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
With a stay at this vacation home in North Side, you'll be on the beach, within a 5-minute drive of Grand Cayman Beaches and North Sound.
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
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and Cayman Kai Public Beach.
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
With a stay at this vacation home in North Side, you'll be within a 10-minute drive of Grand Cayman Beaches and North Sound.
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
Located in North Side, Ocean Paradise is by the ocean, a 1-minute drive from North Sound and 8 minutes from Starfish Beach.
Opens in a new windowOcean Paradise
CORAL VISTA - Infinity Pool, Arcade, Theater, Private Cabana

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

North Side
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and North Sound.
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
When you stay at this vacation home in North Side, you'll be on the beach, within a 15-minute walk of Grand Cayman Beaches and North Sound.
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
When you stay at this vacation home in North Side, you'll be on the beach, within a 5-minute walk of Grand Cayman Beaches and North Sound.
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
When you stay at this vacation home in North Side, you'll be on the beach, within a 10-minute walk of Grand Cayman Beaches and Babylon (Dive Site).
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 AU$256 per night from 1 Jan to 2 Jan
AU$256
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this vacation home in George Town, you'll be a 3-minute drive from Grand Cayman Beaches and 9 minutes from Port of Georgetown.
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
AU$256
Highest Price
AU$776
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
With a stay at Cobalt Coast Resort in West Bay (Northwest Point), you'll be a 1-minute drive from Grand Cayman Beaches and 8 minutes from Seven Mile Beach.
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 AU$645 per night from 4 Jan to 5 Jan
AU$645
4 Jan - 5 Jan 2026
includes taxes & fees
Located in West Bay, The Grand Caymanian Resort is by the ocean, a 4-minute drive from North Sound Golf Course and 9 minutes from Camana Bay.
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 AU$776 per night from 25 Jan to 26 Jan
AU$776
25 Jan - 26 Jan 2026
includes taxes & fees
Located in West Bay, Holiday Inn Resort Grand Cayman by IHG is by the ocean, a 4-minute drive from North Sound Golf Course and 9 minutes from Governor's ...
Opens in a new windowHoliday Inn Resort Grand Cayman by IHG
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Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
29 Sticky Toffee Lane West Bay Grand Cayman
When you stay at Shangri-La Boutique Bed & Breakfast in West Bay, you'll be on a lake, within a 5-minute drive of Hell and Cemetery Beach.
Opens in a new windowShangri-La Boutique Bed & Breakfast
Don't see what you're looking for?
See all available properties in West Bay
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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.

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^Subject to availability and chosen travel dates.