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

Find Hotels with a Pool in Hamptons, NY from CA $200

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Check availability on Hamptons Hotels with a Pool

Tonight
Sep 5 - Sep 6
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Sep 6 - Sep 7
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

Our top choices for Hamptons hotels with a pool

A conservatory with a sofa, chairs, a small table, and a view of houses.
A residential property with a covered patio, a gravel driveway, and a fenced yard.
A sunlit room with a glass ceiling, a sofa, chairs, a table, and a view of the outside.
A bedroom with a bed, two bedside tables, a window with curtains, a wall-mounted lamp, and a framed picture.

1. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
CA $206
CA $235 total
includes taxes & fees
Oct 1 - Oct 2
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 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 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.

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.
CA $199
CA $262 total
includes taxes & fees
Oct 5 - Oct 6
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.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

3. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
CA $189
CA $297 total
includes taxes & fees
Sep 10 - Sep 11
Ocean View Terrace Inn
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
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.
A modern bathroom with a glass shower enclosure, a bathtub, and a wall-mounted faucet.

4. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
CA $175
CA $200 total
includes taxes & fees
Oct 1 - Oct 2
Ocean Vista Resort
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.

5. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
CA $360
CA $411 total
includes taxes & fees
Sep 8 - Sep 9
The Hampton Maid
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 room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
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.

6. 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.
CA $175
CA $226 total
includes taxes & fees
Sep 29 - Sep 30
Hamlet Inn
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
A well-maintained garden with a central pathway leading to a house.
A beach with waves and a clear sky.

7. Southampton Inn

Southampton Inn
Southampton
  • Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
CA $414
CA $495 total
includes taxes & fees
Oct 4 - Oct 5
Southampton Inn
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 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.

8. 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 $447
CA $511 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn

9. Breakers Montauk

Breakers Montauk
Montauk
  • Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
CA $135
CA $200 total
includes taxes & fees
Oct 1 - Oct 2
Breakers Montauk
A poolside area with sun loungers, a large umbrella, and a house in the background.
A covered outdoor area with a wooden staircase, green chairs, and hanging flower baskets.
A wooden beach boardwalk leading to the ocean.
A round mirror with a woven frame reflecting a room with a bed, pillows, a small table, and a window with curtains.

10. Ocean Resort Inn

Ocean Resort Inn
Downtown Montauk
  • Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.
CA $214
CA $244 total
includes taxes & fees
Sep 9 - Sep 10
Ocean Resort 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 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.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
CA $447
CA $511 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn
A two-story house with a steeply pitched roof, green shutters, and a brick entrance.
A living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.
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
CA $2,466
CA $2,817 total
includes taxes & fees
Sep 11 - Sep 12
Head of Pond House
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
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 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
CA $199
CA $262 total
includes taxes & fees
Oct 5 - Oct 6
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 $189
CA $297 total
includes taxes & fees
Sep 10 - Sep 11
Ocean View Terrace Inn
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
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.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

Journey East Hampton

Journey East Hampton
East Hampton North
CA $428
CA $538 total
includes taxes & fees
Oct 4 - Oct 5
Journey East Hampton
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 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.

Mill House Inn

Mill House Inn
Pantigo Road Historic District
CA $1,207
CA $1,744 total
includes taxes & fees
Sep 9 - Sep 10
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 deck with a view of a swimming pool and greenery.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
CA $944
CA $1,079 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton Art House Bed & Breakfast

Capri

Capri
Southampton
CA $490
CA $594 total
includes taxes & fees
Sep 7 - Sep 8
Capri
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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 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.
A large, white, two-story building with a covered porch and a bicycle parked in front.

Topping Rose House

Topping Rose House
Bridgehampton
CA $1,264
CA $1,449 total
includes taxes & fees
Sep 13 - Sep 14
Topping Rose House
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.
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.
A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

Journey East Hampton

Journey East Hampton
East Hampton North
CA $428
CA $538 total
includes taxes & fees
Oct 4 - Oct 5
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 cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
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
CA $726
CA $913 total
includes taxes & fees
Oct 5 - Oct 6
Faraway Sag Harbor
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 modern living room with a sofa, a chair, a coffee table, and a view of the sea.
A house with a stone wall and a garden with various plants and flowers.

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
CA $676
CA $927 total
includes taxes & fees
Oct 5 - Oct 6
Gurney's Montauk Resort & Seawater Spa
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.
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.
A person riding a bicycle under a striped awning with a logo, in front of a building with large windows and a white facade.

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
CA $657
CA $796 total
includes taxes & fees
Oct 5 - Oct 6
Canoe Place Inn and Cottages
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 $327
CA $531 total
includes taxes & fees
Oct 5 - Oct 6
Montauk Yacht Club
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 two-story building with a pool, outdoor seating, and potted plants.
A beach with white umbrellas arranged in a line.

Hero Beach Club

Hero Beach Club
Montauk
CA $342
CA $531 total
includes taxes & fees
Oct 4 - Oct 5
Hero Beach Club
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 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.

Offshore Montauk

Offshore Montauk
Montauk
CA $307
CA $509 total
includes taxes & fees
Oct 1 - Oct 2
Offshore Montauk
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.
A sliding glass door leading to an outdoor deck with a view of a swimming pool and greenery.
A large, modern house with a swimming pool, surrounded by lush greenery and trees.
A beach with a lifeguard tower, a few people sitting on chairs, and a white umbrella.

East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
Clearwater Beach
CA $944
CA $1,079 total
includes taxes & fees
Sep 28 - Sep 29
East Hampton Art House Bed & Breakfast
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 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.

Marram

Marram
Montauk
CA $412
CA $746 total
includes taxes & fees
Sep 22 - Sep 23
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 Hampton Maid

The Hampton Maid

10/10 Excellent
"Restaurant was exceptional"
Ruby 2-night trip
Posted 9 hours ago
The Hampton Maid
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"The property was beautiful. We can’t wait to go back!"
Jessica 1-night trip
Posted 18 hours ago
Hampton's Vacation Inn
Bayview Resort

Bayview Resort

8/10 Good
"We really enjoyed the property’s charming, homey bed-and-breakfast feel and its lovely, serene location. Sitting on the dock and looking out over the bay was a highlight. Also, continental breakfast was included, which was a nice surprise. A few things prospective guests should know: Expedia advertises the property as having a private beach and calls it a “rate gem,” but there is no private beach on-site. Beach passes must be purchased separately, and you’ll need to travel to a beach outside the property. Housekeeping was also unclear. The in-room handbook states that guests are offered housekeeping upon check-in, but this was never offered to us. When we realized we needed to request service, we had difficulty finding anyone to assist us or provide extra towels. Overall, we enjoyed the peaceful setting and cozy atmosphere, but clearer communication about beach access and housekeeping would have made our stay even better."
Christine 3-night trip
Posted 2 days ago
Bayview Resort
Baywatch Hotel & Marina

Baywatch Hotel & Marina

10/10 Excellent
"PERFECTION as always! Couldn't ask for a better getaway!"
Barbara 2-night trip
Posted 3 days ago
Baywatch Hotel & Marina
The Penny Lane

The Penny Lane

10/10 Excellent
"Clean and quiet stay"
John 3-night trip
Posted 3 days ago
The Penny Lane
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 3 days ago
Faraway Sag Harbor
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Perfect location , amazing beach view .The room was impeccable and clean definitely going again !"
Kevin 1-night trip
Posted 4 days ago
Ocean Vista Resort
Hamlet Inn

Hamlet Inn

10/10 Excellent
"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"
Thomas 3-night trip
Posted 4 days ago
Hamlet Inn

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