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
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Hamptons hotels with a pool

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 hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
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.

1. 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.
$131 nightly
$150 total
Oct 26 - Oct 27
Total with taxes and fees
The Bentley Hotel Southampton
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.
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 modern hotel with multiple balconies and large windows.

2. Offshore Montauk

Offshore Montauk
Montauk
$176 nightly
$201 total
Nov 5 - Nov 6
Total with taxes and fees
Offshore Montauk
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

3. 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.
$219 nightly
$250 total
Nov 1 - Nov 2
Total with taxes and fees
Sag Harbor Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bathtub surrounded by candles and flower petals.

4. 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 21 - Oct 22
Total with taxes and fees
A Room At The Beach
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.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

5. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
$191 nightly
$213 total
Oct 22 - Oct 23
Total with taxes and fees
Ocean View Terrace Inn
A conservatory with a sofa, chairs, a small table, and a view of houses.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.
A residential property with a covered patio, a gravel driveway, and a fenced yard.
A beach with waves crashing onto the shore.

6. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
$145 nightly
$166 total
Nov 2 - Nov 3
Total with taxes and fees
The Penny Lane
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 modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

7. 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 19 - Oct 20
Total with taxes and fees
The Hampton Maid
A modern indoor swimming pool with marble walls and a tiled floor.
A garden pathway with a fence, illuminated by string lights, leading to a building.
A wooden bench with a large planter in front.
A large, historic building with multiple stories and a prominent tower, surrounded by lush greenery and a body of water.

8. Montauk Manor

Montauk Manor
Montauk
  • Refreshing hilltop retreat with year-round pool access and sweeping ocean vistas.
$163 nightly
$187 total
Nov 17 - Nov 18
Total with taxes and fees
Montauk Manor
A swimming pool with two lounge chairs and a green umbrella.
A wooden building with a white window and a balcony.
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.
A wooden outdoor seating area with a sofa and a table, surrounded by gravel and greenery, with a house in the background.

9. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
$214 nightly
$244 total
Nov 18 - Nov 19
Total with taxes and fees
The Sagaponack
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
Restaurant
A beach with waves and a clear sky.
A well-maintained garden with a central pathway leading to a house.

10. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.
$214 nightly
$245 total
Nov 1 - Nov 2
Total with taxes and fees
Southampton 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 hotel lobby with a sofa, chairs, tables, and a large window.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
$219 nightly
$250 total
Nov 1 - Nov 2
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 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.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
$131 nightly
$150 total
Oct 26 - Oct 27
Total with taxes and fees
The Bentley Hotel Southampton
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 setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.
A modern hotel room with a bed, bedside table, and a view of the garden.

Topping Rose House

Topping Rose House
Bridgehampton
$577 nightly
$663 total
Oct 19 - Oct 20
Total with taxes and fees
Topping Rose House
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
$261 nightly
$299 total
Nov 16 - Nov 17
Total with taxes and fees
Journey East Hampton
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.
A house with a dark blue exterior, a white porch railing, and a red door.

Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
$191 nightly
$213 total
Oct 22 - Oct 23
Total with taxes and fees
Ocean View Terrace Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.
A residential area with houses, a wooden deck, and a garden with pink flowers.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
$452 nightly
$517 total
Nov 2 - Nov 3
Total with taxes and fees
East Hampton Art House Bed & Breakfast
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 covered porch with white railings, green cushioned chairs, hanging flower baskets, and pendant lights.
A cozy living room with a white sofa, a dining table with chairs, a chandelier, a potted plant, and framed pictures on the wall.

Mill House Inn

Mill House Inn
Pantigo Road Historic District
$411 nightly
$470 total
Oct 19 - Oct 20
Total with taxes and fees
Mill House Inn
A dining area with a wooden table, chairs, and a view of greenery through large windows.
A bedroom with a bed, a nightstand, a lamp, and two framed pictures on the wall.
A living room with a fireplace, a ceiling fan, and a bookshelf.
A two-story house with a front porch, a pathway leading to the entrance, and a well-maintained lawn.

Carole's Place B & B

Carole's Place B & B
East Quogue
$150 nightly
$171 total
Nov 8 - Nov 9
Total with taxes and fees
Carole's Place B & B
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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 setting with a bartender and a customer. The bar has shelves with various bottles and glasses. There is a cushioned bench in the foreground.
A modern hotel room with a bed, bedside table, and a view of the garden.

Topping Rose House

Topping Rose House
Bridgehampton
$577 nightly
$663 total
Oct 19 - Oct 20
Total with taxes and fees
Topping Rose House
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.

Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
$361 nightly
$413 total
Nov 18 - Nov 19
Total with taxes and fees
Faraway Sag Harbor
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
$261 nightly
$299 total
Nov 16 - Nov 17
Total with taxes and fees
Journey East Hampton
A modern outdoor deck with lounge chairs and a view of the beach.
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.
A room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.
A modern hotel with multiple balconies and large windows.

Offshore Montauk

Offshore Montauk
Montauk
$176 nightly
$201 total
Nov 5 - Nov 6
Total with taxes and fees
Offshore Montauk
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A marina with boats docked, a grassy area with a tent, and houses in the background.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.

Montauk Yacht Club

Montauk Yacht Club
Montauk
$325 nightly
$371 total
Nov 2 - Nov 3
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 breakfast buffet with various food items and beverages.
A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.
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
$438 nightly
$500 total
Oct 20 - Oct 21
Total with taxes and fees
Canoe Place Inn and Cottages
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 beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.
A modern living room with a sofa, a chair, a coffee table, and a view of the sea.

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
$402 nightly
$459 total
Nov 10 - Nov 11
Total with taxes and fees
Gurney's Montauk Resort & Seawater Spa
A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.
A two-story building with a pool, outdoor seating, and potted plants.
A kitchen with a wooden countertop, three bar stools, a hanging light fixture, and a window with a view.
A spacious living room with a high ceiling, wooden beams, a large sofa, a coffee table, and a dining area with stools.

Hero Beach Club

Hero Beach Club
Montauk
$219 nightly
$250 total
Oct 19 - Oct 20
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 poolside area with lounge chairs and orange umbrellas, overlooking the ocean.
A room with a large window overlooking a beach, a framed abstract artwork, and a lamp on a table.
A wooden building with a beach view, a wooden deck, and a sandy path leading to the beach.

Marram

Marram
Montauk
$301 nightly
$344 total
Nov 8 - Nov 9
Total with taxes and fees
Marram
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.
A residential area with houses, a wooden deck, and a garden with pink flowers.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
$452 nightly
$517 total
Nov 2 - Nov 3
Total with taxes and fees
East Hampton Art House Bed & Breakfast
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 Penny Lane

The Penny Lane

10/10 Excellent
"Beautiful Bikes available"
Scott 1-night trip
Posted 1 day ago
The Penny Lane
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Beautiful place to stay . Room has a full kitchen. Also included in the room glasses silverware and dishes . Easy access to the beach. Most enjoyable time ."
John 2-night trip
Posted 1 day ago
Ocean Vista Resort
Windward Shores Ocean Resort

Windward Shores Ocean Resort

8/10 Good
"It was a great experience after a long time!"
Mohammad 1-night trip
Posted 1 day ago
Windward Shores Ocean Resort
Hampton's Vacation Inn

Hampton's Vacation Inn

8/10 Good
"We stayed in the two bedroom cottage. The space was very clean and organized nicely but the furniture in the living area was a little out dated and the kitchen area could use some upgrades. Also there was no TV in the bedroom which was a bummer. I found the staff to be lovely and responsive. Might want to consider adding a workout facility in the future for those who come up for the big marathon weekend or offer free passes to the local gym. Expected a little more luxury for close to $400 dollars a night. Minus and a list of local restaurants and shops would be a bonus. Close to everything and served its purpose. Would definitely stay again with some upgrades. We liked how it was private and tucked away."
Crystal 2-night trip
Posted 2 days ago
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Lots of parking, rooms were clean and smelt nice"
miranda 1-night trip
Posted 2 days ago
The Atlantic Hotel
The Hermitage

The Hermitage

10/10 Excellent
"As always it was another great experience staying at the Hermitage ☺️"
Mohammad 1-night trip
Posted 7 days ago
The Hermitage
Southampton Inn

Southampton Inn

8/10 Good
"The check-in date of 4PM in the afternoon was a turn off given you are paying foe the full day. Bit of a money grab. Further the gentleman at the front desk who checked us in when we got there was arrogant. Otherwise a nice stay."
Catherine 4-night trip
Posted 3 weeks ago
Southampton Inn

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