Windward Hotels with Suites

Cottage
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 4 Baths 8 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£735/Night 7 Nights - £5,142
star-icons-4
Villa
like-icon10.0
Exceptional
(5 Reviews)
3 Bedrooms 3 Baths 6 Guests 2002.09 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
£139/Night 7 Nights - £972
star-icons-3
Cottage
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£222/Night 7 Nights - £1,557
House
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£221/Night 7 Nights - £1,551
star-icons-4
House
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1711.46 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£212/Night 7 Nights - £1,484
House
like-icon9.8
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 4 Guests 1000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£110/Night 7 Nights - £772
star-icons-4
Villa
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1345.49 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
£175/Night 7 Nights - £1,228
House
like-icon9.6
Exceptional
(21 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£475/Night 7 Nights - £3,324
star-icons-3
House
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 8 Guests 1636.11 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£205/Night 7 Nights - £1,435
Condo
like-icon9.6
Exceptional
(14 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£251/Night 7 Nights - £1,755
House
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests 812.67 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
£143/Night 7 Nights - £1,003
Condo
like-icon10.0
Exceptional
(168 Reviews)
2 Bedrooms 2 Baths 6 Guests 1350 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£327/Night 7 Nights - £2,288

Why Choose Rent By Owner for your Windward Hotels with Suites?

What makes our Hotels with Suites special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Windward

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.

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

Frequently Asked Questions About Hotels in Windward

2. How many Hotels are available in Windward?

Currently, the total number of properties listed by RBO in 2026 is over 1208 in the Windward area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Hotels in Windward. 

More Rentals You May Like Near Windward

Apartment
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£87/Night 7 Nights - £607
Condo
like-icon10.0
Exceptional
(102 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£273/Night 7 Nights - £1,913
Condo
like-icon10.0
Exceptional
(100 Reviews)
3 Bedrooms 2 Baths 6 Guests 1138 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£184/Night 7 Nights - £1,286
Condo
like-icon10.0
Exceptional
(72 Reviews)
2 Bedrooms 2 Baths 6 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£432/Night 7 Nights - £3,021
Condo
like-icon10.0
Exceptional
(65 Reviews)
1 Bedroom 1 Bath 4 Guests 800 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£218/Night 7 Nights - £1,526
Condo
like-icon10.0
Exceptional
(42 Reviews)
2 Bedrooms 2 Baths 4 Guests 946 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£282/Night 7 Nights - £1,975
House
like-icon10.0
Exceptional
(39 Reviews)
3 Bedrooms 2 Baths 8 Guests 1812 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
£282/Night 7 Nights - £1,975
Cottage
like-icon10.0
Exceptional
(32 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£264/Night 7 Nights - £1,845
House
like-icon10.0
Exceptional
(32 Reviews)
3 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£155/Night 7 Nights - £1,086
House
like-icon10.0
Exceptional
(30 Reviews)
2 Bedrooms 2 Baths 6 Guests 1344 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£361/Night 7 Nights - £2,528
House
like-icon10.0
Exceptional
(28 Reviews)
2 Bedrooms 2 Baths 5 Guests 946 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
£229/Night 7 Nights - £1,600
House
like-icon10.0
Exceptional
(20 Reviews)
2 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£93/Night 7 Nights - £649