A cave with stalactites and stalagmites, a shallow pool of water, and rock formations.

Hotels with Swimming Pools in Old Man Bay

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Old Man Bay Hotels with Swimming Pools

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Old Man Bay hotels with a pool

A pool area with palm trees, a small structure, and a view of the ocean.
An aerial view of a coastal hotel with multiple domed structures extending into the water, a pier connecting to the beach, and a row of buildings with blue roofs.
A balcony with two chairs facing a beach.
A living room with a blue sofa, a coffee table, a TV, and a view of the ocean through large windows.

1. Morritts Tortuga Club

Morritts Tortuga Club
East End
  • Dive into tropical bliss at this beachfront oasis with three spectacular pools and swim-up bars.
S$348
includes taxes & fees
29 Oct - 30 Oct
Morritts Tortuga Club
A pool area with lounge chairs, a central water feature, and a view of the ocean.
A balcony with a view of a beach, palm trees, and a clear sky.
A hotel lobby with a wooden floor, a chandelier, a reception desk, and a table with a bottle and glasses.
An aerial view of a resort with multiple buildings, a beach, and clear waters.

2. Morritt's Grand

Morritt's Grand
East End
  • Splendid beachfront retreat offers 3 stunning pools with swim-up bars, hot tubs, and a dedicated children's swimming area.
S$574
includes taxes & fees
2 Nov - 3 Nov
Morritt's Grand
A poolside area with lounge chairs and umbrellas overlooking a pool and ocean view.
A modern restaurant with a marble floor, wooden furniture, and a large mural on the wall.
A balcony with a view of the ocean, a table with chairs, and a door to the right.
A modern kitchen with a large island, a dining area with blue chairs, and a view of the ocean.

3. Club Suites at Rum Point

Club Suites at Rum Point
North Side
S$950
includes taxes & fees
15 Oct - 16 Oct
Club Suites at Rum Point
A clear swimming pool with palm trees and a sunset in the background.
A resort with multiple-story buildings, palm trees, and a well-maintained garden with pathways and seating areas.
A beachside resort with a thatched gazebo, palm trees, and a clear view of the ocean.
A beach with a wooden signpost listing countries, a palm tree, and a pier extending into the water.

4. Holiday Inn Resort Grand Cayman by IHG

Holiday Inn Resort Grand Cayman by IHG
West Bay
  • Swim in paradise with free cabanas and loungers at this serene oceanfront hotel featuring white sand beaches and poolside dining.
S$277
includes taxes & fees
17 Oct - 18 Oct
Holiday Inn Resort Grand Cayman by IHG
A rectangular swimming pool with a tiled deck, surrounded by palm trees and red umbrellas.
An aerial view of a resort with multiple buildings, a swimming pool, and a beach.
A modern bedroom with a bed, bedside tables, a TV, and a window with a city view.
A beach with clear turquoise water and a sandy shore.

5. The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman
Seven Mile Beach
  • Splash into paradise at this chic Cayman Island retreat, where pool loungers beckon under the tropical sun.
S$253
includes taxes & fees
15 Oct - 16 Oct
The Locale Hotel Grand Cayman
A clear pool with palm trees and a sunset in the background.
A spacious lobby with a wooden floor, white walls, and a seating area with a sofa and chairs.
A nighttime resort with palm trees, string lights, and a building with outdoor seating.
A beach resort with palm trees, a pool, and a view of the ocean.

6. The Grand Caymanian Resort

The Grand Caymanian Resort
West Bay
  • Tropical pool paradise awaits with beach cabanas, outdoor swimming, and poolside dining.
S$327
includes taxes & fees
19 Oct - 20 Oct
The Grand Caymanian Resort
A pool area with lounge chairs and umbrellas, surrounded by palm trees and greenery.
A beach with two lounge chairs and a beach umbrella.
A spacious living area with a high ceiling, a green dining table, and a bar area.
A modern interior with a light-colored sofa, a striped rug, and a ceiling with spherical light fixtures.

7. Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach
Seven Mile Beach
  • Take a dive into paradise at the Hampton's refreshing outdoor pool, a serene oasis steps from Seven Mile Beach.
S$357
includes taxes & fees
16 Oct - 17 Oct
Hampton by Hilton Grand Cayman Seven Mile Beach
A hotel with a pool, sun loungers, and palm trees.
A spacious indoor area with a large window, a wooden ceiling, and a dining area with wicker chairs and a table.
A bar area with multiple seating options, a view of the city, and a variety of bottles on the shelves.
A modern bathroom with a bathtub, a glass shower enclosure, and a large window with a view of the ocean.

8. Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG
Seven Mile Beach
  • Soak up island sun at a pristine outdoor pool with loungers and easy beach access.
S$518
includes taxes & fees
21 Oct - 22 Oct
Hotel Indigo Grand Cayman by IHG
A poolside area with lounge chairs and umbrellas, a clear view of the ocean, and a building with balconies.
A spacious, well-lit interior with high ceilings, large windows, and multiple seating areas.
A spacious living area with a sofa, a wooden bench, and a dining table. There are multiple potted plants and a ladder against the wall.
A balcony with wicker furniture overlooking turquoise waters and a clear sky.

9. Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach Resort
Seven Mile Beach
  • Splash into island luxury at this oceanfront resort with poolside bar service and hot tub views.
S$538
includes taxes & fees
18 Oct - 19 Oct
Grand Cayman Marriott Beach Resort
A swimming pool with lounge chairs and tables, surrounded by umbrellas and a tropical setting.
A beachside room with two beds, wooden furniture, and a view of the ocean.
A modern house with large glass windows, a white exterior, and a well-maintained lawn.
Two people exercising on a mat in a garden with palm trees and a building in the background.

10. The Sunshine Hotel and Suites

The Sunshine Hotel and Suites
Seven Mile Beach
  • Sunshine suite's private beach and refreshing poolside escape offers relaxation steps from aquatic adventures.
S$370
includes taxes & fees
16 Oct - 17 Oct
The Sunshine Hotel and Suites
View all properties

Choose what matters most at hotels with a pool in Old Man Bay

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Old Man Bay Hotel Reviews

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

8/10 Good
"Crazy expensive but worth it if budget is of no concern. Exquisite property"
Jose 3-night trip
Posted 1 day ago
The Ritz-Carlton, Grand Cayman
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

10/10 Excellent
"this is a gorgeous ocean front property. The beach is well maintained and the atmosphere at facility is fresh and clean. Staff is super friendly and are ready to help whenever you have a need. The cleaning lady comes to check on you every evening to ask you if you have any addiontal needs. The bell guys are always on duty to call a taxi for you. Food is very fresh and well prepared. I love the text messages system. It makes so easy to communicate with guest service."
Jing 4-night trip
Posted 1 day ago
Kimpton Seafire Resort + Spa by IHG
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

10/10 Excellent
"Clean room. Get bed. Bathroom was clean."
Yvonne 1-night trip
Posted 2 days ago
The Sunshine Hotel and Suites
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

8/10 Good
"Hmmm…! Too much seaweed on the beach."
Cluny 6-night trip
Posted 7 days ago
The Reef Beach Resort, East End, Grand Cayman

Frequently asked questions

What are some hotels with pools in Old Man Bay?
On The Bay: Condo, 2-minute walk from Grand Cayman Beaches. Features complimentary cabanas, an outdoor pool and complimentary high-speed (wired) Internet access. The Place: Villa, 2-minute walk from Grand Cayman Beaches. Provides sunloungers, a pool and complimentary wireless Internet access. The Ritz-Carlton, Grand Cayman: Resort, 2-minute walk from Seven Mile Beach. Features free water park access, 2 outdoor swimming pools and 5 restaurants. Kimpton Seafire Resort + Spa by IHG: Hotel, 3-minute walk from Seven Mile Beach. Offers 4 restaurants, an outdoor pool and a full-service spa. The Locale Hotel Grand Cayman: Hotel, 3-minute walk from Seven Mile Beach. Features spa services, an outdoor pool and cooked-to-order.
What is there to see and do in Old Man Bay?
Surround yourself with nature at Grand Cayman Beaches. Discover sights such as Cayman Crystal Caves during your stay.
When is the best time to book a hotel with a pool in Old Man Bay?
Taking the local weather in Old Man Bay into account can help you maximise your time at the pool during your trip. The hottest months are usually August and September, with an average temperature of 29°C, while the coldest months are January and February, with an average of 26°C. Average annual precipitation for Old Man Bay is 1075 mm.