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
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Shelter Island beach hotels

1. The Chequit

The Chequit
The Heights
Rp4.319.737
Rp4.935.299 total
includes taxes & fees
8 Sept - 9 Sept
The Chequit

2. Zey Hotel

Zey Hotel
Greenport
Rp2.990.587
Rp3.416.747 total
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

3. 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.
Rp3.581.182
Rp4.535.100 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

4. Shelter Island House

Shelter Island House
Shelter Island Heights
Rp5.604.583
Rp6.403.313 total
includes taxes & fees
7 Sept - 8 Sept
Shelter Island House

5. 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.
Rp5.950.161
Rp6.798.059 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

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.
Rp4.870.728
Rp6.071.642 total
includes taxes & fees
1 Oct - 2 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.
Rp5.178.941
Rp7.498.792 total
includes taxes & fees
27 Sept - 28 Sept
Cliffside Resort Condominiums

8. The Menhaden

The Menhaden
Greenport
Rp7.782.085
Rp9.599.830 total
includes taxes & fees
7 Sept - 8 Sept
The Menhaden
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
"Great stay!!"
Teresa 2-night trip
Posted 3 hours ago
The Hampton Maid
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Great beachfront property! Spa is amazing!"
Daniel 1-night trip
Posted 5 hours ago
Gurney's Montauk Resort & Seawater Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Reasonable price, nice staff, clean rooms. Fills the need for a short stay!"
Julia 1-night trip
Posted 11 hours ago
Pier Blue Inn Old Saybrook - Essex
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."
Arabella 1-night trip
Posted 1 day ago
Montauk Yacht Club
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Rooms were newly renovated. Love this place"
Florence 1-night trip
Posted 1 day ago
Saybrook Point Resort & Marina

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