Cayman Kai Vacation Rentals
2024 Spring Break Discounts!

Experience Secluded Luxury at Cayman Kai, Grand Cayman

Welcome to your dream getaway at Cayman Kai, where luxury meets simplicity on the stunning shores of Grand Cayman. Our exquisite Cayman Kai villas offer you the privacy you desire while ensuring your kids have the time of their lives. Indulge in the best of both worlds as Cayman Kai’s tranquil seclusion is just minutes away from the vibrant energy of Rum Point. Unwind on pristine beaches during the day and seamlessly transition to the lively ambiance of Rum Point for an unforgettable night out!
Select From 50 Homes Below

Kaibo Dreams

from $185/Night

Cayman Kai    2    1    1

Kai Time - Island House #14

from $285/Night

Cayman Kai    6    2    2.5

Starfish Kai

from $295/Night

Cayman Kai    4    2    2

Deja Blu - Island House #4

from $295/Night

Cayman Kai    6    2    2.5

The Kai Life - Island House #7

from $295/Night

Cayman Kai    6    2    2.5

Seaside Dreams - Island House #20

from $295/Night

Cayman Kai    5    2    2.5

Kai Kotch - Island House #17

from $295/Night

Cayman Kai    6    2    2.5

Sweetie Kai - Island House #6

from $295/Night

Cayman Kai    6    2    2.5

Pools of the Kai #3

from $325/Night

Cayman Kai    4    2    2

Pools of the Kai #6

from $325/Night

Cayman Kai    4    2    2

Kailua

from $325/Night

Cayman Kai    4    2    2

Pools of the Kai #11

from $325/Night

Cayman Kai    4    2    2

Pools of the Kai #10

from $325/Night

Cayman Kai    4    2    2

We'll Sea

from $475/Night

Cayman Kai    4    2    2.5

Peace & Kai It

from $495/Night

Cayman Kai    6    3    2

Just For Fun

from $495/Night

Cayman Kai    6    3    2

Fantasea

from $525/Night

Cayman Kai    8    2    2

Wight Away | NEW!

from $595/Night

Cayman Kai    10    4    3.5

Flip Flop Kai - NEW!

from $595/Night

Cayman Kai    8    3    3

Kailypso

from $595/Night

Cayman Kai    8    3    2

Kai Cove-3BR | New!

from $595/Night

Cayman Kai    6    3    3.5

Fantasea & Guest Cottage

from $625/Night

Cayman Kai    10    3    3

S'Kai Fall

from $625/Night

Cayman Kai    7    3    3

Bit of Heaven

from $625/Night

Cayman Kai    8    3    3

S'Kai Blue

from $695/Night

Cayman Kai    11    4    4.5

Fingertip

from $695/Night

Cayman Kai    6    3    3

Great Escape-3BR

from $695/Night

Cayman Kai    6    3    2

Kai Cove-4BR | New!

from $695/Night

Cayman Kai    8    4    4.5

Tarasand

from $795/Night

Cayman Kai    8    4    3

Hidden Cove

from $795/Night

Cayman Kai    12    6    5

Great Escape-4BR

from $795/Night

Cayman Kai    10    4    3

Sea 2 Infinity

from $795/Night

Cayman Kai    8    4    4

Kai Conut

from $875/Night

Cayman Kai    12    5    4

Kai Zen

from $900/Night

Cayman Kai    6    3    3.5

White Dahlia

from $1,095/Night

Cayman Kai    10    4    5

Abita Kai

from $1,095/Night

Cayman Kai    16    5    6

Kai-Yak Cove

from $1,100/Night

Cayman Kai    9    4    4

Two Rainbows

from $1,145/Night

Cayman Kai    10    5    4

S'Kai Villas

from $1,190/Night

Cayman Kai    17    7    6.5

Crystal Waters

from $1,195/Night

Cayman Kai    12    6    5

Cos Kai

from $1,295/Night

Cayman Kai    15    5    4.5

Kaiku Villa

from $1,650/Night

Cayman Kai    12    6    5.5

Kaiku & Guesthouse

from $1,850/Night

Cayman Kai    18    8    7.5

Sun Salutations | Luxury Platinum Villa

from $1,950/Night

Cayman Kai    18    6    5.5

Moon Kai

from $1,950/Night

Cayman Kai    14    6    6

Kaia Kamina 5BR - Luxury Platinum Villa

from $2,450/Night

Cayman Kai    14    5    5.5

SunRays | Luxury Platinum Villa

from $2,950/Night

Cayman Kai    22    8    8.7

Kaia Kamina 7BR - Luxury Platinum Villa

from $2,950/Night

Cayman Kai    18    7    9

Kempa Kai

from $3,950/Night

Cayman Kai    16    7    6.5

Paradis Sur Mer | Luxury Platinum Villa

from $5,245/Night

Cayman Kai    12    6    10

Explore Cayman Kai: Uncover Local Adventures and Attractions

Kaibo Beach Bar & Grill
Kaibo Beach Bar & Grill in Grand Cayman

Escape to Kaibo, where you will find an upscale beach restaurant serving lunch and dinner, and Kaibo Espresso the gourmet beach café for breakfasts and lattes. Here you will find a breath-taking sea view, locally sourced menus and the friendliest service.

Rum Point Beach
Rum Point Beach in Grand Cayman

Discover the ultimate beachfront paradise! Dive into exhilarating snorkeling adventures and exciting water sports at this popular beach destination. Explore a vibrant underwater wonderland, then unwind on the beach or open-air bar. Enjoy peak island living and make lasting memories in this sun-soaked haven.

Bioluminescent Bay
Bioluminescent Bay in Grand Cayman

Experience the awe-inspiring bioluminescence phenomenon in Grand Cayman! Just a short kayak ride from Rum Point, dive into warm Caribbean waters with provided gear and witness the enchanting glow surrounding you.

Starfish Point
Starfish Point in Grand Cayman

Discover an idyllic paradise at the northeastern tip of Grand Cayman's bay, where a sandy spit stretches into the vibrant Caribbean waters. Here, you'll encounter charming pillow cushion sea stars, grazing along the seafloor. With snorkel gear in hand, explore the shallow waters and observe these lively creatures up close. This tranquil spot offers a perfect escape for swimming, sunbathing, and experiencing the beauty of marine life, away from the bustling beaches closer to town.

Over the Edge
Over the Edge Cafe in Grand Cayman

Indulge in an Authentic Caymanian Dining Experience at Over the Edge Café. This restaurant and bar captures the essence of Caymanian culture by skillfully preparing dishes with locally sourced vegetables and serving fresh seafood. Guests can enjoy a taste of Caymanian cuisine in a casual and budget-friendly atmosphere.

Crystal Caves
Cayman Crystal Caves in Grand Cayman

Nestled within the lush tropical forest of Northside, Grand Cayman, Cayman Crystal Caves emerges as the island's most captivating nature tourist attraction. All visitors are treated to expertly guided walking tours through the enchanting tropical forest and revealing the splendor of three magnificent caves.

Parrot Sanctuary
Parrot Sanctuary in North Side Grand Cayman

Nestled within the lush tropical forest of Northside, Grand Cayman, Cayman Crystal Caves emerges as the island's most captivating nature tourist attraction. All visitors are treated to expertly guided walking tours through the enchanting tropical forest and revealing the splendor of three magnificent caves.