Name: Windward Shores
Address: 2062 Montauk Highway, Napeague, Amagansett, New York, United States of America, Napeague, Town of East Hampton, US
Price range: US$162–US$278 per night
Rating: 8.53

What guests think

Windward Shores draws consistent praise for its quiet atmosphere, generally clean and comfortable condo-style units, good value for the Hamptons, and convenient access to Montauk and East Hampton by car.

Guests highlight direct beach access, a heated pool, and on-site chairs and umbrellas. Several note that some units feel dated or basic, with small or sparsely stocked kitchens and occasional maintenance or comfort issues. Service and keypad check-in are typically smooth and friendly, though one guest reported poor beach service. Expect a laid-back stay in simple condo-style accommodations.

Facilities

Cleanliness

Rooms

Service

Location

Dining

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AI-generated summary based on recent guest reviews

Facilities

Direct beach access stands out, with a heated pool and on-site chairs and umbrellas appreciated.

Related guest reviews

8

Stephanie

21 Jun 2023

·

Stayed 2 nights

The hotel room was very simple and had not been upgraded in quite some time. However, it sits right on a gorgeous beach, and the heated pool was wonderful as well. If you are looking for a quiet, peaceful beach weekend with a simple, clean hotel room, this is a perfect option. Also we found the hotel and beach staff very accommodating and helpful.

10

Randy

13 Jun 2024

·

Stayed 1 night

Access to the beach.

10

Donna

3 Jun 2023

·

Stayed 3 nights

This property was located right on the beach. It wasn’t too crowded. They had beach service with chairs and umbrellas. The units are a little dated but it worked for us. We did have an issue with shower glass door shattering but they responded quickly and cleaned it all up.

8

comenius

14 Jun 2025

·

Stayed 4 nights

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

10

Brenda

13 Oct 2025

·

Stayed 2 nights

Loved the balcony view….wrong season for swimming but pool looks inviting

10

Shannon

4 May 2023

·

Stayed 2 nights

I loved the private beach. The area was quite and the rooms were very nice. A car is needed or UBER which cost 50.00 to go to Montauk.

8

Elizabeth

12 Jun 2024

·

Stayed 2 nights

On the beach with property chairs and umbrellas. Kitchen poorly stocked with utensils etc.

10

Emily

2 Jun 2023

·

Stayed 1 night

Loved our stay, already planning our next visit! Reasonably priced, clean rooms, love having a kitchen. The stay was extremely quiet and peaceful. Having direct beach access and a heated pool was a bonus! Lastly, being right in between East Hampton and Montauk gave us a quick commute to both.

8

Miltiadis

9 Feb 2025

·

Stayed 2 nights

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.

10

Mohammad

5 Sept 2023

·

Stayed 1 night

It was the last minute booking, but it worked very well for me. Great team in the resort and excellent services, from the pool and tennis court to the beach and gym :) thank you 😊

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Cleanliness

Reviews frequently describe the property as very clean and well kept, though a few report lapses such as poorly cleaned bathrooms or drainage issues.

Related guest reviews

10

Jennifer

2 Jan 2025

·

Stayed 1 night

I recently had a wonderful stay at this property, and I can't recommend it enough! Although it takes less than a 10-minute drive into Montauk, it's perfect. The room we stayed in was very clean and spacious, providing all the comforts we needed. The property is exceptionally well-maintained, and it's clear that the staff takes pride in their work. From the friendly service to the beautifully kept grounds, everything contributed to a very pleasant experience. One of the highlights was the short walk to the beach, which felt like our little slice of paradise. The beach was lovely, and we enjoyed breathtaking sunrises and sunsets just steps away from our apartment. It truly felt like we had our own private oasis. Overall, this is a great place to stay if you're looking for a peaceful getaway with easy access to Montauk. I can’t wait to return!

10

elizabeth

15 Jul 2024

·

Stayed 1 night

This property was lovely. Very well kept, beautiful planting and clean.

10

Michelle

21 Apr 2024

·

Stayed 2 nights

Room was clean, comfortable and exactly as described.

10

ian

26 Feb 2023

·

Stayed 1 night

We loved the cleanliness, the layout of the apartment, the view of the beach, the friendly attendant at the front desk.

10

Pam

24 Oct 2025

·

Stayed 2 nights

Beautifully finished studio. Very clean. Great price too. Ocean access. Didn’t provide enough condiments for coffee-2 for 2 people over 2 days. Bring your own pillow!! Totally remote entry and exit.

10

Brandon

18 Feb 2024

·

Stayed 3 nights

The property was great! The room was clean, the heat worked terrific, and there was nice hot water. Everything worked well; the check-in process was easy with the keypad and the property was located right next to the beach, which was terrific. Parking was super easy as well, too. We overall had a great experience. I will stay here again; I highly recommend it to those considering!

6

Lisa M

6 Apr 2023

·

Stayed 1 night

While the location was excellent, the condo was outdated, and not clean. There was one of those sanitary wrappers around the toilet, but when I went to lift the lid, I found urine on the seat. Also, the bedding there was flimsy, and there were no extra blankets. Lastly, I thought there was a Keurig machine there, so I brought my K-cups, but there wasn't one. The pictures presented for this rental were somewhat misleading, in my opinion...

10

Kathleen

1 Jul 2024

·

Stayed 2 nights

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

10

patricia

23 Jan 2025

·

Stayed 2 nights

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

6

Yun

4 Aug 2024

·

Stayed 2 nights

Location was great, righ on the beach. U fortunately the rooms were not clean, the showee does not drainz

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Rooms

Many units are spacious and comfortable with kitchens and some ocean-view balconies, but several feel dated or basic, with small or sparsely stocked kitchens and occasional comfort or maintenance issues.

Related guest reviews

10

claire

29 Dec 2025

·

Stayed 3 nights

Excellent location. Rooms well configured. Very close to the beach.

10

Edwin

28 Apr 2025

·

Stayed 1 night

I like me the easiness of checking in and the size of the room.

6

patricia

12 Aug 2024

·

Stayed 4 nights

Location is great, beach is fabulous, and pool/grounds are lovely. But the room was as basic as it gets, and wasn't either pretty or very comfortable. (It's hit and miss at condo hotels like this one.)

8

alison

13 Oct 2025

·

Stayed 2 nights

The property and walk to the beach were great! The condo was exactly what we needed but could use a facelift. While it was clean, the decor and fixtures were dated.

10

Kevin

12 May 2025

·

Stayed 1 night

Mother’s Day weekend for a family of 4. From start to finish, the stay was amazing. The check-in was so simple. The room was exactly how the photos showed. It was clean and roomy. The beach is a very short walk away. Even though the pool was not officially open yet, it looked wonderful. We have already decided that we will be coming back in the summer.

10

John

30 Mar 2025

·

Stayed 2 nights

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

4

ioanna

6 Jul 2025

·

Stayed 3 nights

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.

10

Patricia

30 Mar 2025

·

Stayed 1 night

2nd loft bedroom/bath was especially nice

10

Freddy

30 Mar 2025

·

Stayed 1 night

Love the ocean view from the balcony

10

yvan

21 Feb 2025

·

Stayed 2 nights

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

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Service

Staff are generally friendly and accommodating, and keypad/text check-in is smooth; one review reported poor beach service and unhelpful responses.

Related guest reviews

10

Hermes

17 Nov 2024

·

Stayed 4 nights

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.

10

Jung Chul

25 Mar 2024

·

Stayed 1 night

Front desk staff is nice and accomodating. Nice condo style.

10

Jennifer

2 Jan 2025

·

Stayed 1 night

I recently had a wonderful stay at this property, and I can't recommend it enough! Although it takes less than a 10-minute drive into Montauk, it's perfect. The room we stayed in was very clean and spacious, providing all the comforts we needed. The property is exceptionally well-maintained, and it's clear that the staff takes pride in their work. From the friendly service to the beautifully kept grounds, everything contributed to a very pleasant experience. One of the highlights was the short walk to the beach, which felt like our little slice of paradise. The beach was lovely, and we enjoyed breathtaking sunrises and sunsets just steps away from our apartment. It truly felt like we had our own private oasis. Overall, this is a great place to stay if you're looking for a peaceful getaway with easy access to Montauk. I can’t wait to return!

10

Kevin

12 May 2025

·

Stayed 1 night

Mother’s Day weekend for a family of 4. From start to finish, the stay was amazing. The check-in was so simple. The room was exactly how the photos showed. It was clean and roomy. The beach is a very short walk away. Even though the pool was not officially open yet, it looked wonderful. We have already decided that we will be coming back in the summer.

10

Marlene

19 Nov 2023

·

Stayed 1 night

Very convenient and friendly.

2

Francesca

10 Jul 2023

·

Stayed 2 nights

This place was a joke for what they are charging. I am a long time visitor and vacationer on the east end and have lived here on Long Island all my life. I will never go back to Windward Shores. The beds were so uncomfortable we had to sleep on an air mattress. The king bed that was advertised was two twin beds pushed together - I kid you not. The customer service was a joke too, no real help at the beach with cabana service - young rude kids who did not have the reserved chairs and umbrellas ready, and then we had to ask for the additional umbrella we requested on their text prompt the night prior and the whole experience was just rotten. So rude and obnoxious. And there are no lifeguards on duty here. So for two nights and 2600 plus dollars later this place was beyond a joke. Not even a roll of paper towels or a dish towel either in their supposedly well stocked kitchen. The fridge stunk so bad like milk had spoiled for months in there. DO NOT WASTE YOUR MONEY HERE. GO DOWN TO DRIFTWOOD OR HERMITAGE, BEST FOR THE MONEY DOWN ON EAST END !!!! THIS PLACE WAS GARBAGE. RUDE AND NOT KEPT UP. OLD GARBAGE = THIS PLACE !!!!

10

Brandon

18 Feb 2024

·

Stayed 3 nights

The property was great! The room was clean, the heat worked terrific, and there was nice hot water. Everything worked well; the check-in process was easy with the keypad and the property was located right next to the beach, which was terrific. Parking was super easy as well, too. We overall had a great experience. I will stay here again; I highly recommend it to those considering!

10

Kathleen

1 Jul 2024

·

Stayed 2 nights

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

10

patricia

23 Jan 2025

·

Stayed 2 nights

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

6

sl

30 May 2024

·

Stayed 1 night

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.

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Location

Quiet, beachfront setting between Montauk and East Hampton with easy beach access; some note a car or pricey rideshares are needed.

Related guest reviews

10

claire

29 Dec 2025

·

Stayed 3 nights

Excellent location. Rooms well configured. Very close to the beach.

6

patricia

12 Aug 2024

·

Stayed 4 nights

Location is great, beach is fabulous, and pool/grounds are lovely. But the room was as basic as it gets, and wasn't either pretty or very comfortable. (It's hit and miss at condo hotels like this one.)

10

Jennifer

2 Jan 2025

·

Stayed 1 night

I recently had a wonderful stay at this property, and I can't recommend it enough! Although it takes less than a 10-minute drive into Montauk, it's perfect. The room we stayed in was very clean and spacious, providing all the comforts we needed. The property is exceptionally well-maintained, and it's clear that the staff takes pride in their work. From the friendly service to the beautifully kept grounds, everything contributed to a very pleasant experience. One of the highlights was the short walk to the beach, which felt like our little slice of paradise. The beach was lovely, and we enjoyed breathtaking sunrises and sunsets just steps away from our apartment. It truly felt like we had our own private oasis. Overall, this is a great place to stay if you're looking for a peaceful getaway with easy access to Montauk. I can’t wait to return!

10

Karen

14 Jan 2025

·

Stayed 2 nights

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

10

Franklin

14 Nov 2024

·

Stayed 1 night

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.

10

Brandon

18 Feb 2024

·

Stayed 3 nights

The property was great! The room was clean, the heat worked terrific, and there was nice hot water. Everything worked well; the check-in process was easy with the keypad and the property was located right next to the beach, which was terrific. Parking was super easy as well, too. We overall had a great experience. I will stay here again; I highly recommend it to those considering!

10

Shannon

4 May 2023

·

Stayed 2 nights

I loved the private beach. The area was quite and the rooms were very nice. A car is needed or UBER which cost 50.00 to go to Montauk.

10

Maria

2 Aug 2024

·

Stayed 1 night

A unos pasos del océano , muy tranquilo el lugar , limpio, espero volver pronto .

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10

Emily

2 Jun 2023

·

Stayed 1 night

Loved our stay, already planning our next visit! Reasonably priced, clean rooms, love having a kitchen. The stay was extremely quiet and peaceful. Having direct beach access and a heated pool was a bonus! Lastly, being right in between East Hampton and Montauk gave us a quick commute to both.

8

Miltiadis

9 Feb 2025

·

Stayed 2 nights

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.

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Dining

Not enough information in reviews.

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Month	Average price
January	US$145
February	US$151
March	US$160
April	US$161
May	US$230
June	US$430
July	US$664
August	US$735
September	US$208
October	US$170
November	US$157
December	US$167

Su	Mo	Tu	We	Th	Fr	Sa
				1 $234	2	3
4 $204	5 $204	6 $204	7 $205	8 $204	9 $278	10
11 $257	12 $163	13 $163	14 $162	15 $162	16 $225	17 $225
18 $163	19 $163	20 $162	21 $162	22 $162	23 $194	24 $194
25 $162	26 $162	27 $162	28 $162	29 $162	30 $194	31 $194

Windward Shores

Prices for Windward Shores

Monthly average prices

About this property

Location

Room options

West 2Bd 2 Queens

West 2Bd Corner Queen and 2 Twins

West Studio Queen

West 2Bd Queen and 2 Twins

West Studio Corner Queen

Oceanfront 2Bd Queen and 2 Twins

Oceanfront 2Bd 2 Queens

West Studio Queen and Full

Partial Ocean View 2Bd Corner Queen and 2 Twins

Dune View Studio Corner Queen

Ocean View 2Bd Corner King and Queen

Dune View Studio Corner King

West Studio King

Dune View Studio King

Dune View Studio Queen

Guest reviews of Windward Shores

Who stays here?

What guests think

Property policies

Check-in instructions

Good to know

Optional extras

FAQs about Windward Shores

Prices for upcoming dates

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17	18	19
20 $235	21 $235	22 $235	23 $234	24 $234	25	26
27 $232	28 $235	29 $234	30 $234