Cayman Islands Beach Vacations

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Top Beach vacation packages in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Shangri-La Boutique Bed & Breakfast

Shangri-La Boutique Bed & Breakfast

4 out of 5
Price was $778, price is now $696 per person
$696
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (215 reviews)
Couldn’t have been better! Location in West Bay is away from the congested area. The place has charisma, with each place being charming with beautiful views. Couldn’t have been more peaceful and relaxing. Rose, the host genuinely wanted our stay to be perfect and went out of her way to make us comfortable and help with everything!

Reviewed on Jul 6, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Price was $1,577, price is now $1,157 per person
$1,157
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.2/10 Wonderful! (1,000 reviews)
The hotel was incredible. The beach espectacular.

Reviewed on Jul 14, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,478, price is now $1,130 per person
$1,130
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (41 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,593, price is now $1,240 per person
$1,240
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!

Reviewed on Jul 12, 2026

The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
Price was $1,029, price is now $861 per person
$861
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9/10 Wonderful! (1,008 reviews)
Large two room suite with small kitchen. Very clean and well appointed. Relationship with the Westin was a real benefit. Great value!!

Reviewed on Jul 12, 2026

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5* Beach vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,593, price is now $1,240 per person
$1,240
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!

Reviewed on Jul 12, 2026

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
Price was $1,632, price is now $1,632 per person
$1,632
per person
Sep 15 - Sep 20
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.6/10 Exceptional! (1,001 reviews)
Beautiful Hotel and excellent service and staff

Reviewed on Jul 13, 2026

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3 Night Beach vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Sunshine Hotel and Suites

The Sunshine Hotel and Suites

4 out of 5
Price was $1,092, price is now $946 per person
$946
per person
Aug 16 - Aug 19
found 4 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to George Town (GCM)
9/10 Wonderful! (1,008 reviews)
Large two room suite with small kitchen. Very clean and well appointed. Relationship with the Westin was a real benefit. Great value!!

Reviewed on Jul 12, 2026

Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
Price was $1,711, price is now $1,236 per person
$1,236
per person
Sep 17 - Sep 20
found 14 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
9.8/10 Exceptional! (1,000 reviews)
We absolutely loved this hotel! Everyone was so friendly and welcoming. The beach was incredible and the facilities and room was amazing too. We will definitely come back!

Reviewed on Jul 12, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,431, price is now $1,172 per person
$1,172
per person
Sep 17 - Sep 20
found 14 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to George Town (GCM)
9.8/10 Exceptional! (41 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

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4 Night Beach vacations in Cayman Islands

Price found within the past 48 hours. Click for updated prices.
The Reef Beach Resort, East End, Grand Cayman

The Reef Beach Resort, East End, Grand Cayman

3.5 out of 5
Save 100% on your flight
Price was $1,256, price is now $776 per person
$776
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to George Town (GCM)
8.4/10 Very Good! (1,078 reviews)
It’s a pretty good resort. We visited in July great weather and no rain. It had a lot of smell of seaweed. On the side where our room was at. It would have been good if they had servers to the pool for food or drinks. The restaurant is very good and the servers are very nice. We rented a car and drove to places to eat. We only had breakfast there. They only clean the rooms every third day. I had to call on the second day and it was no problem. The spa was very good the service was excellent.

Reviewed on Jul 14, 2026

The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Price was $1,577, price is now $1,157 per person
$1,157
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.2/10 Wonderful! (1,000 reviews)
The hotel was incredible. The beach espectacular.

Reviewed on Jul 14, 2026

Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise

4 out of 5
Price was $1,478, price is now $1,130 per person
$1,130
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to George Town (GCM)
9.8/10 Exceptional! (41 reviews)
Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place.

Reviewed on Jul 11, 2026

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Find your perfect Cayman Islands beach vacation

How do I book the best Cayman Islands beach vacation packages?

Life’s a beach when you dive into our brilliant Cayman Islands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Cayman Islands?

A rental steps from the shore creates an amazingly affordable Cayman Islands beach vacation. Seaside sojourns during low season start from $696. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Cayman Islands?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Cayman Islands beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Cayman Islands vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Cayman Islands beach vacation deals?

Sort your search results by deals to delight in amazing Cayman Islands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Cayman Islands beach trip with free cancellation and/or flexible dates?

Just like the Cayman Islands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Cayman Islands beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Cayman Islands. (OK, maybe not that last part.)

Top Beach Cayman Islands Hotels

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way Seven Mile Beach West Bay
  • 4 min walk from Seven Mile Beach
$258 nightly
The price is $289 total per night from Aug 15 to Aug 16
$289 total
Aug 15 - Aug 16
Total with taxes and fees
Stroll along the shore in Seven Mile Beach, as you'll be close to Seven Mile Beach with a vacation at this luxury hotel. Amenities at Hotel Indigo Grand Cayman ...
Hotel Indigo Grand Cayman by IHG
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road Seven Mile Beach Grand Cayman
  • 5 min drive from Seven Mile Beach
$344 nightly
The price is $391 total per night from Aug 14 to Aug 15
$391 total
Aug 14 - Aug 15
Total with taxes and fees
Make the most of this fantastic location, as you'll be near Seven Mile Beach when booking a getaway at this luxury, spa resort. Amenities at Grand Cayman Marriott ...
9/10 Wonderful! (1,001 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...
"it was okay, not over the top, just ok"

Reviewed on Jul 14, 2026

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

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

3.5 out of 5
2221 Queens Highway Colliers Bay East End Grand Cayman
  • 43 min drive from Seven Mile Beach
Watch the sunset on Grand Cayman Beaches at this spa property, an excellent choice for an all-inclusive getaway in East End. 3 outdoor pools, 2 hot tubs, and ...
9/10 Wonderful! (284 reviews)

Travelers like: on the beach, sun loungers, beach bars, beach yoga

Travelers say...
"Great"

Reviewed on Jul 13, 2026

Get rates
The Reef Beach Resort - All Inclusive - East End, Grand Cayman
See all 1,552 properties in Cayman Islands
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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