What is The Heights like?

Guests are sure to enjoy their time checking out all that Shelter Island Heights's The Heights neighbourhood has to offer. Make sure that you visit Sunset Beach and Shelter Island Country Club as part of your The Heights travel plans.

Where is the best place to stay in The Heights?

Based on Expedia customer reviews, House on Chase Creek is the highest ranked property in The Heights. This guest house offers free parking and free WiFi. Another top choice in the area is The Chequit .

How many hotels can I expect to find in the The Heights area?

If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 15 hotels and other accommodation options in The Heights.

If I need to cancel my hotel reservation in The Heights, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer in The Heights.

What are the top things to see and do in The Heights?

A few attractions you might want to check out while you're in The Heights are Sunset Beach and Shelter Island Country Club. While you're out sightseeing, Sylvester Manor and Crescent Beach are a couple of additional sights to visit in Shelter Island Heights.

Top 10 The Heights Hotels of 2025

Top 10 Hotels in The Heights, Shelter Island Heights

"Beautiful setting and big rooms close to ferry and town center. "

RM525 total

includes taxes & fees

18 Mar - 19 Mar

"Excellent "

RM1,595 total

includes taxes & fees

13 Mar - 14 Mar

"Access to the dunes and the beach "

RM908 total

includes taxes & fees

25 Mar - 26 Mar

"Great cozy place"

RM760 total

includes taxes & fees

13 Mar - 14 Mar

RM2,385 total

includes taxes & fees

1 Apr - 2 Apr

Beach nearby, white sand, sun-loungers, beach umbrellas

"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."

RM3,676 total

includes taxes & fees

10 Apr - 11 Apr

"Great property! Staff is great and personable. I’ve stayed multiple times and will definitely be back again. "

RM1,173 total

includes taxes & fees

19 Mar - 20 Mar

"Perfect location and super clean"

RM799 total

includes taxes & fees

26 Mar - 27 Mar

"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. "

RM1,387 total

includes taxes & fees

17 Mar - 18 Mar

"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "

RM2,130 total

includes taxes & fees

13 Mar - 14 Mar

"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."

RM2,343 total

includes taxes & fees

10 Apr - 11 Apr

"Property was adorable and the staff very pleasant and helpful!! "

RM1,424 total

includes taxes & fees

13 Mar - 14 Mar

"private and elegant"

RM1,475 total

includes taxes & fees

9 Apr - 10 Apr

"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"

RM1,559 total

includes taxes & fees

7 Apr - 8 Apr

"I stayed for a weekend trip as a short romantic getaway. I booked a bungalow that was not part of the main building. While I don't expect everything to be perfect, there were definitely a lot of flaws that could be improved. I liked the room, however, the pillows on the bed were extremely uncomfortable. My partner and I both agreed this was the worst night's sleep we've ever had. The room smelled kind of musty. The bedroom door and shower door struggled to close because they kept getting caught...

RM963 total

includes taxes & fees

26 Mar - 27 Mar

"Beautiful property and amazing staff, I will definitely be back soon!"

RM2,219 total

includes taxes & fees

1 Apr - 2 Apr

"Topping Rose House is beautiful, and the staff is excellent. I am looking forward to returning on my next visit"

RM2,007 total

includes taxes & fees

13 Mar - 14 Mar

"location, walkable. could have better coffee"

RM797 total

includes taxes & fees

21 Mar - 22 Mar

"Lovely inn, with very accommodating staff. "

RM1,508 total

includes taxes & fees

16 Mar - 17 Mar

"Thoroughly enjoyed my stay at Baron's Cove. I stayed late February so the pool was closed, but this was expected. It's a motel style hotel where your door opens to the outside, but given the location of the hotel i felt perfectly safe. The Staff were fantastic, and always helpful. The breakfast was first class too. Sag Harbor is such an iconic place within the Hamptons and this hotel is just as iconic in my eyes. The decor, is photo-worthy. I certainly hope to come back again soon!"

RM1,044 total

includes taxes & fees

26 Mar - 27 Mar

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Find out more about The Heights

The Heights hotels information

Number of reviews	2,331
Accommodation	3,955 hotels
Lowest Price	RM460
Highest Price	RM3,064

Recent Reviews in The Heights

5/5 Excellent

"Lovely property .... The dinner was great . Room service was very convenient and fast . The spa was wonderful Justine was amazing with the massage I felt so relaxed after. Our pedicures the next day were equally amazing, my feet are so soft and clean my polish is neat. I will definitely be back for a massage and relaxing overnight trip . "

A verified traveller stayed at Water's Edge Resort & Spa

Posted 2 days ago