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

Hamptons Hotel Guide - Hotels with Pool in Hamptons, New York

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Check availability on Hamptons Hotels with Pool

Tonight
25 Sept - 26 Sept
Tomorrow
26 Sept - 27 Sept
This weekend
25 Sept - 27 Sept
Next weekend
2 Oct - 4 Oct

Our top choices for Hamptons hotels with a pool

A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.
A beach with sand and sparse vegetation.
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A bedroom with a large bed, a chandelier, and multiple windows.

1. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
€212
includes taxes & fees
13 Oct - 14 Oct
The Hampton Maid
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 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.

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.
€181
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton
A pool area with lounge chairs and a covered seating area, surrounded by greenery and a view of neighboring houses.
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 house with a dark blue exterior, a white porch railing, and a red door.

3. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
€158
includes taxes & fees
29 Sept - 30 Sept
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 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.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

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.
€144
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn
A conservatory with a sofa, chairs, a small table, and a view of houses.
A beach with waves crashing onto the shore.
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.

5. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
€202
includes taxes & fees
20 Oct - 21 Oct
The Penny Lane

6. Breakers Montauk

Breakers Montauk
Montauk
  • Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.
€127
includes taxes & fees
1 Oct - 2 Oct
Breakers Montauk
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.
A wooden deck with Adirondack chairs and tables, overlooking a scenic landscape.
Two Adirondack chairs facing a beach with a clear view of the ocean.

7. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
€127
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort
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 room with a large window overlooking a natural landscape, a flat-screen TV mounted on the wall, and a wooden bench.
A modern outdoor deck with lounge chairs and a view of the beach.

8. Offshore Montauk

Offshore Montauk
Montauk
€212
includes taxes & fees
28 Sept - 29 Sept
Offshore Montauk
A clear swimming pool with blue tiles, surrounded by lounge chairs and blue umbrellas.
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.
€306
includes taxes & fees
18 Oct - 19 Oct
Southampton Inn
A swimming pool with a child on a pink and white inflatable float.
A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.
A stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.
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
includes taxes & fees
27 Sept - 28 Sept
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

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.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.
A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
€158
includes taxes & fees
29 Sept - 30 Sept
Ocean View Terrace 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 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.

The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
€181
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton
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 hallway with a fireplace, a large window, and a built-in shelving unit.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.

Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
€325
includes taxes & fees
6 Oct - 7 Oct
Sag Harbor 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 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
€277
includes taxes & fees
18 Oct - 19 Oct
Journey East Hampton

Capri

Capri
Southampton
€331
includes taxes & fees
27 Sept - 28 Sept
Capri
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 residential area with houses, a wooden deck, and a garden with pink flowers.
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
€687
includes taxes & fees
28 Sept - 29 Sept
East Hampton Art House Bed & Breakfast
A house with a sloped roof, large windows, and a pathway leading to the entrance.
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.
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
€413
includes taxes & fees
12 Oct - 13 Oct
Mill House Inn
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 living room with a fireplace, a white armchair, a glass coffee table with flowers, and a bookshelf.

Head of Pond House

Head of Pond House
Water Mill
€732
includes taxes & fees
26 Sept - 27 Sept
Head of Pond House
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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 modern hotel with multiple balconies and large 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.

Offshore Montauk

Offshore Montauk
Montauk
€212
includes taxes & fees
28 Sept - 29 Sept
Offshore Montauk
A spacious bar area with a marble countertop, multiple bar stools, and a view of the marina through large windows.
A deck with wicker chairs and a table, overlooking a beach with umbrellas and lounge chairs.
A beach with two sun loungers, a beach umbrella, and a basket.
A marina with numerous boats docked, a swimming pool, and a white building with a tower.

Montauk Yacht Club

Montauk Yacht Club
Montauk
€313
includes taxes & fees
20 Oct - 21 Oct
Montauk Yacht Club
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 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
€277
includes taxes & fees
18 Oct - 19 Oct
Journey East Hampton
A bedroom with two beds, a wooden rocking chair, a small table, and a view of the outdoors.
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.
A beach with white umbrellas arranged in a line.

Hero Beach Club

Hero Beach Club
Montauk
€266
includes taxes & fees
29 Sept - 30 Sept
Hero Beach Club
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
€467
includes taxes & fees
6 Oct - 7 Oct
Faraway Sag Harbor
A beachside patio with lounge chairs, umbrellas, and a wooden building with a balcony overlooking the ocean.
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.
A wooden building with a beach view, a wooden deck, and a sandy path leading to the beach.

Marram

Marram
Montauk
€322
includes taxes & fees
12 Oct - 13 Oct
Marram
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.
An indoor swimming pool with a view of the beach, lounge chairs, and large windows.

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
Montauk
€474
includes taxes & fees
29 Sept - 30 Sept
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 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.
A cozy room with a large window, a sofa, a small table with a tray, and a pair of slippers on the floor.

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
Hampton Bays
€505
includes taxes & fees
6 Oct - 7 Oct
Canoe Place Inn and Cottages
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 residential area with houses, a wooden deck, and a garden with pink flowers.
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
€687
includes taxes & fees
28 Sept - 29 Sept
East Hampton Art House Bed & Breakfast
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 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 bar area with shelves stocked with various bottles and glasses.

Topping Rose House

Topping Rose House
Bridgehampton
€631
includes taxes & fees
28 Sept - 29 Sept
Topping Rose House
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

Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Staff was very friendly room was clean bed was comfortable"
Richard 1-night trip
Posted 17 hours ago
Ocean Vista Resort
Hamlet Inn

Hamlet Inn

10/10 Excellent
"The hotel location is ideal. About a 2 mile radius from the town center, shopping, attractions and beaches. The room is very comfortable where all necessary amenity items are available. We had a nice closet in the room, a refrigerator and microwave. It would have been nice to have a couple of drawers if we had stayed more than 2 nights. The shower was particularly nice! Coffe, tea, soft drinks along with a wide variety of snacks, cakes and candy bars are available the entire day."
Niel 2-night trip
Posted 3 days ago
Hamlet Inn
Bayview Resort

Bayview Resort

10/10 Excellent
"Absolutely gorgeous location. Brian could not have been more welcoming and accomodating. Love this place and will definitely be back again."
Jan 2-night trip
Posted 6 days ago
Bayview Resort
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 12 days ago
Faraway Sag Harbor
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 2 weeks ago
Capri
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 2 months ago
Windward Shores Ocean Resort

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