Entire home

Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay

Photo gallery for Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay

Welcome to Kailypso, a 3-bedroom beach house with a private pool overlooking the island's Bioluminescent Bay.
Seaside hammocks for lazy days on the beach.
Launch from the villa's private dock and explore the glowing waters on moonless nights.
Furnished screened porch with waterfront views.
Renovated interiors with new decor and modern furnishings.

Reviews

9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8260.1 sq m

Popular amenities

  • Parking available
  • Dryer
  • Gym
  • Washer
  • Pool
  • Kitchen

Explore the area

Map
Rum Point, Grand Cayman
  • Star Fish Point
    ‪11 min walk‬
  • Rum Point Beach
    ‪16 min walk‬
  • Grand Cayman Beaches
    ‪3 min drive‬
  • George Town (GCM-Owen Roberts Intl.)
    ‪51 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Garden View Guest Bedroom

1 Single Bunk Bed and 1 Queen Bed

Oceanfront Guest Bedroom

1 Queen Bed

Oceanfront Master Suite

1 King Bed

2 bathrooms

Guest Bedroom Shared Bath

Toilet · Shower only

Oceanfront Master Suite Bath

Toilet · Shower only

Outdoor Shower

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay

***Property Overview***
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 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 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 a private bathroom and two additional bedrooms with a shared bath. The villa sleeps 6 adults max, 8 guests in total.

***Kailypso's Bedroom Layout***
-- Master Suite - king bed, ocean views, TV, walk-out access to the sunroom, ensuite bath with double vanity and shower.
-- Guest Bedroom #1 - queen bed, ocean views, TV, walk-out access to the sunroom, shares adjacent bathroom with shower.
-- Guest Bedroom #2 - queen bed plus a set of bunk beds for kids, garden views, shares adjacent bathroom with shower.

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!

***IMPORTANT NOTES***
-- A Cleaning Fee may be required due to enhanced cleaning, sanitation, and inspection protocols.
-- Additional kayaks and stand-up paddleboards (SUPs) are available for discounted rental. Signed waiver required.

***Rate Details***
-- 13% Occupancy Tax added to all rates.
-- 10% Guest Service added to all rates.
-- Owner requires a $1,000 refundable cleaning & damages deposit.

***Booking Rules***
-- 5 nights minimum stay required.
-- 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 dates are split into two rental periods. Please inquire 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 or older to book and must occupy the property during the entire stay.

***Grand Cayman Villas & Condos Guest Services***
The 10% Guest Service Fee includes your Guest Services Membership.

Member Benefits
-- Centralized on-island Guest Services & Welcome Center
-- Unlimited use of Private Fitness Center (18+ yrs.)
-- Business Center Access: computers, printer, scanner, & FedEx/DHL supplies
-- Proprietary Guest benefit & discount card
-- 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 the same day
-- $1,500 of Accidental Villa Damage Protection
-- Additional kayaks and stand-up paddleboards (SUPs) available for discounted rental*
*Signed waiver required.

===================

***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.

***Beach Notes***
All beaches in Grand Cayman are technically public since the Queen owns up to the high watermark. Be advised, the beach or water entry behind your property may vary slightly from the images displayed due to 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 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.

Property manager

Grand Cayman Villas & Condos
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Gym

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
Our hospitality team will follow up after booking for your contact info & email address.
All guests must check-in at our Silver Thatch Welcome Center at 846 Frank Sound Road. Directions will be emailed to you 2 weeks prior to arrival.
A signed Rental Agreement is required after booking. Click on the Rental Agreement link below for details and our full cancellation policy.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

We should mention

A car is required for transport to and from this property

About the area

North Side

Located in North Side, this holiday home is on the beach. Boddentown Art Shop and Cayman Maritime Treasure Museum are cultural highlights, and some of the area's attractions include Queen Elizabeth II Botanic Park and Cayman Crazy Golfing Mini Golf. Discover the area's water adventures with scuba diving, snorkelling and power boating nearby, or enjoy the great outdoors with ecotours.
Map
Rum Point, Grand Cayman

What's nearby

  • Star Fish Point - 11 min walk - 1.0 km
  • Cayman Kai Public Beach - 11 min walk - 1.0 km
  • Rum Point Beach - 16 min walk - 1.4 km
  • Starfish Beach - 3 min drive - 1.7 km
  • Grand Cayman Beaches - 3 min drive - 2.3 km

Getting around

  • George Town (GCM-Owen Roberts Intl.) - 51 min drive

Restaurants

  • ‪Kaibo restaurant . beach bar . marina - ‬14 min walk
  • ‪Rum Point Club and Restaurant - ‬10 min walk
  • ‪Kaibo - ‬14 min walk
  • ‪Czech Inn Grill - ‬29 min drive
  • ‪The Villa - ‬42 min drive

Frequently asked questions

Does Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay have a pool?

Yes, this property has a pool.

Is Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay?

Check-in begins at 3:00 PM.

What time is check-out at Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay?

Checkout is at 10:00 AM.

Where is Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay located?

Nestled on the beach, this North Side holiday home is within a 15-minute walk of North Sound, Star Fish Point and Cayman Kai Public Beach. Rum Point Beach and Starfish Beach are also within 1 mile (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 20 reviews
Rating 8 - Good. 3 out of 20 reviews
Rating 6 - Okay. 1 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

10/10 Excellent

Leah F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

Had everything we needed, clean and beautiful!!!!
Stayed 9 nights in Jun 2024

8/10 Good

Leon J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house, but overpriced

This was our fourth summer in the Caymans. We always choose to stay around Cayman Kai area as we like this side of the island. The house is a bit dated and had some issues. Nothing that impacted our stay, but for the price, I would expect it to be a bit nicer, more updated, better shower, and the pool was pretty dirty when we arrived. The property manager was super responsive and very nice. We will stay somewhere else next time, just given we’ve stayed in nicer homes for a better price. But, for the right price it’s a good enough house with a great location.
Stayed 8 nights in Jun 2024

10/10 Excellent

Caitlin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic property and location

Excellent for walking to great restaurants and beaches. Ferry to Caymana bay is close by and convenient. Back yard and pool are perfect for lazy days in the sun.
Stayed 7 nights in Jan 2024

10/10 Excellent

Rose T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location!

We stayed in the house for 7 days and had a great time. Pros: pool in front of house, sandy beach, grill, outdoor shower, very nice screened in porch, kayaks Cons: only one grocery store within 30 minutes, water damage on ceiling in one bedroom, no ceiling fan in one bedroom We really enjoyed the house and would definitely come back again.
Stayed 7 nights in Oct 2023

10/10 Excellent

Joshua D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best vacation to date.

My family and I just returned from our best vacation to date. The house and location was absolutely perfect. We typically stay around 7 mile beach but from here on out we will be back to run point and hopefully this house.
Stayed 7 nights in Jun 2023

10/10 Excellent

Pete H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cayman Stay

Fantastic experience Thank you
Stayed 5 nights in Apr 2023

8/10 Good

Ian G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Villa,

Had a great stay at Kailypso over Christmas and New Year 2023. Great Villa with a beautiful beach front aspect. Walkable dining options slightly limited but happy to trade that off to be in a quieter part of the island.
Stayed 12 nights in Dec 2022

10/10 Excellent

Becky K., Washington State, U.S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Property

We chose this property to experience the bioluminescence and be away from the crowds. The bioluminescence did not disappoint! It is incredible to kayak and see it. We did this several nights. It is much better than taking an excursion and only seeing it once. We rented a car so we could go to several beaches and go into Georgetown but we stayed mostly at the property because it was everything we needed to relax and have a great stay. The pool was a nice touch to cool off when in the sun. The property manager answered any requests quickly. The only downside was Rum Point is closed for renovations until April.
Stayed 10 nights in Nov 2022

10/10 Excellent

MARIE-KIM S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect stay

We had a wonderful stay at the Kailypso. The house was clean and comfortable. We ate every night in the screen porch. Mornings, we would go walk or run in the neighborhood. Kayaking during the day in the Bay and there is a ton of beautiful starfish right off the bay. Although Rum Point restaurant was closed for renovation, the Snorkeling was great. Bioluminescence at night was magical. We will miss this place very much.
Stayed 9 nights in Nov 2022

10/10 Excellent

Robert O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pretty as the pic and very relaxing

It is as beautiful as the picture! Clean beach right on the bio bay. We paddled kayaks each evening. I swam laps in the bay and ran in the mornings around the quiet neighborhood. Kayak to starfish point. Did many excursions within walking distance to Kaibo marina. It was perfect for our family of six (3 adult kids and 1 teenager). Highly recommend!
Stayed 6 nights in May 2022

6/10 Okay

Jeffrey T., Pittsford, NY

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Highs and Lows

Let me start by saying the location was perfect and it is a beautiful property. Judy the property manager was very attentive! Now the bad.. upon arriving there were several things that quickly stood out: -the pool was dirty -there was hair from someone that had shaved all over the wall in the bathroom -the dryer was broken(Judy had it repaired quickly) -not as clean as expected. Dust and cobwebs -a large hole in the hammock -one of the 2 restaurants promoted as within walking distance has been closed for a long time(out of their control but should reflect on the listing) Again, beautiful property and amazing location it just needs some TLC. Bioluminescent bay is incredible!!!
Stayed 7 nights in Apr 2022

10/10 Excellent

Deann H., Sheboygan, WI

Liked: Cleanliness, check-in, communication, location, listing accuracy

COVID-19 Cancel

We unfortunately could not stay due to COVID-19 but the rental company was absolutely wonderful. They had great communication even before the airport shut down. Then they reached out to everyone as soon as the airport closed. They offered full refunds and did so in a timely fashion. I highly recommend this rental company.
Stayed 7 nights in Mar 2020

10/10 Excellent

Angela D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

Our stay at Kailypso was simply amazing. Perfect for our family. We will definitely be back....not soon enough. The kids loved the pool and the bay was beautiful. LOVED IT!!!!!!
Stayed 7 nights in Jan 2020

10/10 Excellent

Drue O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic place!

This was a wonderful home to stay in. Very quiet area. The bay is awesome. We were checking in late and the manager even got us some basic grocery supplies for the morning so we had essentials. We hope to go back some day!
Stayed 7 nights in Feb 2020

10/10 Excellent

Anne M., Richmond, VA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome home in Cayman Kai

We thoroughly enjoyed our stay at Kailypso! Beautiful property with an awesome pool and beach near Rum Point. The house is well appointed and was very clean and had beach towels ( a bonus!). The location is pretty and quiet and on the bioluminescent bay and a distance from the airport and from 7 mile beach. i would recommend renting a car if you stay in this area. Kaibo is a lovely restaurant nearby and starfish point is within walking distance as is Rum Point. We hung out at the house and in the area for half our time and drove over to Seven Mile Beach for the other half, so we got the best of both worlds! We had a family of 4 plus two and the house was perfect for our needs. Communication with the rental company was great and check in was a breeze! We had a great time and would love to go back! Thank you fior sharing your lovely home.
Stayed 5 nights in Jan 2020

10/10 Excellent

DON S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

It’s better than the pictures in real life

Our family enjoyed two wonderful weeks in the Kailypso. We all agreed that it was one of the best vacations we have enjoyed. We would stay there again and refer it to our BEST Friends.
Stayed 14 nights in Dec 2019
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Susanne F.

November 2018 Stay

We have had the best vacation! We are all wishing we could stay longer! We loved the house and being near Rum Point and Kaibo is the perfect location. We rented a car and drove all over the island, we even went to Seven Mile beach for the day and it made us realize we love being in Cayman Kai! The house is so nice with the pool and being right on the Bio Bay, it was perfect for us. We can't wait to come back!
Stayed 7 nights in Nov 2018
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mokarram J.

December 2015 Stay

Beautiful property! Had a wonderful time!

8/10 Good

Allison F., Austin, Texas

Great house, great location for young families

We were 4 Adults and 3 kids and found Kailypso very comfortable. The pool was great and even better were the kayaks. We paddled around the bay day and night and very much enjoyed the bioluminescence! We enjoyed kayaking out to the beach at the bay entrance and snorkling. Starfish Point is a 5 min drive and was another highlight of our trip. Rum Point was even closer and we took advantage of the restaurant and the Red Sail watersports. The kitchen was fully loaded with all the cookware we needed and we just had to supply the charcoal for the bbq grill. We would definitely recommend this to other families looking for a peaceful vacation!
Stayed 7 nights in Aug 2018
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Chris S., -

Enjoyed Kailypso!

Enjoyed our time at Kailypso - big pool, private small beach with dock in back of house - that water isn't great for swimming but kayaks are there to take you right across little bay to beautiful secluded beach w 10 minute paddle. There is also swimming at either rum point or kaibo both short distance from house - we much preferred kaibo and ate there regularly (great coffee also). Inside house was comfortable, had fast internet and flat screen tvs with good cable (e.g. Some movie channels and sports channels). Overall it was an excellent stay and I'd strongly recommend. Oh it's also in bioluminescence bay - so that was pretty sweet to kayak out in at night as well.

About the host

Hosted by Grand Cayman Villas & Condos

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests