This review focuses on the development and advancements in angular-selective smart windows, with particular emphasis on static windows utilizing guest–host liquid crystal (GHLC) systems. Angular-selective windows are designed to adjust their transmittance based on the angle of incident light, offering enhanced energy efficiency and visual comfort in both architectural and automotive applications. By leveraging the anisotropic absorption properties of dichroic dyes, GHLC-based windows can selectively block oblique sunlight while preserving clear visibility from normal viewing angles. Various liquid crystal (LC) alignment configurations, including vertically aligned, homogeneously aligned, hybrid aligned, uniformly lying helix, and twisted aligned LC cells, have been investigated to optimize light control for different installation angles, such as for automotive windshields and building windows. These advancements have demonstrated significant improvements in energy conservation and occupant comfort by reducing cooling demands and regulating sunlight penetration. This review summarizes key findings from recent studies, addresses the limitations of current technologies, and outlines potential future directions for further advancements in smart window technology.