Hotels with Swimming Pools in Montauk

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Montauk Hotels with Swimming Pools

Tonight
21 Feb - 22 Feb
Tomorrow
22 Feb - 23 Feb
Next weekend
27 Feb - 1 Mar
In two weeks
6 Mar - 8 Mar

Our top choices for Montauk hotels with a pool

Indoor pool

The Taber Inne & Suites

The Taber Inne & Suites
2.0 star property
Mystic
9.6 out of 10, Exceptional, (1,003 reviews)
"It was perfect. The room was super . Just simple but beautiful and everyone was so nice."
United States
Janet
The Taber Inne & Suites
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers

Winnapaug Inn

Winnapaug Inn
2.0 star property
Westerly
8.4 out of 10, Very good, (1,001 reviews)
"Nice place to stay for a weekend stay."
United States
Claudia
The price is S$207
includes taxes & fees
23 Feb - 24 Feb
Winnapaug Inn
Indoor pool, seasonal outdoor pool, pool loungers

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very good, (729 reviews)
"Room was spotless, staff were great and the resort is top notch!!"
United States
Carrie
The price is S$508
includes taxes & fees
23 Feb - 24 Feb
Gurney's Montauk Resort & Seawater Spa
Outdoor pool

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (583 reviews)
"Lovely hotel, very clean and friendly! Definitely going back!"
United States
Hollie
The price is S$297
includes taxes & fees
24 Feb - 25 Feb
Sag Harbor Inn
Outdoor pool

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (107 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is S$224
includes taxes & fees
8 Mar - 9 Mar
Offshore Montauk
Seasonal outdoor pool, pool umbrellas, pool loungers

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (888 reviews)
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn
Exterior

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,297 reviews)
"Nice pool, great restaurant "
United States
April
The price is S$289
includes taxes & fees
28 Feb - 1 Mar
Montauk Manor
Exterior

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (303 reviews)
"Clean room, courteous staff and great location "
United States
James
Daunt's Albatross Motel
Living area

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is S$838
includes taxes & fees
23 Feb - 24 Feb
Offshore Residences
Front of property

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (159 reviews)
"Nice place to stay."
United States
Mark
The price is S$895
includes taxes & fees
23 Feb - 24 Feb
Beach Plum Resort
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.
View all properties

Choose what matters most at hotels with a pool in Montauk

Breakfast included
Sea view

The Annual Holiday Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.
Book now

Top Montauk Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"The room Was ready early and spotless The stuffy lobsters for the girls was a nice touch "
Pinar 2-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What's it like visiting Montauk?
If taking it easy by the pool is your idea of the perfect getaway, you may want to look at Montauk, which offers 55 places to stay with pools. During your trip, you can explore sights such as South Edison Beach and Montauk Downs State Park Golf Course, and then relax poolside at one of the accommodation options in Montauk that guests like for their pools.
What are some accommodation options with pools in Montauk?
Harborside Motel: Features free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Marram: Hotel, 6-minute walk from The Hamptons Beaches. Offers free self parking, a seasonal outdoor pool and sunloungers. Kenny's Tipperary Inn: Provides free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Hartmans' Briney Breezes Beach Resort: Offers complimentary wireless Internet access, a seasonal outdoor pool and kitchens.
How many pool hotels can I expect to find in Montauk?
Expedia's 55 hotels in Montauk give you a great choice for your poolside getaway.
What is there to see and do in Montauk?
The picturesque setting of South Edison Beach and Ditch Plains Beach showcase the area's natural beauty. During your stay, visit sights such as Montauk Downs State Park Golf Course, Lake Montauk and Camp Hero State Park. Montauk appeals to visitors with its beautiful beaches and array of dining options.
When is the best time to book a hotel with a pool in Montauk?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Montauk in the warmest months of August, July or September, when the average temperature is 21°C. Accommodation with 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.
What's the best way to travel around Montauk?
Knowing the transportation options in and around Montauk can help you enjoy the area beyond your hotel pool. If you want to explore the larger area, take a train from Montauk Station. Montauk might not have many public transport options, so consider a car rental to maximise your time.

Explore a world of travel with Expedia