Featured Homes
Kai Tana in Rum Point Grand Cayman, a cozy 2-bedroom beachfront cottage. New homeowners have taken the best features of this beautiful oceanfront cottage and upgraded them for your comfort.
Wee Kai in Cayman Kai Grand Cayman, a thoughtfully designed and decorated large 2-bedroom condo overlooking the waters in the resort neighborhood of Cayman Kai.
Welcome to Sea Beauty, a cozy 2-bedroom cottage located on the island's south coast. Perfect for small families and vacationing couples, Sea Beauty can also accommodate disabled guests as the home is both ADA and wheelchair-friendly.
Papaya Cottage (1 king suite & 1 queen suite) is directly oceanfront and architecturally identical to the other 3 cottages surrounding it.
Avocado Cottage (1 king suite & 1 queen suite) is directly oceanfront and architecturally identical to the other three cottages surrounding it.
Seaside Dreams in Cayman Kai, Grand Cayman a beautiful, newly renovated villa with modern yet comfortable furnishings.
Welcome to KiToCay! This 3,000 sq. ft. home is located in the village of Old Man Bay on the island’s beautiful North Side.
Welcome to Kailypso, a newly renovated 3-bedroom beachfront villa in Cayman Kai located on Bio Bay.
Welcome to Peace & Kai It, a redecorated and lively 3-bedroom 2-bath beach cottage that epitomizes easy island living in beautiful Cayman Kai.
Welcome to Just For Fun Vacation Rental, an exceptional getaway nestled on one of the world's rare bioluminescent bays.
Tuck into your own private mini-resort at Shellen, a 3-bedroom (plus sleeper sofa), 2-bath villa poised at the edge of the rocky, dramatic Caribbean coastline.
Welcome to Babylon Reef, a crisp oceanfront villa complete with a large sundeck and private pool, situated directly on one of the best shallow snorkeling sites on the entire island.
Conch'ed Out is a cozy oceanfront villa and cottage in Old Man Bay along the island's North Side.
Discover your own tropical paradise at Bit of Heaven, a charming three-bedroom beachfront cottage perfectly positioned in the serene Cayman Kai neighborhood.
Coral Cottage Pink is one of two charming brand new homes full of Cayman character, nestled together right on the oceanfront in Old Man Bay.
Coral Cottage Yellow in Old Man Bay is one of two, charming brand new homes, full of Cayman character, nestled together right on the oceanfront.
Infinite Horizon is the perfect combination of a single-family residence with a luxury resort-lifestyle atmosphere, located in a gated community, just minutes from the world-famous Seven Mile Beach Corridor.
Escape the crowds of Seven Mile Beach for this peaceful North Side oasis. Welcome to Northern Lights #5, part of a 9-unit complex of privately owned two-story townhomes nestled in Old Man Bay.
Welcome to Fingertip Vacation Rental, a stunning waterfront villa located at the end of a sandy point in picturesque Cayman Kai.
Welcome to Lone Palm, an award-winning architectural masterpiece nestled in Gun Bay along the East End.
Welcome to S'Kai Fall. Tucked away on an oversized lot in tranquil Cayman Kai is where you'll find our newest slice of paradise.
Casuarina Cove villa is located in the quiet neighborhood of Cayman Kai at the end of a private cul-de-sac on the very tip of a sandy peninsula.
This beautiful waterfront home welcomes you to a luxurious private enclave on the Caribbean Sea. Mature palms, ferns and ornamental shrubbery evoke a tropical feel before you step through the front door.
Casa Luna #16 is a new vacation rental inside of a residential resort in the Cayman Islands, south of Seven Mile Beach.
Les Jalousies is a breathtakingly decorated, newly-renovated beach villa nestled in the exclusive resort neighborhood of Cayman Kai.
Welcome to Casa Luna, a luxuriously intimate resort-style community nestled along the coastline just south of Seven Mile Beach.
Much thought went into the concept and design of these exceptional homes — and it shows!
Welcome to Wind Upon The Waves, a newly built single-level oceanfront villa on Grand Cayman's South Coast.
Sir Turtle Beach Villa defines Caribbean paradise. It sits on an exceptional stretch of private beachfront on the small and quiet island paradise of Little Cayman, with soft white sand to sink your feet into, an endless stretch of azure water to swim, kayak and snorkel, and tilted palms to shade your beachfront nap
Welcome to Castaway Cove Vacation Rental, a breathtaking oceanfront villa situated on Grand Cayman’s scenic North Side.
Maridadi is an African word that means 'beautiful' and the owners chose this name as they feel the home is just that - a beautiful property right here in paradise!
Find paradise 'right away' at this spectacular newly built 4-bedroom, 3 bathroom, waterfront villa with a spacious pool deck and dock overlooking the Caribbean Sea.
Great Escape is located on a quiet cove in Cayman Kai merely a few steps from the Rum Point Club. This sprawling villa consists of a main house with 3 bedrooms and 2 baths, plus an optional 1 bedroom, 1 bath guest cottage.
Welcome to Tarasand Vacation Rental, a luxurious two-story villa located on the serene waterfront of Cayman Kai.
Discover Willow Beach, a stunning Vacation Rental located along the serene North Side of Grand Cayman!
Welcome to Kai Vista! Located in Rum Point along the north coast, this luxe villa sits elevated on a ridge, offers excellent snorkeling off a private sandy beach, features an oceanfront infinity pool and hot tub, and a beachfront sundeck with plush loungers.
Welcome to Blue Serenity Vacation Rental, an idyllic getaway located in the heart of Cayman Kai.
Welcome to Gypsy! This beautiful oceanfront villa has been professionally decorated and includes a private pool with elevated views and close proximity to the famous Rum Point Club.
Create unforgettable vacation memories at Present Moment, a magnificent newly renovated beachfront villa positioned on the scenic outskirts of historic Bodden Town beach .
Experience luxury Caribbean living at Turtle Beach, an exceptional open-concept 4-bedroom private villa positioned directly on the oceanfront in prestigious Spotts just 10 minutes from Owen Roberts Airport.
Escape to In Harmony, a serene oceanfront villa in Bodden Town, just 20-25 minutes from the airport.
Heritage House is a two-story beachfront home located in Rum Point along the north coast. The most notable feature of this home is the two-story full-length double-porch facing the ocean.
Welcome to Villa Caymanas, a beautiful oceanfront villa located in Old Man Bay along the north coast.
Black Urchin Suites offers four-bedroom, four-bathroom suites set next to a large resort pool with two hot tubs and beachfront cabanas.
This authentic Caymanian gem in the quiet residential neighbourhood of Cayman Kai will charm you with its waterfront location, swimming pool, traditional island architecture, distinctive paint colours, and surprisingly spacious interior with 4 bedrooms, 4.5 baths and an open-concept floor plan. All situated on a tranquil inlet on Grand Cayman’s northern shore
A stunning sunset show awaits you at Seabreeze 8. This 4-bedroom, 4.5-bath, 4th floor unit provides a coveted vantage point for that perfect minute when the sun slides into the Caribbean—and many other unforgettable moments.
Experience the ultimate Caribbean escape at S'Kai Blue, an exceptional four-bedroom waterfront villa nestled along tranquil Finger Cay Road in the serene Cayman Kai neighborhood.
Aqua is a newly-completed luxury vacation rental condo offering residences with panoramic views of Seven Mile Beach, Grand Cayman.
The Sands 1 vacation rental located at the Seven Mile Beach, Grand Cayman just north of the Kimpton Resort.
The Sands 3 vacation rental located at the Seven Mile Beach, Grand Cayman just north of the Kimpton Resort.
The Sands 5 vacation rental located at the Seven Mile Beach, Grand Cayman just north of the Kimpton Resort.
Welcome to White Dahlia. This multi-windowed, open-concept floor plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology and luxurious amenities.
Casa Luna is a luxurious seaside vacation rental nestled along the coastline just south of Seven Mile Beach, Grand Cayman.
Welcome to White Cottage, a contemporary open-concept villa offering guests an exceptional opportunity to experience vacation luxury amid sumptuous interiors enhanced by cutting-edge smart-home technology.
Welcome to Envision, a recently renovated beach house on Cayman's North Side offering exceptional value combined with outstanding amenities.
The Ritz-Carlton Deckhouse is an exceptional luxury vacation rental located on world-famous Seven Mile Beach in the Cayman Islands
Welcome to Kai Conut Vacation Rental, a stunning retreat overlooking the sound on the picturesque southern peninsula of Cayman Kai.
Welcome to Hilltime, a spacious single-story beachfront villa perfectly positioned in the tranquil paradise of Rum Point.
Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point
Welcome to Caribe Sun, a newly constructed 5-bedroom, 4-bathroom villa in the serene Cayman Kai neighborhood.
Nestled amongst whispering palms on The Cove in the popular Cayman Kai area on the north coast is a comfortable family home that welcomes all!
Welcome to Cos Kai Vacation Rental, a luxurious two-story villa nestled along the stunning shores of Grand Cayman. Perfect for families or multiple couples.
Welcome to Cayman Sands Vacation Rental, an exquisite oceanfront villa located in the serene Old Man Bay along the north coast of Grand Cayman.
Villa Blanca, Cayman Islands, with over 7,000 sq. feet offers the most stunning views from every room, with crystal blue waters and privacy beyond compare. The house sits above a private small beach which can be accessed via path, it’s a truly spectacular way, as many clients would agree, of enjoying the Caribbean and all it has to offer.
Welcome to Oasis 7, an exclusive luxury vacation rental on the world-famous Seven Mile Beach, Grand Cayman.
Welcome to Coral Kai, an oceanfront vacation rental villa along the north shore in beautiful Rum Point, Grand Cayman.
Welcome to Blue Water Villa! This gated villa estate sits directly on the oceanfront in Rum Point, along Grand Cayman's north coast.
Perched on a wide bluff above the deep blue Caribbean Sea, Bella Vista stands as an exquisite 5-bedroom and 5.5-bathroom architectural masterpiece offering the ultimate in luxury island living.
Cayman Castle is directly oceanfront on a private 2-acre gated and walled estate on an elevated point of land and enjoys a wide white-sand beach with excellent snorkeling and sunbathing. Infinity pool, multi-tiered oceanfront terraces, panoramic roofed balconies and a covered first floor veranda provide guests plenty of room for spreading out, dining or enjoying the views.
Welcome to Halcyon Point, a newly constructed 5-bedroom luxury villa showcasing modern architecture set dramatically on the oceanfront in prestigious North Side.
Welcome to Pease Bay House, a luxurious gated estate only 20 minutes from the airport. This spectacular home sits along a private sandy point of beach facing southwest for exquisite sunsets views.
Welcome to Abita Kai (pronounced A-bit-a Kai), where tranquil nights, crystalline waters, and comprehensive accessibility converge at this exceptional oceanfront estate.
Welcome to Great Bluff Estates, a spectacular gated oceanfront villa majestically set into the dramatic bluffs of Grand Cayman's pristine East End.
A fantastic place for reunions with friends or family at this secluded, crown-jewel property situated near land’s end beside the calm waters of Cayman Kai.
Calypso Blue has been fully renovated and redecorated, but is still at a reasonable cost for a larger family. Oceanfront freshwater pool with a sandy beach area lead to excellent coral reef snorkeling just steps from the back door.
Welcome to Crystal Waters, where tranquil nights, crystalline waters, and sunny beachfront living converge at this fabulous island retreat.
Welcome to Hidden Cove Vacation Rental, a serene family retreat nestled in a quiet corner of the beautiful Cayman Kai neighborhood.
Discover Coconut Beach Vacation Rental, a family-friendly oceanfront retreat nestled in the beautiful Rum Point community on Grand Cayman’s stunning north coast.
Welcome to Kaiku Villa, a lavishly landscaped beachfront gated estate in prestigious Cayman Kai.
Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood.
Coral Cottages Pink & Yellow consists of two brand new villas, full of Cayman character, nestled together right on the oceanfront in Old Man Bay.
Welcome to Ocean Kai, an architectural masterpiece built oceanfront along a sandy ridge in prestigious Rum Point.
Welcome to 6BR Moon Kai Vacation Rental, a luxurious oceanfront villa situated on the most stunning stretch of soft white beach in Cayman Kai.
STranquility Cove is a private oceanfront vacation villa in Grand Cayman, offering a secluded Caribbean escape.
Welcome to Turtle Breeze, a breathtaking Balinese-style 6-bedroom oceanfront estate nestled in prestigious West Bay just north of world-famous Seven Mile Beach.
Welcome to Point of View, a stunning beachfront villa where luxury and natural beauty blend seamlessly.
Welcome to Villa Incanto, your private island retreat tucked away on a spacious, beautifully landscaped lot in the serene West Bay neighborhood.
Welcome to Villa Amarone! This spectacular oceanfront home is situated on a sandy beach just minutes from George Town and Seven Mile Beach.
Welcome to On The Rocks vacation rental in Bodden Town area on the South Coast in the beautiful Cayman Islands.
Seascape Villa is located in the heart of Seven Mile Beach Cayman Islands, within walking distance of attractions including Camana Bay and its shops.
Welcome to Twin Palms Villa, an exquisite Vacation Rental located directly oceanfront in the picturesque Rum Point district!
Morning Glory is truly one of the most elegant residential estates on the south coast. This state-of-the art house features 5 bedrooms and 5.5 bathrooms, with a 2 bed/1 bath apartment above the garage, that all together accommodates a total of 14 people
Kempa Kai is a luxury vacation rental located in Grand Cayman, within the Cayman Islands, beachfront.
Crystal Blue is a magnificent, private cliff-edged, gated villa with private pool and stone steps to the water below. Guests will not see another person behind the villa during their stay.
Discover Koha Kai, a captivating Bali-inspired oceanfront retreat that embodies tranquility, luxury, and sophisticated island living in the prestigious Cayman Kai neighborhood.
Discover Evolution, a luxurious oceanfront vacation rental with picture-perfect panoramic views of Grand Cayman's South Coast.
Our Cayman Cottage is a luxury beachfront vacation rental in the Cayman Islands, with wonderful ambiance!
Cayman Luxury Estate is unlike any vacation rental on the beach in the Cayman Islands you'll every stay within.
Coral Reef Villa is one of the only beachfront vacation rental villas on prestigious Seven Mile Beach, Grand Cayman.
Cayman Castle and Guesthouse sits directly oceanfront on a private 2-acre walled estate. Perched on an elevated point of land, the Cayman Castle grounds include an attached private white sandy beach with excellent snorkeling and sunbathing.
Welcome to Villa Mora. This luxurious 7 bedroom 7.5 bath beachfront gated estate sits on over 200 feet of pristine beach with fabulous snorkeling and breathtaking sunset views of tranquil South Sound.
Discover Kaia Kamina Estate, a luxurious oceanfront vacation rental nestled in the serene Cayman Kais.
Welcome to Fischer’s Reef Vacation Rental, an expansive and exquisitely designed 7 bedroom oceanfront villa ideal for family vacations in beautiful Grand Cayman.
Welcome to Castillo Caribe, an extraordinary beachfront estate that stands among the world's most prestigious luxury vacation rentals.
Oceans Edge Seaside Estate is a beautiful oceanfront vacation rental on the South Coast, an ideal base for exploring Grand Cayman.
Discover Kaiku Vacation Rental, an extravagant gated estate located in the picturesque Cayman Kai.
Discover SunRays, a luxurious oceanfront vacation rental nestled in the serene Cayman Kai.
Welcome to Villa Del Mare! This magnificent, Spanish-tiled oceanfront villa is an architectural masterpiece located within a mile of the famous Rum Point Club.
Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with private pool, guest services, and water-sports equipment.
Welcome to Sea Orchard Retreat, a delightful Vacation Rental nestled on the tranquil northern coast of Grand Cayman!
Welcome to Bella Rocca, where Caribbean luxury meets cinematic allure, offering a vacation experience like no other. This 8-bedroom, 8,300-square-foot villa is a private sanctuary set on Grand Cayman's tranquil East End.
Introducing Rip Kai, a luxurious oceanfront vacation rental located in the stunning Rum Point area.
Welcome to Timeless Paradise, an extraordinary newly constructed oceanfront estate that redefines luxury living in Grand Cayman's prestigious Rum Point neighborhood.
The Sutiest Escape is a very exclusive vacation rental which combines a boutique resort and privacy on Grand Cayman Island.
This Luxury Cayman Compound is the ultimate private resort buyout vacation rental designed for guests seeking exclusive access to our entire property.
The Cayman Islands can be summated in two ways, by it’s lovely and amazing beaches and entertainment and as a Leader in the Financial Banking System, both of which they take very seriously. You would think these 3 Caribbean Islands that make up the Cayman Islands would need the tourism dollars, but really they rely heavily on their financial infrastructure and have for some time. Yet people flock there year after year for the sandy white beaches and the lovely amenities one can find in the Caymans. As well the islands hold you captive with their rich history of Pirates and dubious beginnings. It’s a wonder they are not called the Pirate Islands as some of their ancestors most certainly were Pirates of the Caribbean.
However fun and adventurous you may be, this is one location you won’t want to escape from. It’s a wonderful mix of relaxation and superb living.
How to Get to Cayman Islands
Owen Roberts International Airport
is the Largest Airport in the Caymans and has easy Flights from Miami or many other US and international Hubs.
Where to Rent a Car in the Caymans
Andy’s Car Rental is one of the local Car Rental Companies and easy to find at the airport.
Budget Grand Cayman
is an International Car Rental Company that is also easy to find in Grand Cayman
Where to Charter a Boat For Fishing
Just Fish’n
in the Cayman Islands is a Great Place to Charter a Boat and Get some great trophy fish.
Where to Charter a Boat for Scuba and Snorkeling
Captain Asley’s Water-sports
offers some great scuba and snorkeling.
Great Tours Grand Cayman
Tropicana Tours offers tours of the Island makes it easy for everyone who wants to know the island.
