that can double as a workspace. There's also a spacious patio, with a dining table and loungers for enjoying the tropical locale. One of our favorite beaches on Maui, the family-friendly Baldwin Beach, is just 15 minutes away. Day trips to Hana, about a two-hour drive, should also be on your itinerary." - Meredith Carey,Kyler Alvord