The Best Hotels with a Pool in Southampton, NY from ￥25,297 in 2026

A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

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Our top choices for Southampton hotels with a pool

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

1 bedroom, premium bedding, down comforters, in-room safe

Suite, 1 Bedroom (2 Queen beds, 1st Floor) | 1 bedroom, premium bedding, down comforters, in-room safe

1. The Bentley Hotel Southampton

Southampton

Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.

￥23,392

￥30,647 total

includes taxes & fees

Sep 28 - Sep 29

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

2. Hamlet Inn

Southampton

Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.

￥19,939

￥25,772 total

includes taxes & fees

Sep 23 - Sep 24

Seasonal outdoor pool, open 8 AM to 8 PM, pool umbrellas, sun loungers

3. Southampton Inn

Southampton

Sparkling seasonal pool at this Tudor hotel offers summer splendor with poolside bar service.

￥45,495

￥54,535 total

includes taxes & fees

Oct 19 - Oct 20

4. The Atlantic Hotel

Southampton

Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.

￥18,708

￥25,297 total

includes taxes & fees

Oct 1 - Oct 2

Deluxe Room | Desk, WiFi (free), bed sheets

5. Southampton Long Island Hotel

Southampton

Luxurious poolside retreat with seasonal outdoor oasis and plush sun loungers, just minutes from Cooper's Beach in the Hamptons.

￥24,944

￥29,748 total

includes taxes & fees

Oct 4 - Oct 5

6. Capri

Southampton

Dive into cool bliss at the seasonal outdoor pool, a sunny oasis of refreshing relaxation.

￥48,712

￥59,065 total

includes taxes & fees

Sep 23 - Sep 24

1 bedroom, desk, iron/ironing board, WiFi (free)

7. Luxury B&B: Pool, Tennis, Free Local Rides

Southampton

￥46,280

￥60,404 total

includes taxes & fees

Sep 27 - Sep 28

3 bedrooms, desk, iron/ironing board, travel crib

8. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Southampton

Sparkling pool and hot tub sanctuary await at this Southampton village home with luxurious water features.

￥78,440

￥161,848 total

includes taxes & fees

Oct 18 - Oct 19

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Choose what matters most at hotels with a pool in Southampton

Breakfast included

4 stars

Hot tub

5 stars

Spa

Top Southampton Hotel Reviews

Hamlet Inn

10/10 Excellent

"Small but area and clean"

Capri

10/10 Excellent

"Great hotel “Capri” with welcoming and friendly staff. We truly enjoyed our stay and had a wonderful time. Thank you so much for your warm hospitality and excellent service!"

Frequently asked questions

What's it like visiting Southampton?

If taking it easy by the pool is your idea of the perfect getaway, you might want to think about Southampton, which has 7 places to stay with pools. During your visit, you can explore attractions like Southampton Historical Museum and Southampton Arts Center, and then kick back and relax poolside at one of the accommodations in Southampton that guests like for their pools.

What are some hotels with pools in Southampton?

Capri: Hotel located near Cooper's Beach. Features continental, a seasonal outdoor pool, and free self parking. Hamlet Inn: Hotel located near Cooper's Beach. Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. Lux Southampton B&B: Pool, Tennis, Gym & Bikes: B&B located near Cooper's Beach. Provides a water park, a communal pool, and complimentary wireless internet access. Garden Oasis B&B w/ Pool & Bikes in Southampton: B&B located near Cooper's Beach. Features a water park, a communal pool, and kitchens. Private B&B w/ Pool, Gym, Tennis & Biocharger: B&B located near Cooper's Beach. Offers a water park, a communal pool, and complimentary wireless internet access.

How many pool hotels should I expect to find in Southampton?

Expedia has 7 hotels in Southampton for your poolside break.

What is there to see and do in Southampton?

Enjoy a stroll along the shore at Cooper's Beach and The Hamptons Beaches. Discover sights such as Southampton Historical Museum, Southampton Arts Center, and Southampton Cultural Center during your stay. Take in the natural beauty of Southampton with the beaches.

When is the best time to book a hotel with a pool in Southampton?

You may want to consider an accommodation that has an outdoor pool if you're planning to visit Southampton in the hottest months of August, July, or September when the average temperature is 70°F. Lodging with an indoor pool may be what you want if you come to town during the coldest months of January, February, or March when the average temp is 39°F.

What's the best way to travel around Southampton?

Knowing the transportation options in and around Southampton can help you enjoy the area beyond your hotel pool. If you want to venture outside of the area, hop aboard a train at Southampton Station. Southampton might not have very many public transit choices so consider renting a car to explore more.

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Southampton Hotels with a Pool

Our top choices for Southampton hotels with a pool

1. The Bentley Hotel Southampton

2. Hamlet Inn

3. Southampton Inn

4. The Atlantic Hotel

5. Southampton Long Island Hotel

6. Capri

7. Luxury B&B: Pool, Tennis, Free Local Rides

8. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Choose what matters most at hotels with a pool in Southampton

Top Southampton Hotel Reviews

Hamlet Inn

Capri

Frequently asked questions

Explore a world of travel with Expedia

Find Hotels with a Pool in Southampton, NY

Change your mind

Treat yourself

Be picky

Check availability on Southampton Hotels with a Pool

Our top choices for Southampton hotels with a pool

1. The Bentley Hotel Southampton

2. Hamlet Inn

3. Southampton Inn

4. The Atlantic Hotel

5. Southampton Long Island Hotel

6. Capri

7. Luxury B&B: Pool, Tennis, Free Local Rides

8. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

10. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

Choose what matters most at hotels with a pool in Southampton

Top Southampton Hotel Reviews

Hamlet Inn

Capri

Frequently asked questions

Explore a world of travel with Expedia