Windward Resorts
Resort
9.6(8 Reviews)
20 Baths
75 Guests
850.89 ft²
Private Beach
Oceanfront
Hot Tub
Breakfast
AU $1,941/Night
7 Nights - AU $13,589
Cottage
10.0(102 Reviews)
1 Bedroom
1 Bath
2 Guests
Private Pool
Parking
Pool
Ocean View
AU $648/Night
7 Nights - AU $4,534
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
753.47 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $970/Night
7 Nights - AU $6,793
AU $3,271/Night
7 Nights - AU $22,900
Villa
10.0(55 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399 ft²
- Private Pool
- Parking
- Pool
Balcony/Terrace
AU $893/Night
7 Nights - AU $6,251
Villa
10.0(1 Review)
8 Bedrooms
4 Baths
16 Guests
1937.51 ft²
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $2,017/Night
7 Nights - AU $14,116
Villa
10.0(36 Reviews)
4 Bedrooms
3 Baths
8 Guests
7000 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $1,831/Night
7 Nights - AU $12,817
Villa
10.0(1 Review)
3 Bedrooms
3 Baths
6 Guests
2152.78 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
AU $1,885/Night
7 Nights - AU $13,195
Villa
10.0(28 Reviews)
2 Bedrooms
2 Baths
4 Guests
3500 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $1,319/Night
7 Nights - AU $9,233
Villa
10.0(1 Review)
4 Bedrooms
3 Baths
6 Guests
1722.23 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
AU $1,348/Night
7 Nights - AU $9,439
Villa
10.0(27 Reviews)
4 Bedrooms
4 Baths
9 Guests
3000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Breakfast
AU $2,503/Night
7 Nights - AU $17,524
People Visiting Windward Also Like
Why Choose Rent By Owner for your Windward Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windward
How to Book Your Windward Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windward
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Windward
Quartier Lorient
Morne Criquet
Pointe Milou
Anse de Toiny
Grand Cul-de-Sac
Barriere des Quatres Vents
Petit Cul-de-Sac
Camaruche
Gouverneur
Grand Cul de Sac
Anse du Grand Cul-de-Sac
Frequently Asked Questions About Windward Resorts
1. What are the top Resorts in Windward?
There are a lot of options in Windward. If you plan on staying in the Windward area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Windward:
- Fabulous stay in modern Villa – Surrounded by nature. Special Offer
- Hotel Les Ondines Sur La Plage
- BOUGAINVILLIERS Very Private and Charming Villa With Sea View Close to the Beach
- Villa Whalhalla-4 bed-4 bath-POINTE MILOU
- Villa Tiwa 2 Bed-2 Bath Pointe Milou
- Spacious Luxury 4 bedrooms, direct no agencies, fully renovated
- Blue Lagoon Villa, 4 to 7 bedrooms and 1 pool
- grand appartement, vue ocean
- Amazing swimming pool. La Roche dans l'Eau.
- Green Lagoon, sea views, direct owner, credit cards, 2 or 3 bedroomss rate
2. How many Resorts are available in Windward?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windward.
More Rentals You May Like Near Windward
Villa
10.0(25 Reviews)
7 Bedrooms
7 Baths
14 Guests
3229 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $4,009/Night
7 Nights - AU $28,060
Villa
9.7(13 Reviews)
2 Bedrooms
1 Bath
4 Guests
75.35 ft²
- Parking
- Balcony/Terrace
View
Air Conditioner
AU $1,285/Night
7 Nights - AU $8,996
Apartment
10.0(25 Reviews)
1 Bedroom
1 Bath
2 Guests
807 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $388/Night
7 Nights - AU $2,713
Villa
10.0(21 Reviews)
3 Bedrooms
3 Baths
6 Guests
1507 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
AU $1,675/Night
7 Nights - AU $11,722
Villa
10.0(16 Reviews)
7 Bedrooms
7 Baths
14 Guests
3229 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $4,026/Night
7 Nights - AU $28,184
Villa
10.0(16 Reviews)
7 Bedrooms
7 Baths
14 Guests
2153 ft²
- Private Pool
- Oceanfront
- Breakfast
- Parking
AU $1,226/Night
7 Nights - AU $8,580
House
10.0(15 Reviews)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
AU $351/Night
7 Nights - AU $2,457
Villa
10.0(13 Reviews)
4 Bedrooms
3 Baths
8 Guests
2150 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $2,257/Night
7 Nights - AU $15,798
Villa
10.0(13 Reviews)
2 Bedrooms
2 Baths
6 Guests
20451 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
AU $1,501/Night
7 Nights - AU $10,509
Villa
10.0(12 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Private Pool
- Oceanfront
- Pool
- Ocean View
AU $4,427/Night
7 Nights - AU $30,992
Villa
10.0(11 Reviews)
2 Bedrooms
3 Baths
4 Guests
2153 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $1,244/Night
7 Nights - AU $8,710
Villa
10.0(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1475 ft²
- Private Pool
- Parking
- Pool
- Kitchen
AU $1,219/Night
7 Nights - AU $8,535
