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 3-bedroom beachfront villa in Cayman Kai located on Bio Bay. Measuring over 2,800 square feet with spectacular outdoor spaces, cozy interiors, and a secluded beach, this popular villa is the perfect destination for family vacations and group getaways.
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.
Conch'ed Out in North Side, Grand Cayman a sparkling oceanfront cottage in Old Man Bay along the north coast. This Caribbean-style 3 bedroom villa offers excellent snorkeling steps off the oceanfront pool.
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.
Fingertip is directly waterfront at the end of a sandy point in Cayman Kai on the north coast. This one story, extremely private villa is an excellent choice for a honeymoon, anniversary or just a small family vacation. The property ends in a palm-shaded, white sand beach, with lounge chairs and a hammock under the palms.
Welcome to Lone Palm! Nestled in Gun Bay along the East End, Lone Palm is a 3-bedroom, 3-bathroom award-winning home designed by renowned architect John Doak
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.
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!
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, an oceanfront villa located in the Northside. Offering excellent snorkeling, this airy, sun-filled two-story beach home features breathtaking views from almost every room, vaulted ceilings, and open concept design.
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 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.
Blue Serenity a lovely oceanfront villa in Grand Cayman in the Cottage District, along the central south coast of Grand Cayman. Private dock, gazebo with hammocks, plenty of lounge chairs and outdoor furniture make this home extremely livable.
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.
This modern coastal retreat sleeps 12 guests across four bedrooms making it the perfect destination for family vacations. Located in Bodden Town.
Escape the stress of your daily life, but keep the comforts of your home. In Harmony Villa is our most down-to-earth option, with bright, sea-view spaces where families can gather and private nooks for tucking away with a new novel
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.
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
With elevated ceilings and views from more than 100 feet above sea level, this stunning penthouse sets the precedent for luxury oceanfront living with unobstructed views of Grand Cayman.
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.
Aqua is a newly-completed luxury vacation rental condo offering residences with panoramic views of Seven Mile Beach, Grand Cayman.
Welcome to Olympus, a majestic contemporary estate masterfully designed and perfectly positioned on a private oceanfront lot in Rum Point.
Cayman Sands is an oceanfront villa in Old Man Bay along the north coast. This popular villa is one of only 2-3 homes that offer shore scuba-diving off the famous Cayman Wall.
Welcome to Villa Caymanas! This beautiful oceanfront villa is located in Old Man Bay along the north coast. Boasting four full king suites, an oceanfront freshwater pool, and expansive balcony, Villa Caymanas is the perfect vacation retreat.
Welcome to White Dahlia. This open-concept, multi-windowed floor-plan offers up to 10 guests an opportunity to spend their vacation free of clutter with smart home technology, water toys and luxurious amenities.
Casa Luna is a luxurious seaside vacation rental nestled along the coastline just south of Seven Mile Beach, Grand Cayman.
Gather in a place where sea meets sand. With its own private stretch of child-friendly beach, our five-bedroom, three-bath White Cottage is an exceptional place to be together
Kai Conut sits facing the sound on the shores of the southern peninsula in beautiful Cayman Kai. This one-story, 5-bedroom villa with a private sandy beachfront is perfect for vacationing families with small children.
Hilltime is a large single-story beachfront villa located in Rum Point along the north coast of Grand Cayman. The most notable feature of this home—besides the views!
Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point
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!
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 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.
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 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), an airy oceanfront villa with private pool and new dock on a barefoot, white sand beach in Cayman Kai.
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 Hidden Cove, a family vacation hideaway tucked back in a quiet corner in the beautiful Cayman Kai neighborhood.
Coconut Beach is directly oceanfront in Rum Point on the north coast. This large, one-story family villa with detached 1BR/1BA guest suite offers excellent snorkeling directly behind the oceanfront pool along with a sandy, palm-shaded beach that is perfect for long walks or lazy afternoons with your toes in the sand.
Turtle Breeze is a luxury vacation rental, oceanfront located in the West Bay of Grand Cayman Island north of Seven Mile Beach.
Coral Cottages Pink & Yellow consists of two brand new villas, full of Cayman character, nestled together right on the oceanfront in Old Man Bay.
Ocean Kai is built on an oceanfront, elevated sandy ridge in Cayman Kai. Spanning over 5,500 square feet of vaulted living space and an open design, Ocean Kai can sleep 11 guests across 6 bedrooms, each with a private ensuite bath.
Moon Kai is a luxury oceanfront villa estate, located on a stretch of the best beach in Cayman Kai. The main house and optional, beautifully-equipped coachhouse apartment can accommodate a total of 14 people.
Sweeping, clean-lined spaces meet stunning sea views at our 6-bedroom, 6.5-bathroom villa set on a large stretch of barefoot beach. Simple luxuries were carefully chosen to create breezy elegance, and walls of windows keep your gaze centered on the bright sea just steps away. We designed our outdoor living area to provide a boutique hotel experience just for your family
Point of View is a newly renovated vacation rental right on the beach with amazing pool in Grand Cayman.
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 Great Bluff Estates, a gated oceanfront villa with pool set into the bluffs of Grand Cayman’s Northside. This recently renovated 5-6 bedroom home offers a large family all they could want from excellent snorkeling steps off the backyard to a stunning elevated sundeck and freshwater pool.
Paradis Sur Mer luxury vacation rental in Cayman Kai with 6 ensuite bedrooms including a large master suite with ocean views.
Proudly resting on the Beach Bay bluff over the shimmering azure Caribbean waters. This beautiful “On the Rocks” offers a rare elevation for Grand Cayman, making it a scenic paradise. Its elegantly furnished, sumptuous and spacious rooms in this deluxe villa are a delight to all.
Seascape Villa is located in the heart of Seven Mile Beach Cayman Islands, within walking distance of attractions including Camana Bay and its shops.
Twin Palms Villa is directly oceanfront in the Rum Point district and enjoys a sandy beach and protective coral reef with excellent snorkeling.
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
This remarkable Cayman Kai villa near Rum Point boasts 9,000 square feet of modern Balinese style luxury—a private compound that feels like your own boutique resort, only steps away from idyllic Starfish Point. Escape to barefoot luxury in this new 7 bedroom, 6 1/2 bath.
You will find few villas like this one in the Cayman Islands. With the gentle Bioluminescent Bay on one side and fishtail palms creating a natural fence on the other – and sitting on a massive double lot – Kaiku feels a world away
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.
Welcome to Evolution, a luxury vacation rental oceanfront paradise with picture-perfect views of Grand Cayman's south coast with wonderful sandy beach
This spacious, exquisitely designed beachfront home has 7 bedrooms and 5.5 bathroom. This wonderful home can comfortably sleeps up to 20 guests
Cayman Luxury Estate is unlike any vacation rental on the beach in the Cayman Islands you'll every stay within.
On prestigious Seven Mile Beach, there are very few private villas for rent. Most offerings are condominiums, hotels, or not part of the rental pool. Coral Reef, however, is one phenomenal exception.
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.
Kaia Kamina is a true seaside majesty. This remarkable Cayman Kai villa near Rum Point presents 10,000 square feet of modern West Indies style – a getaway that feels like your own boutique resort.
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.
Located only 1 mile from the famous Rum Point Club, Fischer's Reef is a perfectly designed 8 bedroom oceanfront villa ideal for large families, or group getaways. Featuring multiple living and sleeping areas.
Welcome to Coconut Walk, a luxuriously gated oceanfront estate directly on Seven Mile Beach with private pool, guest services, and water-sports equipment.
Sea Orchard Retreat offers individuals, couples, families and small groups the opportunity to combine a relaxing Caribbean vacation with watersports, eco-excursions, and wellness treatments from private vendors for massage, yoga and more!
Bella Rocca is a brand-new 8,000 sq. ft. uniquely-designed luxury vacation rental of contemporary oceanfront with resort amenities and panoramic ocean views on the East End of Grand Cayman.
Rip Kai luxury vacation rental is a magnificent 9-bedroom villa in Rum Point.
Timeless Paradise, a beautiful beachfront vacation rental in the Cayman Islands which sleeps an incredible 28 guests.
The Sutiest Escape is a very exclusive vacation rental which combines a boutique resort and privacy on Grand Cayman Island.
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.
