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Search Resorts in Shelter Island

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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

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

Sunset Beach Hotel
Exterior

Sunset Beach Hotel

2.0 star property
9.2 out of 10, Wonderful, (18)
"The location and room were great for a beach hotel. No room service and no coffee in the room The restaurant opens late and doesn’t serve breakfast. Otherwise amazing. "
Sunset Beach Hotel
Beautiful newly built vacation home on Shelter Island Very private
Beach

Beautiful newly built vacation home on Shelter Island Very private

Beautiful newly built vacation home on Shelter Island Very private
Sunset Beach
Dining

Sunset Beach

2.0 star property
9.0 out of 10, Wonderful, (4)
"Great hotel on Shelter Island, pricey but nice. Rooms were really cute."
Sunset Beach
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

Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Outdoor pool, a heated pool

Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!

10.0 out of 10, Exceptional, (41)
"This is the most magical property with a gorgeous pool, beautiful large trees, a pond and a badmitten court. My two children loved it. The property was a 3-4 minute drive from everything and yet felt totally isolated and removed from everything. I will say that the house was more cozy than we expected as the bedrooms upstairs were a steep walk and there was only one bathroom for the entire house. But we made do and had a lovely time."
The price is AED 2,938
AED 5,267 total
includes taxes & fees
30 Apr - 1 May
Work and Play Special! Extended Stay Discount at a hideaway with Stellar Wifi!
Montauk Manor
Front of property - evening/night

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1151)
"I like the location and space very much "
The price is AED 545
AED 695 total
includes taxes & fees
22 Apr - 23 Apr
Montauk Manor
Montauk Oceanside Suites
Apartment | Private kitchen | Fridge, microwave, stovetop

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (369)
"We stayed for a night and it was great. It was great location and setting. Overall stay was fantastic. Bathtub was a bit old, could not hold the water and if you are more than 1 person, you have to space your baths so you can all enjoy warm water. "
The price is AED 500
AED 611 total
includes taxes & fees
9 Apr - 10 Apr
Montauk Oceanside Suites
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 is Shelter Island like for a resort vacation?
Longing for a relaxing getaway? Treat yourself to the comforts and luxuries of a resort, where you can find everything you want for your trip from tasty food and drink options to activities and shopping. Browse the resort options in the area and discover the right one for you, whether you picture yourself sitting down to fine dining or hitting the golf course for an afternoon game.
What's a favorite resort in Shelter Island?
Here are our top-rated resorts around Shelter Island: Water’s Edge Resort & Spa - Beach resort. 15.6 mi (25.1 km) from Shelter Island. Features 3 restaurants, a private beach, and a full-service spa. Highly rated for its great beach location. Gurney’s Montauk Resort & Seawater Spa - Beach resort. 18.4 mi (29.7 km) from Shelter Island. Has 2 restaurants, a private beach, and a full-service spa. Ocean Colony Beach and Tennis Club - Beach resort, 5-minute walk from The Hamptons Beaches. 15.9 mi (25.6 km) from Shelter Island. 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. 20.8 mi (33.5 km) from Shelter Island. Amenities include a fitness center and a garden. Brand New Waterfront - Chic & Sophisticated - Situated just 10 minutes away from The Hamptons Beaches. 20.8 mi (33.5 km) from Shelter Island. Access to a fitness center and a garden.
What can I do in Shelter Island?
Check out the interesting exhibits at Havens House, or get some time by the water at Sunset Beach. For more to see in the area, you can spend time at Crescent Beach or Gardiner’s Bay Country Club.
What's the weather like in Shelter Island?
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 is 57 inches.
What's the best way to get to and around Shelter Island?
Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. You can also search for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.