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Check prices for these dates

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1 Aug - 3 Aug
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8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Resorts in Shelter Island Heights and around

Gurney's Montauk Resort & Seawater Spa
Couples can exchange vows on a picturesque deck overlooking the water, surrounded by elegant archways and comfortable seating.

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (647)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is €1,168
includes taxes & fees
23 Jul - 24 Jul
Gurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa
Experience the hotel's elegant design and unwind by the spacious pool surrounded by lounge chairs.

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Grounds are beautiful. Good food and staff. One down side are the bed pillows- all were toooo big and puffy- so uncomfortable! "
The price is €311
includes taxes & fees
22 Jul - 23 Jul
Water's Edge Resort & Spa
Brand New Waterfront - Chic & Sophisticated Unit # 703
Enjoy a covered outdoor space with a deck and staircase leading to a second-floor balcony offering a view of the interior.

Brand New Waterfront - Chic & Sophisticated Unit # 703

10.0 out of 10, Exceptional, (5)
"Very comfortable space, great location, close to many restaurants and beaches"
Brand New Waterfront - Chic & Sophisticated Unit # 703
Brand New Waterfront - Chic & Sophisticated
Step up to the cabin's covered porch, where a sofa and chair invite relaxation.

Brand New Waterfront - Chic & Sophisticated

10.0 out of 10, Exceptional, (1)
"The Host, Steve was very responsive and helpful. Accommodations are great for a couple, a young family, a small family, or even just some friends! Very spacious and we loved the en-suite bathrooms in the bedrooms. Kitchen was fully equipped with lots of tools. Ample pantry space to store your own goods! Laundry machines were great. Very spacious and great for our family getaway!"
Brand New Waterfront - Chic & Sophisticated
Brand New Waterfront - Chic & Sophisticated Unit # 704
Step out onto the deck and enjoy the view from this outdoor space with a staircase leading to the house.

Brand New Waterfront - Chic & Sophisticated Unit # 704

Brand New Waterfront - Chic & Sophisticated Unit # 704
Duryea's Sunset Cottages
Relax on the balcony with comfortable lounge chairs and a small table, taking in the serene ocean view.

Duryea's Sunset Cottages

2.5 star property
Duryea's Sunset Cottages
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Guests can enjoy a central pool surrounded by lounge chairs and a paved deck.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
Relax by the pool with lounge chairs and umbrellas.

Water's Edge Resort & Spa May 23, 2025 - May 30, 2025

Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
Ocean Colony Beach and Tennis Club
Enjoy a tranquil beachside retreat with a deck offering stunning views of the dunes and an access to the interior.

Ocean Colony Beach and Tennis Club

2.0 star property
Ocean Colony Beach and Tennis Club
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Relax by the pool with lounge chairs and umbrellas, surrounded by a residential neighborhood.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

8.0 out of 10, Very good, (1)
"Comfortable space for a small family. We liked the flexibility of having a small beach on property and our own kitchen. The owner was easy to contact too."
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Relax by the pool surrounded by a spacious deck and lounge chairs.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 4
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Enjoy a refreshing dip in the hotel's rectangular pool surrounded by a paved deck with lounge chairs.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Experience the hotel's central pool surrounded by lounge chairs and large square tiles.

Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6

10.0 out of 10, Exceptional, (1)
"Had a great stay for a long weekend getaway! The unit was in great shape, and we really enjoyed ourselves!"
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Heights Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beachcomber was perfect! We had a blast and will definitely stay here again"
Matthew 2-night trip
Posted 10 hours ago
Beachcomber Resort at Montauk

Frequently asked questions

What can I expect from a resort holiday in Shelter Island Heights?
You deserve a getaway, and a resort is just the place to find all the services and amenities you need for a relaxing trip to Shelter Island Heights. One of the comfortable resort hotels in the surrounding area could be just what you're searching for, whether you're hoping for a luxurious suite, shopping possibilities or fun activities to try.
What's a top resort for my stay in Shelter Island Heights?
Our top-rated resorts near Shelter Island Heights: Gurney's Montauk Resort & Seawater Spa - Beach resort. 19.6 mi (31.5 km) from Shelter Island Heights. Features 2 restaurants, a private beach and a full-service spa. Water's Edge Resort & Spa - Beach resort. 14.3 mi (23 km) from Shelter Island Heights. Has 3 restaurants, a private beach and a full-service spa. Highly rated for its great beach location. Brand New Waterfront - Chic & Sophisticated Unit # 703 - Located just 10 minutes from The Hamptons Beaches. 21.7 mi (34.9 km) from Shelter Island Heights. Enjoy the fitness centre and garden. Brand New Waterfront - Chic & Sophisticated Unit # 702 - Located just 10 minutes from The Hamptons Beaches. 21.7 mi (34.9 km) from Shelter Island Heights. Amenities include a fitness centre and a garden. Brand New Waterfront - Chic & Sophisticated - Situated just 10 minutes away from The Hamptons Beaches. 21.7 mi (34.9 km) from Shelter Island Heights. Access to a fitness centre and a garden.
What can I do in Shelter Island Heights?
Grab your golf clubs for a round at Shelter Island Country Club, or enjoy some time by the water at Sunset Beach. A few other attractions you may want to see are Crescent Beach and Sylvester Manor.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.
What's the best way to get to and around Shelter Island Heights?
Fly into East Hampton, NY (HTO), which is located 10.2 mi (16.4 km) away from the heart of the city. Otherwise, look for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.2 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.