Book Holiday Homes in West Bay

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Featured Holiday Homes in West Bay

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!

2 out of 5
North Side Cayman Islands
Stay at this beach holiday home in North Side. Enjoy a beach locale, laundry facilities and patios. Popular attractions Mastic Trail North Trailhead and Cayman ...
Opens in a new windowAzure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Grand Cayman North Side
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, a beach locale and laundry facilities. Popular attractions Cayman Kai Public Beach and Rum Point ...
Opens in a new windowSo Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling
Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club

Rum Point Grand Cayman
Stay at this holiday home in North Side. Enjoy laundry facilities, patios and air conditioning. Popular attractions Star Fish Point and Starfish Beach are located ...
Opens in a new windowEscape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club
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Ocean Paradise

Ocean Paradise

4 out of 5
1234 Rum Point Road North Side Grand Cayman
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Cayman Kai Public Beach and Star Fish Point are ...
Opens in a new windowOcean Paradise
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

North Side
Stay at this beach holiday home in North Side. Enjoy private pools, a beach locale and breakfast (surcharge). Popular attractions Mastic Trail North Trailhead ...
Opens in a new windowCORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana
BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

BEACHFRONT w/ Private Dock-50 ft Pool-Theatre

Northside
Stay at this beach holiday home in North Side. Enjoy private pools, a beach locale and a garden. Popular attractions Mastic Trail North Trailhead and Grand Cayman ...
Opens in a new windowBEACHFRONT w/ Private Dock-50 ft Pool-Theatre
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Rum Point Grand Cayman
Stay at this beach holiday home in North Side. Enjoy private pools, a beach locale and a garden. Popular attractions Grand Cayman Beaches and Cayman Kai Public ...
Opens in a new windowThe Pink Beach House - Private House and Pool directly on the Beach, Rum Point
50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.

50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.

North Side Grand Cayman
Stay at this beach holiday home in North Side. Enjoy free Wi-Fi, a beach locale and a garden. Popular attractions Babylon (Dive Site) and Cayman Crystal Caves ...
Opens in a new window50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch.
Slice of Paradise- 2 mins from Spotts Beach!

Slice of Paradise- 2 mins from Spotts Beach!

Patricks Island George Town
The price is NZ$291 per night from 1 Jan to 2 Jan
NZ$291
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this holiday home in George Town. Enjoy free Wi-Fi, a garden and patios. Popular attractions Port of Georgetown and Seven Mile Beach are located ...
Opens in a new windowSlice of Paradise- 2 mins from Spotts Beach!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

West Bay Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our West Bay vacation homes are the perfect way for you to wing it.

Holiday houses in West Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of West Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local West Bay adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in West Bay with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of West Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

West Bay Holiday Homes essential information

Accommodation
242 Holiday Homes
Lowest Price
NZ$291
Highest Price
NZ$890
Popular accommodation
Azure Breeze #4, Beachfront, White Sand, Bikes, Kayak, Snorkel Gear, Rum Point!!, So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling, Escape,Enjoy,Unwind to Kailegría, 2BR,2BA condo in Cayman Kai’s Kaibo Yacht Club, Ocean Paradise, CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana, BEACHFRONT w/ Private Dock-50 ft Pool-Theatre, The Pink Beach House - Private House and Pool directly on the Beach, Rum Point, 50% off 4th night! Private, quiet oceanfront home, wrap-around screened porch., Slice of Paradise- 2 mins from Spotts Beach!

Top trending hotels in West Bay

Cobalt Coast Resort

Cobalt Coast Resort

3.5 out of 5
18-A Sea Fan Drive West Bay Grand Cayman
Stay at this beach resort in West Bay. Enjoy free Wi-Fi, free parking and a private beach. Popular attractions Seven Mile Beach and Hell are located nearby.
Opens in a new windowCobalt Coast Resort
The Grand Caymanian Resort

The Grand Caymanian Resort

3.5 out of 5
276 Crighton Drive West Bay
Fully refundableReserve now, pay when you stay
The price is NZ$741 per night from 4 Jan to 5 Jan
NZ$741
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this beach hotel in West Bay. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowThe Grand Caymanian Resort
Holiday Inn Resort Grand Cayman by IHG

Holiday Inn Resort Grand Cayman by IHG

3.5 out of 5
278 Crighton Drive West Bay Grand Cayman
Fully refundable
The price is NZ$890 per night from 4 Jan to 5 Jan
NZ$890
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this beach hotel in West Bay. Enjoy free Wi-Fi, free parking and a beach locale. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowHoliday Inn Resort Grand Cayman by IHG
Save an average of 15% on thousands of hotels when you're signed in
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
29 Sticky Toffee Lane West Bay Grand Cayman
Stay at this hotel in West Bay. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Popular attractions Seven Mile Beach and Port of Georgetown are located ...
Opens in a new windowShangri-La Boutique Bed & Breakfast
Don't see what you're looking for?
See all available properties in West Bay
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.