Lion Head Beach Hotel Guide - Hotels with Pool in Lion Head Beach, East Hampton

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Check availability on Lion Head Beach Hotels with Pool

Our top choices for Lion Head Beach hotels with a pool

Seasonal outdoor pool, pool umbrellas, pool loungers
Kenny's Tipperary Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (878)
"Really clean and nice location"
United States
Tiara
Kenny's Tipperary Inn
Exterior
Montauk Manor

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1269)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is €152
includes taxes & fees
23 Dec - 24 Dec
Montauk Manor
BBQ/picnic Area
Offshore Montauk

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.2 out of 10, Wonderful, (81)
"Nice decoration, clean amenities, good stay"
United States
weihao
The price is €162
includes taxes & fees
4 Jan - 5 Jan 2026
Offshore Montauk
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (443)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is €113
includes taxes & fees
21 Dec - 22 Dec
Hamlet Inn
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers
The Harbor Front Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (547)
"Awesome stay!!! Great Location "
United States
Bryan
The price is €172
includes taxes & fees
23 Dec - 24 Dec
The Harbor Front Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
The Bentley Hotel Southampton

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (398)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is €123
includes taxes & fees
4 Jan - 5 Jan 2026
The Bentley Hotel Southampton
Seasonal outdoor pool, pool umbrellas, pool loungers
Sound View Greenport

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.6 out of 10, Excellent, (598)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is €197
includes taxes & fees
22 Dec - 23 Dec
Sound View Greenport
Outdoor pool
The Atlantic Hotel

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (975)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel
Seasonal outdoor pool
Vine & Sand

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
The Sagaponack

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (215)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is €182
includes taxes & fees
22 Dec - 23 Dec
The Sagaponack
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 Lion Head Beach Hotel Reviews

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Everything was perfect. Staff, room, experience. Will definitely stay again. "
Kristy 1-night trip
Posted 5 days ago
Gurney's Montauk Resort & Seawater Spa

Frequently asked questions

What are some accommodation options with pools in Lion Head Beach?
Mid-Century Home with Pool, Private Beach Access, and Long-Stay Summer Savings: Features sunloungers, a pool and complimentary wireless Internet access. Gurney's Montauk Resort & Seawater Spa: Offers a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Provides a private beach, a seasonal outdoor pool and 2 bars. Montauk Blue Hotel: Features sunloungers, an indoor pool and complimentary wireless Internet access. Offshore Montauk: Offers free self parking, an outdoor pool and complimentary wireless Internet access.
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 Pollock-Krasner House and Study Center, LongHouse Reserve and Old Hook Mill.
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.