Let's Plan Your Cayman Vacation!
Grand Cayman Villas
Deposit & Cancellation Policy
OCEANFRONT
VILLAS
OCEANFRONT
VILLAS
Slider
Make your stay on Grand Cayman memorable with your own private villa

Whether you are looking for a cozy 1 bedroom cottage, or a sprawling villa with plenty of space for your extended family, we have oceanfront properties to fit nearly any size group and occasion.

Explore our villas below and book one of the island’s best villas today!


Add to my favorites!

Rum Sands

Cayman Kai
  • 4
  • 1
  •  1
From $145 /NT
Add to my favorites!

Kozy Kai - Sealodge #17

Cayman Kai
  • 2
  • 1
  •  1
From $170 /NT
Add to my favorites!

Mahogany Cove Apt.

Cottage District
  • 2
  • 1
  •  1
From $195 /NT
Add to my favorites!

Parrots Haven

Cayman Kai Sound
  • 5
  • 2
  •  2
From $240 /NT
Add to my favorites!

Halcyon Days

Cayman Kai
  • 5
  • 2
  •  2
From $295 /NT
Add to my favorites!

Kirk Kove

Cayman Kai
  • 6
  • 2
  •  2
From $225 /NT
Add to my favorites!

Sea Beauty

Cottage District
  • 6
  • 2
  •  2
From $250 /NT
Add to my favorites!

Avocado Cottage

Sea Orchard Retreat
  • 5
  • 2
  •  2
From $360 /NT
Add to my favorites!

Mango Cottage

Sea Orchard Retreat
  • 5
  • 2
  •  2
From $360 /NT
Add to my favorites!

Papaya Cottage

Sea Orchard Retreat
  • 5
  • 2
  •  2
From $360 /NT
Add to my favorites!

Pomegranate Cottage

Sea Orchard Retreat
  • 7
  • 2
  •  2
From $360 /NT
Add to my favorites!

Cayman Dream

Rum Point
  • 6
  • 2
  •  2
From $385 /NT
Add to my favorites!

Cool Change

Cayman Kai
  • 4
  • 2
  •  2
From $350 /NT
Add to my favorites!

Conch'ed Out

Old Man Bay
  • 4
  • 2
  •  2
From $345 /NT
Add to my favorites!

Moon Glow

Cayman Kai
  • 6
  • 2
  •  2
From $380 /NT
Add to my favorites!

Fantasea

Cayman Kai
  • 6
  • 2
  •  2
From $470 /NT
Add to my favorites!

Castle Guesthouse

East End
  • 6
  • 2
  •  2
From $425 /NT
Add to my favorites!

Thatch Hill

Cayman Kai
  • 7
  • 2
  •  2
From $450 /NT
Add to my favorites!

We'll Sea

Cayman Kai
  • 4
  • 2
  •  2.5
From $425 /NT
Add to my favorites!

Pools of the Kai #6

Cayman Kai Sound
  • 4
  • 2
  •  2
From $300 /NT
Add to my favorites!

KiToCay

Old Man Bay
  • 5
  • 2
  •  2
From $375 /NT
Add to my favorites!

Sea Cove

Cayman Kai Cove
  • 6
  • 2
  •  2
From $395 /NT
Add to my favorites!

Casuarina Cove

Cayman Kai Sound
  • 6
  • 3
  •  3.5
From $550 /NT
Add to my favorites!

Coral Cottage Pink

Old Man Bay
  • 6
  • 3
  •  3
From $450 /NT
Add to my favorites!

Coral Cottage Yellow

Old Man Bay
  • 6
  • 3
  •  3
From $450 /NT
Add to my favorites!

Kai Zen

Cayman Kai
  • 6
  • 3
  •  3.5
From $750 /NT
Add to my favorites!

Babylon Reef

North Side
  • 6
  • 3
  •  2.5
From $550 /NT
Add to my favorites!

Fingertip

Cayman Kai
  • 6
  • 3
  •  3
From $690 /NT
Add to my favorites!

Just For Fun

Cayman Kai
  • 6
  • 3
  •  2
From $550 /NT
Add to my favorites!

Fishbones

Queen's Highway
  • 6
  • 3
  •  2.5
From $600 /NT
Add to my favorites!

Lone Palm w/Loft

East End
  • 8
  • 3
  •  3
From $650 /NT
Add to my favorites!

Villa Caymanas

Old Man Bay
  • 8
  • 4
  •  5
From $710 /NT
Add to my favorites!

Gypsy

Rum Point
  • 10
  • 4
  •  4
From $850 /NT
Add to my favorites!

Faroway Villa

South Sound
  • 8
  • 4
  •  5
From $1,500 /NT
Add to my favorites!

Beach Plum Villa

Northside
  • 8
  • 4
  •  4.5
From $340 /NT
Add to my favorites!

Castaway Cove

North Side
  • 10
  • 4
  •  3.5
From $565 /NT
Add to my favorites!

Cayman Sands

Old Man Bay
  • 14
  • 4
  •  5
From $850 /NT
Add to my favorites!

Great Escape

Cayman Kai Cove
  • 10
  • 4
  •  3
From $850 /NT
Add to my favorites!

Heritage House

Cayman Kai
  • 10
  • 4
  •  4
From $710 /NT
Add to my favorites!

Kai Vista

Cayman Kai
  • 9
  • 4
  •  4
From $995 /NT
Add to my favorites!

Mahogany Cove

Cottage District
  • 10
  • 4
  •  4
From $550 /NT
Add to my favorites!

Picture Perfect

South Sound
  • 12
  • 4
  •  4.5
From $850 /NT
Add to my favorites!

Tarasand

Cayman Kai
  • 8
  • 4
  •  3
From $995 /NT
Add to my favorites!

Villa Zara

Rum Point
  • 10
  • 4
  •  4.5
From $1,100 /NT
Add to my favorites!

Hilltime

Rum Point
  • 8
  • 4
  •  4
From $750 /NT
Add to my favorites!

Christmas Palms

Old Man Bay
  • 10
  • 4
  •  3.5
From $700 /NT
Add to my favorites!

Coral Kai

Rum Point
  • 10
  • 5
  •  5
From $1,100 /NT
Add to my favorites!

Crystal Waters

Cayman Kai
  • 12
  • 5
  •  4
From $995 /NT
Add to my favorites!

Kai Conut

Cayman Kai
  • 12
  • 5
  •  3
From $850 /NT
Add to my favorites!

Reef Romance

Rum Point
  • 10
  • 5
  •  5.5
From $1,100 /NT
Add to my favorites!

Sea Grape

Rum Point
  • 10
  • 5
  •  4
From $700 /NT
Add to my favorites!

Olympus

Rum Point
  • 12
  • 5
  •  4.6
From $1,400 /NT
Add to my favorites!

Ocean Kai

Cayman Kai
  • 10
  • 5
  •  5
From $1,350 /NT
Add to my favorites!

Two Rainbows

Cayman Kai
  • 10
  • 5
  •  4
From $1,100 /NT
Add to my favorites!

Ecstasea

Rum Point
  • 12
  • 5
  •  5
From $995 /NT
Add to my favorites!

Cos Kai

Cayman Kai
  • 15
  • 5
  •  4.5
From $1,200 /NT
Add to my favorites!

Pease Bay House

Pease Bay
  • 10
  • 5
  •  5.5
From $1,950 /NT
Add to my favorites!

Cayman Castle

East End
  • 12
  • 5
  •  5
From $1,350 /NT
Add to my favorites!

Amoraflora

Rum Point
  • 12
  • 5.5
  •  5
From $995 /NT
Add to my favorites!

Far Tortuga

North Side
  • 14
  • 6
  •  5.5
From $950 /NT
Add to my favorites!

Seascape

7 Mile Beach
  • 17
  • 6
  •  5
From $1,950 /NT
Add to my favorites!

Coral Cottages

Old Man Bay
  • 12
  • 6
  •  6
From $800 /NT
Add to my favorites!

Coconut Beach

Rum Point
  • 12
  • 6
  •  5.5
From $995 /NT
Add to my favorites!

Calypso Blue

North Side
  • 12
  • 6
  •  4.5
From $900 /NT
Add to my favorites!

Hidden Cove

Cayman Kai
  • 12
  • 6
  •  5
From $800 /NT
Add to my favorites!

Villa Amarone

South Coast
  • 12
  • 6
  •  7
From $1,850 /NT
Add to my favorites!

Moon Kai

Cayman Kai
  • 14
  • 6
  •  6
From $2,500 /NT
Add to my favorites!

Great Bluff Estates

Queen's Highway
  • 12
  • 6
  •  7
From $1,425 /NT
Add to my favorites!

New Private Villa

Cayman Kai
  • 16
  • 6
  •  6.5
From $2,499 /NT
Add to my favorites!

Twin Palms

North Side
  • 14
  • 7
  •  5
From $1,650 /NT
Add to my favorites!

Villa Mora

South Sound
  • 18
  • 7
  •  7.5
From $1,900 /NT
Add to my favorites!

Crystal Blue

Queen's Highway
  • 18
  • 7
  •  6.5
From $1,150 /NT
Add to my favorites!

Our Cayman Cottage

Queens Highway in East End
  • 18
  • 7
  •  6.5
From $1,200 /NT
Add to my favorites!

Cayman Castle & Guesthouse

East End
  • 18
  • 7
  •  6.5
From $1,750 /NT
Add to my favorites!

On The Rocks

South Coast
  • 14
  • 7
  •  4
From $1,135 /NT
Add to my favorites!

Coconut Walk

7 Mile Beach
  • 18
  • 8
  •  8.5
From $5,000 /NT
Add to my favorites!

Kaiku

Cayman Kai Sound
  • 15
  • 8
  •  6.5
From $1,960 /NT
Add to my favorites!

Fischer's Reef

Rum Point
  • 20
  • 8
  •  8.7
From $1,950 /NT
Add to my favorites!

Sea Orchard Retreat

Conch Point
  • 22
  • 8
  •  9.5
From $1,450 /NT

Grand Cayman Villas