4 Stars Hotels in Hay Beach, Shelter Island from CA $383

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Hay Beach 4 Star Hotels

Tonight
Aug 7 - Aug 8
Tomorrow
Aug 8 - Aug 9
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Hay Beach 4 Star Hotels

Gurney's Montauk Resort & Seawater Spa
Couples can exchange vows on a picturesque deck overlooking the water, surrounded by elegant archways and comfortable seating.

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very good, (652)
"Gurneys Inn was a beautiful place to stay. The staff extremely attentive and friendly!"
The price is CA $1,076
CA $1,469 total
includes taxes & fees
Sep 7 - Sep 8
Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Enjoy the charming balcony with potted plants and a gabled roof.

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (277)
"Great location Rooms are very small but still amazing "
The price is CA $580
CA $729 total
includes taxes & fees
Sep 4 - Sep 5
Baron's Cove
Sound View Greenport
Relax by the serene pool surrounded by lounge chairs and umbrellas.

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (552)
"Great location "
The price is CA $434
CA $563 total
includes taxes & fees
Sep 1 - Sep 2
Sound View Greenport
The Pridwin Hotel
Relax by the calm pool, surrounded by comfortable sun loungers and shaded areas.

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (68)
"Lovely hotel/ resort. Look forward to going again!"
The price is CA $481
CA $605 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (48)
"Wonderful stay! "
The price is CA $792
CA $960 total
includes taxes & fees
Sep 1 - Sep 2
Canoe Place Inn and Cottages
Silver Sands Motel & Beach Bungalows
Enjoy meals with a scenic view of the water from this outdoor dining area.

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (110)
"Wonderful location and hotel "
The price is CA $490
CA $559 total
includes taxes & fees
Sep 2 - Sep 3
Silver Sands Motel & Beach Bungalows
Journey East Hampton
Stylish building with a brick and white exterior, featuring large windows and a covered outdoor area with a deck and potted plants.

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (143)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is CA $587
CA $738 total
includes taxes & fees
Sep 7 - Sep 8
Journey East Hampton
The Maidstone
Stunning traditional building with a beautifully lit entrance and lush surroundings.

The Maidstone

4.0 star property
8.0 out of 10, Very good, (141)
"The details in this beautiful spot is what makes it so special and magical. "
The price is CA $721
CA $824 total
includes taxes & fees
Aug 12 - Aug 13
The Maidstone
Madison Beach Hotel
Enjoy ocean views and beach access from our waterfront rooms and suites.

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (305)
"Great stay!! "
The price is CA $588
CA $676 total
includes taxes & fees
Sep 7 - Sep 8
Madison Beach Hotel
Copper Beech Inn
Enjoy dining in this spacious room with a high ceiling and glass roof, featuring a dining area with wooden tables and chairs.

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (502)
"Tired, expensive needs update"
The price is CA $383
CA $441 total
includes taxes & fees
Aug 10 - Aug 11
Copper Beech Inn
The 1770 House Restaurant & Inn
Stroll through the serene garden, lined with lush greenery and vibrant flowers, to a historic building with a decorative facade.

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is CA $790
CA $1,080 total
includes taxes & fees
Aug 17 - Aug 18
The 1770 House Restaurant & Inn
The Roundtree, Amagansett
Enjoy a leisurely ride along the beach, where the ocean meets the shore.

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is CA $1,779
CA $2,135 total
includes taxes & fees
Aug 12 - Aug 13
The Roundtree, Amagansett
Topping Rose House
Enjoy a pool and outdoor dining area with lounge chairs and a clear view of the surrounding landscape.

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is CA $736
CA $846 total
includes taxes & fees
Sep 1 - Sep 2
Topping Rose House
East Hampton Art House Bed & Breakfast
Relax in a spacious outdoor area with a swimming pool surrounded by gardens and seating arrangements.

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is CA $942
CA $1,077 total
includes taxes & fees
Sep 2 - Sep 3
East Hampton Art House Bed & Breakfast
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Outdoor spa tub

NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day

4.0 star property
9.6 out of 10, Exceptional, (133)
"Loved our stay and will be back"
NORTHFORK COTTAGE with POOL & HOT TUB - thru Columbus day
Canoe Place Waterfront Residences
Front of property

Canoe Place Waterfront Residences

4.0 star property
10.0 out of 10, Exceptional, (1)
Canoe Place Waterfront Residences
James Pharmacy Bed & Breakfast
Relax in a classic room with a four-poster bed, flat-screen TV, and comfortable armchair.

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is CA $566
CA $794 total
includes taxes & fees
Aug 20 - Aug 21
James Pharmacy Bed & Breakfast
434 on Main
Enjoy a peaceful view of the outdoors from this room's large window, which also illuminates the space.

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (36)
"Great hosts"
434 on Main
The Farmhouse Bed and Breakfast
Enjoy meals in this beautifully set dining area with a long table, vase, and candle holder.

The Farmhouse Bed and Breakfast

4.0 star property
10.0 out of 10, Exceptional, (13)
"very comfortable stay. "
The Farmhouse Bed and Breakfast
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Enjoy cooking in this well-lit kitchen with a range hood, island, and ample seating area.

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (6)
"This place is an absolute gem. Four big bedrooms, a brand new kitchen and washer/dryer, lovely renovated interior, and huge fluffy towels in excess! A huge backyard with plenty of toys for little ones and a big patio table and chairs to enjoy amazing grilled dinners from the new gas BBQ grill was a huge plus. Also lots of beach chairs, beach towels, umbrella available for use! The owner was extremely communicative, thoughtful, and an excellent host. This house is on a QUIET street in busy Sag...
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Hay Beach.
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton, NY
The price is CA $1,367 per night from Aug 10 to Aug 11
CA $1,367
CA $1,718 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (70 reviews)
Still don't see what you're looking for?
See all properties in Hay Beach.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Top Hay Beach Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great location "
Iryna 1-night trip
Posted 5 days ago
Sound View Greenport