TOP Hotels with Pool in Lion Head Beach, NY for 2026

Q: What are some accommodation options with pools in Lion Head Beach?

Gurney's Montauk Resort & Seawater Spa : Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor : Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Montauk Yacht Club : Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. The Bentley Hotel Southampton : Hotel located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Marram : Hotel, 5-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and sunloungers.

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Our top choices for Lion Head Beach hotels with a pool

Sag Harbor Inn

Sag Harbor

Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.

Rp7.865.181 total

includes taxes & fees

8 Jun - 9 Jun

Breakers Montauk

Montauk

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

Rp2.767.085 total

includes taxes & fees

2 Jun - 3 Jun

Harborside Motel

Culloden Shores

Harbourside Motel offers seasonal outdoor pool, tennis courts, and barbecue areas for family getaways.

Rp4.044.861 total

includes taxes & fees

1 Jun - 2 Jun

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

Greenport

Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.

Rp6.618.965 total

includes taxes & fees

1 Jun - 2 Jun

The Atlantic Hotel

Southampton

Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.

Rp5.025.172 total

includes taxes & fees

7 Jun - 8 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.

Rp2.910.490 total

includes taxes & fees

7 Jun - 8 Jun

Windward Shores Ocean Resort

Napeague

Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.

Rp4.678.564 total

includes taxes & fees

4 Jun - 5 Jun

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

Rp5.387.188 total

includes taxes & fees

2 Jun - 3 Jun

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Choose what matters most at hotels with a pool in Lion Head Beach

Breakfast included

4 stars

Top Lion Head Beach Hotel Reviews

Ocean Surf Resort

8/10 Good

"Beautiful location, right on the beach."

The Atlantic Hotel

6/10 Okay

"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to have my garbage removed and to request a fresh set of towels. Housekeeping came in the evening, but it would have been helpful if the housekeeping policy had been communicated more clearly at check-in or in the room information. Aside from that, my experience was positive."

Gurney's Montauk Resort & Seawater Spa

4/10 Poor

"major construction would be ongoing for three of our four days at the hotel. Had we been informed beforehand, we would have made different arrangements entirely. The first room we were assigned had multiple issues: The AC was not functioning, and the room was 80 degrees upon arrival. The “ocean view” room primarily overlooked the parking lot, where delivery and work trucks created noise throughout the day. The door hinge was broken, leaving visible openings to the outside where bugs could enter. We attempted to contact the front desk to request a room change but were unable to get through initially and received no callback. After calling again two hours later, we were told someone would bring new room keys. Thirty minutes passed with no follow-up, and when I called again, the front desk member appeared unaware of the situation entirely but was able to send someone. While we appreciated being moved, the second room also felt poorly maintained, with visible grime on the side table and floor. At that point, we did not want to continue complaining so did not raise the issue. Additionally, despite my emailed request ahead of arrival (below), there were no extra pillows in either room to support my pregnancy. Unfortunately, the issues extended throughout the property: The gym was incredibly warm, construction noise was so loud it could be heard through noise-canceling headphones, and three of the five treadmills were out of service. The fire pit and shared outdoor areas were d"

Kenny's Tipperary Inn

10/10 Excellent

"We enjoyed our stay there we were there for six days. The place was beautiful. It was very calming beautiful music playing beautiful grounds flowers the pool dog friendly which we love staff was friendly. Nice place was Clean definitely going back next year and definitely would recommend to go there we loved it."

Frequently asked questions

What are some accommodation options with pools in Lion Head Beach?

Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Manor: Aparthotel, 14-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and 3 outdoor tennis courts. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. The Bentley Hotel Southampton: Hotel located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Marram: Hotel, 5-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and sunloungers.

What is there to see and do in Lion Head Beach?

Spend some time experiencing the great outdoors at The Hamptons Beaches. During your stay, visit sights such as Pollock-Krasner House and Study Center, LongHouse Reserve and Amagansett Beach.

When is the best time to book a hotel with a pool in Lion Head Beach?

You may want to think about a place to stay that offers an outdoor pool if you plan to visit Lion Head Beach in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temperature is 4°C.

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