The Best Hotels with a Pool in Old Man Bay from ₩354,714 in 2026

Q: What are some hotels with pools in Old Man Bay?

The Place : Condo, 2-minute walk from Grand Cayman Beaches. Offers complimentary cabanas, an outdoor pool, and complimentary wired internet access. On The Bay : Villa, 2-minute walk from Grand Cayman Beaches. Provides sun loungers, a pool, and complimentary wireless internet access. Hotel Indigo Grand Cayman by IHG : Hotel, 3-minute walk from Seven Mile Beach. Features 4 restaurants, an outdoor pool, and free valet parking. Hampton by Hilton Grand Cayman Seven Mile Beach : Resort, 1-minute walk from Seven Mile Beach. Offers a health club, an outdoor pool, and buffet. Grand Cayman Marriott Resort : Resort, 4-minute walk from Seven Mile Beach. Features 3 restaurants, an outdoor pool, and a full-service spa.

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 a Pool

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Old Man Bay hotels with a pool

3 outdoor pools, pool umbrellas, sun loungers

Morritts Tortuga Club

East End

Dive into tropical bliss at this beachfront oasis with three spectacular pools and swim-up bars.

₩572,766 total

includes taxes & fees

Jun 1 - Jun 2

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.

₩422,858 total

includes taxes & fees

May 31 - Jun 1

Club Suites at Rum Point

North Side

₩856,610 total

includes taxes & fees

May 25 - May 26

Outdoor pool, pool umbrellas, sun loungers

Hotel Indigo Grand Cayman by IHG

Seven Mile Beach

Soak up island sun at a pristine outdoor pool with loungers and easy beach access.

₩654,711 total

includes taxes & fees

Jun 15 - Jun 16

Outdoor pool, free cabanas, pool umbrellas

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.

₩383,227 total

includes taxes & fees

Jun 23 - Jun 24

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.

₩354,714 total

includes taxes & fees

May 31 - Jun 1

3 bedrooms, laptop workspace, blackout drapes, iron/ironing board

Cayman Luxury Rentals at Ocean Paradise

North Side

The Sunshine Hotel and Suites

Seven Mile Beach

Sunshine suite's private beach and refreshing poolside escape offers relaxation steps from aquatic adventures.

₩596,920 total

includes taxes & fees

May 26 - May 27

View all properties

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

Breakfast included

4 stars

Top Old Man Bay Hotel Reviews

Grand Cayman Marriott Resort

10/10 Excellent

"We would definitely go back! Room was spacious and oceanfront view was amazing. They set your lounger up with towels and an umbrella on the beach or poolside looking at the ocean. Microwaves are not in room but you can get one at no charge. Staff is very friendly! Breakfast buffet was good, lots to pick from but food could have been warmer. They also offer fun 4:00 and sometimes 7:00 snacks, Each day was different. S’mores was my favorite, ice cream, cotton candy, popcorn and sno cones. Live music inside was nice in the evening."

The Reef Beach Resort - All Inclusive - East End, Grand Cayman

10/10 Excellent

"The property so clean and so close to the water AMAZING views of the water from rooms, bar, and restaurants both inside and outside. No words for how awesome tye staff was. Best staff we ever encountered in any of our travels. So kind, helpful, and so hard working, and always smiling!! Cannot say enough good things about the staff overall. Only issue we had was the water on the East end completely different than the West end. Not the resorts fault at all, However if you are a huge sit on the beach and swim in the water type I would not recommend this east side of the island. The west side is crystal clear clean water with white sand beach . The difference is night and day. But if you are looking for quiet and a more natural island experience I would definitely recommend The Reef Resort. Or rent a car and drive back and forth to get both aspects of the island. However, keep in mind its 1 hour drive each and they drive on the opposite side of the road then Americans, so you would need to be able to adapt to both of those issues"

The Westin Grand Cayman Seven Mile Beach Resort & Spa

8/10 Good

"Room was clean. Noticed a sewage smell coming from the toilet, the whole time we were there. Seems like for the price this hotel could use some renovations. Was promised that I would get an ocean view room the day after I checked in. I went to front desk to check the following morning, and they told me there were not any rooms with king beds available. Just a double queen bed and it would cost $100 more per day. I declined that due to already paying a lot for the room we got above the front door. The other thing I noticed is that if you want to relax or take a nap in the room during the day it is extremely noisy. Between talking loudly and all the doors slamming it was impossible to be in the room during the day. The best part of this hotel is the location. It is right on the beach, and they have plenty of beach loungers with umbrellas. This is my third time at The Westin in 10 years, the first year they were working on the lobby so that is pretty new and still in good shape."

Frequently asked questions

What are some hotels with pools in Old Man Bay?

The Place: Condo, 2-minute walk from Grand Cayman Beaches. Offers complimentary cabanas, an outdoor pool, and complimentary wired internet access. On The Bay: Villa, 2-minute walk from Grand Cayman Beaches. Provides sun loungers, a pool, and complimentary wireless internet access. Hotel Indigo Grand Cayman by IHG: Hotel, 3-minute walk from Seven Mile Beach. Features 4 restaurants, an outdoor pool, and free valet parking. Hampton by Hilton Grand Cayman Seven Mile Beach: Resort, 1-minute walk from Seven Mile Beach. Offers a health club, an outdoor pool, and buffet. Grand Cayman Marriott Resort: Resort, 4-minute walk from Seven Mile Beach. Features 3 restaurants, an outdoor pool, and a full-service spa.

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 into account the local weather in Old Man Bay can help you maximize your time at the pool during your trip. The hottest months are usually August and September with an average temp of 84°F, while the coldest months are January and February with an average of 79°F. Average annual precipitation for Old Man Bay is 42 inches.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Old Man Bay Hotels with a Pool