Beach directly out the back door and Rum Point beach steps out the front door. You are literally sandwiched between two beaches. Away from busy Seven Mile Beach, with a peaceful palm-lined cove directly out the back door and Rum Point Beach steps away from the front door, Starboard Kai has the...

DIRECTLY ON THE OCEAN, WITH A PRIVATE, SANDY BEACH!! Stay on the quieter side of Cayman. Peaceful and relaxing, this 3 bedroom, 2 bath oceanfront villa is on a secluded, private beach. Enjoy the tandam kayak or snorkel directly off the beach (that has the best snorkeling on the island). Local...

*Featured as one of The London Times' Top 50 villas in the Caribbean* If you're seeking a Caribbean vacation unlike anything you've ever experienced before, come escape to 'Sun Cloud,' a luxury Grand Cayman vacation rental house ideally placed on the island's picturesque North Side in Rum Point....

Cayman Kai Vacations specializes in offering the 'Island Houses of Cayman Kai' Tranquil Fruition, Calico Kai, Barefoot Lagoon, Summer Breeze, Toto Kai, Kai Time, Dream Kai, Casa Kai, Kai Kotch, Kai-lypso, Mango Kai, which are located in the exclusive Cayman Kai/Rum Point area on Grand Cayman,...

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 Stingray City, Rum Point and...

Welcome to We’ll Sea, a charming 2 bedroom beach cottage on perfect white-sand beach with clear, shallow waters ideal for barefoot swimming. Located on Grand Cayman's north side, just 250 yards from the iconic Rum Point Club, We'll Sea is one of the last affordable rental villas on this...

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 Stingray City, Rum Point and...

Just For Fun has all the amenities for a truly fun getaway including kayaks, an outdoor grill, a private pool, and a palm thatched hammock cabana. Located on one of the world's few bioluminescent bays, guests staying at Just For Fun can observe the phosphorescence glow right on the villa's private...

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. The second-floor veranda is shaded and furnished with a sectional sofa, rocking chairs and a small end tables...

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 Stingray City, Rum Point and...

Tarasand sits on the waterfront in Cayman Kai within Rum Point along the north coast. This two story luxury villa is a great family or couples choice and offers barefoot swimming from it’s palm-shaded beach. At the end of a quiet cul-de-sac, Tarasand is extremely private and the chances are high...

Thatch Hill is located on the north side of the island, just 300 yards east of the Rum Point Club. Thatch Hill boasts stunning views of the sparkling Caribbean Sea, a large beachfront freshwater pool, and a spacious full-width screened porch with outdoor dining table for sunset dinners and drinks....

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...

Two Rainbows is one of our most popular 5 bedroom villas. Located in Cayman Kai within the turquoise waters of the North Sound, Two Rainbows offers the sought-after combination of a white sand barefoot beach, breathtaking views, oceanfront freshwater pool, and plenty of privacy. Guests can watch...

Coconut Beach is an oceanfront family-friendly oasis located in the picturesque Rum Point community along Grand Cayman’s north coast. This large, one-story beach villa spans 4,200 sq. ft. and can sleep 12 guests across 5 bedrooms in the main house, plus a detached 1 bed/1 bath studio suite above...

Coral Kai is directly oceanfront in Rum Point on the north coast. This large one story villa offers a sizable sandy beach that’s perfect for long walks or just a lazy afternoon. Excellent snorkeling is just steps from the back door! The large, oceanfront freshwater pool is elevated, allowing...

Sea Cove is a waterfront home within the exclusive Cayman Kai community near Rum Point. Featuring a gorgeous oceanfront screened porch and sundeck, along with a private dock for rented boats or wave-runners. Nestled on a white sandy beach, Sea Cove is perfect for children looking to play in the...

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 Stingray City, Rum Point and...

Kai Conut Villa is directly sound-front in Cayman Kai, within Rum Point on the north coast. A one-story, private villa with a barefoot swimming beach shaded by palms and Casuarina pines, Kai Conut is perfect for families with small children. Kai Conut’s spacious, fully modern living, brand new...

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. The homeowners have embraced an...

Welcome to Cos Kai. This two-story luxury villa is a great family or multiple-couple villa choice offering amazing sunsets and barefoot swimming from a palm-shaded beach. Boasting over 6,000 sq. ft., Cos Kai is only a 5-minute walk from the Kaibo Yacht Club to the south and a 10-minute walk to...

Fantasea is a large waterfront villa with private pool and personal dock in Cayman Kai facing due west. A cute, coral Caribbean-style home, Fantasea offers sparkling water views and quiet sunsets from the oceanfront pool and large screened porch. This airy beachfront home is within easy walking...

#31 Retreat at Rum Point is paradise for families with kids, couples and seniors. Ground Floor Condo, newly re-furnished with sleep sofa, new bedding, ceiling fans, propane grille. We are constantly upgrading! We have it ALL just steps from our condo. You can swim/snorkel/sunbathe from our...

Reef Romance is directly oceanfront in Rum Point on the north coast. A perfect getaway spot for up to five couples, Reef Romance features five king suites, a sizable sandy beach, and excellent snorkeling just steps from the back door! The oceanfront pool, hammocks, and outdoor thatched cabana...

This four bedroom beach house underwent a massive renovation in 2013, including the addition of a pool. Coral Loft is on the ocean in the Cayman Kai neighbourhood, a mere mile from the famous Rum Point Beach. The home sits atop a high ridge, offering panoramic views of the ocean as well as the...

Rebuilt completely in 2006, CAYMAN STEAD is a beachfront 2 bedroom, 2 bath luxury condo. It sleeps 6 comfortably with its 2 king beds as well as a queen sofa. There is an additional sofa out in the Lanai for that 7th guest. Beach and Ocean views from every room constantly reminding you that you...

Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 sq ft of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps 10 guests across 5 bedrooms each with private ensuite bath. Upon entering the great room there is an immediate wow factor as...

Cayman Dream sits directly oceanfront in Rum Point along the north coast. Featuring Caribbean style architecture and a sizable oceanfront pool, Cayman Dream is a great getaway for small families, or a pair of vacationing couples. The sandy beach is perfect for long walks or just lounging by the...

Welcome to Gypsy! This beautiful oceanfront villa has been professionally decorated and includes a private pool with elevated views. Spanning over 4,000 sq. ft. of living space Gypsy can accommodate 10 guests across 4 bedroom suites. The oceanfront master suite comes furnished with a four-poster...

Moon Glow is a 2 bedroom oceanfront home in Rum Point along the north coast. With cute, sunny interiors that capitalize on the ocean views, sandy beach, and oceanfront sun deck, Moon Glow is a great beach retreat for small families. Excellent snorkeling awaits you just steps off the sun deck....

Kaibo is what you have dreamed about when you think about an island getaway. It's fun, exciting, romantic, peacful and more all wrapped into one. We have a beautiful beach, a view that looks like a postcard and all the amenities you could want or need for a tropical paradise. Come visit us at Kaibo...

Hidden Cove is one of the best values on Grand Cayman. Tucked away in a quiet corner of the exclusive Cayman Kai area, Hidden Cove offers a very large family, or two smaller families, a home away from home at very reasonable rates. With a boat dock directly on a secluded cove right on Little...

This beautiful 2 Bed/2 Bath condo is literally located steps away from world famous Rum Point Beach at the quaint condo development of The Island Houses. There are 17 units in The Island Houses that wrap around the northern end of the Rum Point Lagoon. The neighbourhood is very quiet and peaceful...

Welcome to Villa Zara. This gated estate sits directly oceanfront in Rum Point, along Grand Cayman's north coast. This palatial villa offers a gorgeous pool deck complete with an oceanfront hot tub to soak in and enjoy the sparkling Caribbean views. A large sandy beach with phenomenal snorkeling...

Sea Grape Villa is directly oceanfront in Rum Point on the north coast. This large, one-story villa offers a cozy beach house atmosphere, oceanfront pool,and a sandy beach with plenty of palm trees, a hammock, and a thatched gazebo. The beachfront is perfect for long walks in any direction, and...

Our unit is on the very tip of Rum Point, providing both stunning sunrises and sunsets. Ocean views are present in the Master Bedroom and the living areas. You can walk right off the balcony to white sand beaches that offer the best snorkeling in Grand Cayman. Within the complex, you will find a...

Crystal Waters is directly oceanfront on a 200' wide barefoot beach in Cayman Kai. Quiet clear waters and panoramic ocean views await in this 5,200 sq. foot island getaway. The oceanfront first-floor sunporch spans the entire width of the house, allowing guests to enjoy the expansive Caribbean...

SWIM with Stingrays, SNORKEL close to the coolest corals around Barrier Reef, DIVE to devilishly deep drop-offs and wicked wrecks or KAYAK slowly under a blanket of stars Cayman’s only bio-luminescent bay , the best in the Caribbean! Our Island House is designed for life in the Tropics where...

Welcome to Amoraflora. This truly unique oceanfront villa in Rum Point offers a 'mini-resort' feel for large families or vacationing couples. Made up of two 'L-shaped' single story villas with a common breezeway to the sea, the combined villa enjoys a 200 ft wide double lot on the sea and has...

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!—is the vaulted great room's cypress tongue-and-groove ceiling. It's sure to capture your eye as you stare off across the...

Welcome to Cos Kai. This two-story luxury villa is a great family or multiple-couple villa choice offering amazing sunsets and barefoot swimming from a palm-shaded beach. Cos Kai is only a 5-minute walk from the Kaibo Yacht Club to the south and a 10-minute walk to the Rum Point Club to the north....

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 Stingray City, Rum Point and...

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. Upon entering the villa, your eyes are drawn through the living room's 40 foot wall of windows...

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--12 adults max--with 5 expansive oceanfront king suites and a separate queen master suite...

Welcome to Olympus, a majestic contemporary estate masterfully designed and perfectly positioned on a private oceanfront lot in Rum Point. Designed with dramatic white angled walls, three levels of outdoor entertaining spaces, and an oceanfront living area with 40 feet of floor-to-ceiling...

Welcome to Pools of the Kai! Pools #6 is one of the nicer condo units in this beachfront oasis. The condo has been fully renovated and redecorated down to the tile around the enclosed pool and both en-suite baths. Plus, the location cannot be beat. Walk barefoot to the Kaibo Marina and Rum Point...

Our luxury NON SMOKING GROUND FLOOR condo is nestled in a tropical paradise on the shores of Cayman Kai, in the exclusive Rum Point area of Grand Cayman. Seventeen feet of glass doors face the water. Walk right out your back door and you are on the beach. Not the crowded beach on the tourist side...