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

Search Beach Resorts & Hotels in Shelter Island

  • 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 Beach Resorts & Hotels

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept

Our top choices for Shelter Island beach hotels

1. The Chequit

The Chequit
The Heights
Rp3.651.894
Rp4.172.290 total
includes taxes & fees
4 Oct - 5 Oct
The Chequit

2. Shelter Island House

Shelter Island House
Shelter Island Heights
Rp3.550.453
Rp4.056.249 total
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

3. Zey Hotel

Zey Hotel
Greenport
Rp2.977.087
Rp3.401.323 total
includes taxes & fees
15 Sept - 16 Sept
Zey Hotel

4. 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.
Rp5.923.301
Rp6.767.371 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

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.
Rp3.560.597
Rp4.509.032 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

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.
Rp4.588.684
Rp5.746.428 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn

7. 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.
Rp5.149.171
Rp7.455.686 total
includes taxes & fees
27 Sept - 28 Sept
Cliffside Resort Condominiums

8. 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.
Rp5.483.134
Rp6.970.178 total
includes taxes & fees
21 Sept - 22 Sept
American Beech Hotel

9. Oyster Estate

Oyster Estate
Greenport
Rp6.068.848
Rp7.646.396 total
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate
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

The Hampton Maid

The Hampton Maid

10/10 Excellent
"Absolutely beautiful hotel, in peaceful setting with lovely amenities."
Suzanne 1-night trip
Posted less than an hour ago
The Hampton Maid
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Beautiful views of the water and grounds. Everything was well maintained and clean."
Nina 2-night trip
Posted less than an hour ago
Water's Edge Resort & Spa
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Great!"
Eva 3-night trip
Posted 18 hours ago
Montauk Yacht Club
Budget Host East End

Budget Host East End

10/10 Excellent
"Clean room, accommodating staff Helpful front desk"
Lannie 1-night trip
Posted 19 hours ago
Budget Host East End
 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"The property was beautiful. We can’t wait to go back!"
Jessica 1-night trip
Posted 2 days ago
Hampton's Vacation Inn
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."
Demetra 4-night trip
Posted 4 days ago
Kenny's Tipperary Inn
Faraway Sag Harbor

Faraway Sag Harbor

8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Claudia 3-night trip
Posted 4 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 Wades Beach or Shell Beach for some quality time by the water. Discover a variety of local attractions, which include Sunset Beach and Crescent Beach. For more things to see and do, consider visiting Shelter Island Historical Society or Mashomack Preserve.
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.

Explore a world of travel with Expedia