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Wind Upon The Waves

The smallest house in the collection — three suites, eight guests, single level, ocean in every window

Property ledger · Live facts

3 Bedrooms

8 Guests

4 Bathrooms

Ocean View View

Beach Access Oceanfront, rock or seawall shore

Ideal For Couples, Families

From approx. $1,100/night

Rates vary by season and availability. Current pricing is confirmed before booking.

Min Stay Confirmed for your dates

Request availability WhatsApp

Direct booking · Concierge-led planning

Position South Coast

Outdoor Bbq

Service Concierge

Beach Access Oceanfront, rock or seawall shore

— Oceanfront on a quieter southern coast, with the water outlook and pool rather than beach frontage. The smallest and most self-contained house in the collection, single-level and built around the pool. Restaurants are a drive; the kitchen is set up for groups who cook.

About this Property

Wind Upon The Waves in South Coast

A three-bedroom single-level oceanfront house for up to eight, run on smart-home controls with full-height windows facing the water. A pool house, not a beach house.

Wind Upon The Waves Luxury Oceanfront Villa | South Sound Grand Cayman — interior and outdoor living spaces

01 — Indoor Living

Open, layered interiors

Full-height windows bring the water into the main living space, which runs into a fully equipped kitchen for guests planning to cook most meals in. Smart-home controls handle lighting and house systems, and connectivity covers the property. Single-level throughout — no stairs between any two rooms.

02 — Outdoor & Pool

Designed for the day outside

A private pool with a sun deck is the main outdoor feature, with built shade for guests avoiding direct sun. Outdoor dining and a barbecue handle meals outside, and the oceanfront position means the outlook holds even without private sand.

03 — Bedrooms

Sleeping for 8

Three en-suite bedrooms sleeping up to eight — a smaller footprint than anything else in the collection. The primary opens directly onto the terrace and pool with a water outlook from the bed; the other two suit couples or a family with children, with blackout shades throughout.

04 — Setting & Positioning

Where the house sits

Oceanfront on a quieter southern coast, with the water outlook and pool rather than beach frontage. The smallest and most self-contained house in the collection, single-level and built around the pool. Restaurants are a drive; the kitchen is set up for groups who cook.

Outdoor & Pool

Bbq
Outdoor Dining
Private Pool

Services & Staff

Concierge
Housekeeping
Parking

Indoor Living

Air Conditioning
Wi-Fi

Included With Direct Booking

With your booking

Housekeeping
Concierge service
Private pool
Smart-home controls
Single-level layout, no stairs
BBQ area
Outdoor dining
Wi-Fi
Air conditioning throughout
On-site parking

Available on Request

Tailored to your stay

Private chef and in-villa dining
Pre-arrival grocery stocking
Airport transfers
Excursion and boat-day booking
In-villa spa treatments

Location & Access

South Coast, Grand Cayman

Wind Upon The Waves is located in South Coast, Grand Cayman.

Browse our handpicked selection of luxury villas in South Coast and find the perfect property for your Grand Cayman escape.

Set within Caribbean.

Explore Grand Cayman

The Beach & Access

Beach setting and access vary by villa. We confirm the exact position, the steps, and whether the beach is swimmable before you book. Ask us and we'll tell you precisely.

Destination Profile

Grand Cayman

Grand Cayman is the Caribbean at its most polished and easy — a calm, safe, upscale island built around one of the region’s finest beaches. Our villas concentrate along Seven Mile Beach, the powder-soft stretch that defines the island’s west coast, and at the quieter northern points of Rum Point and Cayman Kai, with a handful along the South Sound and South Coast. Most are beachfront or steps from the sand, with pools, and the calm, clear water here is exceptional for swimming and snorkeling straight off the beach. The island’s draw is the water. Grand Cayman is a world-class diving destination — the wall dives, the wrecks, and the famous shallows of Stingray City, where southern stingrays gather on a sandbar in the North Sound. Seven Mile Beach offers beach bars, resorts, and dining within a short drive, while Rum Point trades that for a laid-back, palm-shaded calm ideal for families. George Town adds duty-free shopping and a growing restaurant scene that has made Cayman a genuine culinary destination. The villas suit families and groups who want reliable, effortless luxury — three- to eight-bedroom beachfront homes with full staff on request, private chefs, and concierge planning. Cayman’s stability, safety, and infrastructure make it one of the Caribbean’s most dependable choices for multi-generational trips and celebrations, and the calm shallows off Seven Mile Beach and Rum Point are ideal for young swimmers. Owen Roberts International Airport has direct flights from major US hubs and London, and the island’s compact size means everything is a short drive from your door. Share your dates, group size, and whether you want the buzz of Seven Mile Beach or the calm of Rum Point, and we’ll send a curated shortlist of Grand Cayman villas, booked direct with no platform fees.

Country Cayman Islands

Area South Coast

Airport 10 to 20 minutes to most villa areas

Beach Oceanfront, rock or seawall shore

Climate Tropical climate with warm temperatures year-round.

Languages English

Is this the smallest property you have here?

Yes — three bedrooms and a maximum of eight, smaller than every other house in the collection.

Is there beach access?

No. It is oceanfront with a water outlook and a private pool, but no direct beach access. Swimming happens in the pool. If sand matters we will move you.

What do the smart-home controls actually do?

Lighting and similar house systems. Ask us for the full breakdown of what is automated versus manual before your stay rather than working it out on arrival.

Does it work for just a couple?

Better than anything else we have here. Three bedrooms on a single level scales down comfortably, where the larger houses feel empty with four people in them.

Concierge Inquiry

Plan your stay at Wind Upon The Waves

Send your details and our concierge will confirm availability, share options, and tailor the stay around your group and dates.

Owner-direct coordination

Direct contact with a property specialist

Concierge planning from first inquiry

Discreet handling of every request

Your inquiry goes directly to our concierge team. We match you with the right villas for your stay goals, not just what is available.

Explore Further

→ Concierge Services → More villas in South Coast → More villas in Grand Cayman → Similar 3-bedroom villas → Beach & Oceanfront Villas villas in Grand Cayman → villas for Couples in Grand Cayman

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Owner-direct coordination · Concierge-led planning · Discreet, personal service

Every stay is concierge-handled. Chef, transfers, wellness, excursions, provisioning — all coordinated through a single specialist.

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Direct Booking · Concierge Planning

Every villa. Every stay. Handled personally.

Request availability WhatsApp Us

Owner-direct coordination · Concierge from inquiry to check-out · Discreet, personal service

Wind Upon The Waves

Wind Upon The Waves in South Coast

Open, layered interiors

Designed for the day outside

Sleeping for 8

Where the house sits

What the villa includes

What's included & available on request

With your booking

Tailored to your stay

South Coast, Grand Cayman

Questions Before Booking

Plan your stay at Wind Upon The Waves

More villas in South Coast

Casa Luna 14

Casa Luna 5

Blue Serenity

Every villa. Every stay. Handled personally.