Wind Upon The Waves
*CLICK THE RATES TAB FOR LAST MINUTE DISCOUNT*
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 with shower.
- Middle Suite - two twin beds, oceanfront, television, walk-out access to the pool deck, ensuite bath with shower bath; 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 bathroom equipped with a 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.
Guest Reviews of wind upon the waves
Cottage , East End
A Perfect Stay
5 out of 5 stars
Stunning, thoughtful, 5 star oasis
5 out of 5 stars
Everything and more!
5 out of 5 stars
Private Oasis
5 out of 5 stars
Place to Exhale
5 out of 5 stars
Didn't Want to Leave
5 out of 5 stars
Great home and location
5 out of 5 stars
Villa Was Perfect for Peace & Quiet
5 out of 5 stars
Ticket to Paradise
5 out of 5 stars
Luxurious!
5 out of 5 stars
Splash of heaven
5 out of 5 stars
Extraordinary Property With The Best of Everything!
5 out of 5 stars
Spectacular!
5 out of 5 stars
Beautiful Property!
5 out of 5 stars
Amazing Property Right on the Water!
5 out of 5 stars
Stunning Waterfront Home
5 out of 5 stars
LOVED it!
5 out of 5 stars
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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
- Hotel grade 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.
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.
| Begins | Ends | Daily (before fees & tax) |
|---|---|---|
| Nov 11, 2025 | Nov 21, 2025 | $1,195 |
| Nov 22, 2025 | Nov 30, 2025 | $1,695 |
| Dec 01, 2025 | Dec 18, 2025 | $1,295 |
| Dec 19, 2025 | Dec 26, 2025 | $2,195 |
| Dec 27, 2025 | Jan 03, 2026 | $2,395 |
| Jan 04, 2026 | Feb 28, 2026 | $1,695 |
| Mar 01, 2026 | Apr 11, 2026 | $1,795 |
| Apr 12, 2026 | May 23, 2026 | $1,095 |
| May 24, 2026 | Aug 13, 2026 | $1,395 |
| Aug 14, 2026 | Oct 30, 2026 | $1,095 |
| Oct 31, 2026 | Nov 20, 2026 | $1,195 |
| Nov 21, 2026 | Nov 29, 2026 | $1,695 |
| Nov 30, 2026 | Dec 17, 2026 | $1,295 |
| Dec 18, 2026 | Dec 25, 2026 | $2,195 |
| Dec 26, 2026 | Jan 03, 2027 | $2,395 |
| Jan 04, 2027 | Feb 27, 2027 | $1,695 |
| Feb 28, 2027 | Apr 10, 2027 | $1,795 |
| Apr 11, 2027 | May 04, 2027 | $1,095 |
Rate Details
- 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.
Last-Minute Discount
- Save 20% on a last-minute stay within 45 days of arrival with promo code LASTMINUTE. 5 nights minimum stay required. No blackout dates apply. Offer cannot be combined with other discounts.
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.
Have questions about this property? Email us using the white button below.
