This luxury vacation condo rental is located on the second floor of the North Pointe Condominium building, which houses only 10 units. Freshly remodeled and decorated, Cayman Stead offers luxury accommodations for your Caribbean Island vacation in paradise! This air-conditioned ocean view condo...

A popular boater’s destination and condo complex, Kaibo Yacht Club in Cayman Kai gathers locals and visitors alike, who dock at the Club to grab beachside BBQ, a tropical cocktail, or a gourmet meal. All of these options are available to you, of course—right outside your door at this Kaibo...

A glorious secluded beach and the crystal clear Caribbean provide the backdrop for a dream vacation at The Haven in Cayman Kai. This lovely quiet oceanfront two bedroom, two bath sea lodge (accommodates 6) is located on the North Side of Grand Cayman near Rum Point. At our beach there is swimming,...

Looking for a peaceful, relaxing Caribbean vacation experience in a beautiful beach-front spot that's easy to reach? Come find your slice of paradise at Kai Kotch.  It's a charming 2-bedroom home on a secluded sandy beach in the prime vacation location of the Rum Point / Cayman Kai area of Grand...

Located in the quiet and secluded Cayman Kai / Rum Point area of Grand Cayman, 'A Mid-Winter Night's Dream' is an ideal place for a tropical getaway. Situated on the ground floor, directly overlooking the ocean, we have great views of the Caribbean from every window. The screened-in lanai is a...

Escape to Rum Haven for an authentic Caymanian getaway on the banks of Sand Point Cove. This recently redecorated (2017) one-bedroom, one-bath charismatic bungalow is located just steps from iconic Rum Point—which means you can walk to a bustling beach bar, restaurant, and watersports outfitter—not...

Aqua blue ocean views from every window describe the Ocean's Edge. Newly built and located in the exclusive Rum Pointe area of Grand Cayman (the quiet, unspoiled side of Cayman)it is part of a small 10 unit complex with private beach and pool. Located in the exclusive Rum Point, Cayman Kai area...

This spacious, bright and cheerfully decorated beach front house is best for those casual beach lovers and avid snorkelers who enjoy lots of peace and quiet! Perched to embrace the refreshing Caribbean sea breezes and spectacular sea view, a cool tropical cocktail on your sundeck is a must, as...

Upgrades to this charming one-bedroom, one-bath Rum Sands, located on a quiet cove in Cayman Kai, create both a romantic luxury cottage and a 100% authentic Caymanian escape. Find stainless steel appliances, coastal-chic décor, Caribbean cross-breezes, lots of sunshine and a luxurious king-sized...

The Pools at Cayman Kai provide an exclusive collection of beachfront condos with a distinguishing perk: your own enclosed, sea-view swimming pool. Spend a day on the white sand beach just outside beyond your back door (or at nearby Rum Point), then return to your 2-bedroom, 2-bath condo and dip...

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. Treasure Cove offers the features that discerning guests expect: from an immaculate private pool to your own boat dock—even two kayaks and a...

A private pool, sunny décor, your own private boat dock, and a tucked-away location at the end of a tranquil cove make this 2-bedroom cottage in Rum Point a true Caymanian experience. Bring your friends and family! Rum Point is a boater’s destination. At Halcyon Days, the Rum Point Club beach...

The Kaibo Yacht Club complex offers more activity and bustle than other accommodations on the island, making it the perfect choice for sociable travelers who love to eat delicious food, mingle, have a few drinks on the beach, and set out for adventures on the water. At 2-bedroom, 2-bath Kaibo...

Honeymoons and couples getaways find an unforgettable romantic venue at The Pools #12, a one-bedroom, one-bath beachfront condo in Cayman Kai. This exclusive accommodation has its own private swimming pool facing the bright waters of the North Sound, and is within walking distance of two Cayman...

The immensely popular Coco Kai Villa is now available directly from the owner. This property is situated in the quiet, pristine area of Cayman Kai. Our home also has an in-ground pool and sits on the beautiful beaches of the Caribbean. This is a very private, exclusive part of beautiful Grand...

One of the most popular destinations on Grand Cayman, Kaibo Yacht Club is a haven for boaters, Cayman locals, and visitors. On weekends, boaters dock at the Yacht Club for some excellent beachfront BBQ, tropical cocktails, or a gourmet meal overlooking the sea. And you can stroll to all of this...

Welcome to our recently renovated (2018) and completely updated large two-bedroom, ground floor, oceanfront condo at Kaibo. This small, private 30-unit complex is located away from the cruise ship congestion of Georgetown and the crowds at Seven Mile Beach yet with all the amenities and...

Located at the Kaibo Yacht Club Phase 2 in Grand Cayman's exclusive Cayman Kai area, this is a 2 bedroom/2 bathroom condo, recently refurbished and fully equipped. Sleeps up to 6 persons, with king size bed in master bedroom, full size bed in second bedroom and has a queen-sized sofa bed in living...

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! Arranged on two floors this is the perfect ‘home from home’. With 5 bedrooms and 5 bathrooms this beach house makes for the perfect family get-together...

This recently renovated 2 bedroom villa has spared no detail. With 2 bedrooms and 2 bathrooms, it is perfect for a couple of friends or a small family who want a Caribbean vacation home that has the quaint character of an islandy cottage - with the luxurious design details of an upscale villa....

: Friends and families will love this 3-bedroom, 2-bath beach house situated on a secluded cove (Bio Bay), in a residential area in Cayman Kai, strolling distance from the Rum Point Beach Bar and Restaurant It’s easy to see what makes Kailypso such a popular beach house for group getaways. It...

Romantics will love this 1-bedroom, 1-bath cottage right on the beach in Cayman Kai, less than a 5 minutes’ drive from popular Rum Point. Ocean views from nearly every room and a spacious patio overlooking the water create your own personal paradise. For a very reasonable nightly rate, you can...

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...

This quiet, cove-front bungalow is just across the way from Rum Point, one of Grand Cayman’s most popular areas for mingling, eating delicious grilled food, sipping cocktails, and chartering sailboats and other watercrafts to explore the calm North Sound. Rum Cove’s charming features includes a...

*** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Welcome to Castaway Cove, an oceanfront villa located in the Northside. Offering excellent snorkeling, this airy, sun-filled two-story beach home features...

This private residence is one of our ultimate beachfront vacation rentals! The brand new freshwater pool includes a built-in bench the entire length of the pool, making it ideal for relaxing and soaking in the breathtaking view. Come and enjoy all of the comforts of home with the added luxury of...

Welcome to Flip Flop Kai! This beautiful 3 bedroom/den, 3 bathroom private villa is nestled on a sandy beach overlooking the bioluminescent cove, or ‘Bio Bay’, in Cayman Kai. This home has amazing views from almost every room and a wonderful covered beach side veranda and gazebo, where you can...

Aug - Dec 2018 10-20% Off Perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat, Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous Stingray City, Rum...

*** FALL SALE - STAY 5 NIGHTS FOR THE PRICE OF 4 Book a 5 night stay between Nov. 26 - Dec. 14, 2018, and enjoy one night free!*** Welcome to Ecstasea. This two-story oceanfront villa is located on the north side of the island, approximately a mile east of the Rum Point Club. Nestled on a deep,...

As one steps onto this property the sight, sound of the ocean greets you. This 3 bed, 2 bath charming Cottage, which was once a private home, is tastefully furnished with many personal touches and sits perfectly amongst the landscaped grounds. The owner loves her garden which includes native...

Beach Plum Villa is an open floor plan private villa, located directly on a large beach overlooking the multi-colored Caribbean sea. This 2 story expansive home is designed to enjoy the open air breezes and outdoors with a large open deck surrounding the freshwater pool. The North Side of Grand...

Aug - Dec 2018 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...

Aug - Dec 2018 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...

Aug - Dec 2018 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...

The spacious layout at Kirk Kove in Cayman Kai will surprise you. A 2-bedroom, 2-bath beach house found on a quiet, protected cove, Kirk Kove offers plenty of space, both indoors and out, for your group to sprawl out and soak up paradise. Outside, you’ll find a setup reminiscent of a beachfront...

Gather your favorite people and head to 5-bedroom, 4-bath Villa Emmanuel, on the quiet shores of Cayman Kai, near Rum Point. A private pool and cabana at the edge of the sea provide the setting for lazy afternoons in the sun—cocktails in hand. When you want to explore the island, you’re in luck:...

Aug - Dec 2018 10-20% Off Ocean Paradise is perfectly located on the tranquil north side of Grand Cayman for those who prefer an almost secluded island retreat. Ocean Paradise offers luxury and relaxation in world-class vacation accommodations yet is conveniently located near world-famous...