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

Hotels with Swimming Pools in Hamptons

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Check availability on Hamptons Hotels with Swimming Pools

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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 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 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.
S$197
includes taxes & fees
31 Oct - 1 Nov
The Bentley Hotel Southampton
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.
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 hotel lobby with a sofa, chairs, tables, and a large window.

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.
S$320
includes taxes & fees
2 Nov - 3 Nov
Sag Harbor Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.
A bathtub surrounded by candles and flower petals.
An outdoor dining area with a table and chairs, surrounded by tall trees and string lights.
A bedroom with two beds, a ceiling fan, a large window, and a view of greenery outside.

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.
S$432
includes taxes & fees
25 Oct - 26 Oct
A Room At 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 hotel room with two beds, a flat-screen TV, a ceiling fan, and a large sliding glass door leading to an outdoor area.
A modern hotel with multiple balconies and large windows.

4. Offshore Montauk

Offshore Montauk
Montauk
S$271
includes taxes & fees
1 Nov - 2 Nov
Offshore Montauk
A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A beach with sand and sparse vegetation.
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.

5. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
S$309
includes taxes & fees
19 Nov - 20 Nov
The Hampton Maid
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.
S$231
includes taxes & fees
22 Oct - 23 Oct
Ocean View Terrace Inn
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
Restaurant
A well-maintained garden with a central pathway leading to a house.
A snow-covered pathway leading to a building with a porch.

7. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
S$313
includes taxes & fees
12 Nov - 13 Nov
Southampton Inn
Outdoor pool
Reception
Living area
Terrace/patio

8. 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.
S$246
includes taxes & fees
2 Nov - 3 Nov
East Hampton House Resort
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 modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
A living room with a fireplace, two sofas, a coffee table, and a chair.

9. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
S$384
includes taxes & fees
3 Nov - 4 Nov
Journey East Hampton
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 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.

10. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
S$207
includes taxes & fees
4 Nov - 5 Nov
The Penny Lane
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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 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 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.

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
S$197
includes taxes & fees
31 Oct - 1 Nov
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
S$231
includes taxes & fees
22 Oct - 23 Oct
Ocean View Terrace Inn
A waterfront property with a large house, multiple boats docked, and lush greenery.
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.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
S$320
includes taxes & fees
2 Nov - 3 Nov
Sag Harbor 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
S$384
includes taxes & fees
3 Nov - 4 Nov
Journey East Hampton
A dining area with a wooden table, chairs, and a view of greenery through large windows.
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.
A rectangular swimming pool with clear blue water, surrounded by a wooden deck and a grassy area.

Carole's Place B & B

Carole's Place B & B
East Quogue
S$219
includes taxes & fees
8 Nov - 9 Nov
Carole's Place B & B
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
A bar area with shelves stocked with various bottles and glasses.

Topping Rose House

Topping Rose House
Bridgehampton
S$855
includes taxes & fees
22 Oct - 23 Oct
Topping Rose House
A house with a sloped roof, large windows, and a pathway leading to the entrance.
A dining area with a chandelier, a large table, chairs, and a vase with flowers.
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 wooden gate leading to a pathway surrounded by lush greenery and trees.

Mill House Inn

Mill House Inn
Pantigo Road Historic District
S$600
includes taxes & fees
2 Nov - 3 Nov
Mill House Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.
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
S$660
includes taxes & fees
2 Nov - 3 Nov
East Hampton Art House Bed & Breakfast
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4-star hotels with pools in Hamptons

A modern outdoor deck with lounge chairs and a view of the beach.
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.
A modern hotel with multiple balconies and large windows.

Offshore Montauk

Offshore Montauk
Montauk
S$271
includes taxes & fees
1 Nov - 2 Nov
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.
A house with a stone wall and a garden with various plants and flowers.
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
S$596
includes taxes & fees
10 Nov - 11 Nov
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
S$384
includes taxes & fees
3 Nov - 4 Nov
Journey East Hampton
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 hallway with dark wooden doors, a patterned carpet, and a decorative ceiling.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.

Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
S$605
includes taxes & fees
21 Nov - 22 Nov
Faraway Sag Harbor
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.
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.
A bar area with shelves stocked with various bottles and glasses.

Topping Rose House

Topping Rose House
Bridgehampton
S$855
includes taxes & fees
22 Oct - 23 Oct
Topping Rose House
A covered outdoor deck with wicker chairs, a black and white ottoman, and a potted plant.
A beach with white umbrellas arranged in a line.
A kitchen with a wooden countertop, three bar stools, a hanging light fixture, and a window with a view.
A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.

Hero Beach Club

Hero Beach Club
Montauk
S$367
includes taxes & fees
29 Oct - 30 Oct
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 room with a large window overlooking a beach, a framed abstract artwork, and a lamp on a table.
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.

Marram

Marram
Montauk
S$399
includes taxes & fees
9 Nov - 10 Nov
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 marina with boats docked, a grassy area with a tent, and houses in the background.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.

Montauk Yacht Club

Montauk Yacht Club
Montauk
S$475
includes taxes & fees
3 Nov - 4 Nov
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 breakfast buffet with various food items and beverages.
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
S$641
includes taxes & fees
28 Oct - 29 Oct
Canoe Place Inn and Cottages
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A sliding glass door leading to an outdoor area with a pool and a wooden deck.
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
S$660
includes taxes & fees
2 Nov - 3 Nov
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 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

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