
Hotels with Swimming Pools in Hamptons
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Check availability on Hamptons Hotels with Swimming Pools
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18 Sept - 20 SeptOur top choices for Hamptons hotels with a pool




1. The Penny Lane
The Penny LaneHampton Bays
- Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
S$231
includes taxes & fees
1 Oct - 2 Oct




2. The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
- Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
S$240
includes taxes & fees
5 Oct - 6 Oct




3. Ocean View Terrace Inn
Ocean View Terrace InnHampton Bays
- Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
S$273
includes taxes & fees
10 Sept - 11 Sept




4. Ocean Vista Resort
Ocean Vista ResortAmagansett
- Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
S$183
includes taxes & fees
1 Oct - 2 Oct




5. The Hampton Maid
The Hampton MaidHampton Bays
- Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
S$378
includes taxes & fees
8 Sept - 9 Sept




6. Hamlet Inn
Hamlet InnSouthampton
- Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
S$208
includes taxes & fees
27 Sept - 28 Sept




7. Southampton Inn
Southampton InnSouthampton
- Sparkling seasonal pool at this Tudor hotel offers summer splendour with poolside bar service.
S$455
includes taxes & fees
4 Oct - 5 Oct




8. Sag Harbor Inn
Sag Harbor InnSag Harbor
- Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
S$469
includes taxes & fees
4 Oct - 5 Oct
View all properties
Hotels with pools and free breakfast in Hamptons
S$1,800
includes taxes & fees
10 Sept - 11 Sept
S$240
includes taxes & fees
5 Oct - 6 Oct
S$273
includes taxes & fees
10 Sept - 11 Sept
S$494
includes taxes & fees
5 Oct - 6 Oct
S$1,602
includes taxes & fees
8 Sept - 9 Sept
S$991
includes taxes & fees
28 Sept - 29 Sept
4-star hotels with pools in Hamptons
S$1,374
includes taxes & fees
10 Sept - 11 Sept
S$494
includes taxes & fees
5 Oct - 6 Oct
S$838
includes taxes & fees
5 Oct - 6 Oct
S$905
includes taxes & fees
5 Oct - 6 Oct
S$729
includes taxes & fees
5 Oct - 6 Oct
S$488
includes taxes & fees
5 Oct - 6 Oct
S$991
includes taxes & fees
28 Sept - 29 Sept
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.
View all propertiesTop Hamptons Hotel Reviews
The Hampton Maid
10/10 Excellent
"Restaurant was exceptional"
Hampton's Vacation Inn
10/10 Excellent
"The property was beautiful. We can’t wait to go back!"
Bayview Resort
8/10 Good
"We really enjoyed the property’s charming, homey bed-and-breakfast feel and its lovely, serene location. Sitting on the dock and looking out over the bay was a highlight. Also, continental breakfast was included, which was a nice surprise. A few things prospective guests should know: Expedia advertises the property as having a private beach and calls it a “rate gem,” but there is no private beach on-site. Beach passes must be purchased separately, and you’ll need to travel to a beach outside the property. Housekeeping was also unclear. The in-room handbook states that guests are offered housekeeping upon check-in, but this was never offered to us. When we realized we needed to request service, we had difficulty finding anyone to assist us or provide extra towels. Overall, we enjoyed the peaceful setting and cozy atmosphere, but clearer communication about beach access and housekeeping would have made our stay even better."
Baywatch Hotel & Marina
10/10 Excellent
"PERFECTION as always! Couldn't ask for a better getaway!"
The Penny Lane
10/10 Excellent
"Clean and quiet stay"
Faraway Sag Harbor
8/10 Good
"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."
Ocean Vista Resort
10/10 Excellent
"Perfect location , amazing beach view .The room was impeccable and clean definitely going again !"
Hamlet Inn
10/10 Excellent
"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"
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