Old landslides in the Loess Plateau, Northwest China usually occurred over a relatively long period, and their sizes are usually smaller compared to old landslides in the alpine valley areas of Sichuan, Yunnan, and Southeast Tibet. These landslide areas may have been changed either partially or greatly, and they are usually covered with vegetation and similar to their surrounding environment. Therefore, it is a great challenge to detect them using high-resolution remote sensing images with only orthophoto view. This paper proposes the optimal-view and multi-view strategic hybrid deep learning (OMV-HDL) method for old loess landslide detection. First, the optimal-view dataset in the Yan’an area (YA-OP) was established to solve the problem of insufficient optical features in orthophoto images. Second, in order to make the process of interpretation more labor-saving, the optimal-view and multi-view (OMV) strategy was proposed. Third, hybrid deep learning with weighted boxes fusion (HDL-WBF) was proposed to detect old loess landslides effectively. The experimental results with the constructed optimal-view dataset and multi-view data show that the proposed method has excellent performance among the compared methods—the F1 score and AP (mean) of the proposed method were improved by about 30% compared with the single detection model using traditional orthophoto-view data—and that it has good detection performance on multi-view data with the recall of 81.4%.