A pebbled beach with a sunset and a distant bridge.

Beach Hotels in Shelter Island Heights, New York

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Check availability on Shelter Island Heights Beach Hotels

Tonight
Aug 16 - Aug 17
Tomorrow
Aug 17 - Aug 18
Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30

Our top choices for Shelter Island Heights beach hotels

1. The Chequit

The Chequit
The Heights
P17,974
P20,535 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit

2. House on Chase Creek

House on Chase Creek
The Heights
P15,098
P17,249 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek

3. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
  • Unwind on a private sandy shoreline with loungers and umbrellas at this bayside retreat, where ocean-view dining meets coastal tranquility.
P32,831
P41,260 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel

4. Shelter Island House

Shelter Island House
Shelter Island Heights
P19,433
P22,203 total
includes taxes & fees
Aug 25 - Aug 26
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
P19,264
P22,010 total
includes taxes & fees
Aug 19 - Aug 20
West Neck Guesthouse

6. Zey Hotel

Zey Hotel
Greenport
P14,932
P17,060 total
includes taxes & fees
Aug 25 - Aug 26
Zey Hotel

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.
P16,975
P22,553 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn

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.
P17,869
P21,951 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
  • Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodations at this tranquil seaside aparthotel.
P18,834
P26,996 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums

10. Oyster Estate

Oyster Estate
Greenport
P20,002
P25,201 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate
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

Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Simple but tastefully updated rooms with a bonus ocean view! Had everything we needed to make our stay in Montauk wonderful Great location Spotless and well maintained grounds Very nice pool and lounging areas"
Lewis 3-night trip
Posted 21 hours ago
Ocean Resort Inn
 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
Allan 3-night trip
Posted 1 day ago
Hampton's Vacation Inn
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Russell 2-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"we like the location near the bay and the sunset however, we were not happy about having trash cans outside of our front door and the brooms too. Staff was very nice we would stay there again"
Debra 2-night trip
Posted 4 days ago
Kenny's Tipperary Inn

Frequently asked questions

What is Shelter Island Heights like for travelers who love the beach?
Known for its beaches and island views, Shelter Island Heights offers a lot for the traveler booking a beach vacation.
What's the best place for a beach vacation 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 vacation in Shelter Island Heights?
You can plan your beach trip with this snapshot of weather throughout the year in Shelter Island Heights: 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 Heights is 57 inches.
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 like 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 center. If you'd like to venture out around the area, you may want a rental car for your journey.

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