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

Caribbean Islands Hotel Guide - Historic Hotels in Caribbean Islands, Caribbean

  • 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
9 Sept - 10 Sept
Tomorrow
10 Sept - 11 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Caribbean Islands historic hotels

A spacious lobby with a marble reception desk, a potted plant, and a modern staircase.
A two-story building with balconies, a yellow facade, and a sign for 'PONCE PLAZA HOTEL & CASINO'.
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.

1. Ponce Plaza Hotel & Casino

Ponce Plaza Hotel & Casino
Ponce Centro
United States
takashi
€130
includes taxes & fees
13 Sept - 14 Sept
Ponce Plaza Hotel & Casino
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 coastal view with boats, a mountain, and a forested area.

2. Luxurious one bedroom cottage

Luxurious one bedroom cottage
Carriacou and Petite Martinique
United States
Chadwick
€132
includes taxes & fees
10 Sept - 11 Sept
Luxurious one bedroom cottage
A covered outdoor seating area with a hammock, benches, and a small table.
A bedroom with a bed, a window with red curtains, an air conditioning unit, and a wall-mounted shelf.
A flagpole with a flag, a metal gate, and a building with a sign.
A sign with colorful letters spelling "I ♥ AGUADILLA" and a heart symbol with a palm tree, set against a coastal backdrop.

3. Hidden Gem Budget Beach Studio / High-Speed Wifi

Hidden Gem Budget Beach Studio / High-Speed Wifi
Aguadilla Pueblo
United States
Zachary
€135
includes taxes & fees
13 Sept - 14 Sept
Hidden Gem Budget Beach Studio / High-Speed Wifi
A clear turquoise sea with people swimming.
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.
A poolside area with a pool, lounge chairs, and tables.

4. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
United States
Jason
€252
includes taxes & fees
17 Sept - 18 Sept
Breathtaking Views from Sapphire Village II
A beach with a concrete pier extending into calm turquoise waters, surrounded by sailboats.
A modern house with a patio area, a welcome sign, and a window with blinds.
A wall with a welcome sign and the words "CASA POBLADO" in large letters. There are two wicker chairs with pillows that have the Puerto Rico flag design. A small table with a bottle and glasses is between the chairs.
A room with a hammock chair, a welcome sign, and a chair with a pillow.

5. Casa Poblado Cerca de Atracciones Turísticas

Casa Poblado Cerca de Atracciones Turísticas
Boquerón
United States
Tim S.
€178
includes taxes & fees
13 Sept - 14 Sept
Casa Poblado Cerca de Atracciones Turísticas
A bed with rolled towels, a red microwave, and a painting of a beach scene with a pelican.
A bottle of wine, a wine opener, and two wine glasses on a quilted surface with scattered rose petals.
A shower area with a wooden wall and a white towel rack.
A red building with a white door labeled "VIP" and a "PARKING" sign.

6. 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.
€103
includes taxes & fees
10 Sept - 11 Sept
Cozy Corner Budget Beach Studio with High-Speed WiFi 500 30 wifi speeds
A swimming pool area with a building, palm trees, and a playground.
A row of colorful, single-story buildings with a car parked in front.
A gym with treadmills, elliptical machines, and weightlifting equipment.
A modern living room with a sofa, a coffee table, and orange curtains.

7. 2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi

2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
Ocho Rios
United States
Martina
€183
includes taxes & fees
10 Sept - 11 Sept
2Bedrooms 2Bathroom - Swimming pool - Gated community - Drier - Free Wifi
A balcony with white furniture and a view of the ocean.
A pool area with clear blue water, surrounded by palm trees and a view of the ocean.
A bedroom with a large bed, a view of the ocean, a balcony with a table and chairs, and a ceiling light.
A beachfront hotel with a view of the ocean, palm trees, and a sunset.

8. Master Suite Over The Caribbean Sea

Master Suite Over The Caribbean Sea
Juan Dolio - El Pueblo
United States
Abigail
€108
includes taxes & fees
10 Sept - 11 Sept
Master Suite Over The Caribbean Sea
A residential area with a concrete road, a white car, and lush greenery including banana trees and other plants.
A compact kitchen with a white refrigerator, a wooden table with a floral-patterned bowl, and a folding chair.
A kitchen with a refrigerator, microwave, and sink. There is a wooden table with a vase of flowers and a picture frame on the wall.
A two-story building with a yellow facade, a white door labeled "APT 2", and a white car parked in the driveway.

9. Wallhouse Apartment 2

Wallhouse Apartment 2
Loubiere
United States
Vaisey
Wallhouse Apartment 2
A compact kitchen with wooden cabinets, a microwave, a coffee maker, and a refrigerator. There is a small round table with two stools.
A compact kitchen with a microwave, refrigerator, and a washing machine in a corner. A television is on a stand to the right.
A compact kitchen with wooden cabinets, a gas stove, a sink, a toaster, a blender, and a microwave.
A neatly made bed with white linens and pillows, a wooden headboard, a small bedside table with a lamp, and a window with curtains.

10. Panoramic View+Private+Cozy=Affordable

Panoramic View+Private+Cozy=Affordable
Basseterre
United States
Wilfried W.
€94
includes taxes & fees
20 Sept - 21 Sept
Panoramic View+Private+Cozy=Affordable
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
"Good place for a good vacation"
Luz 2-night trip
Posted 14 hours ago
Wyndham Alltra Punta Cana All-Inclusive Resort
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

Holiday Inn Resort Aruba - Beach Resort & Casino by IHG

10/10 Excellent
"Location is perfect close to everything"
hrvoje 8-night trip
Posted 18 hours ago
Holiday Inn Resort Aruba - Beach Resort & Casino by IHG
Fairmont El San Juan Hotel

Fairmont El San Juan Hotel

8/10 Good
"The beach was beautiful and the overall history of the hotel is awesome"
Matthew 1-night trip
Posted 19 hours ago
Fairmont El San Juan Hotel
Hotel Riu Palace Antillas - Adults Only - All Inclusive

Hotel Riu Palace Antillas - Adults Only - All Inclusive

8/10 Good
"This all inclusive is what you need, lots of food, drink and no only that Fairly good quality, the staff super they just want to make you happy Obviously be ready to tip them The prices are more like here in the US"
Alex 5-night trip
Posted 2 days ago
Hotel Riu Palace Antillas - Adults Only - All Inclusive