The Best Historic Hotels in Caribbean Islands from AED 423 in 2026 | Expedia

A beach with clear turquoise water, white sand, and palm trees.

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16 Oct - 18 Oct

Our top choices for Caribbean Islands historic hotels

A waterfront property with multiple buildings, palm trees, and a pool.

A courtyard with outdoor seating, brick arches, and white walls.

A room with a bed, wooden furniture, a television, and a brick wall.

A beach with clear turquoise water, boats, and a sandy shore with trees.

1. Copper and Lumber Store Hotel

English Harbour

United States

Tim

AED 714

AED 963 total

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with a marble reception desk, a potted plant, and a modern staircase.

A hotel room with a bed, white bedding, a potted plant, a wall-mounted device, and a painting on the wall.

A swimming pool with lounge chairs, surrounded by potted plants and modern buildings.

A two-story building with balconies, a yellow facade, and a sign for 'PONCE PLAZA HOTEL & CASINO'.

2. Ponce Plaza Hotel & Casino

Ponce Centro

United States

JOHABEL

AED 460

AED 556 total

includes taxes & fees

18 Oct - 19 Oct

A clear turquoise sea with people swimming.

A poolside area with lounge chairs and tables, a pool, and surrounding greenery.

A balcony with two wicker chairs, a small table, and a colorful chair.

A black Honda CR-V SUV parked in a lot with a building in the background.

3. Breathtaking Views from Sapphire Village II

St Thomas

United States

Jason

AED 579

AED 1,150 total

includes taxes & fees

7 Oct - 8 Oct

A dining area with a wooden table, four chairs, a framed artwork of a turtle, and a hanging light fixture.

A modern kitchen with dark wood cabinets, a white countertop, and a dining area with a view of the ocean.

A beach with clear turquoise water, white sand, and a forested hill in the background.

A kitchen with a built-in cabinet containing various glassware and dishes.

4. Updated: Luxury Villa, Amazing Views with Pool + Generator

Nazareth

United States

Brad R.

AED 426

AED 1,166 total

includes taxes & fees

1 Nov - 2 Nov

A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

A colorful bar with a counter, stools, and various signs.

A swimming pool with white lounge chairs and a view of the sea and mountains.

A neatly made bed with a quilted headboard, two bedside lamps, and a wooden sign above stating "Relaxing time".

5. Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!

St. Thomas

United States

Rebecca K.

AED 327

AED 1,231 total

includes taxes & fees

13 Oct - 14 Oct

A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.

A brightly colored bar with a blue and yellow facade, wooden stools, and various signs and decorations.

A white yacht named 'Daydreamer' docked at a marina with clear blue water, surrounded by greenery and a few buildings in the background.

An outdoor seating area with tables and chairs overlooking a clear blue sea and distant mountains.

6. Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!

Saint Thomas

United States

Matt R.

AED 294

AED 1,190 total

includes taxes & fees

14 Oct - 15 Oct

A balcony with a view of the ocean, wicker furniture, and a white decorative cage.

A room with a large window overlooking the ocean, a white air conditioning unit below the window, and a metal railing outside.

A modern living room with a glass dining table, white chairs, a grey sofa, and a large decorative globe light.

A view of the ocean through a window, with waves crashing onto a sandy beach and rocky cliffs.

7. OCEAN VIEW GORGEOUS 1 BEDROOM CONDO APT A MILLION DOLLAR VIEW.5stars☀️BEST APT

Barrio Pueblo

United States

Crystal R.

AED 496

AED 967 total

includes taxes & fees

7 Oct - 8 Oct

A hanging chair on a balcony overlooking a beach with waves.

A kitchen with a large window overlooking a beach and greenery.

A modern kitchen with a central island, two blue bar stools, a yellow vase with flowers, and a woven basket.

A beach with clear blue water, sandy shore, and some vegetation.

8. OCEAN VIEW GORGEOUS 1 Full Bedroom Apt.BRAND NEW UNIT SPECTACULAR & CHIC. 5Stars

Barrio Pueblo

United States

Nader J.

AED 446

AED 911 total

includes taxes & fees

11 Oct - 12 Oct

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Top Caribbean Islands Hotel Reviews

Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

10/10 Excellent

"The hotel was great; the accommodation was great but, the last day of my stay there was no HOT water in the shower. An upfront disclosure and a better explanation of the resort fee, they should also inform you that they are taxes on resort fee"

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"Staff was very attentive to their guests. Great stay"