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Best Resorts in Shelter Island Heights

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Jul 11 - Jul 13
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Aug 1 - Aug 3
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Aug 29 - Aug 31

Resorts in Shelter Island Heights

Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (642)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
$893 nightly
The price is $1,020
Jul 9 - Jul 10
Total includes taxes and fees
Gurney's Montauk Resort & Seawater Spa
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1004)
"Grounds are beautiful. Good food and staff. One down side are the bed pillows- all were toooo big and puffy- so uncomfortable! "
$296 nightly
The price is $341
Jul 8 - Jul 9
Total includes taxes and fees
Water's Edge Resort & Spa
Brand New Waterfront - Chic & Sophisticated
Terrace/patio

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
Terrace/patio

Brand New Waterfront - Chic & Sophisticated Unit # 704

Brand New Waterfront - Chic & Sophisticated Unit # 704
Duryea's Sunset Cottages
Luxury Cottage, Bay View | 1 bedroom, Frette Italian sheets, premium bedding, down comforters

Duryea's Sunset Cottages

2.5 star property
Duryea's Sunset Cottages
Brand New Waterfront - Chic & Sophisticated Unit # 703
Terrace/patio

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

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

Water's Edge Resort & Spa May 23, 2025 - May 30, 2025
Water's Edge Resort and spa w indoor and outdoor pool and beach. Condo Sleeps 6
Indoor pool, a heated pool

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
Ocean Colony Beach and Tennis Club
Cozy Pad 2BR Beachside Home | TennisPoolFreePKG Unit 721 | Terrace/patio

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
Indoor pool, outdoor pool

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
Indoor pool, a heated pool

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
Indoor pool, a heated pool

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
Indoor pool, outdoor pool

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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Frequently asked questions

What can I expect from a resort vacation in Shelter Island Heights?
You deserve to get away, and a resort is the perfect place to pamper yourself with the services and amenities you need for a relaxing time in Shelter Island Heights. One of the comfortable resort hotels in the surrounding area could be just what you're searching for, whether you want an amazing pool, blissful spa treatments, 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 - Located just 10 minutes from The Hamptons Beaches. 21.7 mi (34.9 km) from Shelter Island Heights. Enjoy the fitness center and garden. Duryea's Sunset Cottages - Only a 5-minute walk from The Hamptons Beaches. 20.9 mi (33.6 km) from Shelter Island Heights. Access to a private beach, free self parking, and a hot tub.
What can I do in Shelter Island Heights?
Grab your golf clubs for a game at Shelter Island Country Club, or get 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 seasonal weather like in Shelter Island Heights?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.
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) from the heart of the city. Otherwise, you can search for flights to 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, you may want a rental car for your journey.