A wooden church with a steeple, surrounded by trees and a clear blue sky.

Find Hotels with a Pool in Hamptons, NY

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Check availability on Hamptons Hotels with a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Hamptons hotels with a pool

A conservatory with a sofa, chairs, a small table, and a view of houses.
A beach with waves crashing onto the shore.
A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.

1. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
$161 nightly
$184 total
Oct 1 - Oct 2
Total with taxes and fees
The Penny Lane
A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

2. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
$145 nightly
$166 total
Oct 13 - Oct 14
Total with taxes and fees
The Bentley Hotel Southampton
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
A house with a dark blue exterior, a white porch railing, and a red door.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

3. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
$194 nightly
$215 total
Sep 27 - Sep 28
Total with taxes and fees
Ocean View Terrace Inn
A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

4. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
$146 nightly
$164 total
Sep 27 - Sep 28
Total with taxes and fees
Hamlet Inn
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
A modern bathroom with a glass shower enclosure, a bathtub, and a wall-mounted faucet.
Two Adirondack chairs facing a beach with a clear view of the ocean.
A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.

5. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
$127 nightly
$145 total
Oct 1 - Oct 2
Total with taxes and fees
Ocean Vista Resort
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A bedroom with a large bed, a chandelier, and multiple windows.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.
A beach with sand and sparse vegetation.

6. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
$212 nightly
$242 total
Oct 13 - Oct 14
Total with taxes and fees
The Hampton Maid
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

7. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
$296 nightly
$338 total
Oct 4 - Oct 5
Total with taxes and fees
A Room At The Beach

8. Breakers Montauk

Breakers Montauk
Montauk
  • Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
$127 nightly
$145 total
Oct 1 - Oct 2
Total with taxes and fees
Breakers Montauk
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

9. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbor retreat with a seasonal outdoor pool and balcony views.
$324 nightly
$370 total
Oct 4 - Oct 5
Total with taxes and fees
Sag Harbor Inn
A swimming pool with a child on a pink and white inflatable float.
A stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.
A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.
A garden with a wooden bench, a playground, and a house in the background.

10. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
  • Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
$124 nightly
$141 total
Sep 27 - Sep 28
Total with taxes and fees
Hampton's Vacation Inn
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Choose what matters most at hotels with a pool in Hamptons

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Hamptons

A waterfront property with a large house, multiple boats docked, and lush greenery.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.
A hotel lobby with a sofa, chairs, tables, and a large window.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
$324 nightly
$370 total
Oct 4 - Oct 5
Total with taxes and fees
Sag Harbor Inn
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
$145 nightly
$166 total
Oct 13 - Oct 14
Total with taxes and fees
The Bentley Hotel Southampton
A two-story house with a steeply pitched roof, green shutters, and a brick entrance.
A modern living room with a sofa, a dining table with chairs, a TV on a wooden stand, and a large window with a view of trees.
A cozy living room with a wooden table, a red sofa, and a balcony with a view of trees and a body of water.
A swimming pool with lounge chairs and a white fence.

Head of Pond House

Head of Pond House
Water Mill
$1,197 nightly
$1,368 total
Sep 14 - Sep 15
Total with taxes and fees
Head of Pond House
An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
$194 nightly
$215 total
Sep 27 - Sep 28
Total with taxes and fees
Ocean View Terrace Inn
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A living room with a fireplace, two sofas, a coffee table, and a chair.

Journey East Hampton

Journey East Hampton
East Hampton North
$304 nightly
$347 total
Oct 12 - Oct 13
Total with taxes and fees
Journey East Hampton

Capri

Capri
Southampton
$423 nightly
$479 total
Sep 16 - Sep 17
Total with taxes and fees
Capri
A house with a sloped roof, large windows, and a pathway leading to the entrance.
A wooden gate leading to a pathway surrounded by lush greenery and trees.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.

Mill House Inn

Mill House Inn
Pantigo Road Historic District
$1,107 nightly
$1,265 total
Sep 14 - Sep 15
Total with taxes and fees
Mill House Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A residential area with houses, a wooden deck, and a garden with pink flowers.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
$685 nightly
$782 total
Sep 28 - Sep 29
Total with taxes and fees
East Hampton Art House Bed & Breakfast
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4-star hotels with pools in Hamptons

A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
A large, white, two-story building with a covered porch and a bicycle parked in front.
A bar area with shelves stocked with various bottles and glasses.
A modern hotel room with a bed, bedside table, and a view of the garden.

Topping Rose House

Topping Rose House
Bridgehampton
$957 nightly
$1,097 total
Sep 29 - Sep 30
Total with taxes and fees
Topping Rose House
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A spacious living room with a fireplace, comfortable seating, and large windows.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.

Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
$510 nightly
$583 total
Oct 4 - Oct 5
Total with taxes and fees
Faraway Sag Harbor
A wooden pathway leading to a beach with a view of the ocean.
An indoor swimming pool with a view of the beach, lounge chairs, and large windows.
A house with a stone wall and a garden with various plants and flowers.
A beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
$484 nightly
$553 total
Oct 4 - Oct 5
Total with taxes and fees
Gurney's Montauk Resort & Seawater Spa
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A living room with a fireplace, two sofas, a coffee table, and a chair.

Journey East Hampton

Journey East Hampton
East Hampton North
$304 nightly
$347 total
Oct 12 - Oct 13
Total with taxes and fees
Journey East Hampton
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.
A beach with two sun loungers, a beach umbrella, and a basket.
A marina with boats docked, a grassy area with a tent, and houses in the background.

Montauk Yacht Club

Montauk Yacht Club
Montauk
$322 nightly
$368 total
Oct 12 - Oct 13
Total with taxes and fees
Montauk Yacht Club
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.
A person riding a bicycle under a striped awning with a logo, in front of a building with large windows and a white facade.
A beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
$473 nightly
$540 total
Oct 12 - Oct 13
Total with taxes and fees
Canoe Place Inn and Cottages
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A residential area with houses, a wooden deck, and a garden with pink flowers.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
$685 nightly
$782 total
Sep 28 - Sep 29
Total with taxes and fees
East Hampton Art House Bed & Breakfast
A modern outdoor deck with lounge chairs and a view of the beach.
A hotel room with two beds, a flat-screen TV, a ceiling fan, and a large sliding glass door leading to an outdoor area.
A room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.

Offshore Montauk

Offshore Montauk
Montauk
$321 nightly
$366 total
Oct 14 - Oct 15
Total with taxes and fees
Offshore Montauk
A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.
A spacious living room with a high ceiling, wooden beams, a large sofa, a coffee table, and a dining area with stools.
A kitchen with a wooden countertop, three bar stools, a hanging light fixture, and a window with a view.
A beach with white umbrellas arranged in a line.

Hero Beach Club

Hero Beach Club
Montauk
$310 nightly
$355 total
Oct 1 - Oct 2
Total with taxes and fees
Hero Beach Club
A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.
A wooden building with a beach view, a wooden deck, and a sandy path leading to the beach.
A hotel room with a large sliding glass door leading to an outdoor seating area, a bed with white bedding, a desk with a lamp, and a hanging light fixture.
A room with a large window overlooking a beach, a framed abstract artwork, and a lamp on a table.

Marram

Marram
Montauk
$406 nightly
$464 total
Oct 12 - Oct 13
Total with taxes and fees
Marram
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.
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Top Hamptons Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"This property is a lovely option if you want to be near to central Southampton but not in the middle of it. the room was really nicely appointed, they have a lovely grounds area near the pool, and a really nice pool deck with a pretty big heated pool. We really enjoyed the pool. Only negative is that It's located on a 2 lane highway without much close buy in the way of restaurants or other necessities; getting around was awkward and costly without a car. However, the place we stayed at was nice!"
Nancy 2-night trip
Posted 2 days ago
The Atlantic Hotel
The Penny Lane

The Penny Lane

10/10 Excellent
"Tara at the reception was amazing! Always greeting us by our names and making wonderful coffee at breakfast time."
Fabi 2-night trip
Posted 3 days ago
The Penny Lane
Bayview Resort

Bayview Resort

8/10 Good
"This was my first time to the Hamptons and it was very enjoyable. The property we stayed at was a good part of making our 5 day stay so successful. The salt water pool was clean and was right on the bay. The deck, also on the bay, was a lovely place to have our coffee and breakfast. They also had a parking pass for the beach, which saved us the $40 or $50 non-resident parking fee! Brothers Patrick and Brian shared their knowledge of places to go and restaurants to frequent. Bayview Resort is an older property and could use some upgrading in their rooms. But all in all it was about what we expected, and the service was superior. Patricia"
Patricia 4-night trip
Posted 4 days ago
Bayview Resort
Capri

Capri

10/10 Excellent
"Great hotel “Capri” with welcoming and friendly staff. We truly enjoyed our stay and had a wonderful time. Thank you so much for your warm hospitality and excellent service!"
Yuliana 1-night trip
Posted 5 days ago
Capri
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 11 days ago
Faraway Sag Harbor
Windward Shores Ocean Resort

Windward Shores Ocean Resort

10/10 Excellent
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
Gaurang J 5-night trip
Posted 1 month ago
Windward Shores Ocean Resort

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