Pine Island Vacations from $296

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Your Pine Island Vacation

Book a Pine Island vacation package and discover the atmosphere and rhythm of this fascinating neighborhood. With all your travel plans taken care of, the only thing you need to worry about here is having a good time. Your trip to Pine Island has to include some sightseeing. Make sure you visit popular attractions nearby such as Currituck Golf Club. Don't just imagine it — turn it into a reality! Reserve your ideal Pine Island vacation with Expedia and travel your way.

The Latest Pine Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $441, price is now $296 per person
$296
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,006 reviews)
The staff members were really kind. It was clean . I would definitely stay here again. I enjoyed my stay.

Reviewed on Aug 24, 2025

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $1,039, price is now $607 per person
$607
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9/10 Wonderful! (1,753 reviews)
Its right on the beach. Definitely recommend. Friendly staff. Especially Bud and Lily even displayed my birthday wishes on hotel board. Had a great experience. Breakfast was decent with many options.

Reviewed on Aug 26, 2025

Beach Quarters Resort

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $469, price is now $309 per person
$309
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,661 reviews)
Very beautiful space, very thin walls

Reviewed on Aug 26, 2025

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $722, price is now $486 per person
$486
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,005 reviews)
We want commend Thomas at the front desk. Very friendly and helpful. He made our stay

Reviewed on Aug 23, 2025

Ocean Sands Beach Boutique Inn - Stay At the Beach

Ocean Sands Beach Boutique Inn - Stay At the Beach

2 out of 5
Price was $479, price is now $335 per person
$335
per person
Oct 11 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
7.4/10 Good! (1,001 reviews)
This is a great little Inn. It seems to still have renovations. It was clean. The doors were a concern for me. Didn’t feel secure but I didn’t see it as a problem. The water was turned off by the city and I wasn’t able to have a shower. This would have been something to inform the guests with prior to arrival or at least the morning of.

Reviewed on Feb 28, 2025

Where to stay in Pine Island

Find the best Pine Island areas and neighborhoods for the activities you enjoy most. Learn more about Pine Island
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Whalehead Beach

2 out of top 10 points of interest in this area
5/5(1 area review)

While visiting Whalehead Beach, you might make a stop by sights like Currituck Beach and Corolla Beach.

Find hotels in Whalehead Beach

Pine Island Hotel Deals

Hampton Inn & Suites Outer Banks/ Corolla

Hampton Inn & Suites Outer Banks/ Corolla

2.5 out of 5
333 Audubon Dr, Corolla, NC
$173 nightly
The price is $195 total per night from Sep 21 to Sep 22
$195 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"staff very professional"

Reviewed on Aug 20, 2025

Hampton Inn & Suites Outer Banks/ Corolla
🌊 Ultra-Luxury OCEANFRONT | Private Heated Pool🏖️Hot Tub & Unmatched Views!

🌊 Ultra-Luxury OCEANFRONT | Private Heated Pool🏖️Hot Tub & Unmatched Views!

Corolla
10/10 Exceptional! (9 reviews)
"The location and ammenties combine to make this a wonderful place to call home when visiting the outerbanks."

Reviewed on Jun 18, 2025

Get rates
🌊 Ultra-Luxury OCEANFRONT | Private Heated Pool🏖️Hot Tub & Unmatched Views!
Travelodge by Wyndham Outer Banks/Kill Devil Hills

Travelodge by Wyndham Outer Banks/Kill Devil Hills

2 out of 5
804 North Virginia Dare Trail, NC 12, Kill Devil Hills, NC
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $114 total per night from Sep 2 to Sep 3
$114 total
Sep 2 - Sep 3
Total with taxes and fees
7.6/10 Good! (1,004 reviews)
"Thank you. Hope to stay again in the near future"

Reviewed on Aug 20, 2025

Travelodge by Wyndham Outer Banks/Kill Devil Hills
See all 5,240 properties in Pine Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Pine Island

A day at the Beach - a watchful Lifeguard keeping an eye on the people in the surf!

Currituck Beach

If a restful vacation is part of your travel plans, Currituck Beach might be the perfect place to seek out during your trip to Whalehead Beach.

Currituck Beach
Sunset

Currituck Beach Lighthouse

Learn about the local history of Corolla when you take a trip to Currituck Beach Lighthouse. Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.

Currituck Beach Lighthouse

Currituck Outer Banks Visitor's Center

Currituck Outer Banks Visitor's Center is just one of the places to see in Corolla, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this relaxing area.

Currituck Outer Banks Visitor's Center
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.