Photo by Erisa Dilo

Hotels with Swimming Pools in Shelter Island Heights

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Shelter Island Heights Hotels with Swimming Pools

Tonight
5 Jul - 6 Jul
Tomorrow
6 Jul - 7 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Top Hotels with Swimming Pools in Shelter Island Heights

The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.4 out of 10, Exceptional, (63)
"Lovely hotel/ resort. Look forward to going again!"
The Pridwin Hotel
West Neck Guesthouse
Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

3.5 star property
8.0 out of 10, Very good, (32)
"Very convenient location next to Cresent Beach and Leon 1909 restaurant which is fantastic! "
The price is S$456
includes taxes & fees
9 Jul - 10 Jul
West Neck Guesthouse
Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (175)
"Nice hotel, good location "
The price is S$874
includes taxes & fees
8 Jul - 9 Jul
Marram
The Surf Club
On the beach, white sand

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (260)
"Quiet, relaxing place to stay, great access to the beach and town!"
The price is S$559
includes taxes & fees
8 Jul - 9 Jul
The Surf Club
The Montauk Beach House
Exterior

The Montauk Beach House

3.5 star property
8.8 out of 10, Excellent, (127)
"Great location "
The price is S$698
includes taxes & fees
7 Jul - 8 Jul
The Montauk Beach House
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1001)
"Wonderful place to visit "
Montauk Yacht Club
Montauk Blue Hotel
Indoor pool, open 10:00 AM to 6:00 PM, pool loungers

Montauk Blue Hotel

2.0 star property
9.4 out of 10, Exceptional, (90)
"Great location, nice room, super short walk to the beach (which was beautiful) and very nice staff. "
The price is S$654
includes taxes & fees
13 Jul - 14 Jul
Montauk Blue Hotel
Daunt's Albatross Motel
Outdoor pool, pool loungers

Daunt's Albatross Motel

2.0 star property
8.8 out of 10, Excellent, (266)
"Amazing place to relax"
Daunt's Albatross Motel
Ocean Resort Inn
On the beach, sun-loungers, beach umbrellas, beach towels

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (413)
"Lovely room, close to ocean, very clean, well kept and wonderful staff."
The price is S$354
includes taxes & fees
7 Jul - 8 Jul
Ocean Resort Inn
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.

Frequently asked questions

What's it like visiting Shelter Island Heights?
If taking it easy by the pool is your idea of a great getaway, you may want to consider Shelter Island Heights, which offers 6 places to stay with pools. During your trip, you can explore sights such as Sunset Beach and Crescent Beach, and then relax poolside at one of the accommodation options in Shelter Island Heights that guests like for their pools.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel: Features a private beach, a seasonal outdoor pool and a full-service spa. The Chequit: Provides buffet, an indoor pool and free self parking. Quality Inn Old Saybrook - Westbrook: Hotel, 5-minute walk from The Hamptons Beaches. Features 2 outdoor swimming pools, a children's pool and a private beach. Montauk Yacht Club: Hotel, 1-minute walk from The Hamptons Beaches. Offers sunloungers, an indoor pool and complimentary wireless Internet access. Montauk Blue Hotel: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach.
How many pool hotels will I find in Shelter Island Heights?
Expedia has 6 hotels in Shelter Island Heights for your poolside break.
What is there to see and do in Shelter Island Heights?
Spend some time experiencing the great outdoors at Sunset Beach and Crescent Beach. Discover sights such as Shelter Island Country Club, Sylvester Manor and Menhadden Lane Beach during your stay. Take in the natural beauty of Shelter Island Heights with the island views and beaches.
When is the best time to book a hotel with a pool in Shelter Island Heights?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Shelter Island Heights in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you come to town during the coldest months of January, February or March, when the average temp is 3°C.