Cayman Kai Vacation Rentals

Embark on an unparalleled five-star luxury vacation experience at Sun Salutations, an exquisite oceanfront estate in the posh Cayman Kai neighborhood. This home seamlessly blends minimalist design with a tranquil ambiance and resort-like amenities, off... more

Tranquil nights, clear waters, and sunny beachfront living await at this fabulous island retreat. Spanning 5,200 sq. ft., Crystal Waters sits directly oceanfront on a 200-foot wide barefoot beach in Cayman Kai. With two bedrooms on the lower level and ... more

Welcome to Kaiku, a lavishly landscaped, gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a 6-bedroom, two-story main house plus a detached, large 2-bedroom guest house over a double garage. This luxurious estate ... more

Welcome to Kaiku, a lavishly landscaped, beachfront gated estate in Cayman Kai. This sprawling villa sits on a double lot consisting of a six-bedroom, two-story main house plus an optional detached two-bedroom guest cottage over a double garage. The c... more

Ocean Kai was recently built on the oceanfront in Cayman Kai. Spanning over 5,500 square feet of lofty living space, with tall ceilings and open concept design, Ocean Kai sleeps ten guests across five bedrooms each with a private en suite bath. Upon en... more

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. Soaring ceilings, walls of glass and a quiet cove wi... more

Welcome to Caribe Sun, a newly constructed 5-bedroom, 4-bathroom villa in the serene Cayman Kai neighborhood. Designed with a calming blue color scheme, this modern retreat offers a seamless blend of luxury and island charm, accommodating up to 10 gues... more

Sea 2 Infinity's is a two-story villa that spans over 4,000 sq. ft. and sits on over an acre of sand in beautiful Cayman Kai. Guests can walk to Starfish Point, the Kaibo restaurants, and the Rum Point Club once it reopens in late Spring 2023. It's the pe... more

Hidden Cove offers a large family, or two smaller families, a home away from home with the amenities of a vacation resort. With a boat dock directly on a secluded cove, guests can launch kayaks, six come provided complimentary, for a day of exploring abov... more

Kai Cove is a newly renovated beachfront home within the exclusive Cayman Kai area near Rum Point. Blending beach house vibes with Balinese decor, Kai Cove's redesign has been profiled in Real Life Caribbean, a luxury lifestyle magazine. This stunning... more

Welcome to Bit of Heaven! This bright thee-bedroom, three-bath beachfront cottage epitomizes a tropical island living in the resort neighborhood of Cayman Kai. Upon entering a bit of Heaven, your eyes can't help but be drawn through the family room wa... more

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 vacatio... more