Due to its strategic location, the North Kolaka Regency plays a crucial role in increasing the economic growth in Southeast Sulawesi province. It is located at the Trans Sulawesi road and has a direct boundary with South Sulawesi which is known as the most developed region in the Indonesian East region. In this region, two transportation modes are usually used by its people, namely land transportation through the Trans Sulawesi road and sea transportation through the port of Tobaku. This study then aims to explain the condition of each transportation mode and analyze the competition between these two modes. The method we used is a literature review by reviewing and examining the published materials concerning the transportation condition in the North Kolaka Regency. This study shows a result that sea transportation provides more effectiveness than land transportation. The use of ferries or ships becomes more important to connect the North Kolaka Regency with other regions that are located across the sea. Different from land transportation, sea transportation can reduce time and costs making it more favorable among the people.