Cloud Penetration Testing: A Complete Guide

Technical Reviewers
Updated: November 1st, 2024
14 mins read
Cloud Penetration Testing

In the era of digitalization, Cloud Security plays an important role in today’s business landscape. Ninety percent of businesses rely on the cloud, and more organizations are moving their infrastructure and application workloads to the cloud every day. With this move come new attacks that have never been seen before.

Cloud Pentest is a vital step in this process, helping to discover insecure configurations and vulnerabilities in cloud infrastructure.

Cloud penetration testing is intended to find weak spots in cloud-based systems or networks. It mimics how real-world attacks are conducted to reveal vulnerabilities that a bad actor/threat actor might use. So, without further ado, let’s get started.

Importance of Cloud Penetration Testing

Cloud pentesting will help maintain the strong security posture of the public and private clouds. Its importance is highlighted by real-world incidents such as the 2019 Capital One data breach. 

In this case, a misconfigured web application firewall (WAF) on AWS allowed an attacker to access over 100 million customer records. If only it had undergone a regular penetration test, this misconfiguration could have been identified before being compromised.

So, what are the advantages that cloud penetration testing offers:

  • Vulnerability Discovery: Find weaknesses in the cloud with greater detail and speed and at a fraction of the cost compared to traditional tools.
  • Risk Assessment: Provides visibility into the organization’s cloud security risks to focus remediation on high-risk items.
  • Compliance Requirements: Ensures adherence to industry standards and regulations like GDPR, HIPAA, or PCI-DSS.
  • Incident Response Improvement: Pentest security controls and incident response procedures in the company’s cloud infrastructure.
  • Lower Cost: Identifying and correcting vulnerabilities early costs less than managing a security breach.
  • Third-Party Risk Management (TPRM): Evaluates the security and cloud service providers and third-party integrations being used.

Types of Cloud Computing Models

Knowledge of various cloud computing models is mandatory when performing cloud penetration tests, as each model has security implications.

Types of Cloud Computing Models

Infrastructure as a Service (IaaS)

IaaS delivers virtualized computing resources over the Internet. Users have influence over OS, storage, and running applications but not the whole cloud infrastructure.

  • Examples: Amazon EC2, Google Compute Engine, Microsoft Azure VMs
  • Emphasis mine: Network security, VM hardening, IAM

Platform as a Service (PaaS)

PaaS provides a complete platform, allowing customers to develop, run, and manage applications without the complexity of building and maintaining the infrastructure required to develop and launch an app.

  • Examples: Google App Engine, Heroku, Microsoft Azure App Service
  • Security emphasis – application security, API security, data protection

Software as a Service (SaaS)

SaaS gives users access to applications over the Internet, which means that SaaS customers do not have to handle installations or run the applications on their own computers.

  • For Example, Salesforce, Google Workspace, and Microsoft 365.
  • Key features: Security, Data security Details, and User access controls. Integration security

Penetration testing approaches must be customized in each model based on the components under the customer’s purview or control and considering distinct attack surfaces presented by different services. 

A good cloud penetration testing scope addresses the shared responsibility model and degree of control for each type of cloud computing item.

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Why Astra is the best in Cloud Pentesting?

  • We’re the only company that combines artificial intelligence & manual pentest to create a one-of-a-kind pentest platform.
  • Runs 180+ test cases based on industrial standards.
  • Integrates with your CI/CD tools to help you establish DevSecOps.
  • A dynamic vulnerability management dashboard to manage, monitor, assign, and update vulnerabilities.
  • Award publicly verifiable pentest certificates  which you can share with your users.
  • Helps you stay compliant with SOC2, ISO27001, PCI-DSS, HIPAA, etc.
  • Trusted by the brands you trust like Agora, Spicejet, Muthoot, Dream11, etc.
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Cloud Penetration Testing Methodology

Step 1: Inventory Mapping

Inventory management cloud pentesting
Inventory Management (Source: Amazon)

The initial crucial step for cloud penetration testing is Inventory Mapping. It means identifying and inventorying all the cloud-based assets in a target environment. You identify the complete attack surface, ensuring no crucial component is missed during testing.

You can also use a cloud-native toolset and third-party solutions to perform in-depth discovery. As part of this step, list all segregated compute resources, storage resources, Databases, network components, and identity and access management (entities).

Step 2: Cloud Configuration Review

One of the most important parts of a cloud pentest is identifying misconfigurations that can be exploited. This phase is called cloud configuration review. 

In this phase, you need to have excellent knowledge of all services used in the cloud infrastructure and best practices from each cloud provider. Now, let us dissect this for the three largest cloud providers: AWS, GCP, and Azure.

How to Pentest AWS Cloud

Penetration testing in the AWS Penetration Testing Service means extensive scanning of each service and its configurations. Use the AWS Command Line Interface (CLI) for initial reconnaissance and data gathering. Then, specific tools should focus on more important surface-level areas.

Tools to be used:

  • AWS CLI: Official AWS command-line tool for Amazon resources.
  • Scout Suite – Open-source multi-cloud security auditing tool
  • Pacu: An Open-source AWS Exploitation Framework
  • CloudMapper – Tool to Generate Network Diagram of AWS Environment
  • S3Scanner: A S3 bucket finder & hacker To begin to develop our custom brute forcer.

How to Pentest GCP Cloud

GCP penetration testing requires a thorough understanding of Google Cloud Services and their security models. The process incorporates GCP-native tools and third-party solutions to find possible threats in the GCP cloud.

Tools to be used:

  • GCP CLI: (gcloud): An official command-line tool for GCP
  • G-Scout: GCP Security Scanner Automatic.Scan
  • GCPBucketBrute: Google Storage Bucket Enumeration Tool from Darklon3strcmp
  • Forseti Security: Another open-source tool that secures your GCP infra and enforces policies.

How to Pentest Azure Cloud

Azure penetration testing is a security attack on the Microsoft Azure cloud to identify vulnerabilities in Azure services, including VMs, storage accounts, Vnets, etc.

Tools to be used:

  • Command-Line Tool – to Manage Azure Resources from Microsoft.
  • Azucar – Azure Auditing Tool
  • MicroBurst – Scripts for Azure security assessment
  • Stormspotter – Attack graph To create attack graphs inside an Azure environment.

Step 3: VAPT ( Vulnerability Assessment and Penetration Testing )

In this stage, you need to find different types of vulnerability and try to exploit them so that it will help the organization. It blends automated scanning (as discussed in the last step) with manual testing techniques to comprehensively evaluate the cloud environment’s security posture.

Begin with cloud-native and third-party tools that can perform automated vulnerability scanning. 

Major cloud providers even have their own security assessment services, such as AWS Inspector, Azure Security Center, and Google Cloud Security Command Centre. With these tools, you can easily find misconfigurations and common vulnerabilities for each cloud platform.

For a more in-depth analysis, you can also use market-tested vulnerability scanners like Astra Security, Nessus, Qualys, or Tenable. These VAPT tools are often configured to scan cloud environments and contain specific modules/plug-ins for cloud services.

Step 4: Reporting

The reporting part of a cloud penetration test is essential. It involves taking technical discoveries and putting them in simple language for the client. A good report should graphically show the findings, what could be exploited, and how to fix it.

Structure your findings, detailing every vulnerability (describing the issue and potential impact) and proofing how to reproduce it. Use a commonly acknowledged vulnerability scoring system, like CVSS, to help prioritize findings.

Don’t miss out on an executive summary and a technical section. The guidance should outline a clear path for developers to remediate each vulnerability.

Step 5: Remediation

This is where you deal with your penetration test results to make that overall environment more secure. This stage should be done in close cooperation between the penetration testing and the client’s development teams.

Step 6: Verifying Fixes

The last phase of cloud penetration testing is verifying that the provided solutions have fixed the identified vulnerabilities. For complex vulnerabilities or significant modifications of the cloud infrastructure, these targeted retests may range from comprehensive to more extensive.

Of course, pay special attention to critical vulnerabilities. A stronger test than usual will likely be required to validate that they have been mitigated completely. 

For example, if significant misconfigured IAM permissions were detected, check if the new structure follows the least privilege and doesn’t allow unauthorized access.

Key Areas of Focus in Cloud Penetration Testing

While the term cloud penetration testing itself is broad and covers varying disciplines, several core parts require definite focus due to their adverse impact on overall security posture. It can be broken down into three broad categories: cloud application security, Cloud Infrastructure security, and cloud compliance/governance.

Cloud Infrastructure security

The core element of securing a cloud environment is the security of your Cloud Infrastructure. This process assesses virtual machines and containers (the units that make cloud deployments). 

Pentesters review the VM configuration, patch level, and access controls to find possible security issues. Image security, runtime protection, and orchestration platform configurations are other things you should consider in container security. 

Networking and firewalls are critical, so you must closely examine the network segmentation or routing configurations between nodes and firewall rules to enforce appropriate isolation and access control. 

Storage and data management are also key concerns. For example, do they meet criteria for controlling data access between storage services, are there standards for when to delete persistent data, and so forth?

Cloud Application Security

Cloud application security is another important aspect that should be considered during penetration testing. All Web applications and APIs are deployed in the cloud, and their distributed nature makes them prone to configuration issues.

Pentesers target other things of interest beyond the application logic, including web vulnerabilities typical across systems, API security concerns, and misconfigurations found in cloud-specific configurations. 

Since serverless functions are fairly new nowadays, you have to be careful about how the function responds to triggers or its execution permissions and the risk of leaking data.

Also, you will need to double down on IAM, or identity and access management, since this is a critical part of cloud security – you want only the right users in your organization looking around where they should be.

Compliance & Governance for clouds

Third and last is cloud compliance and governance. Penetration testers must check that cloud deployments comply with industry-specific regulations such as HIPAA for healthcare or PCI DSS for payment card data. 

This consists of checking data access and storage methods, how systems logs are monitored, and so on. 

The increasingly strict data privacy and protection regulations, such as GDPR, have forced pentesters to assess details of where the client stores your data, how it respects your rights as a “data subject,” and mechanisms that ensure cross-border data transfer.

Critical security policies and procedures are also reviewed to determine whether they are based on best practices for cloud deployment.

Astra Pentest is built by the team of experts that helped secure Microsoft, Adobe, Facebook, and Buffer


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Cloud Pentesting Industry Standards

Guidelines like the OWASP Top 10 and NIST further define cloud penetration testing best practices and standards, encouraging thoroughness and standardization in security assessments across different cloud environments:

  • OWASP Cloud Security Project: This expansive framework for cloud security assessment includes the Cloud Security Testing Guide. It includes infrastructure and application-level considerations so pentesters or cloud users can gain practical doables.
  • CSA Cloud Controls Matrix: The details of security controls are available in the CSA Cloud Controls Matrix, which is mapped to different industry standards. A penetration tester uses this matrix as a checklist, including several domains like application security, encryption, and identity management.
  • NIST SP 800-53 Rev 5: This is important in government and other highly regulated sectors because the capability highlights risk management and system-specific security requirements.
  • PCI DSS: The PCI DSS Cloud Computing Guidelines guide security considerations for protecting payment card data in cloud environments. This is crucial for pen testers working in environments that store payment card data under constraints unique to the cloud.

Tools and Frameworks for Cloud Penetration Testing

Various tools and frameworks are available for cloud-based penetration testing. Let’s take a broader look at them:

1. Open Source Tools: Scout Suite, Pacu, and CloudSploit are open-source tools that provide performance without licensing costs. Scout Suite provides multi-cloud security assessments (other similar tools are available). 

Pacu is a tool capable of simulating AWS attack scenarios and CloudSploit checks against over 1000 automated best practice tests across Amazon Web Services (AWS) environments. This platform also provides additional support in scanning accounts spread out across multiple regions. 

This, along with other tools like CloudMapper, keeps development open and driven by the community.

2. Commercial cloud security platforms such as Astra Security, Qualys Cloud Platform, Tenable.io, and Rapid7 InsightVM offer enterprise-level solutions, allowing continuous monitoring, automated scanning, and compliance reporting. Additional capabilities, such as asset discovery and risk prioritization, frequently assist in testing efficiency for complex environments.

3. Cloud provider native tools,  such as AWS Inspector, offer integrated security assessment and monitoring services. These tools offer specific views into the platforms, enhancing third-party testing with ongoing feedback and real-time security data.

The tools in each category have unique attributes that excel at certain forms of cloud penetration testing, contributing to the creation of well-rounded security analysis.

Challenges and Considerations in Cloud Penetration Testing

The dynamic and complex nature of cloud environments makes penetration testing more challenging. Some of the challenges during this phase make pentesters modify their way of doing the pentest and have to focus on some key points. Let’s take a look at some of them.

Necessitates Clearly Scoped Tests

The shared responsibility model approach requires carefully scoped tests, targeting areas under client control, and drawing clear boundaries with the cloud provider’s offerings. This requires clear communication and a deep understanding of cloud architectures.

Navigating Jurisdictional Claims

Distributed cloud environments also present complicated issues surrounding legality and ethics. In some instances, penetration testers must also navigate jurisdictional claims and data protection laws (for example, the Service Agreement), particularly in multi-tenant scenarios. 

These activities require proper authorization and data-handling practices.

Need For Auto Scalability

The characteristics of cloud resources are dynamic, such as fast provisioning and auto-scalability—this requires agile testing. Static, point-in-time assessments can rapidly become out-of-date, and there needs to be a process for monitoring and adjusting.

How Astra Security Can Help You Secure Your Cloud Environment

Astra Security provides personalized cloud penetration testing for your organization’s security demands. Our team of expert penetration testers has extensive experience and understanding of the major cloud platforms: AWS, GCP, and Azure. 

We leverage state-of-the-art automated tools, including our proprietary scanning tool, with specific manual testing techniques to analyze your cloud environment for security vulnerabilities and misconfigurations.

Our service does not stop at handing over a report. We approach our work as partners, providing long-term behavioral support and insight into understanding findings to remediate ideas on your priority list. This ongoing engagement guarantees that your cloud security posture improves with time to stand up against modern threats and changing technology.

How can Astra help you with cloud pentesting

Let experts find security gaps in your cloud infrastructure

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250 google searches, or painstaking PDFs.

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Final Thoughts

Modern cyber security plans require cloud pentesting (a must-have), a solution that enables organizations to identify and remediate security vulnerabilities, typically in a tightly integrated cloud environment. This keeps the infrastructure and applications safe from threats and enables compliance across the multi-cloud area.

The process calls for a deep theoretical understanding of cloud architectures, as well as comprehension of the specific challenges, such as the shared responsibility model and dynamic environments.

Routine penetration testing keeps organizations informed of rapidly changing threats and maintains compliance with industry regulations. By embracing cloud penetration testing as a continuous process, businesses use the latest technology while efficiently handling security risks.

This zero-trust approach secures assets and builds a reputation with stakeholders, further aiding business objectives in increasing cloud reliance.

FAQs

Does AWS conduct penetration testing?

No, AWS doesn’t pentest your environment directly but allows you to host pentesting tools on it. It also allows you to perform penetration testing, including activities like vulnerability scanning, exploitation attempts, and code injection, but it excludes DoS attacks without prior approval.

How do I become a cloud pentester?

Cloud pen testing blends IT security and hacking skills. Start with general IT or cybersecurity roles to build a foundation. Then focus on cloud platforms like AWS or Azure through courses and certifications (Security+ or CCSP). Practice with CTFs and labs to hone your hands-on skills in finding and exploiting cloud vulnerabilities.

What is cloud security testing?

Cloud security testing safeguards your confidential information in the cloud and checks your cloud provider’s security measures and your cloud-based applications for weaknesses that hackers could exploit.