Pinehurst Vacations

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    Save up to ￥45,448 when you book a flight and hotel together*

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Where to stay in Pinehurst

Find the best Pinehurst areas and neighborhoods for the activities you enjoy most. Learn more about Pinehurst
A large alligator, lying to the left, right side visible, sprawled out in the green grass next to Lake Apopka, its front leg back and its hind leg stretched all the way out.

Oakland Hills

When in Oakland Hills, you can plan a visit to Don Pedro Island Beach and Stump Pass Beach State Park, some noteworthy sights in the nearby area.

Find hotels in Oakland Hills

Pinehurst Hotel Deals

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

4 out of 5
5500 Sunseeker Way Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is ￥31,118 per night from Apr 16 to Apr 17
￥31,118
￥42,933 total
Apr 16 - Apr 17
includes taxes & fees
9.2/10 Wonderful! (2,289 reviews)
Yes

Reviewed on Mar 30, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Days Inn by Wyndham Port Charlotte/Punta Gorda

Days Inn by Wyndham Port Charlotte/Punta Gorda

3 out of 5
1941 Tamiami Trl Port Charlotte FL
Fully refundableReserve now, pay when you stay
The price is ￥15,512 per night from Apr 28 to Apr 29
￥15,512
￥17,373 total
Apr 28 - Apr 29
includes taxes & fees
7.8/10 Good! (1,005 reviews)
The breakfast was good

Reviewed on Mar 30, 2026

Days Inn by Wyndham Port Charlotte/Punta Gorda
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
1200 W Retta Esplanade Punta Gorda FL
Fully refundableReserve now, pay when you stay
The price is ￥34,929 per night from Apr 26 to Apr 27
￥34,929
￥39,120 total
Apr 26 - Apr 27
includes taxes & fees
9.8/10 Exceptional! (1,146 reviews)
The suite was very spacious and clean. Very convenient location to dining and shopping. Quiet during the evening hours too. Loved the tiki bar with live music in the evening.

Reviewed on Mar 29, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites
See all 6,305 properties in Pinehurst
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

How much does a Pinehurst vacation package cost?
Starting from an incredible , you can build your own Pinehurst package the way you want. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Pinehurst?
Our Pinehurst vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply bundle your hotel, flights and extras (including activities) into a budget-friendly package. But great bargains are just the beginning of your next big adventure. When you book with Expedia, and you'll have over 550 airlines and 1,000,000 hotels across the globe to pick from. Whatever your budget or style, there's a vacation package here just for you.
What are the top hotels in Pinehurst?
Private Oasis With Heated Pool and Newly Renovated Villa On Pinemoor Golf Course are a couple of the most sought-after properties in Pinehurst. Why not check out the facilities and rates at each and then make a decision?
How far in advance should I book my Pinehurst vacation?
To bag discount prices, book early. Airlines typically release flights, along with some of the lowest fares, nearly 12 months in advance. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway to Pinehurst, there are always lots of great deals to be had on Expedia. Check them out now!
What does an Expedia Pinehurst travel package include?
It depends on what type of getaway you have in mind. Pinehurst travel deals can include hotels, car rentals and flights. You can mix and match to find the bundle that suits your style and budget. You can also add on experiences and activities after you've booked to get even bigger discounts.
Can I choose my airline with a Pinehurst Expedia vacation package?
Yes, you're in charge. We offer more than 550 partner airlines throughout the world, so you can customize your Pinehurst adventure according to your style and budget.
If I'm not able to travel, can I cancel my Pinehurst vacation package?
If your travel plans in Pinehurst have been upended, it's comforting to know that you can amend or cancel your booking. If you booked less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge a fee. For more details, visit our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.