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

A sandy beach with palm trees and a pathway leading to a building.
An aerial view of a beachfront property with a swimming pool, a dock, and palm trees.
A swimming pool with a 5 FT depth marker, surrounded by lounge chairs and palm trees, with a view of the ocean.
A spacious living room with a large sofa, a coffee table, and wicker furniture. There is a television on the right and a dining area in the background.
A modern living room with a large TV, a dining area with a table set for four, and a kitchen visible in the background.

Reviews

9.6 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Your own private chef
    One of the few properties offering private chef services.
  • Peace of mind included
    Guests rate the location highly for safety.
  • Discover nearby landmarks
    Near Grand Cayman Beaches

Popular amenities

  • Balcony or patio
  • On beach
  • Massages in spa
  • Private pool
  • On-site fitness center
  • Barbecue grill

Explore the area

View in a map
Rum Point, Grand Cayman
  • Place, Grand Cayman Beaches
    ‪1 min walk‬
  • Place, Rum Point Beach
    ‪13 min walk‬
  • Place, Cayman Kai Public Beach
    ‪14 min walk‬
  • Airport, George Town (GCM-Owen Roberts Intl.)
    ‪92 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Garden View Guest Bedroom

1 Twin 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

Add dates for prices

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About the neighborhood

North Side

Located in North Side, this vacation home is on the beach. Shoppers can check out Camana Bay, while everyone can enjoy the natural beauty of Grand Cayman Beaches and Governor's Beach. Queen Elizabeth II Botanic Park and Governor Michael Gore Bird Sanctuary are also worth visiting. Scuba diving, snorkeling, and motor boating offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
View more Vacation Homes in North SideOpens in a new window
Map
Rum Point, Grand Cayman

What's nearby

  • Grand Cayman Beaches - 1 min walk - 0.0 km
  • North Sound - 6 min walk - 0.6 km
  • Rum Point Beach - 13 min walk - 1.2 km
  • Cayman Kai Public Beach - 14 min walk - 1.2 km
  • Starfish Point - 6 min drive - 2.3 km

Getting around

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

Restaurants

  • ‪Rum Point Club and Restaurant - ‬10 min walk
  • ‪Kaibo restaurant . beach bar . marina - ‬14 min walk
  • ‪Over The Edge - ‬14 min drive
  • ‪Czech Inn Grill - ‬29 min drive
  • ‪Driftwood Bar & Grill - ‬61 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.

How much does it cost to stay at Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay?

As of Nov 15, 2026, prices found for a 1-night stay for 2 adults at Kailypso: Beach House Oasis with Private Pool, Secluded Beach, Kayaks + Dock on BioBay on Nov 16, 2026 start from $1,081, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the 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?

Check-out 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 vacation home is within a 15-minute walk of North Sound, Cayman Kai Public Beach, and Water Cay Public Beach. Rum Point Beach and Starfish Point are also within 1 mi (2 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 17 out of 22 reviews
Rating 8 - Good. 4 out of 22 reviews
Rating 6 - Okay. 1 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

9.4/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Great property

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

10/10 Excellent

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
Verified review

10/10 Excellent

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

Cayman Stay

Fantastic experience Thank you
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

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
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet with great outdoor space. Safe and fun for family trips! Quick boat trip to stingray bay, snorkeling, and starfish point. Bioluminescent bay is right off the dock. Good 45-50 minute drive to 7 mile beach. Misquotes are no joke at night. House is decently equipped with additional items you can checkout at guest services. Only suggestion to make it a more enjoyable stay would be the option to leave the items you check out at the house without an additional fee as our rental car had limited space.
Stayed 7 nights in Jun 2025
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

6/10 Okay

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
Response from VrboOwner on Mar 27, 2020
Hi Susanne, We are thrilled to hear about your holiday! Kailypso is such a great home and the location in Cayman Kai is just perfect! When are you coming back? We cant wait have you stay again! From Cayman Villas
From a partner site

10/10 Excellent

December 2015 Stay

Beautiful property! Had a wonderful time!
Response from VrboOwner on Mar 27, 2020
Hi there, We are thrilled you love Kailypso as much as we do. We hope to have you back soon!! From Cayman Villas
Verified review

8/10 Good

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
Response from VrboOwner on Jun 14, 2020
Dear Allison, Thank you for your wonderful online review of Kailypso. We are delighted that you and your guests enjoyed your stay and we look forward to welcoming you back for another vacation in the near future. Kind regards, Juliet Cumber-Forget Business Manager Cayman Villas
Archival

10/10 Excellent

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.
Response from VrboOwner on Mar 27, 2020
Dear Chris, Thank you for your wonderful review of Kailypso. We are delighted that you and your guests enjoyed your stay in the villa, and that we were there to see the bioluminescense - that is always amazing! We look forward to welcoming you back again in the near future. Kind regards, Juliet Cumber-Forget Business Manager Cayman Villas
Verified review

10/10 Excellent

Liked: Cleanliness
Stayed 7 nights in Jul 2026
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