The Best Hotels
with Pool in The Hamptons

Outdoor pool. Cosy rooms. Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available. Beach access is 1.9 km away. A flat-screen cable TV and refrigerator are included in each guest room. The private bathrooms are equipped with a hairdryer and a bathrobe. A balcony is available for certain room types. A 24-hour front desk is available at the Harbor Front Inn. North Ferry Terminal is just 3 minutes’ walk from the property. Kontokosta Winery is 3 minutes’ drive. Show full description

Resort with outdoor pool. Cosy rooms. Located steps to the Atlantic Ocean and less than 5 miles from the Montauk Harbor, this resort offers a heated salt water swimming pool and easy beach access. It also provides beach chairs, beach towels and umbrellas. The Ocean Resort Inn is conveniently located near a variety of recreational landmarks such as the Montauk Downs State Park which features golf, tennis and an olympic size pool. The Pool is open Memorial Day weekend through Columbus day. All guest rooms include free Wi-Fi. Featuring a flat-screen cable TV, all rooms at Montauk’s Ocean Resort Inn include a fridge, microwave and tea and coffee making facilities. The bright rooms are comfortably furnished and feature ocean-inspired art. Montauk Downs State Park is a 5-minute drive away. Show full description

Small hotel with outdoor pool. Opened March 2023. Located in Greenport, 39 km from Splish Splash, Hotel Moraine provides accommodation with free bikes, free private parking, a seasonal outdoor swimming pool and a fitness centre. A sun terrace, an on-site bar and shared lounge are available. Guests at the hotel will be able to enjoy activities in and around Greenport, like hiking. The nearest airport is Long Island MacArthur Airport, 74 km from Hotel Moraine. Show full description

Outdoor pool. Highly elegant. The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service spa-scenic pool and seasonal activities for every age The Pridwin is designed for couples, friends and families traveling together. Explore the idyllic natural setting through hiking-boating and other outdoor activities before retreating to the comfort of our private suites and cottages. .  Show full description

Resort with indoor and outdoor pools. Luxurious. Situated on Star Island in Lake Montauk, this Long Island resort and spafeatures a private beach, 3 swimming pools, and boat rentals. Rooms include a private wooden balcony. This resort offers 3 on-site dining options, including Showfish, The Pool Club and Il Forno. The accommodations at Montauk Yacht Club are nautical-themed with whitewashed walls and nautical artwork. They are equipped with a flat-screen TV, free WiFi, and iPod docking station. A coffee maker and refrigerator are also provided. Spa services are offered at this Montauk resort. Volleyball courts, lighted tennis courts, and horseshoe pits are located on the property. Concierge services are available. Rita’s Horse Stables and the Montauk Downs Golf Course are 5 minutes from Montauk Yacht Club. The Montauk Point Lighthouse and Museum is 10 minutes from the resort. Show full description

Resort with outdoor pool. Luxurious. Offering an outdoor pool overlooking the Tiana Bay and a fitness centre, Bayview Resort is located in Hampton Bays. Free WiFi access is available in this resort. The accommodation will provide you with air conditioning and a seating area. There is a full a kitchenette with a refrigerator. Featuring a shower, private bathroom also comes with a bath or shower and a hairdryer. At Bayview Resort, guests will find barbecue facilities, a fire pit, a picnic area and dock. Other facilities offered at the property include grocery deliveries, meeting facilities and a shared lounge. The property offers free parking. A daily continental breakfast is served in July and August. An array of activities can be enjoyed on site or in the surroundings, including golfing, fishing and canoeing. Kayaks, canoes and small row boats are available. Southampton is 16.4 km away from the property, while Tanger Outlet Riverhead is 19.1 km away. Ponquogue Beach is 7.5 km away. We offer free kayak, canoe, small boats and bicycle rental on site to guests. There is a state of art gym, breakfast nook. There is a full kitchen in Penthouse, all other rooms have kitchenette. Show full description

Resort with indoor and outdoor pools. Located within walking distance to the village of Montauk, this resort is adjacent to Main Town Beach. It features a large sun deck with beautiful ocean views and an indoor pool. Free Wi-Fi, cable TV, a microwave and a refrigerator are provided in every studio at Montauk Blue Hotel. Guests can relax in the seating area with a sofa bed or spend time on the private patio. Vending machines are available for beverages. Montauk Downs and Montauk Airport are each less than 5 miles from the Montauk Blue Hotel. Montauk Point Lighthouse & Museum is a 7-minute drive away. Show full description

Resort with outdoor pool. Charming. This Montauk resort offers free Wi-Fi, a seasonal outdoor pool, and accommodations that feature a living area with sofa bed and a flat-screen TV. Kirk Park Beach is half a mile away. Accommodations include bright decor and ocean views. Select housing at Plum Resort includes a fireplace and a full kitchen that offers a hob, microwave, and refrigerator. Guests can stroll though the gardens or use the barbecue facilities available. A children’s play area is also offered. Beach Plum Resort is 3 miles from Montauk Downs and Montauk Point Lighthouse Museum is 10 minutes’ drive. Show full description

Small hotel with outdoor pool. Luxurious. Featuring a 1950’s retro décor, the rooms at Greenporter Hotel rooms have modern amenities like a flat-screen cable TV and a refrigerator. On weekends a continental breakfast with bagels, cereals, oatmeal, frittatas, yogurt and fresh fruit is served. During the summer months, Greenporter Hotel North Fork also offers guests swimming in the outdoor pool. The East End Seaport Museum and Marina Foundation is 2 minutes’ drive toward the Greenport Village Historic District. The Railroad Museum of Long Island is 5 minutes’ walk away. We do not serve breakfast on weekends. We did just open a new restaurant cocktail bar, Terra. It features an coffee bar open daily 7am-12pm and a cocktail bar with food menu that is open Thursday through Monday from 5pm-11pm. Show full description

Small hotel with outdoor pool. Hip. Situated in Montauk, within 9.5 km of Gin Beach and 5.5 km of Theodore Roosevelt County Park, Haven Montauk provides accommodation with free bikes and a garden, and free WiFi. The bay is a 4-minutes' walk across the street from the property. Haven Montauk offers a seasonal outdoor pool, a fire pit and a barbecue area. All guest rooms in the hotel are fitted with a TV and a wardrobe. All rooms have a private bathroom, while some rooms include a kitchenette. Some rooms have a view of the ocean and some rooms have a view of Lake Montauk and the sunset. 3.4 km from Montauk Downs State Park, the property is also 8.8 km away from Montauk Point State Park. Montauk Racquet Club is 3.7 km away and Navy Park Road is 5 km from the hotel. Montauk train station is 3.2 km away and Block Island Ferry is 300 metres away. Show full description

Luxury Hotel with outdoor pool. Delightful property. Offering on-site spaservices, Montauk Manor is located in Montauk, New York. The property features an outdoor swimming pool. Free Wi-Fi access is available. Air conditioning, cable TV and a seating area are included in each uniquely decorated room. There is also a full kitchen with a dishwasher and microwave. Private bathrooms are equipped with free toiletries. Guests at Montauk Manor can enjoy the spa and wellness centre and multiple tennis courts. Meeting facilities and luggage storage are also available. An array of activities can be enjoyed on site or in the surroundings, including horse riding and fishing. A complimentary electric car charge is available to guests. Kirk Park Beach is 2.9 km away from the hotel and Montauk Museum is 10.1 km away. Show full description

Resort with outdoor pool. Located in Montauk, within a few steps of Kirk Park Beach and 500 metres of Hither Hills State Park, Ocean Surf Resort provides accommodation with a terrace and free WiFi as well as free private parking for guests who drive. Featuring a concierge service, this property also provides guests with a barbecue. Certain rooms at the property include a balcony with a city view. Some rooms are equipped with a kitchen with a fridge, a microwave and a stovetop. Second House Museum is 500 metres from the resort, while Fort Pond Bay Park is 2.4 km away. The nearest airport is Long Island MacArthur Airport, 106 km from Ocean Surf Resort. Facilities at this hotel include swimming pool. Show full description

Boutique hotel with outdoor pool. Charming. Featuring an on-site restaurant and seasonal saltwater swimming pool, Baron's Cove is situated in Sag Harbor, New York. Free WiFi is accessible throughout the property and free private parking is available on site. Each guest room has a flat-screen cable TV and a refrigerator. The private bathrooms include bathrobes and free toiletries. Select rooms offer views of the sea or garden. Guests at Baron's Cove in Sag Harbor are greeted at the 24-hour front desk. Clothing, accessories, and refreshments are available at The Dock Shop. The dining room serves fresh American cuisine and is open daily for lunch and dinner. Breakfast and brunch are available on the weekend. Bike hire is available at this hotel and the area is popular for cycling. Mystic is 48 km from Baron's Cove, while Montauk is 29 km away. Show full description

Boutique hotel with outdoor pool. Very stylish. EHP Resort & Marina is a stunning nine-acre waterfront resort, marina, and wedding and event destination in East Hampton, where the charm of modern Mediterranean influences meets the beauty of the Hamptons. Located just 10 minutes from the village of East Hampton, this picturesque destination situated on Three Mile Harbor features three exceptional waterfront dining options: Sí Sí Restaurant offers coastal Mediterranean cuisine, Sunset Harbor serves contemporary Japanese dishes and a sushi-inspired menu, and Buongiorno Bakery is your go-to for Italian-style pastries and City of Saints Coffee Roasters Coffee. Beyond its culinary delights, EHP Resort & Marina promises the best sunset views in the Hamptons, private suite and cottage accommodations, open-air dining, curated activities, and luxury amenities, including a private resort swimming pool with a bar, tennis court, state-of-the-art fitness center outfitted with Peloton bikes, resort shuttle, concierge services, and much more. Guests can take a short drive to town to explore the area's stunning beaches, shopping, and attractions. Named one of "The Best Hotels in the Hamptons" by VOGUE, EHP Resort & Marina is a haven for those seeking an exquisite and unforgettable East End experience. Show full description

Small hotel with outdoor pool. Located in Hampton Bays, 2.7 km from Ponquogue Beach, Bay Watch Hotel and Marina provides accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace. This 3-star hotel offers an ATM, a concierge service and free WiFi. Bay Watch Hotel and Marina features certain units with pool views, and each room is equipped with a coffee machine. The property is non-smoking and is situated 2.7 km from Tiana Beach. At the hotel every room has air conditioning, a seating area, a flat-screen TV with cable channels, a kitchen, a dining area and a private bathroom with free toiletries, a shower and a hairdryer. At the accommodation rooms have bed linen and towels. Bay Watch Hotel and Marina offers a barbecue. You can play table tennis at the hotel. Splish Splash is 27 km from Bay Watch Hotel and Marina, while Montauk Point Lighthouse is 48 km away. The nearest airport is Long Island MacArthur Airport, 56 km from the accommodation. Show full description

Outdoor pool. Luxurious. Situated on 5 acres of landscaped grounds, this hotel is within a 5-minute walk or less from the high-end shops and restaurants of East Hampton Village. It features an outdoor pool and a tennis court. Rooms offer full kitchenettes. A spacious seating area with a sofa bed and cable TV is furnished in every room at East Hampton House Resort. Rooms feature traditional décor and include a private patio. This hotel offers a fitness center and a children’s playground for guest use. Resort East Hampton House is a 1-minute walk from Mecox Gardens and the entrance to Village Park. East Hampton Airport and Maidstone Golf Club are each less than a 10-minute drive away. Show full description

Resort with indoor and outdoor pools. Located directly on the beach, Gurney’s Montauk offers year-round accommodation in Montauk, 13.4 km from Montauk Point Lighthouse. Free WiFi access is available. There is a 24-hour front desk at Gurney’s Montauk, which also features a full-service spawith healing treatments and ocean-fed seawater pool, and sauna. Featuring an ocean view, every room offers a flat-screen cable TV. Each room has a private bathroom with a hairdryer and free toiletries. There are five dining and drinking venues available. Hither Hills State Park is 3.7 km away from Gurney’s Montauk, while Montauk Downs State Park Golf Course is 6.9 km away. Show full description

Outdoor pool. Comfortable beds. Set on more than 5 acres of beautifully landscaped lawns, this Long Island hotel features a modern American restaurant with poolside service. Free summer transportation to Cooper’s Beach is available. Southampton Inn guests are welcome to enjoy the outdoor pool, tennis court and library. Rooms at the Southampton Inn feature seashore themes and are equipped with free WiFi and cable TV. An in-room refrigerator and a work desk are included. Located on site, Claude's offers breakfast, brunch and dinner meals made from fresh, local ingredients. Summer meals are also served in the courtyard and dining room. A games room and children’s play area offers video games, toys and board games. The Inn at Southampton is less than 4 km from Southampton Golf Course and less than 15 km from the Morton National Wildlife Refuge. Show full description

Luxury Hotel with outdoor pool. Unique. Located just off Route 27, The Montauk Beach House boasts an outdoor swimming pool, gift shop, café and snack bar. Free Wi-Fi access is available. Select rooms have a pool view. Guests can relax poolside or enjoy cocktails in the lounge. A flat-screen cable TV is included in each air conditioned guest room. The private bathrooms are equipped with free toiletries. There is a DJ on-site every weekend. Clothing, beauty products and more are available in the gift shop. The Beach House in Montauk has a 24-hour front desk. A selection of small plates and sandwiches are available at the café and outdoor grill. Additional dining options including South Edison are located within walking distance. Camp Hero State Park is 7 km away and Hither Hills State Park is 9.3 km away. Show full description

Outdoor pool. This luxury hotel in Amagansett features fully furnished apartments with full kitchen facilities. It also boasts 2 tennis courts, private beach access and is 9-miles from downtown East Hampton Village. Each uniquely decorated apartment at The Hermitage at Napaeague provides private balconies. A flat-screen cable TV, separate living and seating area and 2 bathrooms are included. On-site tennis courts and laundry facilities are available. The property is located on 7-acres of landscaped grounds. Suffolk County Parkland is 9.5-miles away. Napeague Hermitage is situated across from Hither Woods. Facilities at this hotel include swimming pool. Show full description