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

Historic Hotels & Resorts in Caribbean Islands from NZ$205

  • 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 Caribbean Islands Historic Hotels

Tonight
11 Oct - 12 Oct
Tomorrow
12 Oct - 13 Oct
Next weekend
16 Oct - 18 Oct
In two weeks
23 Oct - 25 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 beach with clear turquoise water, boats, and a sandy shore with trees.
A room with a bed, wooden furniture, a television, and a brick wall.

1. Copper and Lumber Store Hotel

Copper and Lumber Store Hotel
English Harbour
United States
Tim
NZ$490
includes taxes & fees
11 Nov - 12 Nov
Copper and Lumber Store Hotel
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 two-story building with balconies, a yellow facade, and a sign for 'PONCE PLAZA HOTEL & CASINO'.
A modern interior with a round ottoman, a small round table, and several potted plants.

2. Ponce Plaza Hotel & Casino

Ponce Plaza Hotel & Casino
Ponce Centro
United States
JOHABEL
NZ$270
includes taxes & fees
18 Oct - 19 Oct
Ponce Plaza Hotel & Casino
A clear turquoise sea with people swimming.
A resort with a view of the sea, a large cloud in the sky, and tropical vegetation.
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.

3. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
United States
Jason
NZ$542
includes taxes & fees
22 Oct - 23 Oct
Breathtaking Views from Sapphire Village II
A dining area with a wooden table, four chairs, a framed artwork of a turtle, and a hanging light fixture.
Outdoor dining
A kitchen with a built-in cabinet containing various glassware and dishes.
A beach with clear turquoise water, white sand, and a forested hill in the background.

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

Updated: Luxury Villa, Amazing Views with Pool + Generator
Nazareth
United States
Brad R.
NZ$510
includes taxes & fees
9 Nov - 10 Nov
Updated: Luxury Villa, Amazing Views with Pool + Generator
A bed with rolled towels, a red microwave, and a painting of a beach scene with a pelican.
A shower area with a wooden wall and a white towel rack.
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.
NZ$205
includes taxes & fees
12 Oct - 13 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 coastal view with boats, a mountain, and a forested area.
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.

6. Luxurious one bedroom cottage

Luxurious one bedroom cottage
Carriacou and Petite Martinique
United States
Chadwick
NZ$265
includes taxes & fees
12 Oct - 13 Oct
Luxurious one bedroom cottage
A beach with clear turquoise water, a sailboat in the distance, and a blue umbrella on the sand.
An outdoor seating area with tables and chairs overlooking a clear blue sea and distant mountains.
A brightly colored bar with a blue and yellow facade, wooden stools, and various signs and decorations.
A swimming pool with white lounge chairs and a view of the sea and mountains.

7. 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.
NZ$574
includes taxes & fees
14 Oct - 15 Oct
Amazing Waterfront Escape: Balcony, Renovated, Paradise At A Great Price!
A beach with palm trees and a clear view of the ocean.
A pool area with clear blue water, surrounded by palm trees and a building with a tiled roof.
A hotel with red roofs and white walls, surrounded by palm trees and a view of the ocean and mountains.
A covered outdoor seating area with a table and chairs, a view of a beach and palm trees, and a wooden ceiling structure.

8. Sapphire Beachfront Condo - Amazing Snorkeling - Free Wi - Fi, Generator

Sapphire Beachfront Condo - Amazing Snorkeling - Free Wi - Fi, Generator
St. Thomas
United States
Crosby R.
NZ$738
includes taxes & fees
12 Oct - 13 Oct
Sapphire Beachfront Condo - Amazing Snorkeling - Free Wi - Fi, Generator
A beach with a wooden bench, a cactus, and a stone wall.
A couple sitting on a wooden dock by a turquoise sea, with rocky terrain and sparse vegetation in the background.
A bedroom with a large bed, a television mounted on the wall, a small desk, and a view of the outdoor area through a sliding glass door.
A person standing in shallow water near mangrove roots with a clear view of the ocean in the background.

9. Spectacular Beach Front View

Spectacular Beach Front View
savaneta
United States
Charles D.
NZ$334
includes taxes & fees
24 Oct - 25 Oct
Spectacular Beach Front View
A hanging chair on a balcony overlooking a beach with waves.
A modern kitchen with a central island, two blue bar stools, a yellow vase with flowers, and a woven basket.
A bed with patterned pillows and a view of a beach with palm trees.
A beach with clear blue water, sandy shore, and some vegetation.

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

OCEAN VIEW GORGEOUS 1 Full Bedroom Apt.BRAND NEW UNIT SPECTACULAR & CHIC. 5Stars
Barrio Pueblo
United States
Nader J.
NZ$442
includes taxes & fees
12 Oct - 13 Oct
OCEAN VIEW GORGEOUS 1 Full Bedroom Apt.BRAND NEW UNIT SPECTACULAR & CHIC. 5Stars
View all properties

Top Caribbean Islands Hotel Reviews

Embassy Suites by Hilton San Juan Hotel & Casino

Embassy Suites by Hilton San Juan Hotel & Casino

10/10 Excellent
"Everything was perfect"
Jennifer 3-night trip
Posted 7 hours ago
Embassy Suites by Hilton San Juan Hotel & Casino
Hotel Riu Palace Aruba - All Inclusive

Hotel Riu Palace Aruba - All Inclusive

10/10 Excellent
"We really enjoyed our stay at Riu Palace Aruba. The property is very nice, the restaurants are great, and the staff is amazing. It’s located right on the beach, and the beach is beautiful and well maintained."
Africa 7-night trip
Posted 10 hours ago
Hotel Riu Palace Aruba - All Inclusive
Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

10/10 Excellent
"Nice view"
Latoya 3-night trip
Posted 11 hours ago
Grand Hyatt Baha Mar
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

8/10 Good
"First time here. We’re Riu Class members. The check in was fast. The check in staff were friendly. The room was good. We got a King bed on the 3rd floor. The property is fairly compact so not a lot of walking… The food was excellent!!! Best part of the hotel. They have a two pools, one with a swim up bar. Both are clean and well maintained. The property has beach access with chairs, table and umbrella that is set up for you. The beach is clean and swimmable. Jet skis are available next door. No kids at this property…. We’ll be back…."
Richard 5-night trip
Posted 14 hours ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive