A wooden gazebo by a pond with a large tree trunk nearby.

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Check availability on Shelter Island Beach Resorts & Hotels

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Shelter Island beach hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A staircase with wooden balusters and a white wall.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

1. The Chequit

The Chequit
The Heights
Rp3.708.612
Rp4.237.087 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

2. Shelter Island House

Shelter Island House
Shelter Island Heights
Rp3.602.979
Rp4.116.258 total
includes taxes & fees
6 Oct - 7 Oct
Shelter Island House
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A kitchen with a large island, a bench, and a view of the lake.
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.
A grassy area with trees and a view of a body of water.

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
  • Bask on a private sandy shore with seaside dining, umbrellas, and loungers at this waterfront escape in a nature reserve.
Rp5.822.700
Rp6.652.569 total
includes taxes & fees
12 Oct - 13 Oct
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A restaurant with a signboard listing its hours of operation.
A bar area with stools, a shelf with glasses, and decorative plants.

4. Zey Hotel

Zey Hotel
Greenport
Rp3.023.325
Rp3.454.148 total
includes taxes & fees
26 Sept - 27 Sept
Zey Hotel
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A modern living room with a blue sofa, a round coffee table, and a unique chair.
A storefront with a sign reading "THE SHOALS".

5. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
  • Rejuvenate on a private island with beach yoga and sunset views on the bay.
Rp3.615.897
Rp4.579.064 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A bathroom with a sink, mirror, vanity, and a shower area.
A balcony with a view of a dock and a boat, a table with a basket of pastries, and a chair.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
Rp4.014.976
Rp5.098.714 total
includes taxes & fees
25 Oct - 26 Oct
The Harbor Front Inn
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.

7. American Beech Hotel

American Beech Hotel
Greenport
  • Relax by the shoreline at Greenport's charming American Beech Hotel, just a 3-minute drive to coastal bliss and hiking trails.
Rp4.102.764
Rp5.404.182 total
includes taxes & fees
1 Oct - 2 Oct
American Beech Hotel

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodation at this tranquil seaside aparthotel.
Rp4.950.012
Rp7.643.324 total
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums
View all properties

Choose what matters most at beach hotels in Shelter Island

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Shelter Island Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

8/10 Good
"We stayed in the ocean front room. The room and view were beautiful. We had dinner at GIGIs. The food was good. The menu selection Was limited for us because we do not eat fish. The negative with Gurneys is the rooms are not connected to the main building. They do provide a car service to pick you up. I feel this limits you. We would have gone down for a drink but it seemed too involved to get there. This resort is not for seniors ."
salvatore 2-night trip
Posted 10 hours ago
Gurney's Montauk Resort & Seawater Spa
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Staff was very friendly room was clean bed was comfortable"
Richard 1-night trip
Posted 1 day ago
Ocean Vista Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."
Linda 3-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"I really love this hotel! The rooms are beautiful, the service is excellent, and I’ve had a great experience every time I’ve stayed there. I’ve been a few times already and will definitely be coming back next year!"
Veronika 2-night trip
Posted 3 days ago
Montauk Yacht Club
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Closest to beach and town"
john 1-night trip
Posted 4 days ago
Ocean Resort Inn
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 4 days ago
Budget Host East End
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 12 days ago
Faraway Sag Harbor

Frequently asked questions

What is Shelter Island like for travellers who love the beach?
Discover your ideal place to stay in Shelter Island, which has a lot to offer the traveller looking for a beach getaway.
What's the best place to stay to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach .
When's the best time for a beach holiday in Shelter Island?
Plan your trip to the beach with this snapshot of year-round temperatures in Shelter Island: 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 is 1452 mm.
What is there to see and do around Shelter Island?
After getting settled at your accommodation of choice, you'll likely want to venture out and explore. Beach lovers can head straight to Crescent Beach or Wades Beach for some quality time by the water. Discover a variety of local attractions, which include Sunset Beach and Shelter Island Historical Society. For more things to see and do, consider visiting Mashomack Preserve or Gardiner's Bay Country Club.
What's the best way to get to my beach hotel in Shelter Island?
Here's some information to help you get to and around your beach accommodation in Shelter Island more easily: Make your way to Shelter Island with a flight to East Hampton, NY (HTO), the closest major airport which is located 8.8 mi (14.2 km) from the city centre. If you'd like to venture out around the area, you may want to rent a car for your trip.

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