Hotels with Pool & Resorts in Shelter Island Heights from NZ$155
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28 Aug - 30 AugOur top choices for Shelter Island Heights hotels with a pool
1. The Pridwin Hotel
The Pridwin HotelShelter Island Heights
- Splash into coastal luxury at this beachfront hotel with a seasonal pool, spa, and private beach access.
NZ$1,139
includes taxes & fees
14 Sept - 15 Sept
2. Shelter Island House
Shelter Island HouseShelter Island Heights
- Relaxing seasonal pool oasis beckons at this Shelter Island retreat, where a poolside bar enhances sun-drenched afternoons.
NZ$613
includes taxes & fees
17 Aug - 18 Aug
3. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
- Charming B&B features seasonal outdoor pool and free bicycle rentals for guests.
NZ$608
includes taxes & fees
17 Aug - 18 Aug
4. The Harbor Front Inn
The Harbor Front InnGreenport
- Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
NZ$596
includes taxes & fees
8 Sept - 9 Sept
5. Sound View Greenport
Sound View GreenportGreenport
- Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
NZ$657
includes taxes & fees
10 Sept - 11 Sept
NZ$623
includes taxes & fees
13 Sept - 14 Sept
7. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
- Unwind in a beachfront haven with a refreshing seasonal pool, comfortable loungers, and breathtaking sunset views.
NZ$746
includes taxes & fees
7 Sept - 8 Sept
8. Oyster Estate
Oyster EstateGreenport
- Dive into summer vibes at this hip pool escape where loungers beckon and relaxation flows freely.
NZ$690
includes taxes & fees
14 Sept - 15 Sept
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Top Shelter Island Heights Hotel Reviews
The Atlantic Hotel
10/10 Excellent
"Booking process was very simple and easy"
Ocean Resort Inn
10/10 Excellent
"Fantastic place with a good location within town and walking distance to all shops and local restaurants. Rooms are modern and immaculate. Walls are thick enough where you don’t hear your neighbor which was a pleasant surprise. Cute sitting areas outside the rooms. The pool is large and the area is spacious and relaxing. Staff was extremely friendly and the price was not bad for the location. A little more of an ocean view would be nice, but one would have to pay a lot more for a true ocean view. I would definitely stay again!"
Hampton's Vacation Inn
10/10 Excellent
"Perfect little spot in Hamptons Bay!"
Water's Edge Resort & Spa
8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Montauk Yacht Club
10/10 Excellent
"The best place we have stayed at in Montauk so far!"
Kenny's Tipperary Inn
8/10 Good
"we like the location near the bay and the sunset however, we were not happy about having trash cans outside of our front door and the brooms too. Staff was very nice we would stay there again"
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