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Family sized, beach-front house in the heart of Hope Town settlement

Photo gallery for Family sized, beach-front house in the heart of Hope Town settlement

Aerial Beach view of Windward
Deck view from Windward
Living Room (Towards Beach)
Living Room
Living Room (Towards Harbor View)

Reviews

9.2 out of 10
Wonderful
4 bedrooms3 bathroomsSleeps 8

Popular amenities

  • Ocean view
  • Kitchen
  • Outdoor space
  • Barbecue grill

Explore the area

View in a map
Elbow Cay, Hope Town
  • Place, Wyannie Malone Museum
    ‪1 min walk‬
  • Place, Hope Town Lighthouse
    ‪12 min walk‬
  • Place, Tahiti Beach
    ‪9 min drive‬
  • Airport, Marsh Harbour (MHH)
    ‪116 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony

About this property

Family sized, beach-front house in the heart of Hope Town settlement

Windward's full length glass doors bring the idyllic, walkable beach to your living room, with stunning views and natural ocean air ventilation. Guests can walk to Cap'n Jacks or Vernon's and golf cart parking and public boat slips are a minute away at the Post Office Dock. Windward is the perfect location for sunsets and sunrises, snorkeling and sunning, families and friends.

Add dates for prices

Amenities

Kitchen
Outdoor space
Sea view
Barbecue grill

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House Rules

Check in after 4:00 PM
Minimum age to rent: 33
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Ocean side doors to be open only while building has human presence and easterly breezes are below 12 mph due to risk of critter access and door damage
All stone topped tables are not to be moved from their locations due to risk of personal injury or table damage. Damages will be billed to occupant.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

Frequently asked questions

Is Family sized, beach-front house in the heart of Hope Town settlement pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Family sized, beach-front house in the heart of Hope Town settlement?

As of 5 Apr, 2026, prices found for a 1-night stay for 2 adults at Family sized, beach-front house in the heart of Hope Town settlement on 25 Dec, 2025 start from S$1,158, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Family sized, beach-front house in the heart of Hope Town settlement?

Check-in begins at 4:00 PM.

What time is check-out at Family sized, beach-front house in the heart of Hope Town settlement?

Checkout is at 10:00 AM.

Where is Family sized, beach-front house in the heart of Hope Town settlement located?

Nestled on the beach, this Hope Town holiday home is within 1 mi (2 km) of Wyannie Malone Museum and Hope Town Lighthouse. Garbanzo Beach is 2.9 mi (4.7 km) away.

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 10 out of 12 reviews
Rating 8 - Good. 1 out of 12 reviews
Rating 6 - Okay. 0 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 1 out of 12 reviews

8.2/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Mary Clark P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very welcoming and responsive. The location is perfect for swimming on the beach
Stayed 10 nights in Nov 2025
Verified

10/10 Excellent

steve A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

centrally located, great views

nice place to relax
Stayed 8 nights in Mar 2023
Verified

10/10 Excellent

Kim H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windward House

Wonderful stay at the Windward!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 30 Jul, 2022
Kim. Very pleased you enjoyed windward again! We look forward to your next visit whenever you are able to return to Hope town.
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Elbow week

Great location in Settlement.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Chuck H.

Liked: Check-in, communication, location, listing accuracy

Excellent Location

Property was as described. Very good location in Settlement and fronting Atlantic Ocean. Communication with Owner and Caretaker was very good.
Stayed 7 nights in May 2024
Verified

10/10 Excellent

Melissa J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location

This home is in the perfect location. It’s located right in the settlement, across from convenient laundry location, and directly on the beach. We could not have asked for a better place for our week stay. Also, John and Caroline were excellent to work with, helpful in answering our questions and fast to respond.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Lauren A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic beach house in Hopetown

What an amazing house! Windward is located on the town beach - fantastic swimming, snorkelling and beach walking right out the front door. Turn the other way and you are in town for a little shopping or dinner at Cap’n Jacks. Inside is beautiful and cozy with fun spaces: decks, window nooks, swings. The host and property manager are super responsive although you shouldn’t need much in this perfect spot. Would absolutely return!
Stayed 21 nights in Jul 2023
Verified

10/10 Excellent

clay s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Location

Hopetown has made an inspiring comeback from Dorian. We loved the island's vibe. Windward House is perfectly located, across the street from small laundry facilities and bike rental, 1 min walk to Post Office dock (ferries and harbor shuttle), 3 min walk to Cpt Jack's, and near the bells of the old church. The New Year's fireworks were an amazing surprise, and our house was a 1 minute walk from it all. We had winds from the west, so the LR doors were usually wide open to the best stretch of beach on the island. Interaction with happy locals working hard to come back from Dorian was fun and rewarding. A VRBO in Hopetown is not an all inclusive resort experience - it felt much more authentic. We found everything we needed, loved the quiche place by On da Beach, biking, boating, and snorkeling Sandy Cay (and the reef off Windward's beach)... Jack's liquor store had Ron Zecappa rum... life was very, very good there for a week.
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Andrew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Place

This beachfront property is also steps away from the heart of a small, but picturesque and charming community in Hopetown. When I say beachfront, I mean that the waves at high tide lap up about 75 feet off the front of the big porch on the Atlantic side. On mild, sunny days we opened up the doors and had the feel of an Italian villa on the beach. The morning sunrise was beautiful. Bedrooms are huge, each with their own private balcony overlooking the harbour or the ocean. The kitchen is a little small and missing some of the basics (no kettle when we were there), but everything worked and we had no problems cooking meals. A gas BBQ would be a welcome addition to the property. Water from the cistern is not filtered. Thanks for sharing your beautiful place, Jon. Sincerely, Andy Moore and Family
Stayed 11 nights in Dec 2022
Response from VrboOwner on 9 Jan, 2023
thanks Andrew... appreciate the in depth perspectives... and my better half has been hounding me to do the gas grille... been dragging my feet with respect to corrosion and general weathering but you may inspire me
Verified

10/10 Excellent

Daniel L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful view and great location

We loved our week at the Windward house, the ocean view out of the back of the house is magnificent. We boated over and it is not a far walk from the post office dock. My biggest worry was getting our gear and luggage to the house but the property manager helped us with that with their car. One thing we would have liked to see different is newer linens, a lot of the towels/sheets had marks and stains on them, you could just tell they are older. The no AC in the common areas is fine except for the middle of the day, luckily we were out of the house most days on the boat, but if you were to stay in the house, it will get hot with the sun coming through all of the glass windows as they have no curtains or shades. The weather was great while we were there, but there never seemed to be the perfect breeze to have all the windows open, so we just tried to preserve the AC we did have. The property manager was excellent and very responsive, any problems we had were taken care of in a timely manner. I would stay here again
Stayed 7 nights in Jul 2023
Verified

2/10 Terrible

Andrew B.

Liked: Check-in, communication
Disliked: Cleanliness, listing accuracy

Bad trip

The property was mis represented. Throughout the listing it said the house had air conditioning. In one remote link it then said only in bed rooms. When we arrived even not even all the bedrooms had working air conditioning. On top of that one shower drain had so much hair laying on top of it that it wouldn’t drain. The dishes and glasses were dusty and the laundry room under the house was in complete disarray. It was so bad we left and had to find another house and we were not extended the courtesy of a refund. Needless to say we do not recommend the property or VRBO.
Stayed 17 nights in May 2024
Verified

8/10 Good

Jeff W.

Liked: Check-in, communication, location, listing accuracy

Family Time

House was right on the beach. Beach was never crowded, most days it was just our family on the beach. Location of the house couldn’t be any better. House needs a good deep cleaning and some updating. No washer and dryer. You have to walk across the street to use the public washing machine and dryer. Cost is $7 per load to wash and $7 per load to dry. The two bedrooms downstairs had air conditioning but the common area and kitchen were not air conditioned. Needless to say it was hot. Upstairs was air conditioned with two bedrooms and a bathroom. I would hope/expect for the amount of money we paid for a two week stay in a house right on a beautiful beach, it would be clean, updated, air conditioned and access to a washer/dryer. If it weren’t for the views from this house our rating would be a 2/3-star. I would love to own this house and do some updating to it
Stayed 14 nights in Jun 2024

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