A tropical beach with palm trees, clear blue water, and rocky outcrops.

Find 5 Star Hotels in Windward Islands from AED 949

  • 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 Windward Islands 5 Star Hotels

Tonight
5 Oct - 6 Oct
Tomorrow
6 Oct - 7 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Windward Islands 5-star hotels

A resort with a pool, lounge chairs, umbrellas, and a mountain view.
A corridor with a wooden ceiling and walls, featuring a stone pathway and wall-mounted lights.
A stone staircase leading to an arched doorway, surrounded by lush greenery.
A poolside area with lounge chairs, a dining table with a tray of food and drinks, and a view of the pool and mountains.

1. Sugar Beach, A Viceroy Resort

Sugar Beach, A Viceroy Resort
Soufrière
United States
yaser
AED 4,591
AED 5,739 total
includes taxes & fees
6 Oct - 7 Oct
Sugar Beach, A Viceroy Resort
A pool with a wooden swing chair, surrounded by rocks and greenery, with a mountain in the background.
A wooden signpost with directions to various amenities such as a treehouse, games room, trails, hot tub, yoga, and gym.
A covered indoor garden with wooden beams, potted plants, and a bench.
A tropical resort with a stone archway leading to a wooden building, surrounded by lush greenery and palm trees.

2. Ladera Resort - Adults Only

Ladera Resort - Adults Only
Soufrière
Canada
Philip
Ladera Resort - Adults Only
A modern hotel lobby with a pool view, wooden slats, and black wireframe chairs.
A modern room with large windows, wicker chairs, a round table, and a view of the sea.
A spacious living room with a large window overlooking the sea, furnished with modern chairs and a sofa, and a dining area with a table and chairs.
A modern building with a black car parked in front, large windows, and a view of the ocean.

3. Silversands Grand Anse

Silversands Grand Anse
Grand Anse
United States
Erica
AED 3,122
AED 3,746 total
includes taxes & fees
20 Oct - 21 Oct
Silversands Grand Anse
A wooden deck with a pool, lounge chairs, and a hot tub.
A coastal resort with multiple buildings, a beach, and a clear view of the sea.
A resort with a beach, a swimming pool, and a pier.
A spacious living area with a sofa set, two large potted plants, and a chandelier.

4. Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences
Gros Islet
United States
Fahad K
AED 1,166
AED 1,599 total
includes taxes & fees
6 Oct - 7 Oct
Windjammer Landing Resort and Residences
A beach view with lounge chairs and a palm tree.
A modern resort with a pool, outdoor seating, and a view of the ocean.
A room with a large window overlooking a beach, featuring a palm tree, lounge chairs, and a bed.
An aerial view of a coastal resort with multiple white dome-shaped buildings, a clear blue sea, and a mountainous backdrop.

5. Silversands Beach House Adult only

Silversands Beach House Adult only
Grand Anse
United States
Lavern
AED 2,134
AED 2,648 total
includes taxes & fees
7 Oct - 8 Oct
Silversands Beach House Adult only
An infinity pool with a view of mountains and a body of water.
A multi-level building with balconies overlooking a mountainous landscape and a body of water.
A luxurious bathroom with a large bathtub, a seating area with a view of the ocean, and a balcony with a person standing.
A terrace with wicker furniture, a view of the sea, and a ship in the distance.

6. Jade Mountain Resort

Jade Mountain Resort
Soufrière
United States
Barry
AED 5,785
AED 6,942 total
includes taxes & fees
11 Oct - 12 Oct
Jade Mountain Resort
A resort with a large swimming pool, multiple-story buildings with balconies, and outdoor seating areas.
A beach with three sun loungers and a large building in the background.
A marina with yachts docked, surrounded by lush greenery and hillside buildings.
A resort with multiple buildings, a central pool, and a dock.

7. Zoetry Marigot Bay - All Inclusive

Zoetry Marigot Bay - All Inclusive
Marigot Bay
United States
Yehia
AED 1,969
AED 1,969 total
includes taxes & fees
6 Oct - 7 Oct
Zoetry Marigot Bay - All Inclusive
A beachside restaurant with wooden tables and chairs, thatched roof, and ocean views.
A beach with clear turquoise water, a thatched-roof hut, and a rocky shoreline.
A pool area with lounge chairs and umbrellas, surrounded by lush greenery and overlooking a body of water with a distant island.
A coastal resort with multiple buildings, some with outdoor seating areas, situated on a cliff overlooking the sea.

8. Cap Maison Resort & Spa

Cap Maison Resort & Spa
Cap Estate
United States
Victor
Cap Maison Resort & Spa
A deck with white chairs and a table, overlooking turquoise waters and a forested island.
A wooden overwater bungalow with a thatched roof, a dock, and a lounge area with seating.
An aerial view of a resort with a pool area, palm trees, and a beach.
A beach cabana with a thatched roof, wooden furniture, and a view of the sea.

9. Sandals Grande St. Lucian - ALL INCLUSIVE Adults Only

Sandals Grande St. Lucian - ALL INCLUSIVE Adults Only
Cap Estate
United States
Dwayne
Sandals Grande St. Lucian - ALL INCLUSIVE Adults Only
A pool with a blue and white structure, lounge chairs, and umbrellas.
A restaurant with tables and chairs arranged in a semi-circular layout, overlooking a pool and the sea.
A coastal property with a large building featuring multiple balconies and outdoor seating areas, surrounded by dense greenery and overlooking a rocky shoreline.
A modern hotel room with a large window overlooking a pool and a scenic view of the sea. There is a sofa, a coffee table, and two armchairs.

10. Sandals Regency La Toc - ALL INCLUSIVE Adults Only

Sandals Regency La Toc - ALL INCLUSIVE Adults Only
Castries
United States
Nestor Ali
Sandals Regency La Toc - ALL INCLUSIVE Adults Only
A covered outdoor dining area with tables and chairs, overlooking a beach and ocean.
A restaurant with a view of the sea, featuring a bar area, dining tables, and chairs.
A beach with a thatched umbrella, calm sea, and a hill with buildings in the background.
A resort pool area with multiple water features, lounge chairs, and palm trees.

11. Sandals Halcyon - ALL INCLUSIVE Adults Only

Sandals Halcyon - ALL INCLUSIVE Adults Only
Castries
United States
Paul
Sandals Halcyon - ALL INCLUSIVE Adults Only
A beach with a lounge chair and a thatched umbrella.
A spacious, well-lit interior with a round table, wicker chairs, and a ceiling fan.
A covered wooden deck with a view of a beach and ocean.
An aerial view of a coastal resort with multiple buildings, a beach, and a swimming pool.

12. Spice Island Beach Resort

Spice Island Beach Resort
Grand Anse
United States
Milovan
AED 4,777
AED 5,254 total
includes taxes & fees
6 Oct - 7 Oct
Spice Island Beach Resort
A wooden deck with a bed and a view of the beach.
A swimming pool with a waterfall feature, a patio area with seating, and a view of the interior of the building.
A spacious living room with a wooden ceiling fan, a large TV, and a kitchen area in the background.
A wooden deck with a pool, stone walls, and a cozy interior visible through an open door.

13. Serenity At Coconut Bay - All Inclusive - Adults Only

Serenity At Coconut Bay - All Inclusive - Adults Only
Vieux Fort
United States
Kian
Serenity At Coconut Bay - All Inclusive - Adults Only
An aerial view of a coastal resort with clear turquoise waters, a sandy beach, and a pool area surrounded by palm trees.
A spacious room with a wooden ceiling, a reading area, a dining table with chairs, and a view of the outdoors.
A resort with a pool, beach, and ocean view.
A balcony with a view of a beach, palm trees, and a clear blue sky.

14. Bequia Beach Hotel Luxury Resort & Spa

Bequia Beach Hotel Luxury Resort & Spa
Bequia Island
United States
Juan
AED 1,784
AED 2,211 total
includes taxes & fees
15 Oct - 16 Oct
Bequia Beach Hotel Luxury Resort & Spa
A hot tub with a view of a lake and surrounding landscape.
A bedroom with a bed, a TV, and a skylight.
A balcony with a view of the sea and houses, a bed with a pillow and a plant, and a small table with bottles and a vase.
A modern kitchen with a central island, bar stools, and a view of the outdoors.

15. La Suite Villa

La Suite Villa
Trois-Ilets
Canada
Amber
AED 914
AED 949 total
includes taxes & fees
6 Oct - 7 Oct
La Suite Villa
A clear blue pool with a view of the ocean, a lounge area with chairs and an umbrella, and a tiled deck.
A modern kitchen with large windows overlooking a scenic view, a central island with stools, and a wall-mounted plant display.
A table set for two with glasses and plates, surrounded by chairs, in a tropical setting with palm trees and a view of the beach.
A spacious living area with a large dining table, comfortable seating, and a view of lush greenery outside.

16. Six Senses La Sagesse

Six Senses La Sagesse
St. David
United States
Hemwattie
AED 2,645
AED 3,392 total
includes taxes & fees
1 Nov - 2 Nov
Six Senses La Sagesse
A resort with multiple swimming pools, a large building with balconies, and a view of the ocean.
A modern bedroom with a large bed, a TV, a desk, and a view of a lake.
A resort with a central swimming pool, multiple guest buildings, and a mountainous backdrop.
Overwater bungalows with thatched roofs, wooden decks, and outdoor seating.

17. Sandals St. Vincent and the Grenadines Adults Only

Sandals St. Vincent and the Grenadines Adults Only
Kingstown
United States
Natalie Yvonne
Sandals St. Vincent and the Grenadines Adults Only
A nighttime view of a resort with a central pool, a bar area, and thatched-roof structures.
A beach with palm trees, a pier, and flags.
Lobby
A balcony with two lounge chairs, a bathtub, and a view of the beach with palm trees and umbrellas.

18. Sandals Grenada - ALL INCLUSIVE Adults Only

Sandals Grenada - ALL INCLUSIVE Adults Only
St. George's
United States
Tonya
Sandals Grenada - ALL INCLUSIVE Adults Only
A covered outdoor lounge area with seating and tables, overlooking a beach and ocean.
A beach with clear turquoise water, palm trees, and a pier.
A modern living room with a glass dining table, wicker chairs, a white sofa, a stone wall, and a flat-screen TV.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone border and palm trees.

19. Calabash Hotel

Calabash Hotel
Lance aux Épines
United States
Stanislav
AED 2,678
AED 3,214 total
includes taxes & fees
10 Oct - 11 Oct
Calabash Hotel
A modern outdoor seating area with a pool overlooking a coastal view.
A modern living room with a sofa, a glass coffee table, and a TV.
A coastal view with clear turquoise waters, palm trees, and a beach.
A bedroom with a bed, pillows, a wooden headboard, a chair, and a view of a body of water through a glass door.

20. The Point at Petite Calivigny

The Point at Petite Calivigny
St. George's
United States
Kellie
The Point at Petite Calivigny
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Windward Islands.
Radisson Grenada Beach Resort

Radisson Grenada Beach Resort

Grand Anse St. George's
Get rates
8.4/10 Very Good! (1,638 reviews)
Radisson Grenada Beach Resort
Royalton Grenada, An Autograph Collection All-Inclusive Resort

Royalton Grenada, An Autograph Collection All-Inclusive Resort

Magazine Beach Point Seline St. George's St George's
AED 1,358
AED 1,358 total
6 Oct - 7 Oct
includes taxes & fees
Royalton Grenada, An Autograph Collection All-Inclusive Resort
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

1 Choc Bay Gros Islet
AED 2,935
AED 2,935 total
6 Oct - 7 Oct
includes taxes & fees
Secrets St. Lucia Resort & Spa All Inclusive Adults Only
Still don't see what you're looking for?
See all properties in Windward Islands.
You can also use these popular filters to refine your search.
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.

Learn more about Windward Islands

Check out the local area in Windward Islands—home to attractions like Kingstown Market and Indian Bay.

See all hotels in Windward Islands
A lush green landscape with a prominent mountain peak in the background and a body of water in the foreground.
Photo by Mari Calderon

Top Windward Islands Hotel Reviews

Sugar Beach, A Viceroy Resort

Sugar Beach, A Viceroy Resort

10/10 Excellent
"Absolutely amazing! Can’t wait to go back."
Jessica 5-night trip
Posted 3 days ago
Sugar Beach, A Viceroy Resort
Jade Mountain Resort

Jade Mountain Resort

10/10 Excellent
"The trip of a lifetime! I could go on for hours about everything, but I'll save you the time and just say BOOK IT! Make sure you get a room with a pool, it's perfect to cool off without access to ac!"
Whitney Lynne 5-night trip
Posted 5 days ago
Jade Mountain Resort
Windjammer Landing Resort and Residences

Windjammer Landing Resort and Residences

10/10 Excellent
"Excellent customer service from rotania at check in and Brandon at the beach services"
Juan 4-night trip
Posted 6 days ago
Windjammer Landing Resort and Residences