Photo by tom owens

Find 5 Star Hotels in Shelter Island, NY from SAR 810

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Shelter Island 5 Star Hotels

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

Mill House Inn
Front of property - evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (68)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is SAR 1,219
SAR 1,532 total
includes taxes & fees
15 Apr - 16 Apr
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

290 Old Montauk Highway, Montauk, NY
The price is SAR 1,594 per night from Apr 9 to Apr 10
SAR 1,594
SAR 2,176 total
includes taxes & fees
9 Apr - 10 Apr
8.2/10 Very Good! (622 reviews)
Still don't see what you're looking for?
See all properties in Shelter Island.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

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 things like when you want to go and the length of your break. An insider tip for scoring an awesome deal? Use our pricing filters to check out the available options for your preferred dates.

  • Search for the lowest price per night from SAR 810

What makes a hotel 5 stars in Shelter Island?
In Shelter Island, a hotel must offer a certain amount of high-end conveniences to be designated 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused standard of service. You can expect things like in-room massages, nightly turn-down services and concierge services. Some may even offer special touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Shelter Island?
Our handy filters are the quickest way to search for exactly what you want. Check the “All inclusive” and “5-star” boxes to see the most upscale properties in Shelter Island where your accommodations, meals, entertainment and activities are included in the price. At these stays, your trip is pure leisure from the moment you arrive.
Are there any 5-star vacation rentals in Shelter Island?
There are no 5-star vacation rentals in Shelter Island on our site, but there are some other highly rated options worth checking out. Search through our vacation rentals in Shelter Island to find the perfect place for your getaway.