Hotels with Swimming Pool in Hamptons, New York

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Check availability on Hamptons Hotels with Swimming Pool

Top Hamptons Hotels with Swimming Pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
9.6 out of 10, Exceptional, (371)
Swimming awaits at the immaculately clean seasonal outdoor pool where plush loungers invite leisurely afternoons under shady umbrellas. Recently renovated spaces, private beach access just 2 miles away, and proximity to renowned golf courses complete this Southampton retreat.
The price is P6,914
P7,958 total
includes taxes & fees
Dec 3 - Dec 4
The Bentley Hotel Southampton
Exterior
Montauk Manor

Montauk Manor

3.5 star property
Montauk
  • Indoor pool
  • Near the beach
  • Hot tub
9.2 out of 10, Wonderful, (1260)
Swimming options abound at this tudor-style retreat where an indoor pool welcomes year-round while a seasonal outdoor pool showcases breathtaking scenic vistas. Guests appreciate the relaxing hot tub, tennis courts, and 24-hour fitness center.
The price is P8,181
P10,502 total
includes taxes & fees
Dec 1 - Dec 2
Montauk Manor
Exterior
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
  • Near the beach
9.0 out of 10, Wonderful, (682)
Cooling off becomes an experience at the seasonal outdoor pool, complemented by massage services and scenic patios. After swimming, guests can savor authentic dishes at the on-site restaurant while enjoying the immaculately clean, serene atmosphere.
The price is P16,735
P19,119 total
includes taxes & fees
Nov 14 - Nov 15
The Hampton Maid
Children's activities
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4.0 star property
Montauk
  • Indoor pool
  • Pool loungers
  • On private beach
  • Hot tub
8.2 out of 10, Very Good, (685)
Crystalline waters await at dual swimming venues‚ a seasonal outdoor pool and year-round indoor sanctuary‚ complemented by full-service spa treatments and beachside relaxation. Private shoreline access with cabanas elevates the coastal experience.
The price is P19,037
P25,982 total
includes taxes & fees
Dec 7 - Dec 8
Gurney's Montauk Resort & Seawater Spa
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
The Sagaponack

The Sagaponack

3.0 star property
Wainscott
  • Pool loungers
8.8 out of 10, Excellent, (199)
Sparkling seasonal waters await at this boutique Hamptons bed & breakfast. Guests unwind poolside from May to September, enjoying loungers, umbrellas, and thoughtfully provided beach towels, all steps from renowned Wolffer Estates Vineyard.
The price is P10,041
P13,832 total
includes taxes & fees
Nov 10 - Nov 11
The Sagaponack
Outdoor pool
Sag Harbor Inn

Sag Harbor Inn

3.5 star property
Sag Harbor
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (566)
Swimming enthusiasts splash into vacation mode at the seasonal outdoor pool, open May through October. After a refreshing dip, guests savor continental breakfast on the furnished patio with lovely views, creating a quintessential Hamptons getaway experience.
The price is P11,103
P12,686 total
includes taxes & fees
Nov 10 - Nov 11
Sag Harbor Inn
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

2.0 star property
Culloden Shores
  • Pool loungers
  • Near the beach
8.4 out of 10, Very Good, (873)
Surrounded by lush gardens, the seasonal summer pool creates a peaceful retreat for guests seeking sunshine and relaxation. This immaculate motel provides spacious, individually furnished rooms with private decks and premium bedding for complete comfort.
Kenny's Tipperary Inn
Aerial view
Southampton Inn

Southampton Inn

3.0 star property
Southampton
  • Poolside bar
  • Pool loungers
  • Near the beach
8.6 out of 10, Excellent, (546)
Swimmers splash in the seasonal pool (May-October) while tennis enthusiasts rally nearby. This Tudor-style hotel offers a beach shuttle service, bicycles for rent, and an arcade room, perfectly complementing sun-drenched afternoons.
The price is P11,806
P14,450 total
includes taxes & fees
Nov 10 - Nov 11
Southampton Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
  • Pool loungers
  • Near private beach
8.6 out of 10, Excellent, (436)
Refreshing dips await at the seasonal outdoor pool, complete with sun loungers for afternoon relaxation. Nearby water adventures include kayaking, sailing, and surfing, while the private beach provides a peaceful coastal sanctuary.
The price is P6,056
P7,827 total
includes taxes & fees
Nov 10 - Nov 11
Hamlet Inn
Indoor pool, 2 outdoor pools
Montauk Yacht Club

Montauk Yacht Club

4.0 star property
Montauk
  • 2 outdoor pools
  • Indoor pool
  • Poolside bar
  • Children's pool
  • On private beach
8.6 out of 10, Excellent, (1001)
Sparkling pool waters beckon at this coastal haven featuring 2 outdoor pools, an indoor option, and a private beach. Marina views, tennis courts, and poolside cocktail service create an idyllic setting for water-centered relaxation.
Montauk Yacht Club
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.
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Top Hamptons Hotel Reviews

Sea Crest Resort

Sea Crest Resort

10/10 Excellent
"Check in was easy and seamless. The property and rooms are really charming, comfortable and the view is gorgeous! I can’t wait to come back here!"
Catherine 1-night trip
Posted 5 days ago
Sea Crest Resort

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