Skip to content


Welcome to Highlands Retreat, Grand Cayman, where a tropical paradise setting meets luxurious living. Nestled in the private gated community of The Highlands, we offer a 5-star experience with amenities to accommodate your every need.



The perfect space for your Cayman Islands getaway

2 Luxury Duplex Units
Private Gated Community
Swimming Pools
Beach Access
Highlands Retreat kitchen


The Highlands Retreat A

Your luxury home away from home - Highlands Retreat offers you all of the modern-day comforts and amenities available in the Cayman Islands with a sustainable touch.



The Highlands Retreat B

Highlands Retreat B offers you all of the modern-day comforts and amenities available in the Cayman Islands with a sustainable touch.

Highlands Retreat kitchen

Large Groups

Need more space?

Large groups can reserve the entire complex, complete with a private swimming pool on each side. Smaller groups of up to 7 guests can reserve a single duplex unit.


Fantastic house and location. We ate most meals in and the kitchen had everything we needed. The house has plenty of room for the 7 of us with lots of outdoor seating areas. The clubhouse was fun for our teenagers. The location was great…just a quick 5 minute walk to cemetery beach. Highly recommend!

  • Molly
  • Airbnb
  • March 2024

Our stay at the Highlands Retreat exceeded expectations. The unit has amazing amenities throughout, the backyard space is great for a peaceful afternoon in the sun, and the club house was so much fun for our family. The location is great as well - a close walk to Cemetary Beach and a short drive to restaurants and a grocery store. Sandy is very responsive and provided some excellent local recommendations too.

  • Jonathan
  • Airbnb
  • February 2024

Sandy’s place was excellent for our group of adults. The pool, amenities, and all the details were just as expected. Located in a great, safe small neighborhood. We took morning walks and felt completely comfortable. This place would be perfect for a family. She provided thorough and prompt communication. Sandy was an excellent host. Would definitely return!

  • Justin
  • Airbnb
  • February 2024

My family and I loved this Airbnb! Right next to cemetery beach, 5 min walk, and convenient to everything else. There was so many bedrooms and space, and the amenities were amazing! We loved the clubhouse that had billards, darts, ping pong, and many more. Highly recommend this to anyone who will be coming to the Cayman with their family.

  • Tina
  • Airbnb
  • January 2024