diff --git a/packages/block-editor/src/components/off-canvas-editor/block-edit-button.js b/packages/block-editor/src/components/off-canvas-editor/block-edit-button.js
deleted file mode 100644
index 6281134e8c95e..0000000000000
--- a/packages/block-editor/src/components/off-canvas-editor/block-edit-button.js
+++ /dev/null
@@ -1,27 +0,0 @@
-/**
- * WordPress dependencies
- */
-import { edit } from '@wordpress/icons';
-import { Button } from '@wordpress/components';
-import { useDispatch } from '@wordpress/data';
-import { forwardRef } from '@wordpress/element';
-
-/**
- * Internal dependencies
- */
-import { store as blockEditorStore } from '../../store';
-
-export default forwardRef( function BlockEditButton(
-	{ clientId, ...props },
-	ref
-) {
-	const { selectBlock } = useDispatch( blockEditorStore );
-
-	const onClick = () => {
-		selectBlock( clientId );
-	};
-
-	return (
-		<Button { ...props } ref={ ref } icon={ edit } onClick={ onClick } />
-	);
-} );
diff --git a/packages/block-editor/src/components/off-canvas-editor/block.js b/packages/block-editor/src/components/off-canvas-editor/block.js
index c88f5ed0f7bbf..df9534a7c3b76 100644
--- a/packages/block-editor/src/components/off-canvas-editor/block.js
+++ b/packages/block-editor/src/components/off-canvas-editor/block.js
@@ -11,9 +11,10 @@ import {
 	__experimentalTreeGridCell as TreeGridCell,
 	__experimentalTreeGridItem as TreeGridItem,
 	MenuItem,
+	Button,
 } from '@wordpress/components';
 import { useInstanceId } from '@wordpress/compose';
-import { moreVertical } from '@wordpress/icons';
+import { moreVertical, edit } from '@wordpress/icons';
 import {
 	useState,
 	useRef,
@@ -34,12 +35,14 @@ import {
 } from '../block-mover/button';
 import ListViewBlockContents from './block-contents';
 import BlockSettingsDropdown from '../block-settings-menu/block-settings-dropdown';
-import BlockEditButton from './block-edit-button';
+// import BlockEditButton from './block-edit-button';
 import { useListViewContext } from './context';
 import { getBlockPositionDescription } from './utils';
 import { store as blockEditorStore } from '../../store';
 import useBlockDisplayInformation from '../use-block-display-information';
 import { useBlockLock } from '../block-lock';
+import usePageData from './use-page-data';
+import { ConvertToLinksModal } from './convert-to-links-modal';
 
 function ListViewBlock( {
 	block,
@@ -60,7 +63,8 @@ function ListViewBlock( {
 } ) {
 	const cellRef = useRef( null );
 	const [ isHovered, setIsHovered ] = useState( false );
-	const { clientId, attributes } = block;
+	const [ convertModalOpen, setConvertModalOpen ] = useState( false );
+	const { clientId, attributes, name } = block;
 
 	const { isLocked, isContentLocked } = useBlockLock( clientId );
 	const forceSelectionContentLock = useSelect(
@@ -210,6 +214,22 @@ function ListViewBlock( {
 		[ clientId, expand, collapse, isExpanded ]
 	);
 
+	// We only show the edit option when page count is <= MAX_PAGE_COUNT
+	// Performance of Navigation Links is not good past this value.
+	const MAX_PAGE_COUNT = 100;
+	const { pages, totalPages } = usePageData();
+
+	const allowConvertToLinks =
+		'core/page-list' === name && totalPages <= MAX_PAGE_COUNT;
+
+	const blockEditOnClick = () => {
+		if ( allowConvertToLinks ) {
+			setConvertModalOpen( ! convertModalOpen );
+		} else {
+			selectBlock( clientId );
+		}
+	};
+
 	let colSpan;
 	if ( hasRenderedMovers ) {
 		colSpan = 2;
@@ -331,12 +351,14 @@ function ListViewBlock( {
 							!! isSelected || forceSelectionContentLock
 						}
 					>
-						{ ( props ) =>
+						{ ( { ref, tabIndex } ) =>
 							isEditable && (
-								<BlockEditButton
-									{ ...props }
+								<Button
+									icon={ edit }
 									label={ editAriaLabel }
-									clientId={ clientId }
+									ref={ ref }
+									tabIndex={ tabIndex }
+									onClick={ blockEditOnClick }
 								/>
 							)
 						}
@@ -393,6 +415,13 @@ function ListViewBlock( {
 					</TreeGridCell>
 				</>
 			) }
+			{ convertModalOpen && (
+				<ConvertToLinksModal
+					onClose={ () => setConvertModalOpen( false ) }
+					clientId={ clientId }
+					pages={ pages }
+				/>
+			) }
 		</ListViewLeaf>
 	);
 }
diff --git a/packages/block-editor/src/components/off-canvas-editor/convert-to-links-modal.js b/packages/block-editor/src/components/off-canvas-editor/convert-to-links-modal.js
new file mode 100644
index 0000000000000..82c2cfac64cbd
--- /dev/null
+++ b/packages/block-editor/src/components/off-canvas-editor/convert-to-links-modal.js
@@ -0,0 +1,110 @@
+/**
+ * WordPress dependencies
+ */
+import { __ } from '@wordpress/i18n';
+import { Button, Modal } from '@wordpress/components';
+import { useDispatch } from '@wordpress/data';
+import { createBlock as create } from '@wordpress/blocks';
+
+/**
+ * Internal dependencies
+ */
+import { store as blockEditorStore } from '../../store';
+
+// copied from packages/block-library/src/page-list/convert-to-links-modal.js
+const convertSelectedBlockToNavigationLinks =
+	( { pages, clientId, replaceBlock, createBlock } ) =>
+	() => {
+		if ( ! pages?.length ) {
+			return;
+		}
+
+		const linkMap = {};
+		const navigationLinks = [];
+		pages.forEach( ( { id, title, link: url, type, parent } ) => {
+			// See if a placeholder exists. This is created if children appear before parents in list.
+			const innerBlocks = linkMap[ id ]?.innerBlocks ?? [];
+			linkMap[ id ] = createBlock(
+				'core/navigation-link',
+				{
+					id,
+					label: title.rendered,
+					url,
+					type,
+					kind: 'post-type',
+				},
+				innerBlocks
+			);
+
+			if ( ! parent ) {
+				navigationLinks.push( linkMap[ id ] );
+			} else {
+				if ( ! linkMap[ parent ] ) {
+					// Use a placeholder if the child appears before parent in list.
+					linkMap[ parent ] = { innerBlocks: [] };
+				}
+				const parentLinkInnerBlocks = linkMap[ parent ].innerBlocks;
+				parentLinkInnerBlocks.push( linkMap[ id ] );
+			}
+		} );
+
+		// Transform all links with innerBlocks into Submenus. This can't be done
+		// sooner because page objects have no information on their children.
+		const transformSubmenus = ( listOfLinks ) => {
+			listOfLinks.forEach( ( block, index, listOfLinksArray ) => {
+				const { attributes, innerBlocks } = block;
+				if ( innerBlocks.length !== 0 ) {
+					transformSubmenus( innerBlocks );
+					const transformedBlock = createBlock(
+						'core/navigation-submenu',
+						attributes,
+						innerBlocks
+					);
+					listOfLinksArray[ index ] = transformedBlock;
+				}
+			} );
+		};
+
+		transformSubmenus( navigationLinks );
+
+		replaceBlock( clientId, navigationLinks );
+	};
+
+export const ConvertToLinksModal = ( { onClose, clientId, pages } ) => {
+	const hasPages = !! pages?.length;
+
+	const { replaceBlock } = useDispatch( blockEditorStore );
+
+	return (
+		<Modal
+			closeLabel={ __( 'Close' ) }
+			onRequestClose={ onClose }
+			title={ __( 'Customize this menu' ) }
+			className={ 'wp-block-page-list-modal' }
+			aria={ { describedby: 'wp-block-page-list-modal__description' } }
+		>
+			<p id={ 'wp-block-page-list-modal__description' }>
+				{ __(
+					'This menu is automatically kept in sync with pages on your site. You can manage the menu yourself by clicking customize below.'
+				) }
+			</p>
+			<div className="wp-block-page-list-modal-buttons">
+				<Button variant="tertiary" onClick={ onClose }>
+					{ __( 'Cancel' ) }
+				</Button>
+				<Button
+					variant="primary"
+					disabled={ ! hasPages }
+					onClick={ convertSelectedBlockToNavigationLinks( {
+						pages,
+						replaceBlock,
+						clientId,
+						createBlock: create,
+					} ) }
+				>
+					{ __( 'Customize' ) }
+				</Button>
+			</div>
+		</Modal>
+	);
+};
diff --git a/packages/block-editor/src/components/off-canvas-editor/use-page-data.js b/packages/block-editor/src/components/off-canvas-editor/use-page-data.js
new file mode 100644
index 0000000000000..df868cd6d212d
--- /dev/null
+++ b/packages/block-editor/src/components/off-canvas-editor/use-page-data.js
@@ -0,0 +1,57 @@
+/**
+ * WordPress dependencies
+ */
+import { useSelect } from '@wordpress/data';
+import { useMemo } from '@wordpress/element';
+
+/**
+ * Internal dependencies
+ */
+import { store as blockEditorStore } from '../../store';
+
+// copied from packages/block-library/src/page-list/edit.js
+
+export default () => {
+	// 1. Grab editor settings
+	// 2. Call the selector when we need it
+	const { pages } = useSelect( ( select ) => {
+		const { getSettings } = select( blockEditorStore );
+
+		return {
+			pages: getSettings().__experimentalFetchPageEntities( {
+				orderby: 'menu_order',
+				order: 'asc',
+				_fields: [ 'id', 'link', 'parent', 'title', 'menu_order' ],
+				per_page: -1,
+				context: 'view',
+			} ),
+		};
+	}, [] );
+
+	return useMemo( () => {
+		// TODO: Once the REST API supports passing multiple values to
+		// 'orderby', this can be removed.
+		// https://core.trac.wordpress.org/ticket/39037
+		const sortedPages = [ ...( pages ?? [] ) ].sort( ( a, b ) => {
+			if ( a.menu_order === b.menu_order ) {
+				return a.title.rendered.localeCompare( b.title.rendered );
+			}
+			return a.menu_order - b.menu_order;
+		} );
+		const pagesByParentId = sortedPages.reduce( ( accumulator, page ) => {
+			const { parent } = page;
+			if ( accumulator.has( parent ) ) {
+				accumulator.get( parent ).push( page );
+			} else {
+				accumulator.set( parent, [ page ] );
+			}
+			return accumulator;
+		}, new Map() );
+
+		return {
+			pages, // necessary for access outside the hook
+			pagesByParentId,
+			totalPages: pages?.length ?? null,
+		};
+	}, [ pages ] );
+};
diff --git a/packages/edit-site/src/components/block-editor/index.js b/packages/edit-site/src/components/block-editor/index.js
index f990ee7f15f69..e17d81bb3e7e9 100644
--- a/packages/edit-site/src/components/block-editor/index.js
+++ b/packages/edit-site/src/components/block-editor/index.js
@@ -126,6 +126,16 @@ export default function BlockEditor( { setIsInserterOpen } ) {
 		[ settingsBlockPatternCategories, restBlockPatternCategories ]
 	);
 
+	const { fetchPagesEntities } = useSelect( ( select ) => {
+		const { getEntityRecords } = select( coreStore );
+
+		return {
+			fetchPagesEntities: ( options = {} ) => {
+				return getEntityRecords( 'postType', 'page', options );
+			},
+		};
+	}, [] );
+
 	const settings = useMemo( () => {
 		const {
 			__experimentalAdditionalBlockPatterns,
@@ -138,8 +148,14 @@ export default function BlockEditor( { setIsInserterOpen } ) {
 			__unstableFetchMedia: fetchMedia,
 			__experimentalBlockPatterns: blockPatterns,
 			__experimentalBlockPatternCategories: blockPatternCategories,
+			__experimentalFetchPageEntities: fetchPagesEntities,
 		};
-	}, [ storedSettings, blockPatterns, blockPatternCategories ] );
+	}, [
+		storedSettings,
+		blockPatterns,
+		blockPatternCategories,
+		fetchPagesEntities,
+	] );
 
 	const [ blocks, onInput, onChange ] = useEntityBlockEditor(
 		'postType',
diff --git a/packages/editor/src/components/provider/use-block-editor-settings.js b/packages/editor/src/components/provider/use-block-editor-settings.js
index 3f4ed5a15fe37..b77bf34c3e119 100644
--- a/packages/editor/src/components/provider/use-block-editor-settings.js
+++ b/packages/editor/src/components/provider/use-block-editor-settings.js
@@ -113,6 +113,16 @@ function useBlockEditorSettings( settings, hasTemplate ) {
 
 	const { saveEntityRecord } = useDispatch( coreStore );
 
+	const { fetchPagesEntities } = useSelect( ( select ) => {
+		const { getEntityRecords } = select( coreStore );
+
+		return {
+			fetchPagesEntities: ( options = {} ) => {
+				return getEntityRecords( 'postType', 'page', options );
+			},
+		};
+	}, [] );
+
 	/**
 	 * Creates a Post entity.
 	 * This is utilised by the Link UI to allow for on-the-fly creation of Posts/Pages.
@@ -176,6 +186,7 @@ function useBlockEditorSettings( settings, hasTemplate ) {
 						'supportsLayout',
 						'widgetTypesToHideFromLegacyWidgetBlock',
 						'__unstableResolvedAssets',
+						'__experimentalFetchPageEntities',
 					].includes( key )
 				)
 			),
@@ -196,6 +207,7 @@ function useBlockEditorSettings( settings, hasTemplate ) {
 			__experimentalUserCanCreatePages: userCanCreatePages,
 			pageOnFront,
 			__experimentalPreferPatternsOnRoot: hasTemplate,
+			__experimentalFetchPageEntities: fetchPagesEntities,
 		} ),
 		[
 			settings,
@@ -208,6 +220,7 @@ function useBlockEditorSettings( settings, hasTemplate ) {
 			hasTemplate,
 			userCanCreatePages,
 			pageOnFront,
+			fetchPagesEntities,
 		]
 	);
 }