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Migrate VMware to Cloud: Best Practices, Tools, and Common Challenges

Why Are Organizations Migrating VMware to the Cloud?

Quick answer:Organizations around the globe are increasingly migrating VMware to the cloud because of increased licensing costs by Broadcom, scalability issues, and the desire to move to the cloud for better data recovery and security concerns. 

VMware ran quietly in the background of most enterprise data centers for two decades. Then Broadcom bought VMware in 2023 and changed the rules. Perpetual licenses disappeared. Bundled subscriptions replaced à la carte pricing. Many IT leaders opened their renewal quote and found it two to five times higher than before. 

A widely referenced 2025 Forbes analysis summarizes the current market sentiment:

“Customers are scrambling for VMware alternatives or reluctantly accepting Broadcom’s new rules.”

Source: Forbes

That price shock started the conversation. But it isn’t the only reason teams are moving. Below are the driving factors behind the shift: 

  • Shift in license prices: Higher costs and forced bundling pushed budget owners to look elsewhere. 
  • Infrastructure modernization: Aging hardware refresh cycles are a natural trigger to rethink the whole stack. 
  • Data center exit: Fewer companies want to own racks, cooling, and physical security anymore. 
  • Disaster recovery: It is less expensive and more reliable in the cloud rather than VMware or secondary sites.  
  • Operational cost optimization: With cloud, the finance department ensures that the expenses are tied to actual usage. 
  • Security and compliance: Cloud supports automated patching and global compliance that are better than local data center capabilities.  
  • AI and analytics readiness: Cloud supports adopting containers and managed services, which helps them embrace AI features and modernization.  

Before You Migrate: Ask These 7 Critical Questions 

Most VMware migration content jumps straight to tools. That’s a mistake. The right questions come first, and they shape every decision that follows. 

1. Are your applications cloud-ready?

Some legacy apps assume local storage paths or hardware dongles. Find these before you plan a wave. 

2. What are your workload dependencies?

An app rarely stands alone. Map what talks to what before you move anything. 

3. What downtime can the business tolerate?

A finance system and an internal wiki have very different tolerance levels. 

4. Which workload should remain on-premise?

Not everything needs to move. Some workloads are cheaper or safer where they are. 

5. Do you need application modernization?

Some apps are worth refactoring during the move. Most are not, at least not yet. 

6. What compliance requirements apply?

Data residency and industry regulations can rule out certain regions or services outright. 

7. Have you estimated migration costs?

Include network, tooling, staff time, and parallel-running costs, not just cloud infrastructure. 

Answering these honestly, before vendor conversations start, keeps the project grounded in your actual environment instead of a generic playbook. 

Choosing the Right Migration Strategy 

Every workload fits one of six migration paths. Picking the wrong one is the single biggest cause of migration delays. 

Strategy  Best For  Downtime  Complexity 
Rehost  Legacy applications  Low  Low 
Replatform  Moderate optimization  Medium  Medium 
Refactor  Cloud-native transformation  High  High 
Repurchase  SaaS adoption  Medium  Medium 
Retain  Specialized workloads  None  Low 
Retire  Obsolete applications  None  Low 

VMware to Azure, AWS, or Google Cloud: Which Option Fits Your Business? 

The three major VMware-native cloud services look similar on paper. The differences show up in ecosystem fit. 

Azure VMware Solution 

Pros: It promotes deep integration with Entra ID, Microsoft 365, and existing Azure workloads. Suitable for businesses already using Microsoft tools.
Cons: Not so beneficial for organizations that are not Microsoft-centric.
Best for: Enterprises running Active Directory, M365, or Dynamics 365 alongside VMware. 

Google Cloud VMware Engine 

Pros: Powerful data analytics and AI tooling once workloads land in Google Cloud.
Cons: Not so big VMware-specific partner ecosystem compared to Azure and AWS.
Best for: Businesses who want to choose Google’s AI stack and BigQuery. 

VMware Cloud on AWS 

Pros: Mature service with strong global region coverage and comprehensive AWS service integration.
Cons: Pricing is complicated, and Microsoft workload integration is ineffective than Azure’s.
Best for: Organizations already leveraging workloads on AWS. 

VMware Migration Roadmap (Step-by-Step) 

A structured roadmap keeps a migration from turning into a series of fire drills. Each step feeds the next. Skipping discovery to save time, for example, usually shows up later as a missed dependency during cutover, which costs far more time to fix. 

Assess: Discover workloads, assess infrastructure, map dependencies, and evaluate cloud readiness. 

Decide: Select the migration approach, then plan networking and security requirements. 

Migrate: Run a pilot, execute migration waves, and validate workloads after cutover. 

Optimize: Tune performance, resolve issues, and optimize cloud costs for long-term efficiency. 

Microsoft recommends structured planning through the Cloud Adoption Framework paired with Azure VMware Solution guidance. This pairing gives teams a governance model alongside the technical migration path, rather than treating governance as an afterthought. 

VMware Migration Tools Comparison 

Tool  Best For  Live Migration  Cloud 
VMware HCX  Enterprise VMware environments  Yes  Azure, AWS, GCP 
Azure Migrate  Azure migrations  Limited  Azure 
Azure VMware Solution  VMware on Azure  Yes  Azure 
AWS Application Migration Service  AWS  Limited  AWS 
Google Migrate to Virtual Machines  GCP  Limited  GCP 

What are VMware Migration Best Practices? 

  • Start with workload discovery, not tool selection 
  • Categorize applications by business criticality 
  • Build migration waves around dependency groups, not alphabetical order 
  • Validate dependencies before, not during, cutover 
  • Plan rollback procedures for every wave 
  • Optimize network connectivity ahead of the first migration 
  • Test disaster recovery in the new environment, don’t assume it 
  • Automate repeatable steps where possible 
  • Use pilot migrations to catch issues early and cheaply 
  • Monitor post-migration performance for at least 30 days 
  • Optimize cloud costs continuously, not just at go-live 
  • Document governance so the next team doesn’t start from zero

In our migration engagements, the projects that stay on schedule are the ones that treat the pilot wave as a real test, not a formality. Teams that skip a genuine pilot tend to discover dependency gaps mid-migration, when fixing them costs far more time and trust. 

- Cloud experts at Beyond Key

What Are Common VMware Migration Challenges (and How to Overcome Them)?  

Challenge  Solution 
Application dependencies  Dependency mapping 
Downtime  Live migration or phased waves 
Licensing  Early assessment 
Network redesign  Cloud landing zones 
Security  Zero Trust validation 
Skills gap  Managed migration partner 
Cost overruns  FinOps governance 
Performance issues  Right-sizing and monitoring 

How Beyond Key Helps Simplify VMware Cloud Migration? 

Moving off VMware touches infrastructure, security, cost, and application teams at once. Few internal teams have bandwidth to run a full migration alongside their regular workload. Beyond Key supports each stage of that process, from the first readiness assessment through post-migration optimization: 

  • Cloud readiness assessments that map your current VMware footprint against migration options 
  • Azure expertise spanning Azure VMware Solution and native Azure services 
  • Landing zone design built on Microsoft’s Cloud Adoption Framework 
  • Migration planning across discovery, waves, and cutover 
  • Infrastructure modernization for workloads that need more than a lift-and-shift 
  • Managed cloud services after go-live 
  • Security and governance reviews aligned to Zero Trust principles 
  • Post-migration optimization for performance and reliability 
  • Cost optimization and FinOps support to keep cloud spend predictable 

Beyond Key is a Microsoft Solutions Partner with 20+ years of experience. We are HIPAA compliant, SOC II Type and ISO Certified.  

Industries we serve: Healthcare, Manufacturing, eCommerce, Logistics, Finance & Banking, Education, Automotive and more. Here are the certifications our professionals hold: AZ-104 Microsoft Azure Administrator Associate, AZ-305 Microsoft Azure Solution Architect, AZ-400 Microsoft Certified: DevOps Engineer Expert, AWS Certified Cloud Practitioner, AWS Certified Solutions Architect – Associate and Terraform associate.  

One of our real-world case studies: 

Client name: SZUL, a renowned Manhattan-based online jeweler  

What they wanted: An attractive, heavily featured website with a database, high-end applications (both web and mobile), high storage, and computing capacity for fast performance and 24/7 availability.  

How did we help? Beyond Key helped SZUL set up AWS cloud computing services to increase website performance and handle extreme traffic during the peak season. Our cloud experts used load balancers, Amazon S3 Glacier, cloud-based Amazon S3 and a lot of features to improve the overall website’s performance. You can learn in detail how we helped SZUL perform well here 

To learn more about our projects, you can download our case studies from here. 

Frequently Asked Questions: 

It is the process of migrating virtual machines (VMware-based), data workloads, and apps from on-premises platforms to the cloud. It focuses on managing and maintaining compliance and security and improving performance.  
Migrating VMware workloads to the cloud can help organizations improve scalability and flexibility, streamline infrastructure management, support disaster recovery, and reduce costs.  
Best practices for the VMware-to-cloud migration process include workload discovery, infrastructure assessment, mapping dependencies, evaluating cloud readiness, and selecting the right migration strategy. These steps can be supported by running a pilot, validating workloads, and optimizing costs.  
VMware HCX, VMware Live Cyber Recovery, and native migration services offered by cloud providers. Depending on the migration method, business requirements, and target cloud, you should choose the VMware cloud migration tool.  
The cost of VMware cloud migration depends on VM count, storage, licensing, cloud consumption, migration tooling, and many such factors. After these details, organizations can calculate recurring cloud costs and infrastructure costs.   
Common challenges of migrating VMware to the cloud include application dependencies, network configuration, compatibility issues, VMware licensing considerations, security and compliance requirements, and more.  
To ensure security and compliance during the VMware cloud migration, make sure to encrypt workloads in transit and at rest, classify data, enforce strict access controls and map existing firewall and security policies.  

How Cloud Service Providers Can Add Value 

For organizations considering VMware migration, choosing the cloud platform is only part of the decision. 

The migration partner can be equally important. 

A capable cloud service provider should help answer questions such as: 

  • Which workloads should move? 
  • Which workloads should stay? 
  • Which workloads should be modernized? 
  • What will the migration cost? 
  • What will the operating cost look like? 
  • How should the target architecture be designed? 
  • How can downtime be minimized? 
  • How should security be implemented? 
  • How will the environment be managed after migration? 

The strongest providers don’t simply move VMs. 

They help organizations build a better infrastructure operating model.

About Author
Shivani Shelke

Shivani Shelke is a Senior Content Writer at Beyond Key with 8+ years of experience creating thought leadership content on Microsoft technologies, cloud, AI, ERP, cybersecurity, BI & data visualization. A gold medalist in Mass Communication and Journalism, she specializes in blogs, whitepapers, eBooks, and web content that simplify complex technology topics for business and technical audiences.