A pebbled beach with a sunset and a distant bridge.

Find Beach Hotels in Shelter Island Heights, NY

  • 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 Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Shelter Island Heights beach hotels

Outdoor dining

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
The price is ₩550,800
₩629,290 total
includes taxes & fees
Aug 11 - Aug 12
The Chequit
Front of property - evening/night

2. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (62 reviews)
The price is ₩455,400
₩520,301 total
includes taxes & fees
Aug 13 - Aug 14
Shelter Island House
Private beach, sun loungers, beach umbrellas, beach towels

3. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (95 reviews)
  • cleanliness
    Unwind on a private sandy shoreline with loungers and umbrellas at this bayside retreat, where ocean-view dining meets coastal tranquility.
The price is ₩973,555
₩1,223,511 total
includes taxes & fees
Aug 31 - Sep 1
The Pridwin Hotel
Beach nearby

4. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very Good, (43 reviews)
The price is ₩451,440
₩515,779 total
includes taxes & fees
Aug 3 - Aug 4
West Neck Guesthouse
Exterior

5. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (364 reviews)
The price is ₩349,920
₩399,782 total
includes taxes & fees
Aug 17 - Aug 18
Zey Hotel
View from room

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (633 reviews)
  • cleanliness
    Beachside bliss awaits with sun loungers, umbrellas, and complimentary beach towels just a short 4-minute drive from this harborfront haven.
The price is ₩625,147
₩788,261 total
includes taxes & fees
Aug 30 - Aug 31
The Harbor Front Inn
Exterior

7. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (310 reviews)
  • cleanliness
    Rejuvenate on a private island with beach yoga and sunset views on the bay.
The price is ₩535,378
₩647,669 total
includes taxes & fees
Aug 19 - Aug 20
The Shoals Suites and Slips
Private beach

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (277 reviews)
  • cleanliness
    Unwind on pristine shores with direct beach access, stunning sunsets, and spacious accommodations at this tranquil seaside aparthotel.
The price is ₩689,328
₩915,941 total
includes taxes & fees
Aug 19 - Aug 20
Cliffside Resort Condominiums
Sundeck

9. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (186 reviews)
The price is ₩923,789
₩1,113,034 total
includes taxes & fees
Aug 2 - Aug 3
The Menhaden
Exterior

10. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,005 reviews)
The price is ₩149,674
₩172,124 total
includes taxes & fees
Aug 16 - Aug 17
Pier Blue Inn Old Saybrook - Essex
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Choose what matters most at beach hotels in Shelter Island Heights

Pool
Breakfast included

Top Shelter Island Heights Hotel Reviews

Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nothing"
Jane 3-night trip
Posted 5 hours ago
Water's Edge Resort & Spa

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 The Hamptons Beaches. 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.