Photo by Erisa Dilo

Hotels with Swimming Pools in Shelter Island Heights

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Check availability on Shelter Island Heights Hotels with Swimming Pools

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 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
9.6 out of 10, Exceptional, (61)
"Lovely hotel/ resort. Look forward to going again!"
The price is S$692
includes taxes & fees
14 Jul - 15 Jul
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$321
includes taxes & fees
26 Jun - 27 Jun
West Neck Guesthouse
Marram
Seasonal outdoor pool, pool umbrellas, pool loungers

Marram

4.0 star property
8.6 out of 10, Excellent, (167)
"Beautiful property, with direct access to"
Marram
The Surf Club
Outdoor pool, pool loungers

The Surf Club

3.5 star property
8.6 out of 10, Excellent, (258)
"Quiet, relaxing place to stay, great access to the beach and town!"
The Surf Club
The Montauk Beach House
Exterior

The Montauk Beach House

3.5 star property
8.8 out of 10, Excellent, (124)
"Great location "
The price is S$627
includes taxes & fees
2 Jul - 3 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, (1003)
"Gorgeous stay on a girls trip"
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, (79)
"Such a lovely stay. From the oceanfront views to every member working the hotel, one of the loveliest Montauk stays we’ve ever experienced."
The price is S$507
includes taxes & fees
26 Jun - 27 Jun
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
Seasonal outdoor pool, pool loungers

Ocean Resort Inn

2.0 star property
9.6 out of 10, Exceptional, (407)
"Lovely room, close to ocean, very clean, well kept and wonderful staff."
The price is S$313
includes taxes & fees
26 Jun - 27 Jun
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: Hotel, 5-minute walk from The Hamptons Beaches. Provides 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. Pier Blue Inn Old Saybrook - Essex: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Montauk Blue Hotel: Hotel, 2-minute walk from The Hamptons Beaches. Offers spa services, a seasonal outdoor pool and a snack bar/deli.
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.