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50% of the room rate is due at time of booking. The remaining balance is due 24 hours prior to arrival.

Cancellation Policy: Refunds minus a cancellation service charge of $100.00 per booking will be given if notice is received more than 30 days prior to arrival.

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2 Room Total

$5,213.42

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$2,606.71

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Currently taking reservations for Summer 2024! Book Now!

  • In-season Cabana Service,
  • Mesh Tennis Courts,
  • On the Ocean,
  • Private Beach,
  • Seasonal Heated Outdoor Pool,
  • State-of-the-art Wifi

Our Property

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Private boardwalk to the beach.

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Our All New Mesh Tennis Courts

Located in the Town of East Hampton and the Hamlet of Amagansett, Windward Shores is a year-round luxury resort situated on the pristine beaches of Napeague.

  • Seasonal Heated Outdoor Pool
  • Private Beach
  • 2 Tennis Courts
  • In-season Cabana Service
  • Onsite Laundry Facilities
  • Ping Pong

Our Rooms

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Our Rooms and Studios

Great for couples or families, stay in your choice of a spacious studio with kitchen, living/dining area and private patio, or a 2 bedroom/ 2 bath master suite with private decks.  Each room comes complete with either ocean, bay or dune views.  Large, airy spaces offer two bedrooms, two baths, full kitchen, living and dining areas and private deck.

  1. Private Sundecks and Patios
  2. Daily Housekeeping Service
  3. HDTV with Premium Cable Channels
  4. Complimentary Wi-Fi
  5. Guest Lounge with Treadmill and Stationary Bike
View More Rooms at Windward Shores +

Our room was pretty surprising, with every amenity a family could hope for.

Joanne from Sheboygan, WI

Windward Shores is set in a stunning location, beautifully landscaped and decorated. Friendly staff.

Julianna from New York, NY

Investment Opportunities at Windward Shores

Featured Listing

Windward Shores - Dune View Studio Apt - SOLD!

This unit is 369 square feet. $499,000

View Listing

Featured Listing

Windward Shores - Two Bedroom Two Bath - SOLD!

This unit is 612 square feet. $850,000

View Listing