Pineland Vacations from $433

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The Latest Pineland vacation packages

Price found within the past 48 hours. Click for updated prices.
Bay Breeze Premium Apartments By Eskape Collection

Bay Breeze Premium Apartments By Eskape Collection

4 out of 5
Price was $1,018, price is now $433 per person
$433
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.6/10 Excellent! (189 reviews)
From the very efficient and effective check in, courteous customer service, and spotless room, our stay was great from the beginning. The place was spacious and modern. There was a big wrap around balcony (we had the two bedroom), and large kitchen. Even a washer and dryer. The only cons were the water pressure in the bathroom sink, and after a certain time, you cannot get more towels. House cleaning is "ask if you want", its not every day. For us we liked our privacy, so this worked for us. Another thing we loved was the quiet. The views were ok. Go ahead and book, you will not regret.

Reviewed on Dec 8, 2025

The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was $2,316, price is now $1,058 per person
$1,058
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Incredible staff, very attentive and from start to check out. The hotel is spotless and smells so lovely! Didn't get to use the pool because of the weather but it looked very inviting. Thanks for a lovely stay.

Reviewed on Dec 10, 2025

Fairmont Miramar Bungalows

Fairmont Miramar Bungalows

5 out of 5
Wilshire Montana
Price was $3,161, price is now $1,460 per person
$1,460
per person
Feb 15 - Feb 19
found 23 hours ago
Roundtrip flight included
New York (NYC) to Los Angeles (LAX)
7.4/10 Good! (11 reviews)
Clean, quiet, beautiful landscaping and prime location.

Reviewed on Dec 2, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,098, price is now $511 per person
$511
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Beautiful balcony and porch views.

Reviewed on Dec 8, 2025

Solara Surfside

Solara Surfside

3.5 out of 5
Price was $1,365, price is now $646 per person
$646
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8.4/10 Very Good! (44 reviews)
What I love about this hotel is the beach and the Location

Reviewed on Jul 18, 2025

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Pineland Hotel Deals

Best Western Inn Of Jasper

Best Western Inn Of Jasper

2.5 out of 5
205 W Gibson Street Jasper TX
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Jan 1 to Jan 2
$90 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
7.2/10 Good! (557 reviews)
The toilet is not clean the water from toilet is brown

Reviewed on Nov 29, 2025

Best Western Inn Of Jasper
Cypress Bend Resort, a Wyndham Hotel

Cypress Bend Resort, a Wyndham Hotel

3.5 out of 5
2000 Cypress Bend Pkwy Many LA
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $108 total per night from Dec 21 to Dec 22
$108 total
Dec 21 - Dec 22
Total with taxes and fees
7.8/10 Good! (596 reviews)
Great staff, service and facility

Reviewed on Dec 3, 2025

Cypress Bend Resort, a Wyndham Hotel
Super 8 by Wyndham Jasper TX

Super 8 by Wyndham Jasper TX

2 out of 5
2100 N Wheeler Jasper Jasper TX
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $69 total per night from Dec 22 to Dec 23
$69 total
Dec 22 - Dec 23
Total with taxes and fees
7.2/10 Good! (331 reviews)
Everything,room was very clean and nice,desk clerk was very nice, breakfast was good also, everything new and there was a full size fridge, would recommend to family and friends, will be staying here every time I am visiting Jasper

Reviewed on Nov 26, 2025

Super 8 by Wyndham Jasper TX
See all 452 properties in Pineland
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.

Find the Best Pineland Vacation Packages

Pineland Essential Information

Language
English
Currency
U.S dollars
Population
810
Top Sights
Remembering Columbia Museum and Red Hills Lake

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Frequently asked questions

How much does a Pineland vacation package cost?
You can snap up a vacation package to this destination from $433 on Expedia. However, how much your vacation to Pineland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Pineland?
You're likely to find lower rates and greater availability in December, January and February. Check out our cheap Pineland vacation packages and you could score some great off-season discounts.
How many days is enough for Pineland?
The ideal length for your Pineland vacation depends on what you'd like to do. Usually, a few days to a week will give you plenty of time to hit all the top sights and discover some hidden gems along the way.
How to find the best Pineland package deals?
Use Expedia's filters to find some unbeatable Pineland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Pineland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book a Pineland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Pineland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Pineland?
If you're planning a spontaneous Pineland getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Pineland vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Pineland break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.