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Robert Wagner, Owner
Cell Phone
 (412) 977-8032

"85 Degrees"
Average Temperature

"82 Degrees"
Average Water Temperature

"7"
Average number of spectacular sunsets at Rum Point Beach in a week

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"CAYMAN KAI VACATIONS"

"Villas, Rum Point Club Resort,
 Island Houses of Cayman Kai, Garden of the Kai,
Kaibo Condos Phase II, & The Pools"
in the Cayman Kai/Rum Point and North Side of Grand Cayman, Cayman Islands,
which ranges from Villas with six or more bedrooms, one to four bedrooms Condominiums at the Rum Point Club Resort, two bedrooms Island Houses of Cayman Kai, three bedroom at the Garden of the Kai, one and two bedrooms Condominiums at the Kaibo Condos Phase II and The Pools
Select one of these top-notch  properties that will offer you a sense of privacy
and peacefulness during  your Grand Cayman vacation.
 
We have a vacation rental option that will fit your needs and budget!
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"KAILYPSO"
 Cayman Kai
 
 8 Guests
 
 3 Bedrooms
 
2 Bathrooms
1- KING SIZE BED
2-QUEEN BED
1-BUNK BED
POOL

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

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 in the screened-in porch. A wooden pathway leads you down from the pool deck on to a soft sandy beach with private boat dock. 

Beach lovers will love this wide slice of paradise with chairs, loungers, tiki torches, and hammocks set up on the beach. Take full advantage of the private dock by booking a charter to Sting Ray City and request to be picked up right off your dock—it’s 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 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-in 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 (seats 8). A charcoal grill and outdoor dining table (seats 6) sits on the pool deck and is perfect for island cookouts under the stars.

Kailypso’s three bedrooms include a master suite with private bathroom and two additional bedrooms with a shared bath.

Kailypso’s Bedroom Layout

(Sleeps 8 guests total, 6 adults max)

  • Master Suite - Furnished with a king bed, ensuite bath with double vanity and shower, plus flat screen TV, ocean views, and private access to the sunroom.
  • Guest Bedroom #1 - Ocean views, private access to the sunroom, shared bathroom, and furnished with a queen bed and flat screen TV.
  • Guest Bedroom #2 - Garden views, shared bathroom, and furnished with a queen bed and set of bunk beds for kids. 

Finally, Kailypso’s location puts it at the center of all the best that Cayman Kai has to offer minus the crowds. Guests can walk to Rum Point to find a heavenly barefoot beach plus watersports activities, a beach bar and grill, a souvenir shop, and a fine-dining restaurant.

The Kaibo is another popular beachfront club also within walking distance featuring live music, food, and drinks, plus limbo on the beach—how low can you go? Ferry service to Camana Bay in Seven Mile Beach departs from the Kaibo Marina and Rum Point regularly making it perfect for day trips.
 

With a great location and fabulous outdoor amenities, it's easy to see why guests love Kailypso!


*Note: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols.

**Silver Thatch tandem kayaks and stand up paddleboards (SUPs) available for discounted rental. Signed waiver required.

Amenities

Barefoot Beach
Private Pool
Private Dock
2 Single Kayaks Included
Chaise Lounges
Beach Hammocks
Outdoor Shower
Sunroom
WiFi/internet
Keyless Entry
Flat Screen TVs
Central A/C
Cable TV
Stereo
DVD Player
Full Kitchen
Modern Appliances
Coffee Maker
Toaster
Charcoal and Propane Grills
Washer & Dryer
Linens Provided
Beach & Bath Towels Provided
Iron & Board
Hair Dryer
Off Street Parking
No Smoking Allowed
No Pets Permitted
Kayaks & Paddleboards for Rent

 The 10% Guest Service Fee includes your Silver Thatch Membership.

The Guest Service Fee is capped at 10 days for extended stays.

Member Benefits

  • Centralized on-island Guest Services & Welcome Center
  • Unlimited use of Silver Thatch Fitness Center (18+ yrs.)
  • Business Center Access: computers, printer, scanner, & FedEx/DHL supplies
  • Silver Thatch Discount Card for savings at area businesses
  • 10% advance booking discount for private charter
  • Complimentary use of snorkel equipment
  • Complimentary pack-n-plays, booster seats, & baby gates
  • Referral to preferred vendors, guest services desk assistance
  • Complimentary early check-in, if no check out on same day
  • $500 of Accidental Villa Damage Protection
  • Additional tandem kayaks & paddleboards available for discounted rental*

*Signed waiver required.

Beach Notes

The entire island is only 22 miles wide from west to east, so you are never too far from anywhere on Grand Cayman.

The cove-front homes in Cayman Kai offer calm serene water for docking a rental boat, private charter pick-up if the villa has a dock or just safe shallow water along the edge swimming for little children. Adults won’t swim in the cove—Rum Point is too nice by comparison—the water is shallow and has a softer bottom and there is no reef here for fish life...but we do see the occasional turtle, eagle ray or tarpon swim by in the shallows! Another benefit is that we rarely get any seaweed in the cove so the beaches stay cleaner than the oceanfront beaches.

The beaches are flat white barefoot sand. The big draw to this area is the proximity to the Rum Point Club, a public beach club within a short walk that offers a fantastic barefoot beach, many water sports, a restaurant and bar, gift shop and pick-up beach volleyball games.  Also nearby is the Kaibo, a beachfront restaurant, bar, and marina.

Lastly, about 20 minutes east there are 2 large resorts--Morritt's and The Reef--that offer manicured beaches, plus restaurants, a grocery store, liquor store, gift shops, a Subway sandwich shop, the Italian Kitchen Restaurant. These two resorts also offer scuba, snorkel trips, jet ski rentals, windsurfing, kiteboarding, oceanfront pools, and bar service.

General Grand Cayman Beach Notes 

All beaches in Grand Cayman are technically “public” since the Queen owns up to the high water mark and the shoreline quality behind your property may vary seasonally. Be advised that the beach or water entry behind your property may vary slightly from the images on our website because of the weather. The next-door beach is also always available for your use.

Ocean Debris & Sargassum Seaweed

Beaches in Grand Cayman may also experience floating ocean debris and sargassum weed seasonally. Sargassum is a generally harmless floating seaweed that has increased in frequency in recent years. Although sargassum is an unsightly nuisance, it is largely seasonal in summer. Our owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. 

Should sargassum weed be extremely heavy behind your property, we will reach out to the owner for alternative solutions which may include a partial refund or relocation. We try our best to work around mother nature.


"GREAT ESCAPE"
Rental Rates
CERTAIN MAJOR VACATION RENTAL WEBSITES
ARE NOW CHARGING A "BOOKING" OR "SERVICE FEE"
 OVER THE OWNER RENTAL RATES TO BOOK ON THEIR SITES
CAYMAN KAI VACATIONS
 LISTED PRICES FOR ALL PROPERTIES DO NOT INCLUDE ANY "BOOKING" OR "SERVICES FEES"
THIS CAN SAVE YOU FROM 4% TO 15%
Web Site

CAYMAN KAI VACATIONS

BOOKING/SERVICE FEE 0% 4% to 9% 4% to 9% 5% to 15% 4% to 9%
Begins Ends Daily
(before fees & tax)
Aug 14, 2026 Oct 31, 2026 $625
Nov 01, 2026 Nov 20, 2026 $745
Nov 21, 2026 Nov 28, 2026 $995
Nov 29, 2026 Dec 17, 2026 $825
Dec 18, 2026 Dec 25, 2026 $1,595
Dec 26, 2026 Jan 04, 2027 $1,695
Jan 05, 2027 Feb 27, 2027 $995
Feb 28, 2027 Apr 10, 2027 $1,095
Apr 11, 2027 May 22, 2027 $825
May 23, 2027 Aug 12, 2027 $895
Aug 13, 2027 Oct 30, 2027 $625
Oct 31, 2027 Nov 19, 2027 $745
Nov 20, 2027 Nov 27, 2027 $995
Nov 28, 2027 Dec 16, 2027 $825
Dec 17, 2027 Dec 25, 2027 $1,595
  • A 13% Occupancy Tax is added to rates.
  • A 10% Guest Service Fee is added to rates.
  • Accidental Damage Protection added to rates.
  • A Departure Cleaning Fee is added to all rates. 

Active Discounts

Last-Minute Discount

  • Book a last-minute stay within 45 days of arrival and save 15% with promo code LASTMINUTE. Minimum night stay required. No blackout dates apply. 

Free 7th Night Discount

  • Pay for 6 Nights, Stay for 7! Book a weekly stay through November 20, 2026, and your 7th night is free! Use promo code STAY7 to unlock this deal. No blackout dates apply.  
     

Last-Minute Weekly Discount

  • Book a last-minute weekly stay within 45 days of arrival and unlock big savings with promo code SAVEBIG$. Limited-time offer. No blackout dates apply.

Booking Rules

  • 5 nights minimum.
  • 6 nights minimum and full occupancy required over Thanksgiving week.
  • 7 nights minimum and full occupancy required over Christmas and New Year's week.
  • Christmas & New Year's are split into two rental periods. Please inquire directly with your travel dates prior to booking.
  • Shorter stays may be available but subject to a higher cleaning fee. Please inquire before booking.
  • Must be 25 years or older to book and must occupy the property during the entire stay.

Villa Cleaning & Sanitation

All villas are cleaned and sanitized prior to each guest's arrival. We also ask our owners to provide a starter supply of extra cleaning products.

Additional housekeeping services can be purchased after booking in 3-hour time blocks. Scheduling may be coordinated with your property manager upon arrival.

 


All reservations will be subject to the
Booking and Cancellation
All information, policies, rates, availability dates, amenities and Terms and Conditions listed on this web site for Cayman Kai Vacations and each individual Island House are believed to be true and correct, but can change at any time. If there is a difference in the listed information, policies, rates, availability dates, amenities and Terms and Conditions and the actual information, policies, rates, availability dates, amenities and Terms and Conditions for your selected Island House, we will contact you before we finalize any reservation.
 
United States Dollar (USD) to other Currency
Cayman Islands Dollar (KYD) to other Currency

We have taken great care to network with reputable local Management Companies, located in Cayman Kai, to ensure quality and prompt services. Services include: preparing homes for guests arrival and departure; maid services; and any emergency services or repairs if necessary. They will be on call to assist all our guests.

"Kailypso " is licensed annually by the Hotels Licensing Board, Cayman Island's Tourist Department to operate as Tourist


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Cayman Kai Vacations
"Villas, Rum Point Club Resort,
 Island Houses of Cayman Kai, Garden of the Kai,
Kaibo Condos Phase II, & The Pools"
in Cayman Kai/Rum Point and North Side of Grand Cayman

 

This site was last updates: 09/21/26 12:31 PM

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