Wind Upon The Waves

32 people have viewed this property this week.
3 Bedrooms
4 Bathrooms
8 Sleeps

Welcome to Wind Upon the Waves, a newly built, single-level home on the island's South Coast. The owners have designed this 5,000-square-foot gated residence for privacy and exceptional panoramic views of the south coast. While the estate offers a large sandy backyard, the shoreline is rugged iron shore

This home checks all the boxes for travelers seeking ample living space, home technology, and a contemporary design. 

Being only 5 minutes from Cayman Health City makes this home a convenient home base for patients seeking cardiac, orthopedic, or stem-cell treatments nearby. The single-level design also makes this villa wheelchair-accessible.

The open-concept great room is the central focal point of the home with modern furniture, a formal dining table, and a dreamy gourmet kitchen. The vaulted ceilings dramatically accentuate the space while allowing natural light to fill the room. In-ceiling speakers with Sonos audio keep the vibe going throughout the great room, primary suite, fitness room, and outdoor lanai. 

Multiple walls of glass windows and doors frame the stunning ocean views from virtually every angle while providing convenient walk-out access to the pool deck. 

A formal dining table with seating for 8 separates the living area from the gourmet kitchen.

Wolf/Sub-Zero appliances are perfect for hiring a private chef or pre-stocking the home with your choice of groceries and beverages. A propane grill and outdoor dining table sit on the pool deck for alfresco sunset dinners. 

All three bedrooms are oceanfront suites with private attached bathrooms, televisions, and walk-out access to the pool deck.

Top-of-the-line small appliances, Turkish towels, high-end mattresses, hair dryers, bathrobes, and slippers are provided. 

Sleeping Arrangements
(Licensed to sleep 6 adults max, 8 guests total.)

  • Primary Suite - king bed, oceanfront, television, walk-out access to the pool deck, ensuite bath with dual vanity, water closet, and walk-in oceanview shower with rainfall shower head.
  • West Suite - queen bed, oceanfront, television, walk-out access to the pool deck, ensuite bath with walk-in shower. 
  • Middle Suite - two twin beds, oceanfront, television, walk-out access to the pool deck, ensuite bath with shower/tub combo. Twin beds can be fitted into a king bed upon request. 
  • Additional sleeping - queen sleeper sofa in the media room, television, walk-out access to the pool deck, shares hall full bathroom with shower. 

The villa enjoys fiber-optic internet for streaming devices and remote professionals.  

The media room, adjacent to the middle suite, comes equipped with a large television and a surround sound audio system perfect for sporting events or family movie nights. 

Adjacent to the primary suite, the fitness room is a workout paradise with ocean views and the following equipment:

  • Freemotion dual cable cross-lite machine
  • Concept2 rower
  • Schwinn airdyne AD7 bike
  • Kettlebells + dumbbells + fixed barbells
  • Flat & adjustable bench
  • Medicine/exercise balls, bands, ladder, ropes, mats, straps, yoga block
  • Due to liability concerns, the barbell, plate weights, and treadmill are not available to guests. 

For the adventurous, the best SCUBA diving can be found in the East End. Meaning you're only 15 minutes away from some of the best dive sites and operators in the Caribbean. 

Take the plunge and cross some amazing dives off your bucket list!

*Notes: A Cleaning Fee is included due to enhanced cleaning, sanitation, and inspection protocols.

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Gated Driveway
Backyard Beachfront
20 Meter Private Lap Pool
Sun Lawns
Veranda Lounge
Home Gym
Central Air Conditioning
Fiber Optic Internet/Wifi
Televisions Throughout
Media Den
Cable TV
Outdoor Patio Furniture
Propane Grill
Gourmet Kitchen
Wolf/Sub-Zero Appliances
Keurig & Nespresso Machines
Washer & Dryer
Linens Provided
Beach & Bath Towels Provided
No Pets Allowed
No Smoking Permitted
Off-Street Parking
Nespresso Expresso Machine
Frieling French Press
Baratza Coffee Grinder
In-Ceiling Speakers
Sonos Audio
Japanese Toto Toilet
Turkish towels
Robes & Slippers
McRosky Mattress

Beach Notes

Wind Upon the Waves sits on an elevated, iron-shore shelf overlooking the Caribbean Sea. The villa has scenic panoramic views, however, you cannot enter the ocean from the back of the home. Jagged rocks and rough tides make water entry here perilous

Instead, guests should visit nearby Heritage Beach or Colliers Public Beach in the east end. See the Map tab for more info.  

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. 

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.


Your Concierge & Service Fee includes your Guest 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
  • Jacques Scott Wine & Spirits pre-order & hold for check-in
  • Referral to preferred vendors, guest services desk assistance

At-Villa Benefits

  • Day-after-arrival guest services follow-up
  • Complimentary early check-in, if no check-out on the same day
  • Gilchrist & Soames bath products
  • Pre-stocking of groceries & beverages (delivery fee applies)
  • Arrange chefs, cooks, babysitting & family photography
  • $3,000 of Accidental Villa Damage Protection
  • Complimentary pack-n-plays, booster seats, & baby gates
  • Tandem kayaks and stand-up paddleboards (SUPs) are available for discounted rental*

*Signed waiver required.

Guest Reviews of Wind Upon The Waves

Cottage , Grand Cayman

5 out of 5 stars based on 11 user reviews

Great home and location

Review by Lois on 06/25/2024
5 out of 5
We had an incredible stay at Wind Upon the Waves. This beautiful newly-built home boasts exceptional amenities that easily deserve a five-star rating. The pool, media room, and gym were all wonderful. The owners have gone above and beyond to provide every possible convenience, including a fully equipped kitchen with top-of-the-line appliances and cookware. The house also features state-of-the-art technology such as timed/sensor lighting and an impressive sound system. Undoubtedly, one of the standout features of this property is the ocean view from every room in the home. The house offers a remarkable level of privacy, allowing for a truly peaceful getaway.

Villa Was Perfect for Peace & Quiet

Review by Lori on 04/24/2024
5 out of 5
The Villa was perfect and we enjoyed our week of peace and quiet. It was especially nice being able to just walk out the back door and enjoy the beautiful ocean view and enjoy the sounds of the waves. We definitely will be back to stay here and again because it was so easy to communicate with the Angella, the property Manager.Again Thank you for an amazing week!!!

Ticket to Paradise

Review by Rita Vannatta on 03/28/2024
5 out of 5
If you are looking for luxury, peace, and privacy, Wind Upon the Waves, is the perfect place to stay! It is your ticket to paradise! This spectacular home includes a top chef’s kitchen, large living room, exercise room, three bedrooms, and a lap pool. The views of the Caribbean Sea are breathtaking from every room. This home is meticulously clean inside and outside. Attention to detail is abundant! The owner is Caymankind! He promptly answers any email or text. We did not want to leave this dream home!


Review by Bill on 01/18/2024
5 out of 5
What a beautiful place! It is clean, spacious, and has all the amenities you may need for your stay. The location is perfect. It is very private so amenable to relaxing on the patio and in the pool. Also, the location is such that you can get to all attractions on the island quickly and return home and have space and privacy to relax. I highly recommend Wind Upon the Waves!

Extraordinary Property With The Best of Everything!

Review by Daniel on 01/08/2024
5 out of 5
The owners of Wind Upon The Waves clearly paid close attention to details in design and build of this amazing house and grounds. The breathtaking ocean view from every room in the house is simply design genius! The rain shower in the Master East Wing with floor to ceiling windows facing the ocean is inviting and exhilarating. Every amenity has been carefully selected for performance and creature comfort. The private location is perfect for that incredible secluded vacation and still close enough to anything and everything you may need to further enhance your stay. Perfect home base while you enjoy and explore this beautiful island. Treat yourself to what a vacation should be!

Splash of heaven

Review by Mick and Robin on 01/08/2024
5 out of 5
Upon arriving we were blown away. This property has been created with every detail one would be looking for in setting, luxury and the all important relaxation, You can see the owners have created not only a beautiful getaway for guests but a fabulous second home for themselves. You can feel the love for this property in all its amenities. Thank you for such a great experience .

Beautiful Property!

Review by Monica and Tyler on 09/25/2023
5 out of 5
This is a beautiful property! We Relaxed, ate, snorkeled, explored the island and enjoyed the house. We recommend Smiths Cove, Italian Kitchen, Tukka, and Hurleys Grocery.


Review by Howard on 09/25/2023
5 out of 5
This place is spectacular! During our stay we visited Crystal Cave, Starfish Point, Stingray City, Hell, and experienced the sunset sail and charter boat snorkel.

Amazing Property Right on the Water!

Review by John on 08/17/2023
5 out of 5
My wife and I stayed at Wind Upon the Waves for a week and it was amazing! The property is very new, bright and spotless. The bedrooms are very comfortable and they have sliding glass doors that face the ocean and provide beautiful views. There is a lovely swimming pool integral to the back patio complete with a spacious sitting area and barbeque grill. The sunsets from the patio are spectacular! The property is in a nice location on Grand Cayman with several restaurants and shopping nearby, and it is also an easy drive to Georgetown, Seven Mile Beach, Rum Point Beach and the Queen Elizabeth II Botanic Park. I highly recommend Wind Upon the Waves as a very nicely appointed, newly constructed and very well maintained vacation property in a great location in Grand Cayman!

Stunning Waterfront Home

Review by Amy on 06/26/2023
5 out of 5
This was our first trip to Grand Cayman and this home exceeded our expectations. Everything was top quality from full size high end bath products to every kitchen gadget/appliance you could need. The views were spectacular and we appreciated the covered section of pool to escape hot sun. Comfortable outdoor sitting areas and a gym with a view (looked forward to working out!!) Communication was great between Peter and Angella. There is far too much to list, a wonderful experience all around!


Review by Howard on 05/09/2023
5 out of 5
We couldn't have been happier with our decision to stay at Wind Upon the Waves. It is a gorgeous house - luxurious in every aspect. Three large bedrooms, a huge great room, elegant kitchen, and much more. But we loved just as much the large outdoor patio with plenty of seating, the pool which we used to cool off, all of this "ocean front" with the waves breaking about 50 yards off shore - amazing setting. The location offers the seclusion we were seeking. The restaurants on the east end are more informal than the Seven Mile Beach area but the food is very good. We also cooked "at home" a couple times in the large kitchen. This house is an easy 30 minutes to Kaibo where we enjoyed the restaurant, Starfish Point, and we also arranged a charter boat pick up from there. South End is no more than 30 minutes also, Seven Mile Beach and Cayman Yacht Club is maybe 40 minutes - all very manageable. We were three couples, old friends, who stayed at Wind Upon The Waves - everyone LOVED it.
Begins Ends Daily
May 25, 2024Aug 14, 2024 $1,395
Aug 15, 2024Nov 01, 2024 $1,095
Nov 02, 2024Nov 22, 2024 $1,195
Nov 23, 2024Nov 30, 2024 $1,695
Dec 01, 2024Dec 18, 2024 $1,295
Dec 19, 2024Dec 26, 2024 $2,195
Dec 27, 2024Jan 03, 2025 $2,395
Jan 04, 2025Mar 01, 2025 $1,695
Mar 02, 2025Apr 12, 2025 $1,795
Apr 13, 2025May 24, 2025 $1,095
May 25, 2025Aug 14, 2025 $1,395
Aug 15, 2025Nov 01, 2025 $1,095
Nov 02, 2025Nov 22, 2025 $1,195
Nov 23, 2025Nov 30, 2025 $1,695
Dec 01, 2025Dec 18, 2025 $1,295
Dec 19, 2025Dec 26, 2025 $2,195
Dec 27, 2025Jan 03, 2026 $2,395
Jan 04, 2026Feb 28, 2026 $1,695
Mar 01, 2026Apr 11, 2026 $1,795
Apr 12, 2026May 23, 2026 $1,095
May 24, 2026Aug 13, 2026 $1,395
Aug 14, 2026Oct 31, 2026 $1,095
Nov 01, 2026Nov 21, 2026 $1,195
Nov 22, 2026Nov 29, 2026 $1,695
Nov 30, 2026Dec 17, 2026 $1,295
Dec 18, 2026Dec 25, 2026 $2,195

Taxes & Fees

  • 13% Occupancy Tax added to all rates.
  • 12.90% Villa Concierge & Service Fee added to all rates.
  • A Departure Cleaning Fee is required for all stays.
  • A refundable damage deposit of $2,500 is required for all stays.
  • Refundable damage deposits will be returned to the guest 7 days after departure pending any damages.
  • We accept Visa, MC, Discover, and Bank Wire for payments. 

Booking Rules

  • 5 nights minimum stay required.
  • 6 nights minimum is required over Thanksgiving week.
  • 7 nights minimum is required over Christmas and New Year's week.
  • Christmas & New Year's dates are split into two rental periods. Please inquire about 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.

Map Notes

Nearby Points of Interest

Getting Around

A rental car is highly recommended. Taxi cabs are unreliable and expensive outside of town and Seven Mile Beach. Plus, there is no Uber or Lyft on the island. 

For rental cars, we recommend Budget CaymanAvis, or Marshalls.

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