Find Hotels with a Pool in Montauk, NY

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Montauk Hotels with a Pool

Our top choices for Montauk hotels with a pool

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.2 out of 10, Wonderful, (81)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is ¥17,997
¥29,417 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Offshore Montauk

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1268)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is ¥21,484
¥27,579 total
includes taxes & fees
Dec 17 - Dec 18
Montauk Manor

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (288)
"The staff is the best, made my birthday stay extra special. Love the room and how clean and cute it was. Best hotel in town."
United States
Tiffany
Daunt's Albatross Motel

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (202)
"Great weekend trip "
United States
Timothy
The price is ¥22,186
¥41,110 total
includes taxes & fees
Dec 28 - Dec 29
Hero Beach Club

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.2 out of 10, Very Good, (701)
"Everything was perfect. Staff, room, experience. Will definitely stay again. "
United States
Kristy
The price is ¥54,036
¥74,083 total
includes taxes & fees
Dec 23 - Dec 24
Gurney's Montauk Resort & Seawater Spa

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
The price is ¥74,250
¥102,540 total
includes taxes & fees
Dec 17 - Dec 18
Offshore Residences

The Taber Inne & Suites

The Taber Inne & Suites
2.0 star property
Mystic
9.6 out of 10, Exceptional, (1002)
"It was very nice. The staff was amazing. Rooms clean and the mattresses were so comfortable. "
United States
Sheila
The Taber Inne & Suites

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is ¥20,786
¥31,333 total
includes taxes & fees
Dec 21 - Dec 22
The Harbor Front Inn

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is ¥24,678
¥35,783 total
includes taxes & fees
Dec 17 - Dec 18
Sound View Greenport
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.

Top Montauk Hotel Reviews

Frequently asked questions

What's it like visiting Montauk?
If lounging by a pool is your idea of a great getaway, you may want to check out Montauk, which offers 55 places to stay with pools. During your visit, you can explore sights such as South Edison Beach and Montauk Downs State Park Golf Course, and then kick back and relax poolside at one of the accommodations in Montauk that guests like for their pools.
What are some accommodations with pools in Montauk?
Hartmans' Briney Breezes Beach Resort: Features complimentary wireless internet access, a seasonal outdoor pool, and kitchens. Harborside Motel: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Marram: Provides free self parking, a seasonal outdoor pool, and sun loungers. Kenny's Tipperary Inn: Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
How many pool hotels are there 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, check out sights such as Montauk Downs State Park Golf Course, Montauk Downs State Park, and Lake Montauk. 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 with an outdoor swimming pool if you're planning to visit Montauk in the warmest months of August, July, or September when the average temperature is 69°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 temperature is 38°F.
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, hop aboard a train at Montauk Station. Montauk might not have very many public transit options so consider a car rental to maximize your time.