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All Luxury Villas

Start with the shoreline outside the door.

55 villas match

Castillo Caribe

South Coast, Grand Cayman 7 Bedrooms 16 Guests 14 Baths From approx. $10,500/night View Villa

Our Cayman Cottage

East End, Grand Cayman 7 Bedrooms 20 Guests 7.5 Baths Rates on request View Villa

Cayman Sands

North Side, Grand Cayman 5 Bedrooms 14 Guests 5 Baths Rates on request View Villa

Timeless Paradise

Rum Point, Grand Cayman 11 Bedrooms 28 Guests 13 Baths Rates on request View Villa

Bella Rocca 6BR

East End, Grand Cayman 6 Bedrooms 12 Guests 8 Baths Rates on request View Villa

Fischer's Reef

Rum Point, Grand Cayman 7 Bedrooms 18 Guests 9 Baths Rates on request View Villa

Rip Kai Estate

Rum Point, Grand Cayman 9 Bedrooms 24 Guests 10.5 Baths Rates on request View Villa

Bella Rocca 8BR

East End, Grand Cayman 8 Bedrooms 22 Guests 10 Baths Rates on request View Villa

Rip Kai Villa

Rum Point, Grand Cayman 7 Bedrooms 18 Guests 8.5 Baths Rates on request View Villa

Moon Kai 6BR

Cayman Kai, Grand Cayman 6 Bedrooms 14 Guests 6 Baths Rates on request View Villa

Present Moment

Bodden Town, Grand Cayman 4 Bedrooms 12 Guests 4 Baths Rates on request View Villa

Koha Kai

Cayman Kai, Grand Cayman 7 Bedrooms 16 Guests 6.5 Baths Rates on request View Villa

Villa Advisory

Need help choosing the right villa?

A grid is a hard place to compare houses. Water access, staff, layout and how the reef sits offshore all matter, and none of them are obvious from a photograph.

Request villa options →

Beach & water access

Beachfront, oceanfront and walk to beach are three different claims. We will tell you which one a villa genuinely is, and whether the water off it is swimmable or ironshore.

Staff & service check

Confirm housekeeping, chef arrangements, concierge support and airport transfers — and what is actually included before you commit.

Dates & availability review

Check availability, minimum stays and seasonal restrictions against your dates before you shortlist, so nothing falls over at the booking stage.

Where to Start

Choosing the right stretch of coast

Grand Cayman splits cleanly between the busy west and the quiet north and east. South Coast, Rum Point, Cayman Kai and East End hold most of the collection.

Beach-first trips land at Beachfront and Oceanfront, where the reef keeps the water flat and swimming is the default. Seven Mile Beach puts the restaurants and shops within walking distance; Rum Point and Cayman Kai trade that for shallow turquoise water and almost no traffic; East End and North Side are the quietest coast on the island.

Or browse by how close you want to be to the water: Beachfront and Oceanfront.

Concierge Matching

Can’t find what you’re looking for?

Our team knows every villa in the collection personally. Tell us what matters most — dates, group size, beach, style — and we’ll hand-pick the right fit for your group.