diff --git a/scripts/wp-search-replace.sh b/scripts/wp-search-replace.sh
index 1510a6d..ff3adf6 100644
--- a/scripts/wp-search-replace.sh
+++ b/scripts/wp-search-replace.sh
@@ -224,26 +224,34 @@ if [[ -f "$CONFIG_FILE" && -w "$CONFIG_FILE" ]]; then
         TARGET_URL="https://$TARGET_URL"
         info "Added https:// prefix to URL: $TARGET_URL"
     fi
-    # shellcheck disable=SC2016  # we want literal single quotes inside sed replacement
-    # Replace existing definitions if they exist
-sed -i -E "s|define\(\s*'WP_HOME'\s*,\s*'[^']*'\s*\);|define( 'WP_HOME', '${TARGET_URL}' );|; s|define\(\s*'WP_SITEURL'\s*,\s*'[^']*'\s*\);|define( 'WP_SITEURL', '${TARGET_URL}' );|; s|\$_SERVER\['HTTP_HOST'\]\s*=\s*'[^']*';|\$_SERVER['HTTP_HOST'] = '${HOST_ONLY}';|" "$CONFIG_FILE" || warning "Failed to update wp-config.php"
+    # Derive host-only from TARGET_URL for HTTP_HOST usage
+    HOST_ONLY="${TARGET_URL#*://}"
+    HOST_ONLY="${HOST_ONLY%%/*}"
+    [[ -z "$HOST_ONLY" ]] && HOST_ONLY="$TARGET_URL"
+    # shellcheck disable=SC2016  # we want literal quotes inside sed replacement
+    # Replace existing definitions (handle both single and double quotes)
+sed -i -E "s|define\(\s*['\"]WP_HOME['\"]\s*,\s*['\"][^'\"]*['\"]\s*\);|define( 'WP_HOME', '${TARGET_URL}' );|; s|define\(\s*['\"]WP_SITEURL['\"]\s*,\s*['\"][^'\"]*['\"]\s*\);|define( 'WP_SITEURL', '${TARGET_URL}' );|; s|\$_SERVER\[(\"|')HTTP_HOST\1\]\s*=\s*(\"|')[^"']*\2;|\$_SERVER['HTTP_HOST'] = '${HOST_ONLY}';|" "$CONFIG_FILE" || warning "Failed to update wp-config.php"
 
-# If WP_HOME wasn't present, insert block above /* That's all */
-if ! grep -q "WP_HOME" "$CONFIG_FILE"; then
-    info "Inserting WP_HOME and WP_SITEURL constants into wp-config.php …"
-    awk -v url="$TARGET_URL" -v host="$HOST_ONLY" '
-        BEGIN{inserted=0}
-        /\/\* That\x27s all/{
-            print "\n// Added by wp-search-replace.sh";
-            print "define( \"WP_HOME\", \"" url "\" );";
-            print "define( \"WP_SITEURL\", \"" url "\" );";
-            print "if ( defined( \"WP_CLI\" ) && WP_CLI && ! isset( $_SERVER[\"HTTP_HOST\"] ) ) { $_SERVER[\"HTTP_HOST\"] = \"" host "\"; }";
-            inserted=1;
-        }
-        {print}
-        END{if(!inserted) exit 1}
-    ' "$CONFIG_FILE" > "$CONFIG_FILE.tmp" && mv "$CONFIG_FILE.tmp" "$CONFIG_FILE"
-fi
+    # Determine which entries are missing to avoid duplicates
+    needs_home=1;      grep -Eq "define\(\s*['\"]WP_HOME['\"]" "$CONFIG_FILE" && needs_home=0 || true
+    needs_siteurl=1;   grep -Eq "define\(\s*['\"]WP_SITEURL['\"]" "$CONFIG_FILE" && needs_siteurl=0 || true
+    needs_http_host=1; grep -Eq "\$_SERVER\[(\"|')HTTP_HOST\1\]\s*=" "$CONFIG_FILE" && needs_http_host=0 || true
+
+    if [[ $needs_home -eq 1 || $needs_siteurl -eq 1 || $needs_http_host -eq 1 ]]; then
+        info "Inserting missing wp-config.php directives (WP_HOME/WP_SITEURL/HTTP_HOST) …"
+        awk -v url="$TARGET_URL" -v host="$HOST_ONLY" -v insert_home="$needs_home" -v insert_siteurl="$needs_siteurl" -v insert_hostfix="$needs_http_host" '
+            BEGIN{inserted=0}
+            /\/\* That\x27s all/{
+                print "\n// Added by wp-search-replace.sh";
+                if (insert_home == 1)    print "define( \"WP_HOME\", \"" url "\" );";
+                if (insert_siteurl == 1) print "define( \"WP_SITEURL\", \"" url "\" );";
+                if (insert_hostfix == 1) print "if ( defined( \"WP_CLI\" ) && WP_CLI && ! isset( $_SERVER[\"HTTP_HOST\"] ) ) { $_SERVER[\"HTTP_HOST\"] = \"" host "\"; }";
+                inserted=1;
+            }
+            {print}
+            END{if(!inserted) exit 1}
+        ' "$CONFIG_FILE" > "$CONFIG_FILE.tmp" && mv "$CONFIG_FILE.tmp" "$CONFIG_FILE" || warning "Could not insert directives into wp-config.php"
+    fi
 else
     warning "wp-config.php not found or not writable; skipped WP_HOME / WP_SITEURL update."
 fi