diff --git a/dependencies/pom.xml b/dependencies/pom.xml
index a2dd8b2ec58..eb6e3848837 100644
--- a/dependencies/pom.xml
+++ b/dependencies/pom.xml
@@ -69,8 +69,8 @@
         <version.lib.h2>2.2.220</version.lib.h2>
         <version.lib.hamcrest>1.3</version.lib.hamcrest>
         <version.lib.handlebars>4.4.0</version.lib.handlebars>
-        <version.lib.hibernate.family>6.3</version.lib.hibernate.family>
-        <version.lib.hibernate>${version.lib.hibernate.family}.1.Final</version.lib.hibernate>
+        <version.lib.hibernate.family>6.6</version.lib.hibernate.family>
+        <version.lib.hibernate>${version.lib.hibernate.family}.29.Final</version.lib.hibernate>
         <version.lib.hibernate-validator>8.0.2.Final</version.lib.hibernate-validator>
         <version.lib.hikaricp>5.0.1</version.lib.hikaricp>
         <version.lib.hystrix>1.5.18</version.lib.hystrix>
diff --git a/integrations/cdi/hibernate-cdi/pom.xml b/integrations/cdi/hibernate-cdi/pom.xml
index a9b8ba8213b..376d634c1e0 100644
--- a/integrations/cdi/hibernate-cdi/pom.xml
+++ b/integrations/cdi/hibernate-cdi/pom.xml
@@ -79,6 +79,11 @@
             <artifactId>svm</artifactId>
             <scope>provided</scope>
         </dependency>
+        <dependency>
+            <groupId>net.bytebuddy</groupId>
+            <artifactId>byte-buddy</artifactId>
+            <scope>provided</scope>
+        </dependency>
 
         <!-- Compile-scoped dependencies. -->
         <dependency>
diff --git a/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/ByteBuddyEnhancementContext.java b/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/ByteBuddyEnhancementContext.java
new file mode 100644
index 00000000000..ab665ab1f1c
--- /dev/null
+++ b/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/ByteBuddyEnhancementContext.java
@@ -0,0 +1,41 @@
+/*
+ * Copyright (c) 2025 Oracle and/or its affiliates.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package io.helidon.integrations.cdi.hibernate;
+
+import java.util.Optional;
+
+import com.oracle.svm.core.annotate.Alias;
+import com.oracle.svm.core.annotate.RecomputeFieldValue;
+import com.oracle.svm.core.annotate.Substitute;
+import com.oracle.svm.core.annotate.TargetClass;
+import net.bytebuddy.description.field.FieldDescription;
+import net.bytebuddy.description.method.MethodDescription;
+import net.bytebuddy.matcher.ElementMatcher;
+
+@TargetClass(className = "org.hibernate.bytecode.enhance.internal.bytebuddy.ByteBuddyEnhancementContext")
+@SuppressWarnings("checkstyle:StaticVariableName")
+final class ByteBuddyEnhancementContext {
+
+    @Alias
+    @RecomputeFieldValue(kind = RecomputeFieldValue.Kind.FromAlias)
+    private static ElementMatcher.Junction<MethodDescription> IS_GETTER;
+
+    @Substitute
+    Optional<MethodDescription> resolveGetter(FieldDescription fieldDescription) {
+        return Optional.empty();
+    }
+}
diff --git a/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/ByteBuddyProxyHelper.java b/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/ByteBuddyProxyHelper.java
new file mode 100644
index 00000000000..9f0822e3da8
--- /dev/null
+++ b/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/ByteBuddyProxyHelper.java
@@ -0,0 +1,46 @@
+/*
+ * Copyright (c) 2025 Oracle and/or its affiliates.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *     http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+
+package io.helidon.integrations.cdi.hibernate;
+
+import java.util.Collection;
+import java.util.function.BiFunction;
+
+import com.oracle.svm.core.annotate.Alias;
+import com.oracle.svm.core.annotate.RecomputeFieldValue;
+import com.oracle.svm.core.annotate.Substitute;
+import com.oracle.svm.core.annotate.TargetClass;
+import net.bytebuddy.ByteBuddy;
+import net.bytebuddy.NamingStrategy;
+import net.bytebuddy.description.type.TypeDefinition;
+import net.bytebuddy.description.type.TypeDescription;
+import net.bytebuddy.dynamic.DynamicType;
+
+
+@TargetClass(className = "org.hibernate.proxy.pojo.bytebuddy.ByteBuddyProxyHelper")
+@SuppressWarnings("checkstyle:StaticVariableName")
+final class ByteBuddyProxyHelper {
+
+    @Alias
+    @RecomputeFieldValue(kind = RecomputeFieldValue.Kind.FromAlias)
+    private static TypeDescription OBJECT;
+
+    @Substitute
+    private BiFunction<ByteBuddy, NamingStrategy, DynamicType.Builder<?>> proxyBuilder(TypeDefinition persistentClass,
+            Collection<? extends TypeDefinition> interfaces) {
+        return null;
+    }
+}
diff --git a/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/BytecodeProviderInitiator.java b/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/BytecodeProviderInitiator.java
index 5284cf1a2f2..736ceaaef22 100644
--- a/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/BytecodeProviderInitiator.java
+++ b/integrations/cdi/hibernate-cdi/src/main/java/io/helidon/integrations/cdi/hibernate/BytecodeProviderInitiator.java
@@ -1,5 +1,5 @@
 /*
- * Copyright (c) 2024 Oracle and/or its affiliates.
+ * Copyright (c) 2024, 2025 Oracle and/or its affiliates.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -16,11 +16,13 @@
 
 package io.helidon.integrations.cdi.hibernate;
 
+import java.util.Map;
 import java.util.function.Predicate;
 
 import com.oracle.svm.core.annotate.Substitute;
 import com.oracle.svm.core.annotate.TargetClass;
 import org.hibernate.bytecode.spi.BytecodeProvider;
+import org.hibernate.service.spi.ServiceRegistryImplementor;
 
 /**
  * In native image, we force the usage of the no-op bytecode provider so no bytecode
@@ -34,17 +36,23 @@ private BytecodeProviderInitiator() {
     }
 
     @Substitute
-    public static BytecodeProvider buildBytecodeProvider(String providerName) {
+    public static BytecodeProvider buildDefaultBytecodeProvider() {
         return new org.hibernate.bytecode.internal.none.BytecodeProviderImpl();
     }
 
+    @Substitute
+    public BytecodeProvider initiateService(Map<String, Object> configurationValues, ServiceRegistryImplementor registry) {
+        return buildDefaultBytecodeProvider();
+    }
+
     static class SubstituteOnlyIfPresent implements Predicate<String> {
 
         @Override
         public boolean test(String type) {
             try {
                 Class<?> clazz = Class.forName(type, false, getClass().getClassLoader());
-                clazz.getDeclaredMethod("buildBytecodeProvider", String.class);
+                clazz.getDeclaredMethod("buildDefaultBytecodeProvider");
+                clazz.getDeclaredMethod("initiateService", Map.class, ServiceRegistryImplementor.class);
                 return true;
             } catch (ClassNotFoundException | NoClassDefFoundError | NoSuchMethodException ex) {
                 return false;
diff --git a/integrations/cdi/hibernate-cdi/src/main/java/module-info.java b/integrations/cdi/hibernate-cdi/src/main/java/module-info.java
index 0b52fa4553d..9c304b434f5 100644
--- a/integrations/cdi/hibernate-cdi/src/main/java/module-info.java
+++ b/integrations/cdi/hibernate-cdi/src/main/java/module-info.java
@@ -39,6 +39,7 @@
     requires transitive jakarta.inject;
     requires jakarta.persistence;
     requires transitive jakarta.transaction;
+    requires transitive net.bytebuddy;
     requires org.graalvm.nativeimage;
     requires transitive org.hibernate.orm.core;
 
diff --git a/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/native-image.properties b/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/native-image.properties
index f7b8f6944ef..7f4c670e23f 100644
--- a/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/native-image.properties
+++ b/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/native-image.properties
@@ -1,5 +1,5 @@
 #
-# Copyright (c) 2024 Oracle and/or its affiliates.
+# Copyright (c) 2024, 2025 Oracle and/or its affiliates.
 #
 # Licensed under the Apache License, Version 2.0 (the "License");
 # you may not use this file except in compliance with the License.
@@ -14,4 +14,6 @@
 # limitations under the License.
 #
 
-Args=-H:ReflectionConfigurationResources=${.}/reflect-config-additional.json
+Args=-H:ReflectionConfigurationResources=${.}/reflect-config-additional.json \
+     -H:ClassInitialization=org.hibernate.bytecode.enhance.internal.bytebuddy.ByteBuddyEnhancementContext:run_time \
+     -H:ClassInitialization=org.hibernate.proxy.pojo.bytebuddy.ByteBuddyProxyHelper:run_time
diff --git a/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/reflect-config.json b/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/reflect-config.json
index 807da722185..0e170346e9f 100644
--- a/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/reflect-config.json
+++ b/integrations/cdi/hibernate-cdi/src/main/resources/META-INF/native-image/io.helidon.integrations.cdi/helidon-integrations-cdi-hibernate/reflect-config.json
@@ -2147,5 +2147,13 @@
         ]
       }
     ]
+  },
+  {
+    "name": "org.hibernate.event.spi.PostUpsertEventListener[]",
+    "allDeclaredConstructors": true,
+    "allPublicConstructors": true,
+    "allDeclaredMethods": true,
+    "allDeclaredFields": true,
+    "unsafeAllocated": true
   }
 ]
\ No newline at end of file
diff --git a/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestJpaTransactionScopedSynchronizedEntityManager.java b/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestJpaTransactionScopedSynchronizedEntityManager.java
index 81095105a49..ca43d7b0f98 100644
--- a/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestJpaTransactionScopedSynchronizedEntityManager.java
+++ b/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestJpaTransactionScopedSynchronizedEntityManager.java
@@ -1,5 +1,5 @@
 /*
- * Copyright (c) 2019, 2023 Oracle and/or its affiliates.
+ * Copyright (c) 2019, 2025 Oracle and/or its affiliates.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -292,9 +292,9 @@ void testJpaTransactionScopedSynchronizedEntityManager()
         assertThat(transactionScopedContext.isActive(), is(true));
 
         // Remove the Author we successfully committed before.  We
-        // have to merge because author1 became detached a few lines
-        // above.
-        author1 = em.merge(author1);
+        // have to find because author1 became detached a few lines
+        // above and it is not allowed to attach it again with merge.
+        author1 = em.find(Author.class, Integer.valueOf(1));
         assertThat(author1, notNullValue());
         assertThat(em.contains(author1), is(true));
         em.remove(author1);
@@ -313,13 +313,15 @@ void testJpaTransactionScopedSynchronizedEntityManager()
         // tables.
         assertTableRowCount(dataSource, "AUTHOR", 0);
 
-        // Start a new transaction, merge our detached author1, and
+        // Start a new transaction, persist our detached author1, and
         // commit.  This will bump the author's ID and put a row in
         // the database.
         tm.begin();
         assertThat(em.isJoinedToTransaction(), is(true));
         assertThat(transactionScopedContext.isActive(), is(true));
-        author1 = em.merge(author1);
+        author1 = new Author("Abraham Lincoln");
+        em.persist(author1);
+        em.merge(author1);
         tm.commit();
         assertThat(em.isJoinedToTransaction(), is(false));
         assertThat(em.contains(author1), is(false));
diff --git a/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestRollbackScenarios.java b/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestRollbackScenarios.java
index 84337a54659..42bee034da5 100644
--- a/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestRollbackScenarios.java
+++ b/integrations/cdi/jpa-cdi/src/test/java/io/helidon/integrations/cdi/jpa/chirp/TestRollbackScenarios.java
@@ -1,5 +1,5 @@
 /*
- * Copyright (c) 2019, 2023 Oracle and/or its affiliates.
+ * Copyright (c) 2019, 2025 Oracle and/or its affiliates.
  *
  * Licensed under the Apache License, Version 2.0 (the "License");
  * you may not use this file except in compliance with the License.
@@ -276,6 +276,8 @@ void testRollbackScenarios()
         assertThat(tm.getStatus(), is(Status.STATUS_ACTIVE));
         assertThat(em.isJoinedToTransaction(), is(true));
         assertThat(em.contains(author), is(false));
+        author = new Author("John Kennedy");
+        em.persist(author);
         author = em.merge(author);
         em.remove(author);
         tm.commit();