Road building has long been under-mapped globally, arguably more than any other human activity threatening environmental integrity. Millions of kilometers of unmapped roads have challenged environmental governance and conservation in remote frontiers. Prior attempts to map roads at large scales have proven inefficient, incomplete, and unamenable to continuous road monitoring. Recent developments in automated road detection using artificial intelligence have been promising but have neglected the relatively irregular, sparse, rustic roadways characteristic of remote semi-natural areas. In response, we tested the accuracy of automated approaches to large-scale road mapping across remote rural and semi-forested areas of equatorial Asia-Pacific. Three machine learning models based on convolutional neural networks (UNet and two ResNet variants) were trained on road data derived from visual interpretations of freely available high-resolution satellite imagery. The models mapped roads with appreciable accuracies, with F1 scores of 72–81% and intersection over union scores of 43–58%. These results, as well as the purposeful simplicity and availability of our input data, support the possibility of concerted program of exhaustive, automated road mapping and monitoring across large, remote, tropical areas threatened by human encroachment.