TOP Hotels with Swimming Pool in Lion Head Beach, NY for 2026

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Our top choices for Lion Head Beach hotels with a pool

1. East Hampton Art House Bed & Breakfast

Clearwater Beach

Upscale poolside paradise offers year-round swimming with indoor and outdoor options.

₹78,352

₹89,517 total

includes taxes & fees

7 Sept - 8 Sept

2. Sag Harbor Inn

Sag Harbor

Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.

₹44,748

₹51,124 total

includes taxes & fees

8 Sept - 9 Sept

Oceanfront 2BD Queen and 2 Twins | Terrace/patio

Iron/ironing board, free WiFi, individually decorated

3. Windward Shores Ocean Resort

Napeague

Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.

₹28,225

₹34,836 total

includes taxes & fees

8 Sept - 9 Sept

Cottage | Frette Italian sheets, premium bedding, minibar, WiFi

2 restaurants; breakfast, lunch, dinner and brunch served

4. EHP Resort & Marina

East Hampton

Seasonal outdoor pool flanked by sun loungers invites leisurely afternoons, with poolside cocktail service just steps away.

₹79,379

₹99,761 total

includes taxes & fees

8 Sept - 9 Sept

5. East Hampton House Resort

East Hampton North

Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.

₹32,052

₹39,208 total

includes taxes & fees

8 Sept - 9 Sept

Studio | 1 bedroom, free WiFi, bed sheets

6. Beach Plum Resort

Montauk

Outdoor pool paradise offers relaxation and sunshine after coastal adventures.

₹25,768

₹31,513 total

includes taxes & fees

7 Sept - 8 Sept

Seasonal outdoor pool, open 10:00 AM to 6:00 PM, pool umbrellas

Oceanfront Room 1 King Bed | Desk, laptop workspace, blackout curtains

7. Ocean Surf Resort

Downtown Montauk

Seasonal Montauk retreat with sun-drenched pool deck offering ocean views, just steps from city centre.

₹19,917

₹26,900 total

includes taxes & fees

31 Aug - 1 Sept

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

Suite, 1 Bedroom, Terrace, Harbour View | Frette Italian sheets, premium bedding, down duvets, pillow-top beds

Studio (Suite, King) | Frette Italian sheets, premium bedding, down duvets, pillow-top beds

8. The Harbor Front Inn

Greenport

Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.

₹24,746

₹33,172 total

includes taxes & fees

8 Sept - 9 Sept

View all properties

Choose what matters most at hotels with a pool in Lion Head Beach

Breakfast included

4 stars

5 stars

Hot tub

Spa

Top Lion Head Beach Hotel Reviews

Aqualina Inn Montauk

10/10 Excellent

"This place was perfect for our weekend getaway to Montauk"

Montauk Yacht Club

10/10 Excellent

"Amazing stay& amazing staff 10/10"

The Atlantic Hotel

10/10 Excellent

"Great location, nice pool,"

Frequently asked questions

What are some accommodation options with pools in Lion Head Beach?

Sound View Greenport: Features a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Hotel located near The Hamptons Beaches. Offers 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Montauk Yacht Club: Hotel, 5-minute walk from The Hamptons Beaches. Provides 2 outdoor swimming pools, a children's pool and a private beach. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool and free self parking. Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Offers a seasonal outdoor pool, an indoor pool and a private beach.

What is there to see and do in Lion Head Beach?

Spend some time experiencing the great outdoors at The Hamptons Beaches. During your stay, visit sights such as LongHouse Reserve, Amagansett Beach and Indian Wells Beach.

When is the best time to book a hotel with a pool in Lion Head Beach?

You may want to think about a place to stay that offers an outdoor pool if you plan to visit Lion Head Beach in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temperature is 4°C.

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Room 1

Change your mind

Treat yourself

Be picky

Check availability on Lion Head Beach Hotels with Swimming Pool

Our top choices for Lion Head Beach hotels with a pool

1. East Hampton Art House Bed & Breakfast

2. Sag Harbor Inn

3. Windward Shores Ocean Resort

4. EHP Resort & Marina

5. East Hampton House Resort

6. Beach Plum Resort

7. Ocean Surf Resort

8. The Harbor Front Inn

9. Ocean Resort Inn

10. Journey East Hampton

Choose what matters most at hotels with a pool in Lion Head Beach

Top Lion Head Beach Hotel Reviews

Aqualina Inn Montauk

Montauk Yacht Club

The Atlantic Hotel

Frequently asked questions

Explore a world of travel with Expedia

Search Hotels with Swimming Pool in Lion Head Beach

Change your mind

Treat yourself

Be picky

Check availability on Lion Head Beach Hotels with Swimming Pool

Our top choices for Lion Head Beach hotels with a pool

1. East Hampton Art House Bed & Breakfast

2. Sag Harbor Inn

3. Windward Shores Ocean Resort

4. EHP Resort & Marina

5. East Hampton House Resort

6. Beach Plum Resort

7. Ocean Surf Resort

8. The Harbor Front Inn

9. Ocean Resort Inn

10. Journey East Hampton

Choose what matters most at hotels with a pool in Lion Head Beach

Top Lion Head Beach Hotel Reviews

Aqualina Inn Montauk

Montauk Yacht Club

The Atlantic Hotel

Frequently asked questions

Explore a world of travel with Expedia