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A sandy beach path with wooden fences on either side leading to the ocean.

Find Hotels with a Pool in Hampton Bays, NY

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Check prices for these dates, December 13 – 14, 2026

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Our top choices for Hampton Bays hotels with a pool

1. The Hampton Maid

A swimming pool with lounge chairs and a table, surrounded by greenery and buildings.

Location: Hampton Bays
Guest rating: 9.4/10 (Exceptional, 820 reviews)
Price: $201 nightly, $230 total, Dec 14 - Dec 15, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

Splash into summer at this Hampton motel, where the seasonal pool and massage services await.

2. The Penny Lane

A conservatory with a sofa, chairs, a small table, and a view of houses.

Location: Hampton Bays
Guest rating: 9.2/10 (Wonderful, 131 reviews)
Price: $166 nightly, $190 total, Nov 27 - Nov 28, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.

3. Canoe Place Inn and Cottages

A poolside area with lounge chairs, a table with food and drinks, and a pool.

Location: Hampton Bays
Guest rating: 9.8/10 (Exceptional, 78 reviews)
Price: $463 nightly, $529 total, Dec 12 - Dec 13, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

Dive into pool-side luxury at this Hamptons retreat where massages and seasonal swimming create a waterfront escape period.

4. Jacuzzi year-round - Villa Luz Private Home

A swimming pool with a curved edge, surrounded by a patio area with lounge chairs.

Location: Hampon Bays
Guest rating: 9.6/10 (Exceptional, 27 reviews)
Price: $1,080 nightly, $1,138 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

5. Elegant 5-Bedroom Hamptons Home with Private Pool

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

Location: Hampton Bays
Guest rating: 9.4/10 (Exceptional, 43 reviews)
Price: $1,472 nightly, $1,682 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

6. The Bentley Hotel Southampton

A pool area with lounge chairs and umbrellas, a mural on the wall, and a clear view of the sky.

Location: Southampton
Guest rating: 9.6/10 (Exceptional, 619 reviews)
Price: $118 nightly, $135 total, Nov 21 - Nov 22, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

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

7. Hamlet Inn

A swimming pool with a tiled edge, surrounded by lounge chairs and umbrellas, with a grassy area and trees in the background.

Location: Southampton
Guest rating: 8.6/10 (Excellent, 518 reviews)
Price: $160 nightly (Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.), $180 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

8. Hilton Garden Inn Riverhead

An indoor swimming pool with tiled flooring, metal pool ladders, and white chairs around the perimeter.

Location: Riverhead
Guest rating: 8.6/10 (Excellent, 1001 reviews)
Price: $126 nightly, $144 total, Dec 4 - Dec 5, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

Splash between indoor and outdoor pools at this quiet hotel with a relaxing hot tub.

9. Hyatt Place Long Island East End

A poolside area with lounge chairs, umbrellas, and a view of boats in the background.

Location: Riverhead
Guest rating: 9.2/10 (Wonderful, 1001 reviews)
Price: $134 nightly, $153 total, Nov 29 - Nov 30, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

Take a dip in two refreshing pools at this Long Island hotel, where poolside relaxation meets marina adventure and family fun.

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

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

Location: Riverhead
Guest rating: 9/10 (Wonderful, 1002 reviews)
Price: $115 nightly, $132 total, Dec 9 - Dec 10, Total with taxes and fees, for Our top choices for Hampton Bays hotels with a pool

Dive into aquatic luxury at this Long Island retreat, where indoor and outdoor pools beckon for year-round refreshment.

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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Choose what matters most at hotels with a pool in Hampton Bays

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Top Hampton Bays Hotel Reviews

The Bentley Hotel Southampton

Address: 161 Hills Station Rd, Southampton, NY, 11968, US
Location: Southampton
Star rating: 2/5
Guest rating: 9.6/10 (619 reviews)
Review: This is a super elevated motel vibe. Area is janky but accommodations were excellent., by Jennifer, April 30, 2025, rated 10/10 Excellent

Canoe Place Inn and Cottages

Address: 239 E Montauk Hwy, Hampton Bays, NY, 11946, US
Location: Hampton Bays
Star rating: 4/5
Guest rating: 9.8/10 (78 reviews)
Review: Gorgeous gorgeous hotel!! And the absolute nicest staff I have ever encountered! The restaurant breakfast wasn’t that great but everything else was 11/10!!, by Quinne, July 1, 2024, rated 10/10 Excellent

The Hampton Maid

Address: 259 E Montauk Hwy, Hampton Bays, NY, 11946, US
Location: Hampton Bays
Star rating: 2.5/5
Guest rating: 9.4/10 (820 reviews)
Review: Such a beautiful property, lots of trees, lovely landscaping. They keep Crassula in pots on all of the porches as long as weather permits. The room I stayed in (double queen) was very spacious. Wood beamed ceiling with a ceiling fan, walk in shower. Loved the restaurant that was open for breakfast daily. Open for dinner Tuesday - Saturday while I was there. It's still family owned and run after 69 years. Great dining options all around, and lots to see and do on the island - although you..., by ALIX, October 3, 2024, rated 10/10 Excellent

The Preston House & Hotel

Location: Riverhead
Review: Amazing staff and excellent rooms and facilities, by Leivona, November 7, 2023, rated 10/10 Excellent

Seven Beach Lane

A modern two-story building with a pool area featuring sun loungers and umbrellas.

Location: Westhampton Beach
Review: We enjoyed staying off season. Amelia greeted us in a way consistent with the peaceful laid back atmosphere during our 10 days., by Dennis, November 12, 2026, rated 10/10 Excellent

Hyatt Place Long Island East End

Address: 451 East Main Street, Riverhead, NY, 11901, US
Location: Riverhead
Star rating: 3/5
Guest rating: 9.2/10 (1001 reviews)
Review: Hyatt Place East End was a very nice stay. Clean facilty, nice breakfast included, 2 pools. Would have like to see out door bar by the pool open., by Karen, August 18, 2024, rated 10/10 Excellent

Sag Harbor Inn

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

Location: Sag Harbor
Review: My stay was perfect. This family run hotel is outstanding, and great value for the money. Room (facing pool) was large, quiet and in perfect condition. Small private terrace with lounge chairs a big plus. Bathroom is large and modern with 5 star amenities (I appreciate that). Entire hotel feels like it was recently renovated. Will definitely stay here again!, by Anonymous traveler, April 30, 2021, rated 10/10 Excellent

Residence Inn by Marriott New York Long Island East End

Address: 2012 Old Country Road, Riverhead, NY, 11901, US
Location: Riverhead
Star rating: 3/5
Guest rating: 9/10 (1002 reviews)
Review: The property at a Jacuzzi outside which was open to use. Even in yhe cold weather it was nice to be able to use it, by Tyshja, December 27, 2023, rated 10/10 Excellent

Home2 Suites by Hilton Long Island Brookhaven

An indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants.

Location: Yaphank
Review: Although this was not a stay for happy times as i was there for a funeral, i must say i took note, nonetheless, that the kitchen was well stocked and all utensils and appliances very clean. That alone, tells me they care about their guest. I noted the area to be convenient to a restaurant and a Walmart which is helpful in a longer stay. I recommend this hotel highly., by Janet, February 21, 2024, rated 10/10 Excellent

Journey East Hampton

A pool area with lounge chairs and an umbrella, surrounded by lush greenery.

Location: East Hampton North
Review: Nice stay at Journey, wish I could have stayed longer into the holiday weekend. One suggestion, add full length mirrors to the room!! A small shoulder level round mirror is simply not enough for a hotel in a place like the Hamptons where what you wear and how you look, matters!!, by Brittany, June 1, 2024, rated 10/10 Excellent

Hotel Indigo Long Island - East End by IHG

A poolside area with lounge chairs and umbrellas, a covered seating area, and a pool with a tiled deck.

Location: Riverhead
Review: comfortable and relaxed stay. Rooms are nice and spacious and has a great big TV inside. The room also has a microwave and refrigerator. Everything you could need out of a hotel room., by Steven, March 21, 2023, rated 10/10 Excellent

A Room At The Beach

A swimming pool with lounge chairs and umbrellas, surrounded by a forested area.

Location: Bridgehampton
Review: The best place to stay in the Hamptons. I have stayed here over the summer, to have the same welcome during winter / spring is amazing. They have been so accommodating during this time this will always be my first choice coming here!, by Jess, April 2, 2020, rated 10/10 Excellent

Holiday Inn Express & Suites Riverhead - Long Island by IHG

A rectangular swimming pool with metal ladders on both sides, surrounded by a stone wall and a fence.

Location: Riverhead
Review: Hotels.com did not allow us to claim any discounts., by William, May 1, 2015, rated 10/10 Excellent

The Harbor Front Inn

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden deck and a view of boats.

Location: Greenport
Review: everything was excellent. The only comment I would have is that the hallways smelled funny. Maybe if they could put a more fresh aroma and that’ll be great. Staff, everything was awesome., by Maureen, October 22, 2023, rated 10/10 Excellent

Hamlet Inn

Address: 300 Montauk Highway, Southampton, NY, 11968, US
Location: Southampton
Star rating: 2/5
Guest rating: 8.6/10 (518 reviews)
Review: We spend 2 excellent days, were happy about all the room, pool, and helpful staff., by Cayo, July 30, 2015, rated 10/10 Excellent

The Inn And Spa At East Wind

An indoor swimming pool with lounge chairs and potted plants.

Location: Calverton
Review: Great hotel. Will book again when on eastern Long Island Restaurant offering were good too. Good dining at Derwoods and convenient Myra Cafe for breakfast/coffee., by Marleise, December 29, 2015, rated 10/10 Excellent

Frequently Asked Questions

How much does a hotel with outdoor pool in Hampton Bays cost?

Enjoy staying in a hotel in Hampton Bays with an outdoor pool. You can find a great deal from $131 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

Are there hotels in Hampton Bays with outdoor pool cabanas or loungers?

Canoe Place Inn and Cottages is a charming 4-star hotel in Hampton Bays that features an inviting outdoor pool area complemented by comfortable sun loungers. With an outstanding traveller rating of 9.8, guests rave about the attentive staff and excellent dining experience, making it a great choice for families seeking relaxation and quality service.

For those looking for a more resort-like experience, the Ocean View Terrace Inn offers an outdoor pool with loungers available for guests to unwind. Rated 8.4 by travellers, this hotel is praised for its fabulous location and friendly staff. Guests can also enjoy complimentary continental breakfast, adding to the convenience of their stay.

Is it cheaper to book flights and a Hampton Bays hotel with a pool as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it’s wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.

Can I cancel my hotel reservation on Expedia?

Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Hampton Bays for you.

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