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6 dreamy homes with waterfront pools

There’s something magical about a waterfront pool—the way the shimmering water meets the horizon, the quiet luxury of a private retreat, and the effortless connection between indoor and outdoor living. Whether it’s an infinity-edge pool overlooking the Caribbean or a secluded lagoon escape, these six Grand Cayman properties redefine waterfront living.

1. Compound Kai – A Grand Cayman Masterpiece

Compound Kai, Cayman Islands
Compound Kai, Cayman Islands | Listed by Jonathan Sparrow and Patty Nugent

A private sanctuary in the prestigious Cayman Kai this stunning estate offering an unparalleled waterfront lifestyle.Including a pristine beach, boat dock, sparkling swimming pool with stunning waterviews over the azure waters, multiple shaded patio areas, beach cabanas, private balconies make this the ultimate outdoor retreat that exceeds expectations.

2. Kai Rose – Serene elegance in Cayman Kai

Kai Rose
Kai Rose, Cayman Islands |  Listed by Patty Nugent

Kai Rose is tucked along the pristine shores of Cayman Kai, offering a true oceanfront sanctuary with uninterrupted ocean views and seamless indoor-outdoor living. The serene pool, framed by swaying palms and just steps from 210 feet of Caribbean sea frontage, is paradise found. This oceanfront estate invites you to experience life beyond the ordinary.

3. Kai-Yak Cove – A contemporary waterfront retreat

Kai-Yak Cove
Kai-Yak Cove, Cayman Islands | Listed by Sheena Conolly 

Welcome to Kai-Yak Cove, a beautiful newly built luxury Caribbean-style villa with a dramatic oceanfront setting. Designed for seamless indoor-outdoor living, this home features a wrap-around veranda, outdoor kitchen, heated spa, and private dock with a gazebo. At the heart of the outdoor space is the infinity-edge pool, perfectly positioned to appear as though it merges with the Caribbean Sea, creating a breathtaking focal point. With every detail crafted for relaxation and entertaining, this villa is truly an entertainer’s dream

4. Our Cayman Cottage – A private coastal retreat

Our Cayman Cottage
Our Cayman Cottage, Cayman Islands | Listed by Patty Nugent 

Our Cayman Cottage is an 8,759-square-foot retreat sits  high on a bluff, offering spectacular panoramic views of the Caribbean Sea. The fully automated oceanfront infinity pool and spa blend seamlessly with the horizon, featuring a stunning glass bead finish and intricate sea life mosaics. Just steps below, a secluded private beach awaits, providing direct access to crystal-clear, reef-protected waters. With over 2,000 square feet of covered outdoor space this property is the ultimate waterfront escape.

5. Fruit Bowl – Caribbean Chic on the North Sound

Fruit Bowl
Fruit Bowl, Cayman Islands | listed by Sheena Conolly 

Fruit Bowl is a bright, stylish and luxurious waterfront escape that perfectly deisgned for island living. The pool and outdoor entertaining area overlook stunning views of the North Sound, offering endless opportunities for relaxation and recreation. A true balance of sophistication and comfort, this home is a tropical dream.

6. Castillo Caribe – The pinnacle of luxury

Castillo Caribe
Castillo Caribe, Cayman Islands | Listed by Heather Carrigan

A Grand Cayman icon, Castillo Caribe is an architectural masterpiece that sets the standard for ultra-luxury living. With an oceanfront pool that rivals the world’s best resorts, this estate offers a lifestyle of grandeur and exclusivity. Designed for those who seek the finest in beachfront living, Castillo Caribe is truly one of a kind.

Discover waterfront living in Grand Cayman

These exceptional homes go beyond stunning pools—they redefine outdoor living with resort-style designs, infinity edges, and panoramic waterfront views.  Whether you seek a private retreat or a statement residence, these properties showcase the very best of Cayman Islands waterfront real estate.

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