Guests of this accommodation can take advantage of the benefits included in the Silver Thatch Membership. Contact a Rental Escapes villa specialist for the full list of benefits. Premium amenities are available for a separate charge.
Welcome to Kailypso, a three-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 wooden pathway leads you down from the pool deck onto a soft sandy beach with a 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 six 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 eight). A propane grill and outdoor dining table (seats six) sit on the pool deck and are perfect for island cookouts under the stars.
Kailypso's three bedrooms include a master suite with a private bathroom and two additional bedrooms with a shared bath.
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 two 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 watermark 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 and 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. The owners do make efforts to remove heavy sargassum and will have the beach raked prior to your arrival. We try our best to work around mother nature.
|Category||Date Range||Rate||Min stay|
|Mid||Nov 25 2023 to Dec 17 2023||$695 per Night||5 Nights|
|Christmas||Dec 18 2023 to Dec 26 2023||$1,250 per Night||7 Nights|
|New Year's||Dec 27 2023 to Jan 4 2024||$1,450 per Night||7 Nights|
|High||Jan 5 2024 to Mar 1 2024||$850 per Night||5 Nights|
|Peak||Mar 2 2024 to Apr 12 2024||$895 per Night||5 Nights|
|Mid||Apr 13 2024 to May 24 2024||$875 per Night||5 Nights|
|Mid||May 25 2024 to Aug 14 2024||$795 per Night||5 Nights|
|Low||Aug 15 2024 to Nov 1 2024||$595 per Night||5 Nights|
|Mid||Nov 2 2024 to Nov 22 2024||$650 per Night||5 Nights|
|Thanksgiving||Nov 23 2024 to Nov 30 2024||$750 per Night||6 Nights|
|Mid||Dec 1 2024 to Dec 18 2024||$695 per Night||5 Nights|
|Christmas||Dec 19 2024 to Dec 26 2024||$1,250 per Night||7 Nights|
|New Year's||Dec 27 2024 to Jan 3 2025||$1,450 per Night||7 Nights|
|Departure Cleaning Fee(non-refundable)||$295 Flat|
|Damage Deposit | Excess Cleaning||$1,000 Flat||Refundable|
|Silver Thatch Membership||10.00%|
|Check-in time:||15:00||Check-out time:||10:00|
• 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
Amenities and services available upon request (extra cost):
• Additional staff available at this villa includes a housekeeper
Industry Association Recommended Cleaning Practice: SafeHome
|Bedroom 1 | Primary||1 King||2 Guests||Additional Info|
|Bedroom 2||1 King||2 Guests||Additional Info|
|Bedroom 3||1 Queen
|4 Guests||Additional Info|
|Bathroom 1||Toilet, Shower||En-suite|
|Bathroom 2||Toilet, Shower||Shared between 2 and 3|
Cayman Kai, Cayman Islands
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.
Jaclyn & Nathan H.
Feb 10, 2023
A private piece of paradise in the Cayman
If you are looking for an amazing experience, with family, friends, or just a romantic getaway- this is the spot to come. Our Villa had all amenities needed and the layout was perfection for 2 family’s to comfortably stay. The pool and beach was private and absolutely wonderful. On the No moon nights we were able to kayak in the bioluminescent bay and it was an experience to remember! You are in walking distance (about 10 minutes) to Rum point beach and 13 minutes to Kaibo Beach and restaurant. I highly recommend this place to anyone looking to escape the more touristy areas and experience a real taste of paradise and seclusion.
Nov 15, 2022
The layout of the villa was perfect. Great location. It was clean. We really enjoyed our stay.
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