Villa Kailypso - Image 1
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.Nestled among tall palm trees and lush tropical plants, Kailypso’s waterfront pool and patio create a tropical oasis. Plenty of loungers dot the po...

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.

Nestled among tall palm trees and lush tropical plants, Kailypso’s waterfront pool and patio create a tropical oasis. Plenty of loungers dot the pool deck for sunbathers to kick back and work on their tans.

After hours under the sun, cool off with a refreshing dip in the pool or seek shade on the screened-in porch. A concrete pathway leads you down from the pool deck onto a soft sandy beach with a private boat dock. Beach lovers will love this slice of paradise.

Take full advantage of the villa's private dock by booking a charter to Stingray City. Request to be picked up and dropped off right on your dock for the ultimate charter experience!

Two single kayaks are provided during your stay. During the day, launch from the dock and explore the calm surrounding waters of Cayman Kai.

Then, on moonless nights, take the kayaks out and watch the water glow with light as you paddle. Bio Bay is one of the few bioluminescent bays in the world making it an unforgettable experience.

Kailypso’s three bedrooms include a primary suite with an ensuite bathroom and two additional bedrooms with a shared bathroom between them.

Primary Suite - king bed, ocean views, television, walk-out access to screened porch, ensuite bath with double vanity and shower.

Ocean Bedroom - king bed, ocean views, television, walk-out access to screened porch, shares hall bathroom furnished with shower.

Garden Bedroom - queen bed + bunk bed for kids, garden views, shares hall bathroom furnished with shower.

Kailypso’s interiors feature an open concept great room with living and dining areas furnished in light tropical decor.

The formal dining table seats 6 and is adjacent to the kitchen with ocean views.

A galley kitchen comes equipped with modern appliances including a microwave and dishwasher, plus cookware, dishes, glassware, and cutlery.

A full-width screened porch sits off the great room leading out to the pool deck. The porch is furnished with comfortable seating areas and a patio dining table with seating for 8.

A 13% Occupancy Tax and a 10% Guest Service Fee was added to all rates.

Minimum stay: 5 nights; Thanksgiving week: 6 nights, Christmas & New Year: 7 nights

Interior features

  • Sunroom
  • WiFi
  • A/C
  • Fully equipped kitchen
  • Linens
  • Beach & Bath Towels

Outdoor features

  • Beachfront
  • Pool
  • Private Dock
  • Dockside Service
  • 2 Single Kayaks Included
  • Chaise Lounges
  • Beach Hammocks
  • Outdoor Shower
  • 2 Grills
  • Off Street Parking

Business center access

Private fitness center access

Guest club membership

Supply of cleaning products

Snorkel equipment

Our Guest Experience Concierge is here to help you plan every detail of your stay. From restaurant reservations and yacht charters to private chefs and local experiences, we ensure your villa holiday is seamless and unforgettable.

10 min from Rum Point Beach

The Kaibo marina

52 min from Owen Roberts Airport

This villa is perfect for families seeking space and privacy, couples celebrating special occasions, and groups of friends who appreciate luxury and exceptional service.

Villa Kailypso

Grand Cayman, Cayman Kai

KEY SPECIFICATIONS

3 Bedrooms
8 Guests
Swimming Pool

Starting from 732 $/night*

Discover the finest local restaurants, markets, and culinary experiences. Our concierge can arrange private wine tastings, cooking classes with local chefs, and reservations at the region's most acclaimed dining establishments.

Find Your chef

Browse our hand-selected private chefs in Caribbean. Each brings exceptional skill and creativity to craft unforgettable dining experiences in the comfort of your villa.

Agustina C
Agustina C

Agustina C

Agustina trained at Pimienta Negra in Argentina, Le Prieuré in France, and Les Templiers, near Paris. Her cuisine blends Italian, Latin American, Middle Eastern, French, American, and healthy influences. With four years as a private chef, she has worked for athletes and UHNW families, including royalty and high-profile sports figures.

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Private Chef & Multilingual Butler service are included

Villa Kailypso

Grand Cayman, Cayman Kai

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Check-out: Select dates

Starting from 732 $/night*

Guest experience

An absolutely magical experience! The villa exceeded all our expectations. The attention to detail, the stunning views, and the impeccable service made our vacation truly unforgettable. The private chef prepared the most amazing meals every evening.

Sarah & James, London

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Frequently asked questions

Many of our luxury villas in Villas include a dedicated private chef and butler service. Check individual villa listings for specific service details.

Villas offers wonderful experiences throughout the year. The peak season typically offers the best weather and most vibrant atmosphere, while shoulder seasons provide a more relaxed experience with fewer crowds. Contact our concierge team for personalized recommendations.

Simply browse our destinations, select a villa that suits your needs, and submit an enquiry. Our team will get back to you within 24 hours with availability and a detailed proposal.

Cancellation terms vary by villa and season. Our team will provide full details in your booking proposal before you confirm.

Absolutely. From private wine tastings to yacht excursions, we can arrange a wide range of curated experiences to make your stay unforgettable.