To better understand how model resolution affects the formation of Arctic boundary layer clouds, we investigated the influence of grid spacing on simulating cloud streets that occurred near Utqia?vik (formerly Barrow), Alaska, on 2 May 2013 and were observed by MODIS (the Moderate Resolution Imaging Spectroradiometer). The Weather Research and Forecasting model was used to simulate the clouds using nested domains with increasingly fine resolution ranging from a horizontal grid spacing of 27 km in the boundary-layer-parameterized mesoscale domain to a grid spacing of 0.111 km in the large-eddy-permitting domain. We investigated the model-simulated mesoscale environment, horizontal and vertical cloud structures, boundary layer stability, and cloud properties, all of which were subsequently used to interpret the observed roll-cloud case. Increasing model resolution led to a transition from a more buoyant boundary layer to a more shear-driven turbulent boundary layer. The clouds were stratiform-like in the mesoscale domain, but as the model resolution increased, roll-like structures, aligned along the wind field, appeared with ever smaller wavelengths. A stronger vertical water vapor gradient occurred above the cloud layers with decreasing grid spacing. With fixed model grid spacing at 0.333 km, changing the model configuration from a boundary layer parameterization to a large-eddy-permitting scheme produced a more shear-driven and less unstable environment, a stronger vertical water vapor gradient below the cloud layers, and the wavelengths of the rolls decreased slightly. In this study, only the large-eddy-permitting simulation with gird spacing of 0.111 km was sufficient to model the observed roll clouds.