To see a quote for this villa, enter your dates and number of guests.
Set Dates & Guests
Cayman villa expert

Know Before You Go...

Kailypso Villa is located in gorgeous Cayman Kai. Step out the back door onto the screened patio, or walk a little further to the private pool, boat dock, sandy beach, and calm waters. Bring a book and camera, and let this lovely Grand Cayman home work its magic.

Betsy , 214-350-6220

Cove front home near Rum Point!

Kailypso rests on Cayman Kai’s Bioluminescent Bay near Rum Point. Over 2,800 square feet of outdoor space, cozy interiors, and a secluded beach create the perfect destination for family vacations and group getaways.

Kailypso’s waterfront pool and patio create a tropical oasis amongst tall palm trees and vibrant flowers. Loungers dot the pool deck and a wooden pathway leads down to a sandy beach and private boat dock. Beach lovers will love the beach’s chairs, loungers, tiki torches, and hammocks. A screened porch connects the villa’s Great Room to the pool deck, and is furnished with comfortable seating and a dining table. A propane grill and additional dining table wait on the pool deck for cookouts beneath the stars. Two single kayaks are provided to explore the calm waters of Cayman Kai, and at night guests can watch the water glow in the Bio Bay.

The open-concept Great Room features light tropical decor, glass French doors, and a large TV. The formal dining table seats six next to the fully equipped kitchen. Kailypso’s three bedrooms include a master suite with a private bathroom and two guest suites with a shared bathroom. The master suite is furnished with a king bed, a flatscreen TV, ocean views, and private access to the screened porch. The second suite enjoys ocean views, private access to the screened porch, a queen bed, and a flatscreen TV. The third suite enjoys garden views, a queen bed, and a set of bunk beds. The house also features WiFi, stereo, and central air-conditioning.

Kailypso is within walking distance to Rum Point’s beach, water sports, beach bar and grill, souvenir shop, and fine-dining restaurant. The Kaibo, a popular beachfront club, is also within walking distance and offers live music, food and drinks, and limbo. Ferry service to Camana Bay in Seven Mile Beach departs from the Kaibo Marina and Rum Point regularly, which is perfect for day trips.

Quick Quote

Dates People Nightly
Aug 20, 2022 to Nov 4, 2022
5 Night Minimum
1-8 people $595 USD
Nov 5, 2022 to Nov 18, 2022
5 Night Minimum
1-8 people $650 USD
Nov 19, 2022 to Nov 26, 2022
6 Night Minimum
1-8 people
Thanksgiving
$750 USD
Nov 27, 2022 to Dec 16, 2022
5 Night Minimum
1-8 people $695 USD
Dec 17, 2022 to Dec 25, 2022
7 Night Minimum
1-8 people
Christmas
$1,250 USD
Dec 26, 2022 to Jan 4, 2023
7 Night Minimum
1-8 people
New Years
$1,450 USD
Jan 5, 2023 to Mar 2, 2023
5 Night Minimum
1-8 people $850 USD
Mar 3, 2023 to Apr 14, 2023
5 Night Minimum
1-8 people $895 USD
Apr 15, 2023 to May 26, 2023
5 Night Minimum
1-8 people $875 USD
May 27, 2023 to Aug 25, 2023
5 Night Minimum
1-8 people $795 USD
Aug 26, 2023 to Nov 3, 2023
5 Night Minimum
1-8 people $595 USD
Nov 4, 2023 to Nov 17, 2023
5 Night Minimum
1-8 people $650 USD
Nov 18, 2023 to Nov 25, 2023
6 Night Minimum
1-8 people
Thanksgiving
$750 USD
Nov 26, 2023 to Dec 15, 2023
5 Night Minimum
1-8 people $695 USD
Dec 16, 2023 to Dec 26, 2023
7 Night Minimum
1-8 people
Christmas
$1,250 USD
Dec 27, 2023 to Jan 4, 2024
7 Night Minimum
1-8 people
New Years
$1,450 USD
Jan 5, 2024 to Mar 1, 2024
5 Night Minimum
1-8 people $850 USD
Mar 2, 2024 to Apr 12, 2024
5 Night Minimum
1-8 people $895 USD
Apr 13, 2024 to May 24, 2024
5 Night Minimum
1-8 people $875 USD
May 25, 2024 to Aug 23, 2024
5 Night Minimum
1-8 people $795 USD

Notes on Rates:

  • All rental rates are based on two persons per bedroom.
  • This property charges rates in US Dollars (USD).
  • Rates do not include: tax of 13%, island charges of $295, island charges of 10%.
  • Rates are subject to change.
  • A valid credit card is required to take occupancy. A refundable damage deposit will be charged at final payment, and refunded within 10 days of departure, barring no damages.
  • Holiday bookings may require longer stays or whole house rate.
Rates shown in

Choosing the right villa is just the first step in creating the perfect vacation experience. We help you plan every element of your villa vacation, from rental cars to spa treatments, completely personalized to you.

  • grocery provisioning
  • car rental
  • spa services
  • chef/cook services
  • butler service
  • restaurant reservations
  • activities and sightseeing
  • ferry/airport transfers
  • laundry service

    Beds & Baths

    Main House

    • Bedroom 1: Private access to the sunroom
      • 1 King, Air Conditioning, TV, Exterior Access
    • Bedroom 2: Private access to the sunroom
      • 1 Queen, Air Conditioning, TV, Ocean View, Exterior Access
    • Bedroom 3: twin over twin bunk bed plus a double
      • 1 Queen, 1 Twin Bunk, Air Conditioning, Garden View

    Other Bathrooms

    • Bathroom 1: Full bath
    • Bathroom 2: Shared bathroom with bedrooms 2 and 3: Full bath, Shower
    • Bathroom 3: Half bath

Features

  • BBQ Outside (Gas)
  • Beach Towels
  • Beachfront
  • Boat Dock
  • Cable TV
  • CD Player
  • Ceiling Fans
  • Coffee Maker - Drip style
  • Dishwasher
  • DVD Player
  • Fridge
  • Hair Dryers
  • Hammock
  • Ice maker
  • Internet Access/WiFi
  • Iron/Ironing Board
  • Kayak(s)
  • Microwave
  • Oven/Stove
  • Pool at Villa
  • Screened Porch
  • Stereo System
  • Television
  • Toaster
  • Washer/Dryer
  • Water Sports Nearby
Air Conditioning A/C throughout villa : Fully air-conditioned
Location Cayman Kai & North Side
Sq Ft. 2,800
Beach Cove front villa on Bioluminescent Bay - great for kayaking but not swimming or snorkeling. Rum Point is a short distance from the villa.
Groceries 8 minutes by car
Restaurants 3 minutes by car
Transfers Not Included
Notes Dining room seats 6
Included 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.
Children Welcome
Additional Car rental, private chef, butler, server, daily maid service, grocery and beverage shopping (pre-arrival and during your stay), liquor and wine delivery, nanny service, baby equipment, spa services, yoga and personal training, photography, and private airport transfer/car service can be arranged for an additional fee.
September 2022
SuMoTuWeThFrSa
    123
45678910
11121314151617
18192021222324
252627282930 
October 2022
SuMoTuWeThFrSa
      1
2345678
9101112131415
16171819202122
23242526272829
3031     
November 2022
SuMoTuWeThFrSa
  12345
6789101112
13141516171819
20212223242526
27282930   
December 2022
SuMoTuWeThFrSa
    123
45678910
11121314151617
18192021222324
25262728293031
January 2023
SuMoTuWeThFrSa
1234567
891011121314
15161718192021
22232425262728
293031    
February 2023
SuMoTuWeThFrSa
   1234
567891011
12131415161718
19202122232425
262728    
March 2023
SuMoTuWeThFrSa
   1234
567891011
12131415161718
19202122232425
262728293031 
April 2023
SuMoTuWeThFrSa
      1
2345678
9101112131415
16171819202122
23242526272829
30      
May 2023
SuMoTuWeThFrSa
 123456
78910111213
14151617181920
21222324252627
28293031   
June 2023
SuMoTuWeThFrSa
    123
45678910
11121314151617
18192021222324
252627282930 
July 2023
SuMoTuWeThFrSa
      1
2345678
9101112131415
16171819202122
23242526272829
3031     
August 2023
SuMoTuWeThFrSa
  12345
6789101112
13141516171819
20212223242526
2728293031  
September 2023
SuMoTuWeThFrSa
     12
3456789
10111213141516
17181920212223
24252627282930
October 2023
SuMoTuWeThFrSa
1234567
891011121314
15161718192021
22232425262728
293031    
November 2023
SuMoTuWeThFrSa
   1234
567891011
12131415161718
19202122232425
2627282930  
December 2023
SuMoTuWeThFrSa
     12
3456789
10111213141516
17181920212223
24252627282930
31      
January 2024
SuMoTuWeThFrSa
 123456
78910111213
14151617181920
21222324252627
28293031   
February 2024
SuMoTuWeThFrSa
    123
45678910
11121314151617
18192021222324
2526272829