Hotels with a Pool in Southampton

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Hotels with a Pool in Southampton

1. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (617 reviews)
Pool enthusiasts delight in the pristine seasonal swimming spot, complete with sun loungers and umbrellas. Located near The Hamptons Beaches, this freshly remodeled hotel offers individually furnished rooms, plus nearby sailing and kayaking adventures.
The price is $118
$135 total
includes taxes & fees
Nov 21 - Nov 22
The Bentley Hotel Southampton

2. Southampton Inn

Southampton Inn
3.0 star property
Southampton
  • Poolside bar
  • Pool loungers
8.6 out of 10, Excellent, (603 reviews)
Poolside perfection awaits at the seasonal outdoor oasis, complete with umbrellas and a beach bar. Beyond swimming, guests discover tennis courts, bicycles for rent, and an arcade room, all minutes from Cooper's Beach.
The price is $200
$245 total
includes taxes & fees
Nov 13 - Nov 14
Southampton Inn

3. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (518 reviews)
Poolside lounging takes center stage at this sun-soaked retreat with umbrella-shaded relaxation from May through September. Beyond the refreshing waters, guests discover hiking trails, water sports, and pristine beaches within minutes.
The price is $107
$138 total
includes taxes & fees
Nov 13 - Nov 14
Hamlet Inn

4. Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
  • Outdoor pool
  • Pool loungers
8.6 out of 10, Excellent, (223 reviews)
Sparkling waters invite relaxation at this seasonal outdoor pool, open June through September with comfortable sun loungers for the perfect Hamptons day. Located near Cooper's Beach, the hotel offers a refreshing escape after shoreline adventures.
The price is $129
$154 total
includes taxes & fees
Nov 15 - Nov 16
Southampton Long Island Hotel

5. The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
  • Outdoor pool
7.2 out of 10, Good, (1,000 reviews)
Dive into refreshment at the seasonal outdoor pool, open May to October. Guests praise the spacious rooms and friendly staff at this hotel near Hamptons beaches, where tennis courts and nearby adventure sports await exploration.
The price is $110
$150 total
includes taxes & fees
Nov 28 - Nov 29
The Atlantic Hotel

6. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
  • Near the beach
9.4 out of 10, Exceptional, (818 reviews)
Splash into summer relaxation at the seasonal outdoor pool, complete with comfortable seating and attentive towel service. Beyond aquatic enjoyment, guests savor international cuisine at R.AIRE restaurant after exploring hiking trails or kayaking adventures.
The price is $235
$268 total
includes taxes & fees
Nov 16 - Nov 17
The Hampton Maid

7. The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
  • Outdoor pool
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (131 reviews)
Crystal-blue water beckons from the seasonal outdoor pool, surrounded by loungers for soaking up sunshine between May and October. Seaside adventures continue with barbecue gatherings in the garden before retreating to air-conditioned comfort.
The price is $179
$205 total
includes taxes & fees
Nov 18 - Nov 19
The Penny Lane

8. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
  • Outdoor pool
  • Near the beach
9.2 out of 10, Wonderful, (107 reviews)
Poolside relaxation beckons after exploring the amazing nearby beach with the hotel's beach pass. Individually furnished rooms offer rainfall showers and minibars, while complimentary bicycles provide a breezy way to discover The Hamptons.
The price is $296
$338 total
includes taxes & fees
Nov 15 - Nov 16
A Room At The Beach

9. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (689 reviews)
Seasonal outdoor poolside lounging awaits at this harbor-adjacent retreat where clean, spacious rooms open to private balconies. Guests rave about the peaceful atmosphere, continental breakfast with a view, and proximity to Hamptons beaches.
The price is $219
$250 total
includes taxes & fees
Nov 15 - Nov 16
Sag Harbor Inn

10. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (676 reviews)
Dive into relaxation at the seasonal outdoor pool featuring stunning harbor vistas, plush loungers, and refreshing waters. Guests rave about the hotel's prime location, steps from shops and restaurants, plus the indulgent Italian linens and pillowtop mattresses awaiting after a swim.
The price is $135
$183 total
includes taxes & fees
Dec 13 - Dec 14
The Harbor Front Inn

11. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
  • Pool loungers
8.8 out of 10, Excellent, (298 reviews)
Swimming sessions become highlight moments at this quaint Hamptons retreat's seasonal outdoor pool. Sun-drenched loungers invite lazy afternoons from May through September, while beach umbrellas and complimentary towels complete the perfect summer escape.
The price is $206
$275 total
includes taxes & fees
Nov 16 - Nov 17
The Sagaponack

12. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
  • Outdoor pool
  • Indoor pool
  • Poolside bar
9.2 out of 10, Wonderful, (1,000 reviews)
Poolside perfection awaits with dual swimming options for year-round enjoyment. After swimming laps, guests can sip refreshing beverages at the poolside bar, then explore nearby kayaking adventures or relax in spotlessly clean rooms.
The price is $134
$153 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Place Long Island East End

13. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
  • Pool loungers
  • Near the beach
  • Full-service spa
9.8 out of 10, Exceptional, (78 reviews)
Pool days become adventures at this waterfront haven. Beyond the seasonal outdoor pool, guests discover a marina, spa treatments, and kayaking opportunities. The Good Ground Tavern serves perfectly prepared meals after days spent exploring on complimentary bicycles.
The price is $465
$563 total
includes taxes & fees
Dec 3 - Dec 4
Canoe Place Inn and Cottages

14. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
  • Pool loungers
  • Near the beach
9.2 out of 10, Wonderful, (211 reviews)
Sparkling waters of the seasonal pool (April-October) invite summer splashes amid lush garden surroundings. Families appreciate sun loungers, pool umbrellas, and the nearby playground, while adventurous souls can borrow bicycles to explore scenic Hamptons beaches.
The price is $154
$194 total
includes taxes & fees
Nov 22 - Nov 23
Journey East Hampton

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (321 reviews)
Swimming becomes an elevated experience at the seasonal outdoor pool, complete with private cabanas and plush sun loungers. Beyond aquatic pleasures, guests savor excellent on-site dining, cozy fireplace gatherings, and complimentary bicycles for exploring the charming Hamptons area.
The price is $311
$390 total
includes taxes & fees
Dec 13 - Dec 14
Faraway Sag Harbor

16. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
  • Full-service spa
9.0 out of 10, Wonderful, (165 reviews)
Poolside relaxation meets wellness at this luxury Hamptons retreat, where an outdoor swimming oasis complements the full-service spa. Nearby hiking trails, kayaking adventures, and bicycles await for the active traveler, while the acclaimed restaurant serves memorable meals after a refreshing dip.
The price is $626
$718 total
includes taxes & fees
Nov 13 - Nov 14
Topping Rose House

17. Budget Host East End

Budget Host East End
2.0 star property
Riverhead
  • Pool
  • Free parking
  • Free WiFi
  • Air conditioning
  • 24/7 front desk
6.8 out of 10, Good, (916 reviews)
Dive into the inviting seasonal pool, consistently praised by guests for its crystal-clear waters and clean surroundings. Beyond swimming, this well-maintained motel offers barbecue grills, laundry services, and comfortable rooms with 32-inch TVs.
The price is $89
$102 total
includes taxes & fees
Nov 13 - Nov 14
Budget Host East End

18. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
  • Poolside bar
  • Pool loungers
  • On private beach
8.4 out of 10, Very good, (768 reviews)
Poolside paradise meets oceanfront splendor at this beachfront retreat featuring a seasonal outdoor pool with loungers and umbrellas. Sip cocktails from the poolside bar while admiring spectacular sunsets before enjoying fresh seafood at the waterfront restaurant.
The price is $169
$222 total
includes taxes & fees
Nov 15 - Nov 16
Sound View Greenport

19. Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
3.0 star property
Riverhead
  • Indoor pool
  • 2 hot tubs
9.0 out of 10, Wonderful, (1,000 reviews)
Dive into aquatic luxury with year-round swimming options - an indoor pool and seasonal outdoor oasis with two bubbling hot tubs. Barbecue grills and a picnic area create perfect family moments after beach adventures nearby.
The price is $115
$132 total
includes taxes & fees
Dec 9 - Dec 10
Residence Inn by Marriott New York Long Island East End

20. Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
  • Outdoor pool
  • Indoor pool
  • Pool loungers
  • Hot tub
8.6 out of 10, Excellent, (1,001 reviews)
Dive into aquatic bliss at dual pools offering sunny splashes and indoor swims regardless of weather. After adventurous days exploring nearby attractions, guests unwind in the steaming hot tub while relaxation takes center stage.
The price is $130
$149 total
includes taxes & fees
Nov 19 - Nov 20
Hilton Garden Inn Riverhead
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.

Discover your perfect hotel with a pool in Southampton

Top landmarks in Southampton

About the destination

If you're looking for a place to get away, look no further than Southampton. Whether you're planning to stay for a night or for the week, the area around Southampton has accommodations to fit every need. Search for hotels in Southampton with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Southampton hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Southampton hotel deals are here with our lowest price guarantee.