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Shelter Island 5 Stars Hotels

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Check availability on Shelter Island 5 Star Hotels

Tonight
Sep 2 - Sep 3
Tomorrow
Sep 3 - Sep 4
This weekend
Sep 5 - Sep 7
Next weekend
Sep 12 - Sep 14

Compare Shelter Island 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Shelter Island 5-star hotels

Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is NT$13,631
NT$17,131 total
includes taxes & fees
Sep 29 - Sep 30
Mill House Inn
Casa Newmark Holiday home 7 BestStayz.1
House | Outdoor pool

Casa Newmark Holiday home 7 BestStayz.1

5.0 star property
Casa Newmark Holiday home 7 BestStayz.1
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Shelter Island.
Marram

Marram

21 Oceanview Terrace, Montauk, NY
The price is NT$8,270 per night from Sep 28 to Sep 29
NT$8,270
NT$15,223 total
Sep 28 - Sep 29
includes taxes & fees
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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.

Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting, and beaches.

See all hotels in Shelter Island
Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
Photo by tom owens
Open Photo by tom owens

Top Shelter Island Hotel Reviews

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Shelter Island?
How much you pay for a 5-star hotel in Shelter Island depends on factors such as when you plan to travel and the length of your break. Our top tip for landing an awesome deal? Use our pricing filters to compare the available hotels for your selected dates.

  • Search for the lowest price per night from NT$8,044

What makes a hotel 5 stars in Shelter Island?
From fine dining restaurants and fitness centers to pools and superior bedding, the 5-star experience in Shelter Island is all about luxury and relaxation. But it requires more than just upscale conveniences to get a 5-star rating. Hotels must also offer outstanding guest-centric services like in-room massage treatments, on-site laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Shelter Island?
Find a luxury escape that includes your lodging, meals, drinks and entertainment in Shelter Island with Expedia's filters. Search for properties with a 5-star rating and select the "All inclusive" filter. Have a look at what's included in the price. That way, you're ready to take advantage of the premium perks on offer from the moment you get there.