diff --git a/.changeset/stripe-checkout-payment-mode.md b/.changeset/stripe-checkout-payment-mode.md
new file mode 100644
index 0000000000..1e85328efe
--- /dev/null
+++ b/.changeset/stripe-checkout-payment-mode.md
@@ -0,0 +1,5 @@
+---
+"@better-auth/stripe": patch
+---
+
+Stop logging a "Stripe webhook failed" error when a one-time `payment` mode checkout session completes.
diff --git a/packages/stripe/src/hooks.ts b/packages/stripe/src/hooks.ts
index ea12c40288..8fddca33ed 100644
--- a/packages/stripe/src/hooks.ts
+++ b/packages/stripe/src/hooks.ts
@@ -46,7 +46,14 @@ export async function onCheckoutSessionCompleted(
 	try {
 		const client = options.stripeClient;
 		const checkoutSession = event.data.object as Stripe.Checkout.Session;
-		if (checkoutSession.mode === "setup" || !options.subscription?.enabled) {
+		/**
+		 * Only `subscription` mode is currently supported.
+		 * @see https://docs.stripe.com/api/checkout/sessions/object#checkout_session_object-mode
+		 */
+		if (
+			checkoutSession.mode !== "subscription" ||
+			!options.subscription?.enabled
+		) {
 			return;
 		}
 		const subscription = await client.subscriptions.retrieve(
diff --git a/packages/stripe/test/webhook.test.ts b/packages/stripe/test/webhook.test.ts
index 96ae937671..f5f5b564ae 100644
--- a/packages/stripe/test/webhook.test.ts
+++ b/packages/stripe/test/webhook.test.ts
@@ -2714,4 +2714,70 @@ describe("stripe webhook", () => {
 			expect(updatedSub!.endedAt!.getTime()).toBe(now * 1000);
 		});
 	});
+
+	/**
+	 * @see https://github.com/better-auth/better-auth/issues/4565
+	 */
+	describe("webhook: non-subscription checkout session modes", () => {
+		test.for([
+			"payment",
+			"setup",
+		] as const)("mode: %s does not call subscriptions.retrieve or onSubscriptionComplete", async (mode, {
+			memory,
+			stripeOptions,
+		}) => {
+			const onSubscriptionComplete = vi.fn();
+			const subscriptionsRetrieve = vi.fn();
+
+			const webhookEvent = {
+				type: "checkout.session.completed",
+				data: {
+					object: {
+						id: `cs_4565_${mode}`,
+						mode,
+						subscription: null,
+						customer: `cus_4565_${mode}`,
+						metadata: {},
+					},
+				},
+			};
+
+			const stripeForTest = {
+				...stripeOptions.stripeClient,
+				subscriptions: {
+					...stripeOptions.stripeClient.subscriptions,
+					retrieve: subscriptionsRetrieve,
+				},
+				webhooks: {
+					constructEventAsync: vi.fn().mockResolvedValue(webhookEvent),
+				},
+			};
+
+			const testOptions = {
+				...stripeOptions,
+				stripeClient: stripeForTest as unknown as Stripe,
+				subscription: {
+					...stripeOptions.subscription,
+					onSubscriptionComplete,
+				},
+			} satisfies StripeOptions;
+
+			const { auth: webhookAuth } = await getTestInstance(
+				{ database: memory, plugins: [stripe(testOptions)] },
+				{ disableTestUser: true },
+			);
+
+			const response = await webhookAuth.handler(
+				new Request("http://localhost:3000/api/auth/stripe/webhook", {
+					method: "POST",
+					headers: { "stripe-signature": "test_signature" },
+					body: JSON.stringify(webhookEvent),
+				}),
+			);
+
+			expect(response.status).toBe(200);
+			expect(subscriptionsRetrieve).not.toHaveBeenCalled();
+			expect(onSubscriptionComplete).not.toHaveBeenCalled();
+		});
+	});
 });