Find Luxury Hotels in Amagansett

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Top Luxury Hotels in Amagansett

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (262)
"Lovely seaside accommodations. Very clean and comfortable. The location is perfect. The room was just a short walk from the beach. Just minutes away from downtown Montauk. Having a full kitchen is great."
The price is S$223
includes taxes & fees
1 Dec - 2 Dec
Windward Shores Ocean Resort
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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Amagansett?
Use Expedia and let us help you arrange a flight to East Hampton, NY (HTO) airport or Montauk, NY (MTP) airport, and then select from different places to stay that will deliver the luxury you want. Amenities are important when you plan a holiday, so we make it easy to find what you’d like to make your stay relaxing and comfortable. If you want an upscale hotel that has a spa, an indoor pool or luxury bedding, Expedia can help you find the best luxury hotel experience that Amagansett has to offer. Amagansett has some interesting things to see and do including Atlantic Avenue Beach and Amagansett Beach, so you might want to take in the local sights during your visit.
What's the best high-end hotel in Amagansett?
The Roundtree, Amagansett is a luxury hotel with spa services and in-room massages, and it’s a popular choice for Expedia travellers looking for an elegant place to stay.
How many luxury hotels can I expect to find in Amagansett?
Lie in the lap of luxury during your getaway to Amagansett in one of Expedia’s 8 luxury hotels.
When can I expect good weather in Amagansett?
Planning for the weather is an important factor for making your trip to Amagansett a success, especially when you’re splurging. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Amagansett is 1443 mm.
What's there to see and do in Amagansett?
Enjoy all that Amagansett has to offer when you visit Atlantic Avenue Beach, Amagansett Beach and Hither Hills State Park. If you have some spare time during your trip, you might want to check out The Hamptons Beaches and Amagansett Square.
How can I get around Amagansett?
It’s easier to get around town comfortably when you know your options. If you want to explore the larger area, hop aboard a train at Amagansett Station.