Windward Shores
2062 Montauk Highway, Amagansett
Checking price…
By the beach
Steps from the sand.
Pool on site
Cool off without leaving.
Popular amenities
About Windward Shores
Luxurious Oceanfront Resort
Scenic Grounds and Recreational Amenities
Nestled on 5 acres of landscaped grounds, Windward Shores Ocean Resort offers a tranquil escape with 2 tennis courts, an inviting outdoor pool, and complimentary Wi-Fi.
Spacious Accommodations with Modern Comforts
Each unit boasts a fully equipped kitchen, dining area, and a private patio, providing guests with the convenience of home. Relax in the well-appointed living space while enjoying entertainment on the flat-screen cable TV.
Convenient Location and Premium Services
With a prime location near Napeague Harbor and just a short drive from Montauk and East Hampton, guests can easily explore the area. Don't miss the seasonal cabana service for added relaxation during your stay.
To experience a blend of comfort and luxury by the ocean, book your stay at Windward Shores Ocean Resort today.
Good to know about Windward Shores
Check-in
04:00 PM
Check-out
11:00 AM
Pets
Not allowed
Children
Welcome
How Windward Shores's price works
One flat fee
The price is what the hotel charges us plus one small, flat service fee — the same for every guest.
No surveillance pricing
We never use your device, location or browsing history to decide what you pay.
All-in, no surprises
Taxes and known fees are shown up front. What you see is what you book.
Windward Shores reviews
Very good
233 reviews · updated December 2025
Guests loved
- + Location near the beach
- + Pleasant staff
Worth noting
- – Outdated room
- – Concerns about safety with chemicals
Things to do near Windward Shores
2062 Montauk Highway, Amagansett
Open in Google Maps ↗Windward Shores property amenities
Internet
- WiFi available
- Free WiFi
Parking & transportation
- Parking
- Free Parking
- Private parking
Pools, spa & fitness
- Swimming pool
- Outdoor pool
- Outdoor pool - seasonal
- Heated pool
- Fence around pool
Food & drink
- Shared lounge/TV area
Family
- Family rooms
Things to do
- Terrace
- Garden
- Golf course
- Tennis court
- Sun terrace
- Beachfront
- Tennis equipment
- Beach
Services & conveniences
- Laundry
- Daily housekeeping
Climate & comfort
- Non-smoking rooms
- Air conditioning
- Heating
- Non-smoking throughout
- Designated smoking area
More
- Fishing
- Vending machine - drinks
Windward Shores room amenities
Bedroom
- Sofa bed
Bathroom
- Hair dryer
- Private bathroom
- Toilet
Entertainment
- TV
Food & drink
- Coffee/tea maker
- Microwave
- Dishwasher
- Kitchen
- Stovetop
- Refrigerator
Internet & phone
- Telephone
- Free Local calls
- Free WiFi
Comfort
- Air conditioning
- Fan
- Heating
More
- Daily housekeeping
- Seating Area
- Dressing room
Frequently asked questions about Windward Shores
What are the check-in and check-out times at Windward Shores?
Check-in starts at 04:00 PM and check-out is by 11:00 AM.
Does Windward Shores have WiFi?
WiFi is available at Windward Shores. Check your room's details for whether it's free or carries a charge.
Is parking available at Windward Shores?
Yes, parking is available at Windward Shores. A fee may apply — see the property's important information.
Does Windward Shores have a pool?
Yes — Windward Shores has a swimming pool.
Do the rooms at Windward Shores have air conditioning?
Yes, rooms at Windward Shores have air conditioning.
Is Windward Shores pet-friendly?
No, pets are not allowed at Windward Shores.
Is Windward Shores family-friendly?
Yes, Windward Shores welcomes families.
Is Windward Shores non-smoking?
Yes, Windward Shores is non-smoking throughout.
How far is Windward Shores from Honolulu airport (HNL)?
It's about 5058 mi (straight-line) from Honolulu airport (HNL).
What's the closest beach to Windward Shores?
The nearest is Lanikai Beach, about 5044 mi away (straight-line).
What is the cancellation policy at Windward Shores?
It depends on the rate you pick — many rooms at Windward Shores offer free cancellation. You'll see each room's exact policy before you book.
Are there extra fees at Windward Shores?
Any mandatory property fees are shown in your all-in total before you book — no surprises at checkout.
What guest services does Windward Shores offer?
Windward Shores offers services such as laundry.
Is Windward Shores a good place to stay?
Guests rate it 8.6/10 (Very good) across 233 reviews.
How does pricing work at Windward Shores on travelpluscost?
One honest price: what the hotel charges us plus one small flat fee — the same for everyone, never based on your data. No hidden markup and no fake discounts.
Windward Shores policies
Internet
WiFi is available in public areas and is free of charge.
Pets
Pets are not allowed.
Children and extra bed policy
Children of any age are allowed. Children up to and including 3 years old stay for free when using an available cot. Children up to and including 12 years old stay for free when using an existing bed. You haven't added any extra beds. Any type of extra bed or child's cot/crib is upon request and needs to be confirmed by management.
Parking
Free private parking is possible at a location nearby (reservation is needed).
You need to know about Windward Shores
Upon check-in photo identification and credit card are required. All special requests are subject to availability upon check-in. Special requests cannot be guaranteed and may incur additional charges. Office hours may vary; please call the hotel by 5 pm for any questions.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. A deposit may be required at the property.
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