Paddy field is an old agriculture practice that very common especially in Asia. The earliest paddy field found dated back to 4330 BC. Most paddy fields in the world are having rectangular shapes. Whereas, in Flores island, indigenous people have developed a spider web or circular paddy field instead of regular rectangular shape and this driven by culture and local wisdom. In here, the objectives of this study are to assess the characteristic, ecology and fertility of circular paddy field compared to common rectangular shape. Fertility values were assessed using Landsat 8 remote sensing with RGB combination of NIR, SWIR 1 and blue. The study site was paddy field within Flores island. The result shows that spider web paddy field appeared in many sizes, number, altitude, ecosystem and terrain. Remote sensing result confirms that the fertility of circular paddy field is similar to the rectangular shape. Likewise, circular field has higher NDVI than rectangular field. Considering semiarid environment, limited labor and resources in Flores island, circular paddy field shape can allow the use of pivot irrigation that more efficient.