Average number of spectacular
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"CAYMAN KAI VACATIONS"
"Villas, Rum Point Club Resort,
Island
Houses
and Condominiums"
in Cayman Kai/Rum Point and North Side of
Grand Cayman
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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
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
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.
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