Does Windward Shores Ocean Resort have a pool?

Yes, this property has a seasonal outdoor pool.

How much does it cost to stay at Windward Shores Ocean Resort?

As of Jul 8, 2025, prices found for a 1-night stay for 2 adults at Windward Shores Ocean Resort on Jul 9, 2025 start from $334.89, excluding 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.

Is Windward Shores Ocean Resort pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Windward Shores Ocean Resort?

Self parking is free at this property.

What time is check-in at Windward Shores Ocean Resort?

Check-in start time: 4:00 PM; Check-in end time: 9:00 PM. Late check-in is available during limited hours.

Where is Windward Shores Ocean Resort located?

Nestled on the beach, this Amagansett aparthotel is within a 15-minute walk of Napeague State Park and The Hamptons Beaches. Hither Hills State Park and Walking Dunes Trailhead are also within 1 mi (2 km).

Windward Shores Ocean Resort Reviews, Deals & Photos 2025

Similar properties

8/10 Good

comenius

Jun 14, 2025

Liked: Cleanliness, amenities, property conditions & facilities

Easy checking in and out Easy access few steps to beach from first floor unit

Stayed 4 nights in Jun 2025

10/10 Excellent

Verified traveler

Mar 4, 2025

Liked: Cleanliness, room comfort, communication

Great cozy place

Stayed 2 nights in Jan 2025

10/10 Excellent

Freddy

Mar 30, 2025

Liked: Cleanliness, property conditions & facilities, communication

Love the ocean view from the balcony

Stayed 1 night in Mar 2025

10/10 Excellent

Patricia

Mar 30, 2025

Liked: Amenities, property conditions & facilities, communication

2nd loft bedroom/bath was especially nice

Stayed 1 night in Mar 2025

4/10 Poor

ioanna

Jul 6, 2025

Liked: Cleanliness

Disliked: Property conditions & facilities

The property boasts a truly unbeatable oceanfront location with direct beach access and excellent beach facilities — perfect for a relaxing coastal getaway. However, the room itself was disappointing. It felt outdated and in need of maintenance, with several non-functional features. The bedroom lacked proper storage space, making it hard to settle in, and the kitchen was extremely small and not very practical for meal preparation. While the setting is fantastic, the interior could use some serious updating to match the quality of the surroundings.

Stayed 3 nights in Jul 2025

10/10 Excellent

Karen

Jan 14, 2025

Liked: Cleanliness, property conditions & facilities, communication

Perfect location for a peaceful winter weekend getaway. We’ve stayed here before and definitely will again.

Stayed 2 nights in Jan 2025

10/10 Excellent

John

Mar 30, 2025

Liked: Cleanliness, room comfort, communication

amazing

Condo was great, family of 5 , clean, no hassle

Stayed 2 nights in Mar 2025

8/10 Good

Miltiadis

Feb 9, 2025

Liked: Cleanliness, property conditions & facilities, communication

Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning.

Stayed 2 nights in Dec 2024

10/10 Excellent

patricia

Jan 23, 2025

Liked: Cleanliness, amenities, property conditions & facilities, communication

Was a winter wonderland. Quiet and clean. Staff were very helpful and kind!

Stayed 2 nights in Jan 2025

10/10 Excellent

Monica

Nov 10, 2024

Liked: Cleanliness, property conditions & facilities, communication

I enjoy the place very clean and quiet

Stayed 1 night in Nov 2024

10/10 Excellent

John

Dec 5, 2024

Liked: Cleanliness, property conditions & facilities, communication

Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!

Stayed 4 nights in Nov 2024

10/10 Excellent

Kathleen

Jul 1, 2024

Liked: Cleanliness, room comfort, communication

Great stay!

We had a great stay at Windward Shores! Would definitely recommend. Our room was clean and comfortable, and the staff was very friendly.

Stayed 2 nights in Jun 2024

10/10 Excellent

Franklin

Nov 14, 2024

Liked: Cleanliness, property conditions & facilities, communication

Lovely seaside accommodations. Very clean and comfortable. The location is perfect. The room was just a short walk from the beach. Just minutes away from downtown Montauk. Having a full kitchen is great.

Stayed 1 night in Nov 2024

10/10 Excellent

Hermes

Nov 17, 2024

Liked: Cleanliness, room comfort, communication

while at the Hamptons....!!!!

smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite we simply loved the place.

Stayed 4 nights in Nov 2024

10/10 Excellent

Michelle

Apr 21, 2024

Liked: Cleanliness, property conditions & facilities, communication

Room was clean, comfortable and exactly as described.

Stayed 2 nights in Apr 2024

10/10 Excellent

yvan

Feb 21, 2025

Liked: Cleanliness, room comfort, communication

Everything Was Great The Only Issues Were The Fridge Was Not Getting Cold And The Bed Was Not Comfortable But Property was Great

Stayed 2 nights in Feb 2025

10/10 Excellent

Irene

Oct 22, 2024

Liked: Cleanliness, amenities, property conditions & facilities, communication

Very private

Stayed 2 nights in Oct 2024

10/10 Excellent

Lukas

Apr 18, 2024

Liked: Cleanliness, amenities, property conditions & facilities, communication

Great place to spend a few days in the Hamptons. Very helpful, hospitable staff. Room was spacious and clean with all amenities like a full kitchenette, comfortable beds and great beach access. Overall a great couple’s destination for a few days of relaxation in the Hamptons.

Stayed 2 nights in Apr 2024

10/10 Excellent

Randy

Jun 13, 2024

Liked: Cleanliness, property conditions & facilities, communication

Access to the beach.

Stayed 1 night in Jun 2024

10/10 Excellent

Kelly

Mar 10, 2024

Liked: Cleanliness, room comfort, communication

Great Winter stay at a summer resort

Amazing place. Summer resort and we enjoyed the winter prices. Short drive in either directions for a good restaurant !

Stayed 2 nights in Mar 2024

6/10 Okay

sl

May 30, 2024

Liked: Communication

There is an easy and short path to the beach. Chairs were provided and we had a very relaxing time at the property. The staff was accommodating and friendly.

Stayed 1 night in May 2024

8/10 Good

Venus Marie

May 12, 2024

Liked: Cleanliness, amenities, property conditions & facilities, communication

Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!

Stayed 1 night in May 2024

10/10 Excellent

Michelle

Apr 28, 2024

Liked: Cleanliness, amenities, property conditions & facilities, communication

Everything was just as described!

Stayed 4 nights in Apr 2024

2/10 Terrible

Verified traveler

Feb 20, 2025

Liked: Cleanliness, room comfort

False advertising

We booked an ocean front room. We were facing the ocean… but there was a GIANT sand dune blocking our view. I called the office of the hotel and they said we could upgrade to an ocean view for $300 more. I called the office back and they were closed for the weekend. We could have gone anywhere if we knew we would NOT have the view we booked… if you book an “ocean front room”, confirm you can actually see the ocean

Stayed 2 nights in Feb 2025

10/10 Excellent

Andrea

Jun 10, 2023

Liked: Cleanliness, room comfort, communication

Perfect quiet beach resort

We loved our stay here! Comfortable, clean and right on the beach! Perfect location between Montauk and East Hampton. The staff were all helpful and friendly and I hope to come back again soon!

Stayed 3 nights in Jun 2023

Unlock instant savings with Member Prices

Windward Shores Ocean Resort

Photo gallery for Windward Shores Ocean Resort

Reviews

Popular amenities

Add dates for prices

About this property