This study examined the cultural topography of Jeju and its meanings in ‘Deunghallasan’ and ‘Buryukshipwoon Gidojungsancheonpungsok’ written by Myeongam Lee Hae-jo when he was dispatched to the island as a royal secret inspector in September, 1706. He created literature in a similar process to the one of creating a discourse out of geographical space by accepting the literary discourses of various forms in order to establish a cultural semantic network for places in a geography book. He went through the stages of planning, data collection, creation, purposeful arrangement of poetry and prose, and construction in creating literature for geographical spaces in the area and maximized the utility and aesthetic achievement of literature in that process. He made more active attempts to investigate and examine the locality of ‘Jeju’ in his times in the context of residents' life and created place meanings fit for its intrinsic historicity. In the seven poems and preface of ‘Deunghallasan’, Lee depicted vividly the beautiful shapes of Mt. Halla, touching feelings of climbing the mountain, surrounding situations and fairyland images of Baekrokdam, and distant landscape. His long ‘Buryukshipwoon Gidojungsancheonpungsok’ consisting of five eons and 120 gus offers a detailed depiction of Jeju's cultural map. The poem is comparable to ‘Dongmyeongwangpyeon(東明王篇)’ of Heupsa in terms of construction and story development and comprised of four major dans, which include the birth of Jeju, natural geography of Jeju, human geography of Jeju, and the writer's recollection. The first one contains 14 gus, talking about the birth of Jeju and Samseong and the development and history of the island. The second one contains 44 gus, describing the nature, topography, and scenic spots of Jeju. The third one includes 44 gus, introducing the life, customs, and local products of Jeju people. The last one includes 18 gus, revealing the inner aspects of the author. The findings indicate that the mysterious space of unknown ‘Jeju’ located in the margin of politics, economy, and culture in Joseon was specifically presented as a place of rich living culture to be enjoyed with latent hopes in it and also the symbol of Korean history, life, and culture by the voluntary taste of a man occupying the island in the 18th century.