A pebbled beach with a sunset and a distant bridge.

Beach Resorts in Shelter Island Heights

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Shelter Island Heights Beach Resorts

Tonight
30 Sept - 1 Oct
Tomorrow
1 Oct - 2 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

Our top choices for Shelter Island Heights beach hotels

An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
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.

1. The Chequit

The Chequit
The Heights
S$272
includes taxes & fees
4 Oct - 5 Oct
The Chequit
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.
A sign for 'House on Chase Creek' with a duck illustration.
A bedroom with a bed, a nightstand, a desk, a chair, a window with curtains, and a ceiling fan.

2. House on Chase Creek

House on Chase Creek
The Heights
S$314
includes taxes & fees
14 Oct - 15 Oct
House on Chase Creek
Front of property – evening/night
Terrace/patio
Property amenity
Bar (on property)

3. Shelter Island House

Shelter Island House
Shelter Island Heights
S$294
includes taxes & fees
14 Oct - 15 Oct
Shelter Island House
A beach with a wooden walkway along the shore, calm water, and a sunset sky.
A bathroom with a shower, a bathtub, a window with a view of trees, a framed picture on the wall, and a potted plant.
A backyard with a large chessboard, outdoor furniture, and a house.
A large, light blue two-story house with a steep roof, surrounded by greenery and a gravel driveway.

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
West Neck Guesthouse
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 bar area with stools, a shelf with glasses, and decorative plants.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.

5. Zey Hotel

Zey Hotel
Greenport
S$246
includes taxes & fees
27 Oct - 28 Oct
Zey Hotel
A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.
A kitchen with a large island, a bench, and a view of the lake.
A grassy area with trees and a view of a body of water.

6. 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.
S$408
includes taxes & fees
20 Oct - 21 Oct
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
Property entrance
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

7. 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.
S$334
includes taxes & fees
25 Oct - 26 Oct
The Harbor Front Inn
A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A modern living room with a blue sofa, a round coffee table, and a unique chair.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A storefront with a sign reading "THE SHOALS".

8. 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.
S$327
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
A reception desk with a white backdrop, surrounded by various plants and a modern pendant light.
A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.
A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

9. 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.
S$417
includes taxes & fees
14 Oct - 15 Oct
American Beech Hotel
Beach
Terrace/patio
Room
Living area

10. 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.
S$389
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums
View all properties

Choose what matters most at beach hotels in Shelter Island Heights

Pool
Breakfast included
4 stars
5 stars
All-inclusive

Top Shelter Island Heights Hotel Reviews

Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Beachcomber was wonderful loved it"
elizabeth 3-night trip
Posted 7 hours ago
Beachcomber Resort at Montauk
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"The receptionist was extremely accommodating and made our stay incredible!"
Lynda 1-night trip
Posted 9 hours ago
Ocean Surf Resort
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 23 hours ago
Montauk Yacht Club
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The beach was perfect"
Igor 1-night trip
Posted 1 day ago
Ocean Vista Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"I felt very comfortable and at ease. I had planned on getting a massage, but never made it. Next time I will book one. The beds were comfortable. The food was good, I enjoyed myself."
LOUISE 2-night trip
Posted 1 day ago
Water's Edge Resort & Spa

Frequently asked questions

What is Shelter Island Heights like for travellers who love the beach?
Known for its beaches and island views, Shelter Island Heights offers a lot for the traveller booking a beach holiday.
What's the best accommodation option for a beach holiday in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach .
When's the best time for a beach holiday in Shelter Island Heights?
You can plan your beach trip with this snapshot of year-round temperatures 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 is there to see and do around Shelter Island Heights?
After arriving and settling in at your accommodation of choice, you might want to venture out and explore. If you're excited to scope out the beaches, spend a relaxing day by the water at Menhadden Lane Beach or 67 Steps Beach. Discover the area's island views, and make time for local attractions such as Sunset Beach and Crescent Beach. For more things to see and do, consider visiting Shelter Island Country Club or Sylvester Manor.
What's the best way to get to my beach hotel in Shelter Island Heights?
Here's some information to help you get to and around your beach accommodation in Shelter Island Heights with ease. To get to Shelter Island Heights, you can fly into East Hampton, NY (HTO), the closest major airport, which is located 10.2 mi (16.4 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.

Explore a world of travel with Expedia