diff --git a/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/full_name.py b/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/full_name.py
index 0ed75fb834..bbf27b162f 100644
--- a/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/full_name.py
+++ b/crates/ruff_linter/resources/test/fixtures/flake8_use_pathlib/full_name.py
@@ -136,4 +136,11 @@ os.chmod("pth1_file", 0o700, None, True, 1, *[1], **{"x": 1}, foo=1)
 os.rename("pth1_file", "pth1_file1", None, None, 1, *[1], **{"x": 1}, foo=1)
 os.replace("pth1_file1", "pth1_file", None, None, 1, *[1], **{"x": 1}, foo=1)
 
-os.path.samefile("pth1_file", "pth1_link", 1, *[1], **{"x": 1}, foo=1)
\ No newline at end of file
+os.path.samefile("pth1_file", "pth1_link", 1, *[1], **{"x": 1}, foo=1)
+
+# https://github.com/astral-sh/ruff/issues/21342
+# if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+os.readlink(p, dir_fd=None)
+os.unlink(p, dir_fd=None)
+os.remove(p, dir_fd=None)
+os.rmdir(p, dir_fd=None)
\ No newline at end of file
diff --git a/crates/ruff_linter/src/rules/flake8_use_pathlib/helpers.rs b/crates/ruff_linter/src/rules/flake8_use_pathlib/helpers.rs
index 3ba017ecb7..682d2c6bd4 100644
--- a/crates/ruff_linter/src/rules/flake8_use_pathlib/helpers.rs
+++ b/crates/ruff_linter/src/rules/flake8_use_pathlib/helpers.rs
@@ -59,7 +59,33 @@ pub(crate) fn check_os_pathlib_single_arg_calls(
     violation: impl Violation,
     applicability: Option<Applicability>,
 ) {
-    if call.arguments.len() != 1 {
+    // Check that we have exactly 1 positional argument OR the argument is passed as a keyword
+    // This allows: func(arg), func(name=arg), and func(arg, dir_fd=None)
+    let has_positional_arg = call.arguments.args.len() == 1;
+    let has_keyword_arg = call.arguments.find_keyword(fn_argument).is_some();
+    
+    if !has_positional_arg && !has_keyword_arg {
+        return;
+    }
+    
+    // If we have both positional and keyword for the main argument, that's invalid
+    if has_positional_arg && has_keyword_arg {
+        return;
+    }
+
+    // If `dir_fd` is set to a non-default value, skip (pathlib doesn't support it)
+    if is_keyword_only_argument_non_default(&call.arguments, "dir_fd") {
+        return;
+    }
+
+    // If there are keyword arguments other than `dir_fd` or the main argument, skip
+    // We need to allow the main argument to be passed as a keyword, and `dir_fd=None`
+    let allowed_keywords = if has_keyword_arg {
+        &[fn_argument, "dir_fd"][..]
+    } else {
+        &["dir_fd"][..]
+    };
+    if has_unknown_keywords_or_starred_expr(&call.arguments, allowed_keywords) {
         return;
     }
 
diff --git a/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__full_name.py.snap b/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__full_name.py.snap
index f8bdfa55ad..363da32682 100644
--- a/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__full_name.py.snap
+++ b/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__full_name.py.snap
@@ -567,5 +567,52 @@ PTH121 `os.path.samefile()` should be replaced by `Path.samefile()`
 138 |
 139 | os.path.samefile("pth1_file", "pth1_link", 1, *[1], **{"x": 1}, foo=1)
     | ^^^^^^^^^^^^^^^^
+140 |
+141 | # https://github.com/astral-sh/ruff/issues/21342
     |
 help: Replace with `Path(...).samefile()`
+
+PTH115 `os.readlink()` should be replaced by `Path.readlink()`
+   --> full_name.py:143:1
+    |
+141 | # https://github.com/astral-sh/ruff/issues/21342
+142 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+143 | os.readlink(p, dir_fd=None)
+    | ^^^^^^^^^^^
+144 | os.unlink(p, dir_fd=None)
+145 | os.remove(p, dir_fd=None)
+    |
+help: Replace with `Path(...).readlink()`
+
+PTH108 `os.unlink()` should be replaced by `Path.unlink()`
+   --> full_name.py:144:1
+    |
+142 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+143 | os.readlink(p, dir_fd=None)
+144 | os.unlink(p, dir_fd=None)
+    | ^^^^^^^^^
+145 | os.remove(p, dir_fd=None)
+146 | os.rmdir(p, dir_fd=None)
+    |
+help: Replace with `Path(...).unlink()`
+
+PTH107 `os.remove()` should be replaced by `Path.unlink()`
+   --> full_name.py:145:1
+    |
+143 | os.readlink(p, dir_fd=None)
+144 | os.unlink(p, dir_fd=None)
+145 | os.remove(p, dir_fd=None)
+    | ^^^^^^^^^
+146 | os.rmdir(p, dir_fd=None)
+    |
+help: Replace with `Path(...).unlink()`
+
+PTH106 `os.rmdir()` should be replaced by `Path.rmdir()`
+   --> full_name.py:146:1
+    |
+144 | os.unlink(p, dir_fd=None)
+145 | os.remove(p, dir_fd=None)
+146 | os.rmdir(p, dir_fd=None)
+    | ^^^^^^^^
+    |
+help: Replace with `Path(...).rmdir()`
diff --git a/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview_full_name.py.snap b/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview_full_name.py.snap
index 7292a3b5d2..5ed3ecbb65 100644
--- a/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview_full_name.py.snap
+++ b/crates/ruff_linter/src/rules/flake8_use_pathlib/snapshots/ruff_linter__rules__flake8_use_pathlib__tests__preview_full_name.py.snap
@@ -1037,5 +1037,106 @@ PTH121 `os.path.samefile()` should be replaced by `Path.samefile()`
 138 |
 139 | os.path.samefile("pth1_file", "pth1_link", 1, *[1], **{"x": 1}, foo=1)
     | ^^^^^^^^^^^^^^^^
+140 |
+141 | # https://github.com/astral-sh/ruff/issues/21342
     |
 help: Replace with `Path(...).samefile()`
+
+PTH115 [*] `os.readlink()` should be replaced by `Path.readlink()`
+   --> full_name.py:143:1
+    |
+141 | # https://github.com/astral-sh/ruff/issues/21342
+142 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+143 | os.readlink(p, dir_fd=None)
+    | ^^^^^^^^^^^
+144 | os.unlink(p, dir_fd=None)
+145 | os.remove(p, dir_fd=None)
+    |
+help: Replace with `Path(...).readlink()`
+1   | import os
+2   | import os.path
+3   + import pathlib
+4   | 
+5   | p = "/foo"
+6   | q = "bar"
+--------------------------------------------------------------------------------
+141 | 
+142 | # https://github.com/astral-sh/ruff/issues/21342
+143 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+    - os.readlink(p, dir_fd=None)
+144 + pathlib.Path(p).readlink()
+145 | os.unlink(p, dir_fd=None)
+146 | os.remove(p, dir_fd=None)
+147 | os.rmdir(p, dir_fd=None)
+
+PTH108 [*] `os.unlink()` should be replaced by `Path.unlink()`
+   --> full_name.py:144:1
+    |
+142 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+143 | os.readlink(p, dir_fd=None)
+144 | os.unlink(p, dir_fd=None)
+    | ^^^^^^^^^
+145 | os.remove(p, dir_fd=None)
+146 | os.rmdir(p, dir_fd=None)
+    |
+help: Replace with `Path(...).unlink()`
+1   | import os
+2   | import os.path
+3   + import pathlib
+4   | 
+5   | p = "/foo"
+6   | q = "bar"
+--------------------------------------------------------------------------------
+142 | # https://github.com/astral-sh/ruff/issues/21342
+143 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+144 | os.readlink(p, dir_fd=None)
+    - os.unlink(p, dir_fd=None)
+145 + pathlib.Path(p).unlink()
+146 | os.remove(p, dir_fd=None)
+147 | os.rmdir(p, dir_fd=None)
+
+PTH107 [*] `os.remove()` should be replaced by `Path.unlink()`
+   --> full_name.py:145:1
+    |
+143 | os.readlink(p, dir_fd=None)
+144 | os.unlink(p, dir_fd=None)
+145 | os.remove(p, dir_fd=None)
+    | ^^^^^^^^^
+146 | os.rmdir(p, dir_fd=None)
+    |
+help: Replace with `Path(...).unlink()`
+1   | import os
+2   | import os.path
+3   + import pathlib
+4   | 
+5   | p = "/foo"
+6   | q = "bar"
+--------------------------------------------------------------------------------
+143 | # if `dir_fd=None` is explicitly set, should still trigger the diagnostic
+144 | os.readlink(p, dir_fd=None)
+145 | os.unlink(p, dir_fd=None)
+    - os.remove(p, dir_fd=None)
+146 + pathlib.Path(p).unlink()
+147 | os.rmdir(p, dir_fd=None)
+
+PTH106 [*] `os.rmdir()` should be replaced by `Path.rmdir()`
+   --> full_name.py:146:1
+    |
+144 | os.unlink(p, dir_fd=None)
+145 | os.remove(p, dir_fd=None)
+146 | os.rmdir(p, dir_fd=None)
+    | ^^^^^^^^
+    |
+help: Replace with `Path(...).rmdir()`
+1   | import os
+2   | import os.path
+3   + import pathlib
+4   | 
+5   | p = "/foo"
+6   | q = "bar"
+--------------------------------------------------------------------------------
+144 | os.readlink(p, dir_fd=None)
+145 | os.unlink(p, dir_fd=None)
+146 | os.remove(p, dir_fd=None)
+    - os.rmdir(p, dir_fd=None)
+147 + pathlib.Path(p).rmdir()