Pinehurst Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £335 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

    Packages with flights are ATOL protected

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

Top hotels in Pinehurst

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 £214 per night from 15 Apr to 16 Apr
£214
15 Apr - 16 Apr
includes taxes & fees
9.2/10 Wonderful! (2,260 reviews)
They didn't have any regular coffee for the keurig in the room. We were promised we'd have it the next morning, but we didn't. If course they were happy to sell us coffee downstairs. But that's my only complaint. It's a beautiful resort

Reviewed on 28 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 £76 per night from 26 Apr to 27 Apr
£76
26 Apr - 27 Apr
includes taxes & fees
7.8/10 Good! (1,003 reviews)
Everything was great

Reviewed on 27 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 £184 per night from 26 Apr to 27 Apr
£184
26 Apr - 27 Apr
includes taxes & fees
9.8/10 Exceptional! (1,144 reviews)
Fully stocked kitchen. Beautiful views of Charlotte Harbor. Front desk is always friendly and accommodating. Great restaurants and shopping. We love relaxing at the tiki bar for sunsets.

Reviewed on 27 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Pinehurst travel package cost?
Perhaps less than you might think — from a tempting , in fact! By combining hotels, flights and car rentals into a tailor-made travel package, your trip to Pinehurst is just a few clicks away.
If I'm not able to travel, can I cancel my Pinehurst travel package?
Certainly, and we're here to help. You may be able to cancel or amend your Pinehurst travel package for free within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your circumstances unexpectedly change, have a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Pinehurst?
One of the easiest ways to save money (and time) is to combine your bookings with Expedia. Flights, hotels, rental cars and activities — we've got it all. Pick the combination that suits you and watch your savings pile up. We know a travel package is never a one-size-fits-all. That's why we offer more than 550 airlines and 1,000,000 properties from all over the world, which lets you customize your Pinehurst holiday.
Does Expedia offer Book Now, Pay Later Pinehurst holidays?
Expedia has joined forces with online lender Klarna to make your next break easier on your hip pocket. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all types of budgets, so you can have that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

What are the top hotels in Pinehurst?
Your Holiday In Charm Rotonda West Home and Spacious Home With Everything You Will Need For Your Stay are two of the most sought-after hotels in Pinehurst. Why not check out the rates and amenities at each and then decide?
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 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?
Select from any combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your fare class? That's also easy to do. The choice is yours when it comes to creating your ideal Pinehurst getaway.
What should I know before booking a Pinehurst travel package?
So many places to travel to, so many things to see and do. With a package, you can check more of them off your list. Bundle your flights, rental cars and hotels and enjoy big savings.
Can I choose my airline with a Pinehurst Expedia travel package?
Yes, you sure can. We offer more than 550 airline partners around the world, so fly with the carrier that matches your travel preferences.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.