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

Find Hotels with a Pool in Hamptons, NY from CA $216

  • 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 Hamptons Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
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 hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

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.
CA $190
CA $218 total
includes taxes & fees
Oct 31 - Nov 1
The Bentley Hotel Southampton
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
A hotel lobby with a sofa, chairs, tables, and a large window.
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.

2. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
CA $308
CA $352 total
includes taxes & fees
Nov 1 - Nov 2
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.
A bathtub surrounded by candles and flower petals.
Beach

3. 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.
CA $416
CA $476 total
includes taxes & fees
Oct 29 - Oct 30
A Room At The Beach
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.
A bedroom with a large bed, a chandelier, and multiple windows.

4. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
CA $298
CA $341 total
includes taxes & fees
Oct 22 - Oct 23
The Hampton Maid
A swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.
A modern hotel with multiple balconies and large windows.
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.

5. Offshore Montauk

Offshore Montauk
Montauk
CA $180
CA $286 total
includes taxes & fees
Nov 2 - Nov 3
Offshore Montauk
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.

6. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
CA $155
CA $255 total
includes taxes & fees
Oct 22 - Oct 23
Ocean View Terrace Inn
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 residential property with a covered patio, a gravel driveway, and a fenced yard.

7. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
CA $189
CA $216 total
includes taxes & fees
Nov 5 - Nov 6
The Penny Lane
A modern indoor swimming pool with marble walls and a tiled floor.
A spacious hallway with high ceilings, arched columns, and chandeliers.
A wooden bench with a large planter in front.
A garden pathway with a fence, illuminated by string lights, leading to a building.

8. Montauk Manor

Montauk Manor
Montauk
  • Refreshing hilltop retreat with year-round pool access and sweeping ocean vistas.
CA $206
CA $263 total
includes taxes & fees
Nov 17 - Nov 18
Montauk Manor
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
Restaurant
A snow-covered pathway leading to a building with a porch.
A beach with waves and a clear sky.

9. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
CA $281
CA $344 total
includes taxes & fees
Nov 1 - Nov 2
Southampton Inn
Outdoor pool
Reception
Room
Living area

10. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
CA $204
CA $271 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton House Resort
View all properties

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 modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
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 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.

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
CA $190
CA $218 total
includes taxes & fees
Oct 31 - Nov 1
The Bentley Hotel Southampton
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
CA $155
CA $255 total
includes taxes & fees
Oct 22 - Oct 23
Ocean View Terrace Inn
A waterfront property with a large house, multiple boats docked, and lush greenery.
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 hotel lobby with a sofa, chairs, tables, and a large window.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
CA $308
CA $352 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A modern kitchen with a central island, pendant lights, and a view of the outdoors.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.
A living room with a fireplace, two sofas, a coffee table, and a chair.

Journey East Hampton

Journey East Hampton
East Hampton North
CA $335
CA $422 total
includes taxes & fees
Nov 3 - Nov 4
Journey East Hampton
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 rectangular swimming pool with clear blue water, surrounded by a wooden deck and a grassy area.
A living room with a fireplace, a ceiling fan, and a bookshelf.

Carole's Place B & B

Carole's Place B & B
East Quogue
CA $212
CA $242 total
includes taxes & fees
Nov 8 - Nov 9
Carole's Place B & B
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
A large, white, two-story building with a covered porch and a bicycle parked in front.

Topping Rose House

Topping Rose House
Bridgehampton
CA $821
CA $943 total
includes taxes & fees
Nov 5 - Nov 6
Topping Rose House
A house with a sloped roof, large windows, and a pathway leading to the entrance.
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.
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
CA $457
CA $661 total
includes taxes & fees
Nov 1 - Nov 2
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 sliding glass door leading to an outdoor area with a pool and a wooden deck.
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
CA $636
CA $727 total
includes taxes & fees
Nov 2 - Nov 3
East Hampton Art House Bed & Breakfast
View all properties

4-star hotels with pools in Hamptons

A modern outdoor deck with lounge chairs and a view of the beach.
A modern hotel with multiple balconies and large 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 swimming pool with lounge chairs and umbrellas, surrounded by a white building with multiple windows.

Offshore Montauk

Offshore Montauk
Montauk
CA $180
CA $286 total
includes taxes & fees
Nov 2 - Nov 3
Offshore Montauk
A wooden pathway leading to a beach with a view of the ocean.
A beachfront property with multiple houses, including a large house with a balcony and smaller houses with wooden facades.
An indoor swimming pool with a view of the beach, lounge chairs, and large windows.
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
CA $484
CA $664 total
includes taxes & fees
Nov 10 - Nov 11
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 modern kitchen with a central island, pendant lights, and a view of the outdoors.
A modern room with a blue accent wall, a sofa, a chair, a bed, and a small table with decorative items.
A living room with a fireplace, two sofas, a coffee table, and a chair.

Journey East Hampton

Journey East Hampton
East Hampton North
CA $335
CA $422 total
includes taxes & fees
Nov 3 - Nov 4
Journey East Hampton
A pool area with umbrellas, potted plants, and a pathway leading to a building.
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.
A spacious living room with a fireplace, comfortable seating, and large windows.

Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
CA $521
CA $654 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
A large, white, two-story building with a covered porch and a bicycle parked in front.

Topping Rose House

Topping Rose House
Bridgehampton
CA $821
CA $943 total
includes taxes & fees
Nov 5 - Nov 6
Topping Rose House
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 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.

Hero Beach Club

Hero Beach Club
Montauk
CA $284
CA $404 total
includes taxes & fees
Oct 29 - Oct 30
Hero Beach Club
A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.
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 poolside area with lounge chairs and orange umbrellas, overlooking the ocean.
A wooden building with a beach view, a wooden deck, and a sandy path leading to the beach.

Marram

Marram
Montauk
CA $286
CA $471 total
includes taxes & fees
Oct 25 - Oct 26
Marram
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A beach with two sun loungers, a beach umbrella, and a basket.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.
A marina with boats docked, a grassy area with a tent, and houses in the background.

Montauk Yacht Club

Montauk Yacht Club
Montauk
CA $316
CA $522 total
includes taxes & fees
Nov 3 - Nov 4
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 beach chair with a towel labeled "CANOE PLACE" and a wicker basket with bottles and a container on the sand.
A breakfast buffet with various food items and beverages.

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
CA $616
CA $747 total
includes taxes & fees
Oct 26 - Oct 27
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 sliding glass door leading to an outdoor area with a pool and a wooden deck.
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
CA $636
CA $727 total
includes taxes & fees
Nov 2 - Nov 3
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.
View all properties

Top Hamptons Hotel Reviews

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"
Grace 1-night trip
Posted 1 day ago
The Atlantic Hotel
Sea Crest Resort

Sea Crest Resort

8/10 Good
"Beach was spectacular. Loved walking through the dunes and having chairs and umbrellas waiting for us. Even saw whales breaching right from beach!"
Ellen 2-night trip
Posted 2 days ago
Sea Crest Resort
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Property and room was incredible. However, didn’t like the restaurant food. It was lacking flavor and the dessert choices weren’t good. Lastly, the pillows weren’t the best."
Delise 2-night trip
Posted 2 days ago
The Hampton Maid
Hamlet Inn

Hamlet Inn

10/10 Excellent
"Adorable place with very helpful staff!"
Ciara 1-night trip
Posted 2 days ago
Hamlet Inn
The Penny Lane

The Penny Lane

10/10 Excellent
"We had a very nice stay. Very well maintained and helpful staff."
Jacob 2-night trip
Posted 2 days ago
The Penny Lane
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 3 days 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 4 days ago
Hampton's Vacation Inn
The Hermitage

The Hermitage

10/10 Excellent
"As always it was another great experience staying at the Hermitage ☺️"
Mohammad 1-night trip
Posted 9 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

Explore a world of travel with Expedia