Browse Shelter Island Heights Condos for Rent

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Condo Rentals in Shelter Island Heights

Driftwood Resort

Driftwood Resort

3.5 out of 5
2178 Montauk Highway, Montauk, NY
The price is AU$488 per night from 3 Sept to 4 Sept
AU$488
3 Sept - 4 Sept
includes taxes & fees
When you stay at Driftwood Resort in Montauk, you'll be on the beach, within a 10-minute walk of The Hamptons Beaches and Hither Hills State Park.
Driftwood Resort
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>

Montauk
When you stay at this condo in Montauk, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.<br>
Amazing Location 2-bedroom Townhouse - Sleeps 8

Amazing Location 2-bedroom Townhouse - Sleeps 8

Montauk
When you stay at this condo in Montauk, you'll be on the beach, a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point.
Amazing Location 2-bedroom Townhouse - Sleeps 8
Save an average of 15% on thousands of hotels when you're signed in
Brand New Waterfront - Chic & Sophisticated

Brand New Waterfront - Chic & Sophisticated

Montauk
With a stay at this condo in Montauk (Culloden Shores), you'll be within a 15-minute drive of The Hamptons Beaches and Montauk Point Lighthouse.
Brand New Waterfront - Chic & Sophisticated
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!

Montauk
When you stay at this condo in Montauk, you'll be on the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point.
Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!
Canoe Place Waterfront Residences

Canoe Place Waterfront Residences

4 out of 5
239 E Montauk Hwy, Hampton Bays, NY
When you stay at Canoe Place Waterfront Residences in Hampton Bays, you'll be on the beach, within a 15-minute walk of The Hamptons Beaches and Meschutt ...
Canoe Place Waterfront Residences
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE

Montauk
When you stay at this condo in Montauk, you'll be on the beach, a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point Lighthouse.
PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE
Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo

Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo

Montauk
The price is AU$1,267 per night from 3 Sept to 4 Sept
AU$1,267
3 Sept - 4 Sept
includes taxes & fees
When you stay at this condo in Montauk, you'll be on the beach, a 1-minute drive from The Hamptons Beaches and 10 minutes from Montauk Point Lighthouse.
Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Montauk
The price is AU$942 per night from 17 Aug to 18 Aug
AU$942
17 Aug - 18 Aug
includes taxes & fees
With a stay at this condo, you'll be centrally located in Montauk, a 2-minute drive from The Hamptons Beaches and 11 minutes from Montauk Point Lighthouse.
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Don't see what you're looking for?
See all available properties in Shelter Island Heights
View all properties
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.

Shelter Island Heights Condo Rentals essential information

Accommodation
49 Condo Rentals
Lowest Price
AU$488
Highest Price
AU$1,267
Popular accommodation
Driftwood Resort, Updated Modern Waterfront condo with private beach, pool, tennis, pier & more.
, Amazing Location 2-bedroom Townhouse - Sleeps 8, Brand New Waterfront - Chic & Sophisticated, Newly Renovated Montauk Oceanfront Condo- steps to Beach, Fishing, Golf, & Town!, Canoe Place Waterfront Residences, PERFECT, BEAUTIFULLY NEWLY DESIGNED 1,000 FT. MONTAUK OCEANFRT 3-LEVEL TOWNHOUSE, Ocean Breezes & Resort Comfort – Montauk 2BR Surf Club Condo, Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound

Top trending hotels in Shelter Island Heights

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road, Shelter Island Heights, NY
With a stay at The Pridwin Hotel in Shelter Island Heights, you'll be near the bay, just a 1-minute walk from Crescent Beach and 11 minutes by foot from Sunset ...
The Pridwin Hotel
The Chequit

The Chequit

3 out of 5
23 Grand Ave, Shelter Island Heights, NY
With a stay at The Chequit in Shelter Island Heights (The Heights), you'll be within a 5-minute drive of Shelter Island Country Club and Sylvester Manor.
The Chequit
Marram

Marram

4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is AU$869 per night from 2 Sept to 3 Sept
AU$869
2 Sept - 3 Sept
includes taxes & fees
When you stay at Marram in Montauk, you'll be on the beach, within a 5-minute drive of South Edison Beach and Ditch Plains Beach.
Marram
Save an average of 15% on thousands of hotels when you're signed in
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

3 out of 5
727 Old Montauk Highway, Montauk, NY
When you stay at Beachcomber Resort at Montauk in Montauk, you'll be near the beach, within a 15-minute drive of The Hamptons Beaches and Montauk Point ...
Beachcomber Resort at Montauk
Don't see what you're looking for?
See all available properties in Shelter Island Heights
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.