TOP Hotels with Swimming Pool in Hamptons, NY for 2026

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Our top choices for Hamptons hotels with a pool

Ocean Resort Inn

Downtown Montauk

Soak in coastal charm at the heated saltwater pool steps from Montauk's sandy shores.

₹23,402 total

includes taxes & fees

17 Jun - 18 Jun

Breakers Montauk

Montauk

Seaside poolside escape with sun loungers and umbrellas creates a summer sanctuary.

₹14,743 total

includes taxes & fees

9 Jun - 10 Jun

Outdoor pool, pool umbrellas, pool loungers

Offshore Montauk

Montauk

₹35,987 total

includes taxes & fees

24 Jun - 25 Jun

Aqualina Inn Montauk

Downtown Montauk

Dive into poolside luxury at this Montauk motel with summer splash fun and garden views.

₹19,049 total

includes taxes & fees

15 Jun - 16 Jun

The Penny Lane

Hampton Bays

Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.

₹26,281 total

includes taxes & fees

8 Jun - 9 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Culloden Shores

Splash into summer with a serene outdoor pool surrounded by lush gardens and sun-soaked relaxation spaces.

₹16,709 total

includes taxes & fees

7 Jun - 8 Jun

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

The Bentley Hotel Southampton

Southampton

Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.

₹21,977 total

includes taxes & fees

12 Jun - 13 Jun

Montauk Blue Hotel

Downtown Montauk

Dive into seaside bliss with Montauk Blue Hotel's indoor pool and hot tub, just steps from sandy shores.

₹36,025 total

includes taxes & fees

7 Jun - 8 Jun

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Choose what matters most at hotels with a pool in Hamptons

Breakfast included

4 stars

Hotels with pools and free breakfast in Hamptons

The Penny Lane

Hampton Bays

₹26,281 total

includes taxes & fees

8 Jun - 9 Jun

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4-star hotels with pools in Hamptons

Ocean View 2 Queens | Premium bedding, down duvets, pillow-top beds, blackout curtains

Offshore Montauk

Montauk

₹35,987 total

includes taxes & fees

24 Jun - 25 Jun

Gurney's Montauk Resort & Seawater Spa

Montauk

₹86,399 total

includes taxes & fees

10 Jun - 11 Jun

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Top Hamptons Hotel Reviews

Windward Shores Ocean Resort

10/10 Excellent

"To celebrate my daughter's college graduation she and her friends planned a trip to montauk to check out camp hero. Which is nearby. They got the bigger suite. After 2 people dropped out. They still wanted to go. And when they arrived they fell in love with the place. The staff was accommodating and pleasant. Very clean and loved the privacy the property offered. The kitchen was useful. Plenty to do and eat nearby. And the heated pool saved the day. She raved about the scenery and trip to the lighthouse area. She is definitely going back. And her mother and I intend to stay here as well. My daughter stressed the cleanliness. And location was perfect."

The Atlantic Hotel

2/10 Terrible

"The hotel refused to communicate with myself or Hotel.com when asked about Cancelling the room a week in advance. After initial communication we were told it needed manager approval and then calls were hung up on and no communication was reached after. multiple calls, emails and avenues. They directly ignored us to avoid giving any sort of answer."