Pinehurst Holidays

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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 AU$351 per night from 21 May to 22 May
AU$351
21 May - 22 May
includes taxes & fees
9.2/10 Wonderful! (2,535 reviews)
Todo está en su sitio buena comida, las piscina geniales

Reviewed on 1 May 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Sleep Inn & Suites Port Charlotte - Punta Gorda

Sleep Inn & Suites Port Charlotte - Punta Gorda

2.5 out of 5
806 Kings Hwy Port Charlotte FL
Fully refundableReserve now, pay when you stay
The price is AU$100 per night from 28 May to 29 May
AU$100
28 May - 29 May
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
clean room staff was great breakfast was great parking is free

Reviewed on 1 May 2026

Sleep Inn & Suites Port Charlotte - Punta Gorda
Inn at the Beach

Inn at the Beach

3 out of 5
725 West Venice Avenue Venice FL
Fully refundableReserve now, pay when you stay
The price is AU$273 per night from 10 May to 11 May
AU$273
10 May - 11 May
includes taxes & fees
9.8/10 Exceptional! (1,000 reviews)
The hotel is easy to get to and just across the street from the beach. The room was spotless and well maintained. Besides a microwave and mini fridge it also had a toaster and dishes.

Reviewed on 1 May 2026

Inn at the Beach
See all 6,119 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
All Inclusive Holidays
Cheap Holidays
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beach holidays
Beach Holidays
Beach Holidays

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.