Hamptons Luxury Vacations 2026

Top Luxury vacation packages in Hamptons

Price found within the past 48 hours. Click for updated prices.

Hero Beach Club

$985

per person

Oct 21 - Oct 25

found 8 hours ago

Roundtrip flight included

Cincinnati (CVG) to New York (JFK)

9/10 Wonderful! (238 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,477

per person

Oct 21 - Oct 25

found 8 hours ago

Roundtrip flight included

Cincinnati (CVG) to New York (JFK)

8.6/10 Excellent! (1,003 reviews)

The staff is great. Food and Amenities are mediocre. Carpet in the room was dirty and the sink was clogged

Reviewed on Sep 11, 2026

Topping Rose House

$1,092

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tampa (TPA) to New York (JFK)

9/10 Wonderful! (159 reviews)

Faraway Sag Harbor

$1,022

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tampa (TPA) to New York (JFK)

9/10 Wonderful! (305 reviews)

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.

Reviewed on Sep 2, 2026

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3 Night Luxury vacations in Hamptons

Price found within the past 48 hours. Click for updated prices.

Faraway Sag Harbor

$1,022

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Tampa (TPA) to New York (JFK)

9/10 Wonderful! (305 reviews)

Reviewed on Sep 2, 2026

Topping Rose House

Save 100% on your flight

$1,821

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Washington (WAS) to New York (JFK)

9/10 Wonderful! (159 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,223

per person

Oct 23 - Oct 26

found 1 day ago

Roundtrip flight included

Washington (WAS) to New York (JFK)

8.6/10 Excellent! (1,003 reviews)

The staff is great. Food and Amenities are mediocre. Carpet in the room was dirty and the sink was clogged

Reviewed on Sep 11, 2026

Don't see what you're looking for?

See all available trips from Columbus to Hamptons

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4 Night Luxury vacations in Hamptons

Price found within the past 48 hours. Click for updated prices.

Hero Beach Club

$985

per person

Oct 21 - Oct 25

found 8 hours ago

Roundtrip flight included

Cincinnati (CVG) to New York (JFK)

9/10 Wonderful! (238 reviews)

Topping Rose House

Save 100% on your flight

$2,136

per person

Oct 21 - Oct 25

found 8 hours ago

Roundtrip flight included

Cincinnati (CVG) to New York (JFK)

9/10 Wonderful! (159 reviews)

Montauk Yacht Club

Save 100% on your flight

$1,477

per person

Oct 21 - Oct 25

found 8 hours ago

Roundtrip flight included

Cincinnati (CVG) to New York (JFK)

8.6/10 Excellent! (1,003 reviews)

The staff is great. Food and Amenities are mediocre. Carpet in the room was dirty and the sink was clogged

Reviewed on Sep 11, 2026

Don't see what you're looking for?

See all available trips from Columbus to Hamptons

View all trips

What can I expect from a luxury Hamptons vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Hamptons vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Hamptons?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Hamptons luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $985. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Hamptons?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Hamptons with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Hamptons?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Hamptons with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Hamptons with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Hamptons Hotels

Topping Rose House

One Bridgehampton - Sag Harbor Turnpike Bridgehampton NY

17 min walk from The Hamptons Beaches

Go for a luxurious stay at Topping Rose House, where you can enjoy amenities like massage services, plush bedding, and more. Deluxe amenities at this hotel include ...

Ocean Resort Inn

95 S Emerson Ave Montauk NY

1 hour drive from The Hamptons Beaches

Ocean Resort Inn is a grand, 2-star beach property where you can treat yourself to premium channels and more. The outdoor pool, beach loungers, and pool loungers ...

9.6/10 Exceptional! (554 reviews)

"I love how its very close to the beach and grocery stores."

Reviewed on Sep 11, 2026

Hero Beach Club

626 Montauk Hwy Montauk NY

1 hour drive from The Hamptons Beaches

Treat yourself to some luxurious accommodations at Hero Beach Club, where you can enjoy amenities like plush bedding, premium channels, and more. Notable amenities ...

See all 3,678 properties in Hamptons

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.