Rapid7 InsightCloudSec vs Datadog Cloud Security Management

Rapid7 InsightCloudSec9.2Visit Datadog Cloud Security Management8.6Visit

Higher score Rapid7 InsightCloudSec #2 in Cloud Security Posture Management Software 9.2/10 Paid ✓ 6 of 6 features Visit Rapid7

vs

Datadog Cloud Security Management #7 in Cloud Security Posture Management Software 8.6/10 14-day trial Free trial✓ 4 of 6 features Visit Datadog

• Rapid7 InsightCloudSec fits best

  Large resource-heavy cloud environments

• Datadog Cloud Security Management fits best

  Mature teams needing integrated cloud security

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Side by side

Feature	Rapid7 InsightCloudSec 9.2/10 Visit ↗	Datadog Cloud Security Management 8.6/10 Visit ↗
At a glance
Editor score	9.2	8.6
Ranking	#2 in Cloud Security Posture Management Software	#7 in Cloud Security Posture Management Software
Best for	Large resource-heavy cloud environments	Mature teams needing integrated cloud security
Pricing model	Paid	Paid
Starting price	$66,000/yr	$10/device/mo
Free plan	—	—
Free trial	—	14 days
Deployment	Cloud, Self-hosted	Cloud, Self-hosted
Platforms	Web	Web, Linux, Windows
Support	Tickets, Phone, Docs · 24/7	Live chat, Tickets, Community, Docs
Compliance	SOC 2, ISO 27001, GDPR, HIPAA, PCI DSS, SSO/SAML, 2FA	SOC 2, ISO 27001, GDPR, HIPAA, PCI DSS, SSO/SAML, 2FA
Built for	Mid-market, Enterprise	Mid-market, Enterprise
Features Rapid7 InsightCloudSec 6/6 · Datadog Cloud Security Management 4/6
Multi-cloud support	✓	✓
Cloud asset inventory	✓	✓
IaC scanning	✓ (best)	Not checked yet
Identity risk analysis	✓	✓
Attack path analysis	✓ (best)	Not checked yet
Automated remediation	✓	✓
Specs
Compliance frameworks	PCI DSS, HIPAA, GDPR, ISO 27001, CIS AWS, CIS Azure, CIS GCP, CIS Kubernetes, NIST 800-53, NIST Cybersecurity Framework, FedRAMP CCM, CSA CCM	CIS, PCI DSS, SOC 2, GDPR, HIPAA, ISO/IEC 27001, NIST 800-53, FedRAMP
Our review
Pros	Real-time, agentless visibility across multicloud resources Combines compliance, IAM, attack-path, IaC, and Kubernetes controls Automated remediation with Bots supports response at scale	Continuous multi-cloud posture, identity, vulnerability, and compliance coverage Agentless scanning with inventory and relationship queries Workflow-based remediation with Terraform pull requests
Cons	Annual pricing starts at $66,000 for 500 resources Consumption-based billing requires close resource monitoring Breadth may exceed the needs of smaller cloud environments	No free plan; the free trial lasts 14 days CSM Enterprise requires Enterprise Infrastructure Monitoring Per-host pricing can be complex for broad cloud environments
Our verdict	Rapid7 InsightCloudSec is a cloud-native security platform for organizations managing complex cloud and container environments. It brings together agentless multicloud visibility, cloud asset inventory, compliance management, identity and… Read the review →	Datadog Cloud Security Management is a cloud security posture management service for security and DevOps teams managing infrastructure across multiple cloud providers. It continuously assesses cloud infrastructure for misconfigurations,… Read the review →

Strengths and trade-offs

• Rapid7 InsightCloudSec — where it wins

  • Real-time, agentless visibility across multicloud resources
  • Combines compliance, IAM, attack-path, IaC, and Kubernetes controls
  • Automated remediation with Bots supports response at scale

  Where it doesn't

  • Annual pricing starts at $66,000 for 500 resources
  • Consumption-based billing requires close resource monitoring
  • Breadth may exceed the needs of smaller cloud environments

• Datadog Cloud Security Management — where it wins

  • Continuous multi-cloud posture, identity, vulnerability, and compliance coverage
  • Agentless scanning with inventory and relationship queries
  • Workflow-based remediation with Terraform pull requests

  Where it doesn't

  • No free plan; the free trial lasts 14 days
  • CSM Enterprise requires Enterprise Infrastructure Monitoring
  • Per-host pricing can be complex for broad cloud environments

• Rapid7 InsightCloudSec9.2/10 · Paid

  A broad cloud security platform for large environments, priced for substantial resource volumes.

  Visit Rapid7Full verdict →
• Datadog Cloud Security Management8.6/10 · 14-day trial

  A broad multi-cloud security suite for mature teams that need integrated risk management.

  Visit DatadogFull verdict →