Luxury Hotels in Shelter Island, United States

Exclusively curated and verified luxury accommodations in Shelter Island, United States
Check-in
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Check-out
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Rooms and Guests2 Guests, 1 Room
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1-10 out of 10
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
MapPrivate beach access0m
  • Waterfront dining with stunning views
  • Luxury spa offering diverse treatments
  • Heated outdoor pool for relaxation
  • Outdoor Pool
  • Full-Service Spa
  • Waterfront Dining
Historic resort offering diverse leisure activities
FromUS$ 334 /nightSelect
MapCentral downtown Greenport200m
  • Rooftop bar with stunning views
  • Self-serve snack galley available
  • Chic, stylishly designed rooms
  • Rooftop bar
  • Bicycle rentals
  • Pet-friendly rooms
Boutique hotel combining coastal luxury and charm
FromUS$ 499 /nightSelect
MapOne block from Crescent Beach200m
  • Stylish rooms with spa bathrooms
  • Seasonal outdoor swimming pool
  • On-site restaurant and bar
  • Outdoor pool
  • On-site dining
  • Bicycle rentals
Boutique hotel with historic charm and modern luxury
FromUS$ 569 /nightSelect
MapClose to North Ferry300m
  • Dining at Red Maple restaurant
  • Complimentary breakfast offerings
  • Shared lounge and shops on-site
  • On-site Restaurant
  • Shared Lounge
  • Complimentary Breakfast
Charming hotel with delightful dining and shared spaces
FromUS$ 826 /nightSelect
MapHistoric Sag Harbor village300m
  • Seasonal saltwater swimming pool
  • Harborside dining with local fare
  • Complimentary bike rentals available
  • Heated Pool
  • On-site Dining
  • Tennis Court
All-American resort offering harborside charm and amenities
FromUS$ 219 /nightSelect
MapIdyllic beach setting0m
  • Private beach access for guests
  • Unique food offerings available on-site
  • Free bicycle rentals for island exploration
  • On-site dining
  • Beach access
  • Bicycle rentals
Seaside resort with vibrant nightlife and dining options
FromUS$ 596 /nightSelect
MapHistoric Sterling Square50m
  • Culinary excellence from a renowned restaurant
  • Dog-friendly accommodations available
  • Charming location in vibrant Sterling Square
  • On-site restaurant
  • Dog-friendly rooms
  • Cycling rentals
Boutique hotel offering unique dining and bar experiences
FromUS$ 514 /nightSelect
MapBeautiful waterfront settingon the beach
  • Private beach area for exclusive access
  • On-site restaurant with quality dining
  • Engaging nature activities offered nearby
  • Restaurant
  • Private beach
  • Bicycle rental
Charming beach resort with diverse recreational options
FromUS$ 420 /nightSelect
MapStunning waterfront location200m
  • Inviting pool and beach area
  • On-site spa and massage services
  • Early check-in at 1:00pm
  • Outdoor pool
  • Private beach
  • Fitness centre
Hotel offering waterfront access and diverse leisure activities
FromUS$ 531 /nightSelect
MapClose to McCabe's Beach1.7km
  • Private pool with garden views
  • Barbecue facilities for outdoor grilling
  • On-site sauna for relaxation
  • Private pool
  • Picnic area
  • Indoor play area
Holiday home with private pool and barbecue amenities
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Price range for luxury hotels in Shelter Island

Explore a world of exceptional accommodations, from affordable stays to lavish retreats, with prices tailored to every luxury traveller's ideal getaway.

⬆️ The highest price
US$ 826
⬇️ The lowest price
US$ 219
💸 Average price for
4-star hotels
US$ 500

Luxury hotels in Shelter Island

Verified guest reviews from the past 12 months

Coastal Luxury Escape:
Baron'S Cove
Charming Boutique Retreat:
The Menhaden Hotel
Iconic Waterfront Getaway:
The Pridwin Hotel
Tranquil Beachside Bungalows:
Silver Sands Motel & Beach Bungalows
Relaxed Island Vibes:
Sunset Beach
Modern Elegance and Comfort:
Hotel Moraine
Historic Charm Meets Modern Luxury:
The Chequit
Nature-Inspired Hideaway:
Shelter Island House

FAQs about luxury hotels in Shelter Island

Our answers will guide you to an effortless luxury experience

Which luxury hotels in Shelter Island offer unique views?
The Pridwin Hotel and Sunset Beach are known for their stunning waterfront views, perfect for enjoying sunsets over the bay.
Which luxury hotels are best for families in Shelter Island?
Baron'S Cove and The Chequit are excellent choices for families, offering spacious rooms and convenient access to nearby beaches and parks.
What are the top-rated luxury hotels based on guest reviews?
Top-rated properties include The Menhaden Hotel and American Beech Hotel, both praised for their service and amenities.
Which luxury hotels are located near popular landmarks in Shelter Island?
Hotel Moraine and Shelter Island House are located near popular spots like Crescent Beach and the Shelter Island Historical Society, making them convenient options.
What are the most affordable luxury hotel options in Shelter Island?
Silver Sands Motel & Beach Bungalows typically offers the most affordable rates starting around $200 per night during the off-peak season.

Luxury Hotel Insights for Shelter Island

This guide evaluates 9 luxury hotels in Shelter Island, U.S., offering essential details about pricing, peak seasons, and local fees to assist travelers in making informed accommodation choices.

Typical nightly rates range from $300 to $1,200 USD.

Shelter Island offers 9 luxury hotels.

Peak travel seasons are June to September.

Local hotel taxes average 10% of the nightly rate.

Most hotels are within 3 km of the Shelter Island Ferry.

Check-in
09Oct2025Select date
Check-out
10Oct2025Select date
Rooms and Guests2 Guests, 1 Room