Book Hotels in Head of the Harbor, NY

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Top Head of the Harbor hotels

The Bella Vista St James! Waterfront house with a beach dock and so much more!

The Bella Vista St James! Waterfront house with a beach dock and so much more!

Saint James NY
$1,780 nightly
The price is $2,034 total per night from Jan 6 to Jan 7
$2,034 total
Jan 6 - Jan 7
Total with taxes and fees
This vacation home features a gym and a hot tub. A garden, laundry facilities, and barbecue grills are also on offer.
This property is beautiful and the host was very responsive. We were in town for a funeral so unfortunately wasnt able to enjoy the house as much as I would have liked to. The view is breathtaking, we saw deer, wild turkeys, swans and more. I would suggest kids 8 would be better suited. I had to ...

Reviewed on Aug 10, 2025

Opens in a new windowThe Bella Vista St James! Waterfront house with a beach dock and so much more!
Hampton Inn Long Island-Brookhaven

Hampton Inn Long Island-Brookhaven

2.5 out of 5
2000 North Ocean Ave. Farmingville NY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $121 total per night from Jan 15 to Jan 16
$121 total
Jan 15 - Jan 16
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free buffet ...
The room was perfect and quiet for our week long stay. Staff was very attentive and breakfast was delicious.

Reviewed on Dec 30, 2025

Opens in a new windowHampton Inn Long Island-Brookhaven
Hampton Inn Long Island/Islandia

Hampton Inn Long Island/Islandia

2.5 out of 5
1600 Veterans Memorial Hwy Islandia NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from Jan 25 to Jan 26
$106 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Self parking, a 24-hour business ...
The front desk lady was super nice and very accommodating! The cleaning staff was awesome!

Reviewed on Jan 2, 2026

Opens in a new windowHampton Inn Long Island/Islandia
Best Western Premier Plainview-Long Island Hotel

Best Western Premier Plainview-Long Island Hotel

3 out of 5
333 S Service Rd Plainview NY
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $156 total per night from Jan 12 to Jan 13
$156 total
Jan 12 - Jan 13
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Room was clean

Reviewed on Jan 4, 2026

Opens in a new windowBest Western Premier Plainview-Long Island Hotel
Hyatt Regency Long Island

Hyatt Regency Long Island

4 out of 5
1717 Motor Parkway Hauppauge NY
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $170 total per night from Jan 18 to Jan 19
$170 total
Jan 18 - Jan 19
Total with taxes and fees
A golf course, 2 outdoor tennis courts, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business ...
Hotel is clean, staff is friendly, restaurant is very good

Reviewed on Jan 1, 2026

Opens in a new windowHyatt Regency Long Island
 Holiday Inn Express Hauppauge-Long Island

Holiday Inn Express Hauppauge-Long Island

2.5 out of 5
2050 Express Dr S Hauppauge NY
Fully refundable
$119 nightly
The price is $136 total per night from Jan 6 to Jan 7
$136 total
Jan 6 - Jan 7
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy ...
The coffee maker was broken and I choose to mention that now instead of call housekeeping. I expect inspected rooms before arrival.

Reviewed on Jan 1, 2026

Opens in a new window Holiday Inn Express Hauppauge-Long Island
Days Inn by Wyndham Woodbury Long Island

Days Inn by Wyndham Woodbury Long Island

2.5 out of 5
8030 Jericho Tpke Woodbury NY
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Jan 19 to Jan 20
$112 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling for business? Take advantage of the 24-hour business center, ...
Rooms are always clean, hotel is in a very convenient location.

Reviewed on Jan 1, 2026

Opens in a new windowDays Inn by Wyndham Woodbury Long Island
La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport

3 out of 5
10 Aero Rd Bohemia NY
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Jan 7 to Jan 8
$108 total
Jan 7 - Jan 8
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free airport shuttle. Traveling on business? Take ...
Grea!!!

Reviewed on Jan 3, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Islip - MacArthur Airport
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
Fully refundable
$104 nightly
The price is $119 total per night from Jan 11 to Jan 12
$119 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
great

Reviewed on Jan 1, 2026

Opens in a new windowRadisson Hotel Hauppauge-Long Island
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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.

Frequently asked questions

What are the top kid-friendly hotels in Head of the Harbor?
Take some of the struggles out of traveling with kids by choosing a family-friendly Head of the Harbor hotel. From useful amenities to extra-helpful services, these properties come with perks that'll make your visit run smoothly: You'll be well looked after at Three Village Inn. It comes with a nearby beach, front desk services and a commitment to making families feel at home. Room for rent in safe house surrounded by nature w/ private beach 8 min away! is also a great choice. After a long day of exploring, come home to your comfortable room and amenities like pet-friendly facilities and internet access.
Where can I find cheap hotels in Head of the Harbor?
At Travelocity you'll find really nice hotels in Head of the Harbor at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Head of the Harbor rather than in Head of the Harbor. We may find you even better rates, too.
How do I find the best Head of the Harbor hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Head of the Harbor then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Head of the Harbor?
The cheapest hotel in Head of the Harbor is $106. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Head of the Harbor?
There are 1,096 hotels in Head of the Harbor on Travelocity.
What are the best hotels in Head of the Harbor?
Head of the Harbor has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Head of the Harbor for you!
When is the best time to visit Head of the Harbor?
If you want the joy of a fun-filled trip in peak season, visit Head of the Harbor during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
When is the cheapest time to stay in Head of the Harbor?
Based on historic data is usually the cheapest month to visit Head of the Harbor. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Head of the Harbor?
There are multiple hotels in Head of the Harbor that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Head of the Harbor. We have plenty of kid-friendly hotels in Head of the Harbor to choose from on Travelocity!
Why book a hotel in Head of the Harbor through Travelocity?
Because we have the top hotels in Head of the Harbor! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Head of the Harbor on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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