A calm sea with a mountain in the distance.

Search Beach Resorts & Hotels in Windward Side

  • 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 Side Beach Resorts & Hotels

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

Our top choices for Windward Side beach hotels

A rectangular swimming pool with a white tiled deck, surrounded by white railings and lounge chairs.
A buffet table with various food items and a selection of wine bottles.
A hotel with multiple balconies, outdoor seating, and a view of the sea.
A coastal landscape with clear turquoise waters, rocky shoreline, and green hills.

1. Saba Arawak Hotel

Saba Arawak Hotel
Windward Side
3.509.190 ₫
4.126.807 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Saba Arawak Hotel
A cozy room with a high ceiling, large windows, a sofa, two wicker chairs, and a wooden table.
A covered patio area with a table and chairs, a door labeled 207, and a window with curtains.
A compact kitchen with a bar area, two bar stools, a refrigerator, and a microwave.
A bedroom with a large bed, a window with a view, a painting on the wall, and a wooden door.

2. Talk of the Town Inn & Suites

Talk of the Town Inn & Suites
Oranjestad
2.682.581 ₫
2.870.362 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Talk of the Town Inn & Suites
A beach with palm trees, a stone wall, and a building in the background.
A room with a brick wall, wooden floor, a brown leather sofa, and two large arched windows with a view of greenery.
A two-story building with a balcony, surrounded by lush tropical plants and a sign for 'The Old Sun House Restaurant Bar'.
A brick building with a balcony, green shutters, and a garden with various plants.

3. The Old Gin House

The Old Gin House
Oranjestad
  • Discover coastal serenity with direct beach access, ocean and bay views, and a refreshing pathway leading to crystal waters.
4.591.320 ₫
4.912.606 ₫ total
includes taxes & fees
9 Oct - 10 Oct
The Old Gin House
A pathway lined with palm trees and tropical plants, leading to a building with a blue facade.
A hallway with tiled flooring, large vases with flowers, and a painting on the wall.
A breakfast table set with plates, cutlery, a vase of flowers, and a view of the ocean.
A pool with lounge chairs and umbrellas, overlooking a clear blue sea.

4. Quill Gardens Boutique Hotel

Quill Gardens Boutique Hotel
Oranjestad
4.285.843 ₫
4.585.852 ₫ total
includes taxes & fees
9 Oct - 10 Oct
Quill Gardens Boutique Hotel
A rocky beach with a clear blue sky and calm sea.
A brick building with a red roof, a gated entrance, and a parked vehicle in the background.
A table set for dining with a view of the sea at sunset, a metal pot, and several wine glasses.
A spacious living room with a white sofa, a wooden ceiling, a TV mounted on the wall, and a large painting.

5. Barrel House St. Eustatius

Barrel House St. Eustatius
Oranjestad
  • Discover beachfront bliss at this bed & breakfast, where a striking black sand shoreline meets island comfort just steps from your room.
Barrel House St. Eustatius
A paved pathway flanked by palm trees and buildings with a clear sky above.
A hotel room with a bed, a wicker basket with toiletries, a painting of a palm leaf, and a lamp.
A corridor with a door, a chair, and a railing with plants.
A kitchen with a counter, a chair, and a wall with a motivational quote.

6. Palm Spring Inn

Palm Spring Inn
Oranjestad
3.736.638 ₫
4.147.603 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Palm Spring Inn
View all properties

Choose what matters most at beach hotels in Windward Side

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Windward Side Hotel Reviews

El Momo Cottages

El Momo Cottages

10/10 Excellent
"El Momo Cottage is a simple basic place you will love, if you just want to take a break and go back to basic. The wooden cabin located in hill with an awesome view. I return home fully rested and recharged. Just by staying there. Definitely I'm going back. It's my retraer in the unspoiled queen called Saba"
Wendell 5-night trip
Posted 2 months ago
El Momo Cottages

Frequently asked questions

What is Windward Side like for travellers who love the beach?
Find a great place to stay in Windward Side, which has a lot to offer the traveller looking to book a beach holiday.
When's the best time for a beach holiday in Windward Side?
Plan your trip to the beach with a look at year-round temperatures in Windward Side: The hottest months are usually September and October, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Windward Side is 921 mm.
What is there to see and do around Windward Side?
After arriving and checking into your hotel, you'll probably want to explore your surroundings. If you're eager to check out the beaches, head to Cove Bay Beach or Well's Bay Beach for some relaxation by the water. Make time for a range of local attractions, which include Dutch Museum of Saba and Mt Scenery. For additional things to see and do, consider a visit to Harry L Johnson Museum or Saba Heritage Center.
What's the best way to get to my beach hotel in Windward Side?
Here's some information to help you get to and around your beach accommodation in Windward Side with ease. The closest major airport is in Saba (SAB-Juancho E. Yrausquin), located 1.3 mi (2.1 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.