Pinehurst Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Our guide on 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

Though Oakland Hills may not have many top sights, you can venture to the surrounding area to see attractions like Don Pedro Island Beach and Stump Pass Beach State Park.

Find hotels in Oakland Hills

Our pick of the best 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 NZ$494 per night from 13 Apr to 14 Apr
NZ$494
13 Apr - 14 Apr
includes taxes & fees
9.2/10 Wonderful! (2,287 reviews)
Great food court.

Reviewed on 30 Mar 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 NZ$191 per night from 26 Apr to 27 Apr
NZ$191
26 Apr - 27 Apr
includes taxes & fees
7.8/10 Good! (1,005 reviews)
The breakfast was good

Reviewed on 30 Mar 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 NZ$425 per night from 26 Apr to 27 Apr
NZ$425
26 Apr - 27 Apr
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 29 Mar 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites
See all 6,285 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 holiday 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 holiday packages promise plenty of savings for the savvy traveller. 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 holiday 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 holiday?
To bag discount prices, book early. Airlines typically release flights, along with some of the lowest fares, nearly 12 months in advance. Hotels, car holiday 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 holiday 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 holiday 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.