Airborne Laser Scanners (ALS) and Terrestrial Laser Scanners (TLS) are two lidar systems frequently used for remote sensing forested ecosystems. The aim of this study was to compare crown metrics derived from TLS, ALS, and a combination of both for describing the crown structure and fuel attributes of longleaf pine (Pinus palustris Mill.) dominated forest located at Eglin Air Force Base (AFB), Florida, USA. The study landscape was characterized by an ALS and TLS data collection along with field measurements within three large (1963 m2 each) plots in total, each one representing a distinct stand condition at Eglin AFB. Tree-level measurements included bole diameter at breast height (DBH), total height (HT), crown base height (CBH), and crown width (CW). In addition, the crown structure and fuel metrics foliage biomass (FB), stem branches biomass (SB), crown biomass (CB), and crown bulk density (CBD) were calculated using allometric equations. Canopy Height Models (CHM) were created from ALS and TLS point clouds separately and by combining them (ALS + TLS). Individual trees were extracted, and crown-level metrics were computed from the three lidar-derived datasets and used to train random forest (RF) models. The results of the individual tree detection showed successful estimation of tree count from all lidar-derived datasets, with marginal errors ranging from −4 to 3%. For all three lidar-derived datasets, the RF models accurately predicted all tree-level attributes. Overall, we found strong positive correlations between model predictions and observed values (R2 between 0.80 and 0.98), low to moderate errors (RMSE% between 4.56 and 50.99%), and low biases (between 0.03% and −2.86%). The highest R2 using ALS data was achieved predicting CBH (R2 = 0.98), while for TLS and ALS + TLS, the highest R2 was observed predicting HT, CW, and CBD (R2 = 0.94) and HT (R2 = 0.98), respectively. Relative RMSE was lowest for HT using three lidar datasets (ALS = 4.83%, TLS = 7.22%, and ALS + TLS = 4.56%). All models and datasets had similar accuracies in terms of bias (<2.0%), except for CB in ALS (−2.53%) and ALS + TLS (−2.86%), and SB in ALS + TLS data (−2.22%). These results demonstrate the usefulness of all three lidar-related methodologies and lidar modeling overall, along with lidar applicability in the estimation of crown structure and fuel attributes of longleaf pine forest ecosystems. Given that TLS measurements are less practical and more expensive, our comparison suggests that ALS measurements are still reasonable for many applications, and its usefulness is justified. This novel tree-level analysis and its respective results contribute to lidar-based planning of forest structure and fuel management.