The smallest publicly-accessible inhabited island in Hawaii, Lana’i is known as Pineapple Island because of its past as an island-wide pineapple plantation for Dole. Lana’i is only 14.5 kilometres away from Maui and as of 2012, the island is 98% owned by the chairman of Oracle Corporation. Aside from the three hotels in the island and the small town of Lana’i City, the island has no traffic lights, shopping malls, and only 48 kilometres of paved road. This is the perfect island for someone seeking tranquility and escape from everyday urban life.

The Kolo’iki Ridge Hike is a 7.9 km forest trail that leads to a panoramic lookout point looking into Maui and Moloka’i.