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

Search Historic Hotels in Caribbean Islands

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Caribbean Islands Historic Hotels

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Caribbean Islands historic hotels

A couple walking on a stone pathway with lush greenery and a historic building in the background.
A room with a bed, wooden furniture, a television, and a brick wall.
A courtyard with outdoor seating, brick arches, and white walls.
A beach with clear turquoise water, boats, and a sandy shore with trees.

1. Copper and Lumber Store Hotel

Copper and Lumber Store Hotel
English Harbour
United States
Tim
£199
includes taxes & fees
24 Nov - 25 Nov
Copper and Lumber Store Hotel
A poolside area with lounge chairs and tables, a pool, and surrounding greenery.
A black Honda CR-V SUV parked in a lot with a building in the background.
A resort with a view of the sea, a large cloud in the sky, and tropical vegetation.
A clear turquoise sea with people swimming.

2. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
United States
Jason
£237
includes taxes & fees
26 Oct - 27 Oct
Breathtaking Views from Sapphire Village II
Outdoor dining
A clear blue swimming pool with a wooden deck, surrounded by palm trees and a view of the ocean.
A modern kitchen with dark wooden cabinets, a central island, and a dining area with a table and chairs.
An aerial view of a resort with a large pool surrounded by lush greenery and a clear blue sea.

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

Updated: Luxury Villa, Amazing Views with Pool + Generator
Nazareth
United States
Brian F.
£223
includes taxes & fees
9 Nov - 10 Nov
Updated: Luxury Villa, Amazing Views with Pool + Generator
A spacious lobby with a marble reception desk, a potted plant, and a modern staircase.
A swimming pool with lounge chairs, surrounded by potted plants and modern buildings.
A hotel room with a bed, white bedding, a potted plant, a wall-mounted device, and a painting on the wall.
A two-story building with balconies, a yellow facade, and a sign for 'PONCE PLAZA HOTEL & CASINO'.

4. City Centro by Marriott Ponce Plaza & Casino, Puerto Rico

City Centro by Marriott Ponce Plaza & Casino, Puerto Rico
Ponce Centro
United States
Pedro
£134
includes taxes & fees
8 Nov - 9 Nov
City Centro by Marriott Ponce Plaza & Casino, Puerto Rico
A bedroom with a bed, wooden dresser, and a blue curtain.
A bottle of wine, a wine opener, and two wine glasses on a quilted surface with scattered rose petals.
An aerial view of a coastal area with a beach, buildings, and a road.
A red building with a white door, a balcony with black railings, and a sign indicating VIP parking.

5. Cozy Corner Budget Beach Studio with High-Speed WiFi 500 30 wifi speeds

Cozy Corner Budget Beach Studio with High-Speed WiFi 500 30 wifi speeds
Aguadilla Pueblo
United States
Fatima K.
£89
includes taxes & fees
26 Oct - 27 Oct
Cozy Corner Budget Beach Studio with High-Speed WiFi 500 30 wifi speeds
A balcony with a view of the sea, potted plants, and a hammock.
A spacious kitchen with wooden cabinets, a refrigerator, and a large island. There is a dining area with a bench and a decorative wall.
A stone wall with a stone staircase leading to a balcony, surrounded by lush greenery and a large tree trunk.
A two-story building with a stone wall and a white railing.

6. Luxurious one bedroom cottage

Luxurious one bedroom cottage
Carriacou and Petite Martinique
United States
Chadwick
£114
includes taxes & fees
5 Nov - 6 Nov
Luxurious one bedroom cottage
Outdoor dining
A coastal hotel with a beach, clear waters, and boats.
A wall with a poster advertising a live music event at a bar.
Room

7. Sapphire Beach-Beachfront Pools, Restaurants, Jet Ski, Paraceiling, Generator

Sapphire Beach-Beachfront Pools, Restaurants, Jet Ski, Paraceiling, Generator
St. Thomas
United States
John W.
£311
includes taxes & fees
26 Oct - 27 Oct
Sapphire Beach-Beachfront Pools, Restaurants, Jet Ski, Paraceiling, Generator
A balcony with a view of the ocean and tropical vegetation.
A coastal property with a large house featuring a balcony and a staircase leading to a second level.
A spacious living area with a high ceiling, a ceiling fan, a sofa set, a coffee table, and a dining table with chairs.
A beach with clear turquoise waters, a sandy shore, and a distant sailboat.

8. Grace Bay Beach 7A Eco Resort: Gorgeous Ocean Views+Pool+Oceanfront+Lush Gardens

Grace Bay Beach 7A Eco Resort: Gorgeous Ocean Views+Pool+Oceanfront+Lush Gardens
Grace Bay
United States
AJ W.
£354
includes taxes & fees
26 Oct - 27 Oct
Grace Bay Beach 7A Eco Resort: Gorgeous Ocean Views+Pool+Oceanfront+Lush Gardens
A balcony with a herringbone floor, a wicker chair, a small table, and a view of a coastal area with palm trees and a boat.
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.

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

Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
Saint Thomas
United States
Matt R.
£303
includes taxes & fees
30 Oct - 31 Oct
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
A wooden deck with two Adirondack chairs facing a large body of water and a distant island.
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".
A colorful bar with a counter, stools, and various signs.

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

Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!
St. Thomas
United States
Rebecca K.
£253
includes taxes & fees
26 Oct - 27 Oct
Paradise At A Great Price, Amazing Renovated Waterfront Escape: Private Balcony!
View all properties

Top Caribbean Islands Hotel Reviews

Wyndham Alltra Punta Cana All-Inclusive Resort

Wyndham Alltra Punta Cana All-Inclusive Resort

10/10 Excellent
"Todoooooo lo recomiendo muchísimo"
Karina 2-night trip
Posted 6 hours ago
Wyndham Alltra Punta Cana All-Inclusive Resort
Hotel Riu Palace Aruba - All Inclusive

Hotel Riu Palace Aruba - All Inclusive

8/10 Good
"Everything was great, except the long checkin process. There was only one station working and the other was off and on, with long line of folks waiting. But rest of experience was great"
Todd 4-night trip
Posted 6 hours ago
Hotel Riu Palace Aruba - All Inclusive
Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent
"N/A"
Claudia 5-night trip
Posted 7 hours ago
Hotel Riu Montego Bay - Adults Only - All Inclusive