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Hero Double, Hero Beach Club, Next to the Beach

Indulge in an extraordinary experience at our exquisite beachside property while enjoying the rest of Montauk's nearby places. Just a stone's throw away from your beachside retreat lies the Second House Museum. Ready for some outdoor adventure? Head over to Fort Pond Bay Park or Ditch Plains Beach. Make your way to Deep Hollow Ranch, the oldest working cattle ranch in the United States. No visit to Montauk would be complete without going to Montauk Point State Park and Montauk Point Lighthouse.

Superior Queen Guestroom

Bespoke suites boasting modern amenities, land marked distinction and luxe charm. A designated landmark hotel and restaurant are the embodiment of 18th century seaside charm-Located in the most coveted location in the Hamptons. Room features Free WiFi, Free Local Calls, Telephone, TV, Room Services, Minibar, Coffeemaker, Wake up calls, Private Bathroom, Self Controlled AC/Heating, Alarm Clock, Hairdryer, Iron/Ironing Board. This is a Non Smoking Room. Max Occupancy of 2 guests per Guestroom.

Seaside gem in landmark American Tudor building

Solé East Resort is a hotel housed in a landmark American Tudor building with 60 renovated bungalow-like rooms, each one unique, and 7 garden cabana suites. A heated pool with oversized St Tropez style beds will keep you cool while your head bops to tunes being spun by the poolside DJ. Lush lawns and gardens with bamboo walkways complete the beach club feel. To indulge your gastronomic palette there is the hip yet healthy Backyard, our full service restaurant bar & poolside lounge.

Queen Room Cristy’s Madison #5

Smaller room with queen bed. Private bathroom, free cable/Roku, WiFi and beach access. We are a one minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Common area with coffee and water, downstairs is a full restaurant with breakfast, lunch and dinner. Maid service not provided. THIS ROOM IS LOCATED ABOVE A RESTAURANT AND BAR ON THE 2ND FLOOR, ACCESSIBLE BY STAIRS. THERE IS POTENTIAL FOR NOISE, ESPECIALLY ON THE WEEKENDS.

Hampton Bays Hotel, King Suite - Adults Only

Hampton Bays Hotel on Main is a boutique hotel in the heart of town, featuring comfortable, affordable rooms above the Rod and Reel and Bub's Tavern. Enjoy a contactless stay with online check-in and secure smart locks with personalized access codes, designed to ensure guest privacy and convenience. Located close to beaches, dining, and nightlife, our hotel provides a high-quality experience at the center of it all, perfect for exploring the vibrant charm of the Hamptons.

Exceptional dining, wellness & marina access

Retreat to a well-appointed, coastal-modern guest room or a reimagined 1928 cottage, each thoughtfully designed to capture the serene beauty of the marina, lakefront, or lush gardens. Interiors blend Montauk’s relaxed sophistication with seaside charm, featuring original architectural details and elevated amenities such as Aesop bath products, Nespresso machines, curated mini bars, and Chadfield Beautyrest Euro Top mattresses for a truly restful stay.

Long Island Sound Views | Free Breakfast & Pool

Wake up to the waves at Sound View Greenport. Every room boasts a private waterfront deck overlooking the Long Island Sound. Unwind on our quarter-mile private beach, lounge by the seasonal pool, or savor local seafood at The Halyard. Just minutes from North Fork wineries and downtown Greenport, this mid-century modern retreat offers the perfect mix of relaxation and adventure. End your day with a cocktail at the Piano Bar and a stunning sunset.

Partial Harbor Views + Free Breakfast & Pool

Wake up to harbor views at The Harbor Front Inn, perfectly set in the heart of Greenport Village. Just steps from Mitchell Park Marina, boutique shops, and the Shelter Island Ferry, this stay blends coastal charm with modern comfort. Enjoy the seasonal outdoor pool, start your mornings with complimentary breakfast, and take advantage of free parking while exploring Long Island Wine Country and the North Fork’s best spots.

5-minute walk from the village & beach

The rooms at Solé East Beach retain some of their unique 1970’s vibe, with the perfect touch of updated renovations and stylish décor - and superior amenities right where you need them. On the beds and in the bath, you'll find luxuriously soft linens and towels and superb bath products. Flat-screen TV’s and complimentary WiFi round it all out. This is as authentic cool as a beach place can get.

One Bedroom At Boutique Complex Adjacent to Ocean

Enjoy this one bedroom one bathroom unit located at the Plum in Montauk! The unit features a queen sized bed in the private bedroom, a full-sized sleeper sofa, kitchen, complimentary wi-fi, and an outdoor deck. The property features an outdoor heated pool, outdoor shower, daily housekeeping, walk to the beach, and a walk to Downtown MTK!

Patio off your room for breathing in the ocean air

- Nature-y setting across from a moon-shaped stretch of beach, with hiking trails in every direction. - Original 1950s architecture has been stunningly reno’d – with ocean views, a gorgeous pool deck and reimagined vintage touches. - Minimalist surfer-chic rooms rock plywood headboards, luxe linens and art by Fiore Brown.

Ask about Fireside Chats calendar

The private balcony of this Double Queen room overlooks our lush, natural dune-scape courtyard, and is a breezy walk to the pool and the Atlantic. Features two queen beds perfect for friends or family traveling together.