diff --git a/cmd/k8s-operator/ingress-for-pg.go b/cmd/k8s-operator/ingress-for-pg.go
index 460a1914e..1b35d8536 100644
--- a/cmd/k8s-operator/ingress-for-pg.go
+++ b/cmd/k8s-operator/ingress-for-pg.go
@@ -290,6 +290,25 @@ func (r *HAIngressReconciler) maybeProvision(ctx context.Context, hostname strin
 		ingCfg.Web[epHTTP] = &ipn.WebServerConfig{
 			Handlers: handlers,
 		}
+		if isHTTPRedirectEnabled(ing) {
+			logger.Warnf("Both HTTP endpoint and HTTP redirect flags are enabled: ignoring HTTP redirect.")
+		}
+	} else if isHTTPRedirectEnabled(ing) {
+		logger.Infof("HTTP redirect enabled, setting up port 80 redirect handlers")
+		epHTTP := ipn.HostPort(fmt.Sprintf("%s:80", dnsName))
+		ingCfg.TCP[80] = &ipn.TCPPortHandler{HTTP: true}
+		ingCfg.Web[epHTTP] = &ipn.WebServerConfig{
+			Handlers: map[string]*ipn.HTTPHandler{},
+		}
+		web80 := ingCfg.Web[epHTTP]
+		for mountPoint := range handlers {
+			// We send a 301 - Moved Permanently redirect from HTTP to HTTPS
+			redirectURL := "301:https://${HOST}${REQUEST_URI}"
+			logger.Debugf("Creating redirect handler: %s -> %s", mountPoint, redirectURL)
+			web80.Handlers[mountPoint] = &ipn.HTTPHandler{
+				Redirect: redirectURL,
+			}
+		}
 	}
 
 	var gotCfg *ipn.ServiceConfig
@@ -316,7 +335,7 @@ func (r *HAIngressReconciler) maybeProvision(ctx context.Context, hostname strin
 	}
 
 	tsSvcPorts := []string{"tcp:443"} // always 443 for Ingress
-	if isHTTPEndpointEnabled(ing) {
+	if isHTTPEndpointEnabled(ing) || isHTTPRedirectEnabled(ing) {
 		tsSvcPorts = append(tsSvcPorts, "tcp:80")
 	}
 
@@ -346,7 +365,7 @@ func (r *HAIngressReconciler) maybeProvision(ctx context.Context, hostname strin
 	// 5. Update tailscaled's AdvertiseServices config, which should add the Tailscale Service
 	// IPs to the ProxyGroup Pods' AllowedIPs in the next netmap update if approved.
 	mode := serviceAdvertisementHTTPS
-	if isHTTPEndpointEnabled(ing) {
+	if isHTTPEndpointEnabled(ing) || isHTTPRedirectEnabled(ing) {
 		mode = serviceAdvertisementHTTPAndHTTPS
 	}
 	if err = r.maybeUpdateAdvertiseServicesConfig(ctx, pg.Name, serviceName, mode, logger); err != nil {
@@ -377,7 +396,7 @@ func (r *HAIngressReconciler) maybeProvision(ctx context.Context, hostname strin
 				Port:     443,
 			})
 		}
-		if isHTTPEndpointEnabled(ing) {
+		if isHTTPEndpointEnabled(ing) || isHTTPRedirectEnabled(ing) {
 			ports = append(ports, networkingv1.IngressPortStatus{
 				Protocol: "TCP",
 				Port:     80,
diff --git a/cmd/k8s-operator/ingress-for-pg_test.go b/cmd/k8s-operator/ingress-for-pg_test.go
index 5cc806ad1..1257336e3 100644
--- a/cmd/k8s-operator/ingress-for-pg_test.go
+++ b/cmd/k8s-operator/ingress-for-pg_test.go
@@ -618,6 +618,236 @@ func TestIngressPGReconciler_HTTPEndpoint(t *testing.T) {
 	}
 }
 
+func TestIngressPGReconciler_HTTPRedirect(t *testing.T) {
+	ingPGR, fc, ft := setupIngressTest(t)
+
+	// Create backend Service that the Ingress will route to
+	backendSvc := &corev1.Service{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test",
+			Namespace: "default",
+		},
+		Spec: corev1.ServiceSpec{
+			ClusterIP: "10.0.0.1",
+			Ports: []corev1.ServicePort{
+				{
+					Port: 8080,
+				},
+			},
+		},
+	}
+	mustCreate(t, fc, backendSvc)
+
+	// Create test Ingress with HTTP redirect enabled
+	ing := &networkingv1.Ingress{
+		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-ingress",
+			Namespace: "default",
+			UID:       types.UID("1234-UID"),
+			Annotations: map[string]string{
+				"tailscale.com/proxy-group":   "test-pg",
+				"tailscale.com/http-redirect": "true",
+			},
+		},
+		Spec: networkingv1.IngressSpec{
+			IngressClassName: ptr.To("tailscale"),
+			DefaultBackend: &networkingv1.IngressBackend{
+				Service: &networkingv1.IngressServiceBackend{
+					Name: "test",
+					Port: networkingv1.ServiceBackendPort{
+						Number: 8080,
+					},
+				},
+			},
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"my-svc"}},
+			},
+		},
+	}
+	if err := fc.Create(context.Background(), ing); err != nil {
+		t.Fatal(err)
+	}
+
+	// Verify initial reconciliation with HTTP redirect enabled
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	populateTLSSecret(context.Background(), fc, "test-pg", "my-svc.ts.net")
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+
+	// Verify Tailscale Service includes both tcp:80 and tcp:443
+	verifyTailscaleService(t, ft, "svc:my-svc", []string{"tcp:80", "tcp:443"})
+
+	// Verify Ingress status includes port 80
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-ingress",
+		Namespace: "default",
+	}, ing); err != nil {
+		t.Fatal(err)
+	}
+
+	// Add the Tailscale Service to prefs to have the Ingress recognised as ready
+	mustCreate(t, fc, &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-pg-0",
+			Namespace: "operator-ns",
+			Labels:    pgSecretLabels("test-pg", kubetypes.LabelSecretTypeState),
+		},
+		Data: map[string][]byte{
+			"_current-profile": []byte("profile-foo"),
+			"profile-foo":      []byte(`{"AdvertiseServices":["svc:my-svc"],"Config":{"NodeID":"node-foo"}}`),
+		},
+	})
+
+	// Reconcile and re-fetch Ingress
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	if err := fc.Get(context.Background(), client.ObjectKeyFromObject(ing), ing); err != nil {
+		t.Fatal(err)
+	}
+
+	wantStatus := []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+		{Port: 80, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus) {
+		t.Errorf("incorrect status ports: got %v, want %v",
+			ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus)
+	}
+
+	// Remove HTTP redirect annotation
+	mustUpdate(t, fc, "default", "test-ingress", func(ing *networkingv1.Ingress) {
+		delete(ing.Annotations, "tailscale.com/http-redirect")
+	})
+
+	// Verify reconciliation after removing HTTP redirect
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	verifyTailscaleService(t, ft, "svc:my-svc", []string{"tcp:443"})
+
+	// Verify Ingress status no longer includes port 80
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-ingress",
+		Namespace: "default",
+	}, ing); err != nil {
+		t.Fatal(err)
+	}
+
+	wantStatus = []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus) {
+		t.Errorf("incorrect status ports after removing redirect: got %v, want %v",
+			ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus)
+	}
+}
+
+func TestIngressPGReconciler_HTTPEndpointAndRedirectConflict(t *testing.T) {
+	ingPGR, fc, ft := setupIngressTest(t)
+
+	// Create backend Service that the Ingress will route to
+	backendSvc := &corev1.Service{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test",
+			Namespace: "default",
+		},
+		Spec: corev1.ServiceSpec{
+			ClusterIP: "10.0.0.1",
+			Ports: []corev1.ServicePort{
+				{
+					Port: 8080,
+				},
+			},
+		},
+	}
+	mustCreate(t, fc, backendSvc)
+
+	// Create test Ingress with both HTTP endpoint and HTTP redirect enabled
+	ing := &networkingv1.Ingress{
+		TypeMeta: metav1.TypeMeta{Kind: "Ingress", APIVersion: "networking.k8s.io/v1"},
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-ingress",
+			Namespace: "default",
+			UID:       types.UID("1234-UID"),
+			Annotations: map[string]string{
+				"tailscale.com/proxy-group":   "test-pg",
+				"tailscale.com/http-endpoint": "enabled",
+				"tailscale.com/http-redirect": "true",
+			},
+		},
+		Spec: networkingv1.IngressSpec{
+			IngressClassName: ptr.To("tailscale"),
+			DefaultBackend: &networkingv1.IngressBackend{
+				Service: &networkingv1.IngressServiceBackend{
+					Name: "test",
+					Port: networkingv1.ServiceBackendPort{
+						Number: 8080,
+					},
+				},
+			},
+			TLS: []networkingv1.IngressTLS{
+				{Hosts: []string{"my-svc"}},
+			},
+		},
+	}
+	if err := fc.Create(context.Background(), ing); err != nil {
+		t.Fatal(err)
+	}
+
+	// Verify initial reconciliation - HTTP endpoint should take precedence
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	populateTLSSecret(context.Background(), fc, "test-pg", "my-svc.ts.net")
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+
+	// Verify Tailscale Service includes both tcp:80 and tcp:443
+	verifyTailscaleService(t, ft, "svc:my-svc", []string{"tcp:80", "tcp:443"})
+
+	// Verify the serve config has HTTP endpoint handlers on port 80, NOT redirect handlers
+	cm := &corev1.ConfigMap{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-pg-ingress-config",
+		Namespace: "operator-ns",
+	}, cm); err != nil {
+		t.Fatalf("getting ConfigMap: %v", err)
+	}
+
+	// Verify Ingress status includes port 80
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{
+		Name:      "test-ingress",
+		Namespace: "default",
+	}, ing); err != nil {
+		t.Fatal(err)
+	}
+
+	// Add the Tailscale Service to prefs to have the Ingress recognised as ready
+	mustCreate(t, fc, &corev1.Secret{
+		ObjectMeta: metav1.ObjectMeta{
+			Name:      "test-pg-0",
+			Namespace: "operator-ns",
+			Labels:    pgSecretLabels("test-pg", kubetypes.LabelSecretTypeState),
+		},
+		Data: map[string][]byte{
+			"_current-profile": []byte("profile-foo"),
+			"profile-foo":      []byte(`{"AdvertiseServices":["svc:my-svc"],"Config":{"NodeID":"node-foo"}}`),
+		},
+	})
+
+	// Reconcile and re-fetch Ingress
+	expectReconciled(t, ingPGR, "default", "test-ingress")
+	if err := fc.Get(context.Background(), client.ObjectKeyFromObject(ing), ing); err != nil {
+		t.Fatal(err)
+	}
+
+	wantStatus := []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+		{Port: 80, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus) {
+		t.Errorf("incorrect status ports: got %v, want %v",
+			ing.Status.LoadBalancer.Ingress[0].Ports, wantStatus)
+	}
+}
+
 func TestIngressPGReconciler_MultiCluster(t *testing.T) {
 	ingPGR, fc, ft := setupIngressTest(t)
 	ingPGR.operatorID = "operator-1"
diff --git a/cmd/k8s-operator/ingress.go b/cmd/k8s-operator/ingress.go
index fb11f717d..050b03f55 100644
--- a/cmd/k8s-operator/ingress.go
+++ b/cmd/k8s-operator/ingress.go
@@ -204,6 +204,27 @@ func (a *IngressReconciler) maybeProvision(ctx context.Context, logger *zap.Suga
 		return nil
 	}
 
+	if isHTTPRedirectEnabled(ing) {
+		logger.Infof("HTTP redirect enabled, setting up port 80 redirect handlers")
+		const magic80 = "${TS_CERT_DOMAIN}:80"
+		sc.TCP[80] = &ipn.TCPPortHandler{HTTP: true}
+		sc.Web[magic80] = &ipn.WebServerConfig{
+			Handlers: map[string]*ipn.HTTPHandler{},
+		}
+		if sc.AllowFunnel != nil && sc.AllowFunnel[magic443] {
+			sc.AllowFunnel[magic80] = true
+		}
+		web80 := sc.Web[magic80]
+		for mountPoint := range handlers {
+			// We send a 301 - Moved Permanently redirect from HTTP to HTTPS
+			redirectURL := "301:https://${HOST}${REQUEST_URI}"
+			logger.Debugf("Creating redirect handler: %s -> %s", mountPoint, redirectURL)
+			web80.Handlers[mountPoint] = &ipn.HTTPHandler{
+				Redirect: redirectURL,
+			}
+		}
+	}
+
 	crl := childResourceLabels(ing.Name, ing.Namespace, "ingress")
 	var tags []string
 	if tstr, ok := ing.Annotations[AnnotationTags]; ok {
@@ -244,14 +265,21 @@ func (a *IngressReconciler) maybeProvision(ctx context.Context, logger *zap.Suga
 		}
 
 		logger.Debugf("setting Ingress hostname to %q", dev.ingressDNSName)
+		ports := []networkingv1.IngressPortStatus{
+			{
+				Protocol: "TCP",
+				Port:     443,
+			},
+		}
+		if isHTTPRedirectEnabled(ing) {
+			ports = append(ports, networkingv1.IngressPortStatus{
+				Protocol: "TCP",
+				Port:     80,
+			})
+		}
 		ing.Status.LoadBalancer.Ingress = append(ing.Status.LoadBalancer.Ingress, networkingv1.IngressLoadBalancerIngress{
 			Hostname: dev.ingressDNSName,
-			Ports: []networkingv1.IngressPortStatus{
-				{
-					Protocol: "TCP",
-					Port:     443,
-				},
-			},
+			Ports:    ports,
 		})
 	}
 
@@ -363,6 +391,12 @@ func handlersForIngress(ctx context.Context, ing *networkingv1.Ingress, cl clien
 	return handlers, nil
 }
 
+// isHTTPRedirectEnabled returns true if HTTP redirect is enabled for the Ingress.
+// The annotation is tailscale.com/http-redirect and it should be set to "true".
+func isHTTPRedirectEnabled(ing *networkingv1.Ingress) bool {
+	return ing.Annotations != nil && opt.Bool(ing.Annotations[AnnotationHTTPRedirect]).EqualBool(true)
+}
+
 // hostnameForIngress returns the hostname for an Ingress resource.
 // If the Ingress has TLS configured with a host, it returns the first component of that host.
 // Otherwise, it returns a hostname derived from the Ingress name and namespace.
diff --git a/cmd/k8s-operator/ingress_test.go b/cmd/k8s-operator/ingress_test.go
index f5e23cfe9..038c746a9 100644
--- a/cmd/k8s-operator/ingress_test.go
+++ b/cmd/k8s-operator/ingress_test.go
@@ -7,6 +7,7 @@ package main
 
 import (
 	"context"
+	"reflect"
 	"testing"
 
 	"go.uber.org/zap"
@@ -64,12 +65,14 @@ func TestTailscaleIngress(t *testing.T) {
 		parentType: "ingress",
 		hostname:   "default-test",
 		app:        kubetypes.AppIngressResource,
+		serveConfig: &ipn.ServeConfig{
+			TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
+			Web: map[ipn.HostPort]*ipn.WebServerConfig{
+				"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{
+					"/": {Proxy: "http://1.2.3.4:8080/"},
+				}}},
+		},
 	}
-	serveConfig := &ipn.ServeConfig{
-		TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
-		Web: map[ipn.HostPort]*ipn.WebServerConfig{"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{"/": {Proxy: "http://1.2.3.4:8080/"}}}},
-	}
-	opts.serveConfig = serveConfig
 
 	expectEqual(t, fc, expectedSecret(t, fc, opts))
 	expectEqual(t, fc, expectedHeadlessService(shortName, "ingress"))
@@ -156,12 +159,14 @@ func TestTailscaleIngressHostname(t *testing.T) {
 		parentType: "ingress",
 		hostname:   "default-test",
 		app:        kubetypes.AppIngressResource,
+		serveConfig: &ipn.ServeConfig{
+			TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
+			Web: map[ipn.HostPort]*ipn.WebServerConfig{
+				"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{
+					"/": {Proxy: "http://1.2.3.4:8080/"},
+				}}},
+		},
 	}
-	serveConfig := &ipn.ServeConfig{
-		TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
-		Web: map[ipn.HostPort]*ipn.WebServerConfig{"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{"/": {Proxy: "http://1.2.3.4:8080/"}}}},
-	}
-	opts.serveConfig = serveConfig
 
 	expectEqual(t, fc, expectedSecret(t, fc, opts))
 	expectEqual(t, fc, expectedHeadlessService(shortName, "ingress"))
@@ -276,12 +281,14 @@ func TestTailscaleIngressWithProxyClass(t *testing.T) {
 		parentType: "ingress",
 		hostname:   "default-test",
 		app:        kubetypes.AppIngressResource,
+		serveConfig: &ipn.ServeConfig{
+			TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
+			Web: map[ipn.HostPort]*ipn.WebServerConfig{
+				"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{
+					"/": {Proxy: "http://1.2.3.4:8080/"},
+				}}},
+		},
 	}
-	serveConfig := &ipn.ServeConfig{
-		TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
-		Web: map[ipn.HostPort]*ipn.WebServerConfig{"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{"/": {Proxy: "http://1.2.3.4:8080/"}}}},
-	}
-	opts.serveConfig = serveConfig
 
 	expectEqual(t, fc, expectedSecret(t, fc, opts))
 	expectEqual(t, fc, expectedHeadlessService(shortName, "ingress"))
@@ -368,10 +375,6 @@ func TestTailscaleIngressWithServiceMonitor(t *testing.T) {
 	}
 	expectReconciled(t, ingR, "default", "test")
 	fullName, shortName := findGenName(t, fc, "default", "test", "ingress")
-	serveConfig := &ipn.ServeConfig{
-		TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
-		Web: map[ipn.HostPort]*ipn.WebServerConfig{"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{"/": {Proxy: "http://1.2.3.4:8080/"}}}},
-	}
 	opts := configOpts{
 		stsName:            shortName,
 		secretName:         fullName,
@@ -382,8 +385,14 @@ func TestTailscaleIngressWithServiceMonitor(t *testing.T) {
 		app:                kubetypes.AppIngressResource,
 		namespaced:         true,
 		proxyType:          proxyTypeIngressResource,
-		serveConfig:        serveConfig,
-		resourceVersion:    "1",
+		serveConfig: &ipn.ServeConfig{
+			TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
+			Web: map[ipn.HostPort]*ipn.WebServerConfig{
+				"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{
+					"/": {Proxy: "http://1.2.3.4:8080/"},
+				}}},
+		},
+		resourceVersion: "1",
 	}
 
 	// 1. Enable metrics- expect metrics Service to be created
@@ -717,12 +726,14 @@ func TestEmptyPath(t *testing.T) {
 				parentType: "ingress",
 				hostname:   "foo",
 				app:        kubetypes.AppIngressResource,
+				serveConfig: &ipn.ServeConfig{
+					TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
+					Web: map[ipn.HostPort]*ipn.WebServerConfig{
+						"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{
+							"/": {Proxy: "http://1.2.3.4:8080/"},
+						}}},
+				},
 			}
-			serveConfig := &ipn.ServeConfig{
-				TCP: map[uint16]*ipn.TCPPortHandler{443: {HTTPS: true}},
-				Web: map[ipn.HostPort]*ipn.WebServerConfig{"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{"/": {Proxy: "http://1.2.3.4:8080/"}}}},
-			}
-			opts.serveConfig = serveConfig
 
 			expectEqual(t, fc, expectedSecret(t, fc, opts))
 			expectEqual(t, fc, expectedHeadlessService(shortName, "ingress"))
@@ -816,3 +827,101 @@ func backend() *networkingv1.IngressBackend {
 		},
 	}
 }
+
+func TestTailscaleIngressWithHTTPRedirect(t *testing.T) {
+	fc := fake.NewFakeClient(ingressClass())
+	ft := &fakeTSClient{}
+	fakeTsnetServer := &fakeTSNetServer{certDomains: []string{"foo.com"}}
+	zl, err := zap.NewDevelopment()
+	if err != nil {
+		t.Fatal(err)
+	}
+	ingR := &IngressReconciler{
+		Client:           fc,
+		ingressClassName: "tailscale",
+		ssr: &tailscaleSTSReconciler{
+			Client:            fc,
+			tsClient:          ft,
+			tsnetServer:       fakeTsnetServer,
+			defaultTags:       []string{"tag:k8s"},
+			operatorNamespace: "operator-ns",
+			proxyImage:        "tailscale/tailscale",
+		},
+		logger: zl.Sugar(),
+	}
+
+	// 1. Create Ingress with HTTP redirect annotation
+	ing := ingress()
+	mak.Set(&ing.Annotations, AnnotationHTTPRedirect, "true")
+	mustCreate(t, fc, ing)
+	mustCreate(t, fc, service())
+
+	expectReconciled(t, ingR, "default", "test")
+
+	fullName, shortName := findGenName(t, fc, "default", "test", "ingress")
+	opts := configOpts{
+		replicas:   ptr.To[int32](1),
+		stsName:    shortName,
+		secretName: fullName,
+		namespace:  "default",
+		parentType: "ingress",
+		hostname:   "default-test",
+		app:        kubetypes.AppIngressResource,
+		serveConfig: &ipn.ServeConfig{
+			TCP: map[uint16]*ipn.TCPPortHandler{
+				443: {HTTPS: true},
+				80:  {HTTP: true},
+			},
+			Web: map[ipn.HostPort]*ipn.WebServerConfig{
+				"${TS_CERT_DOMAIN}:443": {Handlers: map[string]*ipn.HTTPHandler{
+					"/": {Proxy: "http://1.2.3.4:8080/"},
+				}},
+				"${TS_CERT_DOMAIN}:80": {Handlers: map[string]*ipn.HTTPHandler{
+					"/": {Redirect: "301:https://${HOST}${REQUEST_URI}"},
+				}},
+			},
+		},
+	}
+
+	expectEqual(t, fc, expectedSecret(t, fc, opts))
+	expectEqual(t, fc, expectedHeadlessService(shortName, "ingress"))
+	expectEqual(t, fc, expectedSTSUserspace(t, fc, opts), removeResourceReqs)
+
+	// 2. Update device info to get status updated
+	mustUpdate(t, fc, "operator-ns", opts.secretName, func(secret *corev1.Secret) {
+		mak.Set(&secret.Data, "device_id", []byte("1234"))
+		mak.Set(&secret.Data, "device_fqdn", []byte("foo.tailnetxyz.ts.net"))
+	})
+	expectReconciled(t, ingR, "default", "test")
+
+	// Verify Ingress status includes both ports 80 and 443
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{Name: "test", Namespace: "default"}, ing); err != nil {
+		t.Fatal(err)
+	}
+	wantPorts := []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+		{Port: 80, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantPorts) {
+		t.Errorf("incorrect status ports: got %v, want %v", ing.Status.LoadBalancer.Ingress[0].Ports, wantPorts)
+	}
+
+	// 3. Remove HTTP redirect annotation
+	mustUpdate(t, fc, "default", "test", func(ing *networkingv1.Ingress) {
+		delete(ing.Annotations, AnnotationHTTPRedirect)
+	})
+	expectReconciled(t, ingR, "default", "test")
+
+	// 4. Verify Ingress status no longer includes port 80
+	ing = &networkingv1.Ingress{}
+	if err := fc.Get(context.Background(), types.NamespacedName{Name: "test", Namespace: "default"}, ing); err != nil {
+		t.Fatal(err)
+	}
+	wantPorts = []networkingv1.IngressPortStatus{
+		{Port: 443, Protocol: "TCP"},
+	}
+	if !reflect.DeepEqual(ing.Status.LoadBalancer.Ingress[0].Ports, wantPorts) {
+		t.Errorf("incorrect status ports after removing redirect: got %v, want %v", ing.Status.LoadBalancer.Ingress[0].Ports, wantPorts)
+	}
+}
diff --git a/cmd/k8s-operator/sts.go b/cmd/k8s-operator/sts.go
index c52ffce85..3e4e72696 100644
--- a/cmd/k8s-operator/sts.go
+++ b/cmd/k8s-operator/sts.go
@@ -69,7 +69,8 @@ const (
 	AnnotationProxyGroup = "tailscale.com/proxy-group"
 
 	// Annotations settable by users on ingresses.
-	AnnotationFunnel = "tailscale.com/funnel"
+	AnnotationFunnel       = "tailscale.com/funnel"
+	AnnotationHTTPRedirect = "tailscale.com/http-redirect"
 
 	// If set to true, set up iptables/nftables rules in the proxy forward
 	// cluster traffic to the tailnet IP of that proxy. This can only be set