The Best Hotels with a Pool in Orient Point, NY from ₩134,951 in 2026

Q: What are some hotels with pools in Orient Point?

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. Gold Star Inn & Suites : Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Manor : Hotel located near Mystic Seaport. Features a full-service spa, an indoor pool, and a snack bar/deli. Mystic Marriott Hotel and Spa : Offers a snack bar/deli, an indoor pool, and continental. Ramada by Wyndham Groton/Mystic : Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach.

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Our top choices for Orient Point hotels with a pool

Breakers Montauk

Montauk

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

₩232,817 total

includes taxes & fees

Jun 2 - Jun 3

Ocean Resort Inn

Downtown Montauk

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

₩335,181 total

includes taxes & fees

Jun 11 - Jun 12

Seasonal outdoor pool, pool umbrellas, sun loungers

Kenny's Tipperary Inn

Culloden Shores

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

₩244,882 total

includes taxes & fees

Jun 2 - Jun 3

Outdoor pool, pool umbrellas, sun loungers

Offshore Montauk

Montauk

₩582,696 total

includes taxes & fees

Jun 24 - Jun 25

Aqualina Inn Montauk

Downtown Montauk

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

₩249,230 total

includes taxes & fees

Jun 8 - Jun 9

Clinton Motel

Clinton

Dive into cool relaxation at this coastal motel's seasonal pool, where Hammonasset Beach State Park adventures await.

₩134,951 total

includes taxes & fees

Jun 1 - Jun 2

Sun N Sound

Culloden Shores

Splash into refreshing waters at this beach-adjacent retreat with sun-soaked outdoor pool.

₩216,313 total

includes taxes & fees

Jun 2 - Jun 3

Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Ocean Surf Resort

Downtown Montauk

Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from downtown.

₩342,054 total

includes taxes & fees

Jun 4 - Jun 5

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Choose what matters most at hotels with a pool in Orient Point

Breakfast included

4 stars

Top Orient Point Hotel Reviews

Ramada by Wyndham Groton/Mystic

2/10 Terrible

"One star is even too much of a rating and unfortunately it is all because of how the employees acted...this was one of my favorite hotels to stay at in the past...rooms are fairly clean other guests have pets that are not keep up and you can smell pet smells they should have a section reserved for pets the parking lot had a large hole that could cause damage yes there was a cone but not enough of notice it's dark over there...I haven't even stepped in the door and the front desk employee was very disrespectful to my husband who had went in to get the baggage cart...I jave no oroblem adhering to rules and policies but there is a way you speak to guests she was rude and gave looks like rolling her eyes I felt judged and disrespected she must of told us we had to check out the next day 6 times due to the amount of luggage we had I heard and understood the first time she said it ..said that there was no breakfast only juice and granola and coffee and the phone rand every 15 min and when I called to ask why she said it was because it was letting us know we had no messages I believe she was doing it on purpose...come the next morning I asked where the jujve was and the morning agent was like it's all downstairs and would you know there was a full breakfast there...why would she say there wasn't I wasn't good enough for there breakfast injave so much more to say running out of space long story short guest service skills absolutely terrible she needs to be fired or retrained xxxxxx"

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 hotels with pools in Orient Point?

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. Gold Star Inn & Suites: Aparthotel, 14-minute walk from The Hamptons Beaches. Provides a seasonal outdoor pool, an indoor pool, and 3 outdoor tennis courts. Montauk Manor: Hotel located near Mystic Seaport. Features a full-service spa, an indoor pool, and a snack bar/deli. Mystic Marriott Hotel and Spa: Offers a snack bar/deli, an indoor pool, and continental. Ramada by Wyndham Groton/Mystic: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor pools, a children's pool, and a private beach.

What is there to see and do in Orient Point?

Spend some time experiencing the great outdoors at Orient Point County Park. Discover sights such as Orient Beach State Park and Little Bay during your stay.

When is the best time to book a hotel with a pool in Orient Point?

You may want to consider a place to stay with an outdoor swimming pool if you plan to visit Orient Point in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be the way to go if you are visiting during the coldest months of January, February, or March when the average temp is 38°F.

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