diff --git a/frontend/src/features/documents/components/DeleteDocumentConfirmDialog.tsx b/frontend/src/features/documents/components/DeleteDocumentConfirmDialog.tsx
new file mode 100644
index 0000000..d7959ca
--- /dev/null
+++ b/frontend/src/features/documents/components/DeleteDocumentConfirmDialog.tsx
@@ -0,0 +1,137 @@
+/**
+ * @ai-summary Context-aware document delete confirmation dialog
+ * Shows different messages based on whether document is being removed from vehicle or fully deleted
+ */
+
+import React from 'react';
+import {
+  Dialog,
+  DialogTitle,
+  DialogContent,
+  DialogActions,
+  Button,
+  Typography,
+  Box,
+  useMediaQuery,
+  useTheme,
+} from '@mui/material';
+import WarningAmberIcon from '@mui/icons-material/WarningAmber';
+import type { DocumentRecord } from '../types/documents.types';
+
+export interface DeleteDocumentConfirmDialogProps {
+  open: boolean;
+  onClose: () => void;
+  onConfirm: (fullDelete: boolean) => void;
+  document: DocumentRecord | null;
+  vehicleId: string | null;
+}
+
+export const DeleteDocumentConfirmDialog: React.FC<DeleteDocumentConfirmDialogProps> = ({
+  open,
+  onClose,
+  onConfirm,
+  document,
+  vehicleId,
+}) => {
+  const theme = useTheme();
+  const isSmallScreen = useMediaQuery(theme.breakpoints.down('sm'));
+
+  if (!document || !vehicleId) {
+    return null;
+  }
+
+  // Determine delete context
+  const isPrimaryVehicle = document.vehicleId === vehicleId;
+  const isSharedVehicle = document.sharedVehicleIds.includes(vehicleId);
+  const sharedCount = document.sharedVehicleIds.length;
+
+  let title: string;
+  let message: string;
+  let fullDelete: boolean;
+  let actionText: string;
+
+  if (isPrimaryVehicle && sharedCount === 0) {
+    // Primary vehicle with no shares: Full delete
+    title = 'Delete Document?';
+    message = 'This will permanently delete this document. This action cannot be undone.';
+    fullDelete = true;
+    actionText = 'Delete';
+  } else if (isSharedVehicle) {
+    // Shared vehicle: Remove association only
+    title = 'Remove Document from Vehicle?';
+    message = `This will remove the document from this vehicle. The document will remain shared with ${sharedCount - 1 === 1 ? '1 other vehicle' : `${sharedCount - 1} other vehicles`}.`;
+    fullDelete = false;
+    actionText = 'Remove';
+  } else if (isPrimaryVehicle && sharedCount > 0) {
+    // Primary vehicle with shares: Full delete (affects all)
+    title = 'Delete Document?';
+    message = `This document is shared with ${sharedCount === 1 ? '1 other vehicle' : `${sharedCount} other vehicles`}. Deleting it will remove it from all vehicles. This action cannot be undone.`;
+    fullDelete = true;
+    actionText = 'Delete';
+  } else {
+    // Fallback case (should not happen)
+    title = 'Delete Document?';
+    message = 'This will delete this document. This action cannot be undone.';
+    fullDelete = true;
+    actionText = 'Delete';
+  }
+
+  const handleConfirm = () => {
+    onConfirm(fullDelete);
+  };
+
+  return (
+    <Dialog
+      open={open}
+      onClose={onClose}
+      maxWidth="sm"
+      fullWidth
+      fullScreen={isSmallScreen}
+      PaperProps={{
+        sx: {
+          borderRadius: isSmallScreen ? 0 : 2,
+        },
+      }}
+    >
+      <DialogTitle sx={{ pb: 1 }}>
+        <Box sx={{ display: 'flex', alignItems: 'center', gap: 1 }}>
+          <WarningAmberIcon color="warning" />
+          <Typography variant="h6" component="span" sx={{ fontWeight: 600 }}>
+            {title}
+          </Typography>
+        </Box>
+      </DialogTitle>
+      <DialogContent>
+        <Typography variant="body1" sx={{ color: 'text.secondary', mt: 1 }}>
+          {message}
+        </Typography>
+        <Box sx={{ mt: 2, p: 2, bgcolor: 'grey.100', borderRadius: 1 }}>
+          <Typography variant="body2" sx={{ fontWeight: 600, mb: 0.5 }}>
+            {document.title}
+          </Typography>
+          <Typography variant="caption" sx={{ color: 'text.secondary' }}>
+            {document.documentType.charAt(0).toUpperCase() + document.documentType.slice(1)}
+            {document.expirationDate && ` • Expires: ${new Date(document.expirationDate).toLocaleDateString()}`}
+          </Typography>
+        </Box>
+      </DialogContent>
+      <DialogActions sx={{ px: 3, pb: 2 }}>
+        <Button
+          onClick={onClose}
+          variant="outlined"
+          sx={{ minWidth: 100, minHeight: 44 }}
+        >
+          Cancel
+        </Button>
+        <Button
+          onClick={handleConfirm}
+          variant="contained"
+          color={fullDelete ? 'error' : 'primary'}
+          sx={{ minWidth: 100, minHeight: 44 }}
+        >
+          {actionText}
+        </Button>
+      </DialogActions>
+    </Dialog>
+  );
+};
diff --git a/frontend/src/features/vehicles/pages/VehicleDetailPage.tsx b/frontend/src/features/vehicles/pages/VehicleDetailPage.tsx
index e5a5894..a2469ba 100644
--- a/frontend/src/features/vehicles/pages/VehicleDetailPage.tsx
+++ b/frontend/src/features/vehicles/pages/VehicleDetailPage.tsx
@@ -4,12 +4,13 @@
 
 import React, { useMemo, useState, useEffect } from 'react';
 import { useParams, useNavigate, useSearchParams } from 'react-router-dom';
-import { Box, Typography, Button as MuiButton, Divider, FormControl, InputLabel, Select, MenuItem, Table, TableHead, TableRow, TableCell, TableBody, Dialog, DialogTitle, DialogContent, useMediaQuery } from '@mui/material';
+import { Box, Typography, Button as MuiButton, Divider, FormControl, InputLabel, Select, MenuItem, Table, TableHead, TableRow, TableCell, TableBody, Dialog, DialogTitle, DialogContent, useMediaQuery, IconButton } from '@mui/material';
 import { useQueryClient } from '@tanstack/react-query';
 import ArrowBackIcon from '@mui/icons-material/ArrowBack';
 import EditIcon from '@mui/icons-material/Edit';
 import LocalGasStationIcon from '@mui/icons-material/LocalGasStation';
 import BuildIcon from '@mui/icons-material/Build';
+import DeleteIcon from '@mui/icons-material/Delete';
 import { Vehicle } from '../types/vehicles.types';
 import { vehiclesApi } from '../api/vehicles.api';
 import { Card } from '../../../shared-minimal/components/Card';
@@ -23,6 +24,9 @@ import { FuelLogForm } from '../../fuel-logs/components/FuelLogForm';
 // Unit conversions now handled by backend
 import { fuelLogsApi } from '../../fuel-logs/api/fuel-logs.api';
 import { OwnershipCostsList } from '../../ownership-costs';
+import { useDocumentsByVehicle, useDeleteDocument, useRemoveVehicleFromDocument } from '../../documents/hooks/useDocuments';
+import { DeleteDocumentConfirmDialog } from '../../documents/components/DeleteDocumentConfirmDialog';
+import type { DocumentRecord } from '../../documents/types/documents.types';
 
 const DetailField: React.FC<{
   label: string;
@@ -53,9 +57,14 @@ export const VehicleDetailPage: React.FC = () => {
   const [recordFilter, setRecordFilter] = useState<'All' | 'Fuel Logs' | 'Maintenance' | 'Documents'>('All');
 
   const { fuelLogs, isLoading: isFuelLoading } = useFuelLogs(id);
+  const { data: documents, isLoading: isDocumentsLoading } = useDocumentsByVehicle(id);
+  const { mutateAsync: deleteDocument } = useDeleteDocument();
+  const { mutateAsync: removeVehicleFromDocument } = useRemoveVehicleFromDocument();
   const queryClient = useQueryClient();
   const [editingLog, setEditingLog] = useState<FuelLogResponse | null>(null);
   const [showAddDialog, setShowAddDialog] = useState(false);
+  const [deleteDialogOpen, setDeleteDialogOpen] = useState(false);
+  const [documentToDelete, setDocumentToDelete] = useState<DocumentRecord | null>(null);
   const isSmallScreen = useMediaQuery('(max-width:600px)');
   // Unit conversions now handled by backend
 
@@ -105,8 +114,24 @@ export const VehicleDetailPage: React.FC = () => {
         list.push({ id: log.id, type: 'Fuel Logs', date: log.dateTime, summary, amount });
       }
     }
+
+    // Add documents to records
+    if (documents && Array.isArray(documents)) {
+      for (const doc of documents) {
+        const parts: string[] = [];
+        parts.push(doc.title);
+        parts.push(doc.documentType.charAt(0).toUpperCase() + doc.documentType.slice(1));
+        if (doc.expirationDate) {
+          parts.push(`Expires: ${new Date(doc.expirationDate).toLocaleDateString()}`);
+        }
+        const summary = parts.join(' • ');
+        const date = doc.issuedDate || doc.createdAt;
+        list.push({ id: doc.id, type: 'Documents', date, summary, amount: undefined });
+      }
+    }
+
     return list.sort((a, b) => new Date(b.date).getTime() - new Date(a.date).getTime());
-  }, [fuelLogs]);
+  }, [fuelLogs, documents]);
 
   const filteredRecords = useMemo(() => {
     if (recordFilter === 'All') return records;
@@ -208,6 +233,46 @@ export const VehicleDetailPage: React.FC = () => {
       const log = (fuelLogs as FuelLogResponse[] | undefined)?.find(l => l.id === recId) || null;
       setEditingLog(log);
     }
+    // Documents are handled via delete button, not row click
+  };
+
+  const handleDeleteDocumentClick = (docId: string, event: React.MouseEvent) => {
+    event.stopPropagation(); // Prevent row click
+    const doc = documents?.find(d => d.id === docId) || null;
+    if (doc) {
+      setDocumentToDelete(doc);
+      setDeleteDialogOpen(true);
+    }
+  };
+
+  const handleDeleteConfirm = async (fullDelete: boolean) => {
+    if (!documentToDelete || !id) return;
+
+    try {
+      if (fullDelete) {
+        // Full delete
+        await deleteDocument(documentToDelete.id);
+        console.log('Document deleted permanently');
+      } else {
+        // Remove vehicle association only
+        await removeVehicleFromDocument({ docId: documentToDelete.id, vehicleId: id });
+        console.log('Document removed from vehicle');
+      }
+
+      // Invalidate queries to refresh data
+      queryClient.invalidateQueries({ queryKey: ['documents-by-vehicle', id] });
+      queryClient.invalidateQueries({ queryKey: ['documents'] });
+
+      setDeleteDialogOpen(false);
+      setDocumentToDelete(null);
+    } catch (err) {
+      console.error('Error deleting/removing document:', err);
+    }
+  };
+
+  const handleDeleteCancel = () => {
+    setDeleteDialogOpen(false);
+    setDocumentToDelete(null);
   };
 
   const handleCloseEdit = () => setEditingLog(null);
@@ -398,29 +463,43 @@ export const VehicleDetailPage: React.FC = () => {
                 <TableCell>Type</TableCell>
                 <TableCell>Summary</TableCell>
                 <TableCell align="right">Amount</TableCell>
+                <TableCell align="right" sx={{ width: 80 }}>Actions</TableCell>
               </TableRow>
             </TableHead>
             <TableBody>
-              {isFuelLoading && (
+              {(isFuelLoading || isDocumentsLoading) && (
                 <TableRow>
-                  <TableCell colSpan={4}>
+                  <TableCell colSpan={5}>
                     <Typography color="text.secondary">Loading records…</Typography>
                   </TableCell>
                 </TableRow>
               )}
-              {!isFuelLoading && filteredRecords.length === 0 && (
+              {!isFuelLoading && !isDocumentsLoading && filteredRecords.length === 0 && (
                 <TableRow>
-                  <TableCell colSpan={4}>
+                  <TableCell colSpan={5}>
                     <Typography color="text.secondary">No records found for this filter.</Typography>
                   </TableCell>
                 </TableRow>
               )}
-              {!isFuelLoading && filteredRecords.map((rec) => (
-                <TableRow key={rec.id} hover sx={{ cursor: 'pointer' }} onClick={() => handleRowClick(rec.id, rec.type)}>
+              {!isFuelLoading && !isDocumentsLoading && filteredRecords.map((rec) => (
+                <TableRow key={rec.id} hover sx={{ cursor: rec.type === 'Documents' ? 'default' : 'pointer' }} onClick={() => handleRowClick(rec.id, rec.type)}>
                   <TableCell>{new Date(rec.date).toLocaleDateString()}</TableCell>
                   <TableCell>{rec.type}</TableCell>
                   <TableCell>{rec.summary}</TableCell>
                   <TableCell align="right">{rec.amount || '—'}</TableCell>
+                  <TableCell align="right">
+                    {rec.type === 'Documents' && (
+                      <IconButton
+                        size="small"
+                        color="error"
+                        onClick={(e) => handleDeleteDocumentClick(rec.id, e)}
+                        sx={{ minWidth: 44, minHeight: 44 }}
+                        aria-label="Delete document"
+                      >
+                        <DeleteIcon fontSize="small" />
+                      </IconButton>
+                    )}
+                  </TableCell>
                 </TableRow>
               ))}
             </TableBody>
@@ -461,6 +540,15 @@ export const VehicleDetailPage: React.FC = () => {
             </Box>
           </DialogContent>
         </Dialog>
+
+        {/* Delete Document Confirmation Dialog */}
+        <DeleteDocumentConfirmDialog
+          open={deleteDialogOpen}
+          onClose={handleDeleteCancel}
+          onConfirm={handleDeleteConfirm}
+          document={documentToDelete}
+          vehicleId={id || null}
+        />
       </Card>
     </Box>
   );