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Check prices for these dates

Next weekend
23 May - 25 May
In two weeks
30 May - 1 Jun
In one month
13 Jun - 15 Jun
In two months
11 Jul - 13 Jul

Compare 15 Resorts in Shelter Island Heights with updated reviews, rates, and availability.

Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Spa was fantastic, rooms are nothing extravagant but clean and well maintained. Everyone was polite, great stay"
The price is AEDĀ 731
AEDĀ 904 total
includes taxes & fees
13 May - 14 May
Water's Edge Resort & Spa
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, (627)
"Beautiful property. We really enjoyed our stay!"
The price is AEDĀ 1,910
AEDĀ 2,607 total
includes taxes & fees
13 May - 14 May
Gurney's Montauk Resort & Seawater Spa
Brand New Waterfront - Chic & Sophisticated Unit # 704
Terrace/patio

Brand New Waterfront - Chic & Sophisticated Unit # 704

Brand New Waterfront - Chic & Sophisticated Unit # 704
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
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
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 # 702
Terrace/patio

Brand New Waterfront - Chic & Sophisticated Unit # 702

Brand New Waterfront - Chic & Sophisticated Unit # 702
Available July 21-28, 2023
Indoor pool, a heated pool

Available July 21-28, 2023

8.8 out of 10, Excellent, (3)
"This rental was absolutely perfect. Room was exactly as described and very clean and well maintained. Very short walk to beach and pool. Waterā€™s Edge staff was extremely courteous and attentive. The grounds are gorgeous and well maintained. The pool and beach combo was perfect for a family with kids. The owner of this rental was very easy to communicate with and responded quickly. We have zero complaints. We will absolutely be back again!"
Available July 21-28, 2023
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

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
Duryea's Sunset Cottages
Luxury Cottage, Bay View | Frette Italian sheets, premium bedding, down comforters, pillowtop beds

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 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
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
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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Other property types in Shelter Island Heights

Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1180)
"excellent overall stay"
The price is AEDĀ 555
AEDĀ 706 total
includes taxes & fees
27 May - 28 May
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (374)
"Good for a short stay "
The price is AEDĀ 604
AEDĀ 730 total
includes taxes & fees
13 May - 14 May
Montauk Oceanside Suites
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (251)
"On the beach Heated pool Great facilities"
The price is AEDĀ 684
AEDĀ 981 total
includes taxes & fees
13 May - 14 May
The Surf Club
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.

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 youā€™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: Gurneyā€™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. Waterā€™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. Ocean Colony Beach and Tennis Club - Beach resort, 5-minute walk from The Hamptons Beaches. 17.1 mi (27.5 km) from Shelter Island Heights. Enjoy the seasonal outdoor pool, garden, and free self parking. Brand New Waterfront - Chic & Sophisticated Unit # 703 - Situated just 10 minutes away from The Hamptons Beaches. 21.7 mi (34.9 km) from Shelter Island Heights. Amenities include a fitness center and a garden. Duryeaā€™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 70Ā°F, while the coldest months are January and February with an average of 38Ā°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 youā€™d like to venture out around the area, you may want a rental car for your journey.