Close to sailing, cycling, and more, this smoke-free villa brings it all within reach. Shops at Wailea is just steps away while Grand Wailea is an easy 9-minute walk away.

Spend a day at the nearby beach, relax by the communal pool, or sip a drink on the patio of this villa, which also features a firepit. As for the great indoors, you can come inside and enjoy the free WiFi and cable/satellite TV.

A BBQ grill, air conditioning, a ceiling fan, and a desk are featured at this 3-bedroom, 3.5-bathroom rental. Bathroom amenities include a hair dryer, towels, and shampoo. No need to pay for a restaurant every night, when you've got an oven, a refrigerator, and a dishwasher on hand, as well as a coffee maker, cookware, and a toaster. And you can even pack a bit lighter because there's a washer and dryer.