Pinecrest Vacations from $316

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Your Pinecrest Vacation

Say farewell to the hassle of planning and hello to a Pinecrest vacation package. With everything organized before you take off, you can focus on discovering this city, starting with Coconut Grove, which is great for cafes, watersports and shopping. Love to explore your surroundings? University of Miami, Dadeland Mall and Santas Enchanted Forest are some of the top-rated places to visit during a trip to Pinecrest. Expedia has what you need to escape the everyday. Tailor your vacation to Pinecrest to suit your style of travel, whatever that may be!

The Latest Pinecrest vacation packages

Price found within the past 48 hours. Click for updated prices.
Hollywood by the Sea Hotel

Hollywood by the Sea Hotel

3 out of 5
Hollywood Beach
Price was $1,084, price is now $316 per person
$316
per person
Jan 12 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
7.6/10 Good! (349 reviews)
Pictures were a bit deceiving. Floors were sticky and felt a little unclean. We arrived at night and it felt a little unsafe. And we were charged extra $19 that we are refuting. But the proximity to the beach can’t be beat! The sunrise was beautiful!

Reviewed on Oct 25, 2025

Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $2,816, price is now $1,136 per person
$1,136
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Beautiful balcony and porch views.

Reviewed on Dec 8, 2025

Beach Place Hotel

Beach Place Hotel

2 out of 5
North Beach
Price was $1,174, price is now $530 per person
$530
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
The receptie lady was very helpful en kind!

Reviewed on Dec 9, 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 $1,933, price is now $912 per person
$912
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Incredible service!!!!

Reviewed on Dec 7, 2025

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $26,935, price is now $13,005 per person
$13,005
per person
Feb 2 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
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Discover the most popular places to visit in Pinecrest

Port of Miami

Port of Miami

4/5(7,948 reviews)

Explore the waterfront in Miami Beach with a trip to Port of Miami. Amble around this vibrant area's beautiful beaches and enjoy its top-notch restaurants.

Port of Miami
Ocean Drive

Ocean Drive

4.5/5(8,387 reviews)

Miami’s famous strip is not only a gathering point for partiers but well worth the visit for lovers of 1920s art deco architecture.

Ocean Drive
Dolphin Mall

Dolphin Mall

4.5/5(2,877 reviews)

You can browse for souvenirs when you visit Dolphin Mall, a favorite shopping spot in Miami. Amble around this vibrant area's picturesque gardens or attend a sporting event.

Dolphin Mall

What to do in Pinecrest

Official Miami Millionaires Sightseeing Cruise

Miami Millionaires Sightseeing Cruise

$18
per adult
88% of travellers recommend
Miami Millionaires Sightseeing Cruise
Miami Skyline Cruise of Millionaire's Homes and Biscayne Bay

Miami Skyline Cruise of Millionaire's Homes with A/C

$28
per adult
Miami Skyline Cruise of Millionaire's Homes with A/C
Miami: Off-Road ATV Guided Tour

Miami: Off-Road ATV Guided Tour

$15
per adult
74% of travellers recommend
Miami: Off-Road ATV Guided Tour
See all activities in Pinecrest

Pinecrest Hotel Deals

DoubleTree by Hilton Hotel Miami Airport & Convention Center

DoubleTree by Hilton Hotel Miami Airport & Convention Center

4 out of 5
711 NW 72nd Ave Miami FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Dec 16 to Dec 17
$138 total
Dec 16 - Dec 17
Total with taxes and fees
7.2/10 Good! (3,400 reviews)
Clean, nice. The staff is amazing

Reviewed on Dec 7, 2025

DoubleTree by Hilton Hotel Miami Airport & Convention Center
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
4441 Collins Avenue Miami Beach FL
$442 nightly
The price is $504 total per night from Dec 14 to Dec 15
$504 total
Dec 14 - Dec 15
Total with taxes and fees
8.2/10 Very Good! (7,414 reviews)
EVERYTHING... EVERYBODY WAS NICE AND THE HOTEL WAS CLEAN AND HAS EVERYTHIN THERE

Reviewed on Dec 8, 2025

Fontainebleau Miami Beach
Park Central South Beach

Park Central South Beach

4 out of 5
640 Ocean Dr Miami Beach FL
Fully refundableReserve now, pay when you stay
$186 nightly
The price is $212 total per night from Dec 17 to Dec 18
$212 total
Dec 17 - Dec 18
Total with taxes and fees
8.6/10 Excellent! (486 reviews)
The place was accommodating staff was helpful

Reviewed on Dec 7, 2025

Park Central South Beach
See all 11,448 properties in Pinecrest
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 Pinecrest Vacation Packages

Pinecrest Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Miami Intl. Airport (MIA)
Population
19,500
Max Temp Winter
75ºF
Max Temp Summer
90ºF
Top Sights
Zoo Miami, Miami Seaquarium and Phillip and Patricia Frost Museum of Science

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Frequently asked questions

How much does a Pinecrest vacation package cost?
Offering excellent value package deals from $316 on Expedia, you'll be surprised at how little a vacation to Pinecrest costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Pinecrest?
You can generally find lower rates and better availability in September, October and December. Check out our cheap Pinecrest vacation packages and you could get some great off-season discounts.
How many days is enough for Pinecrest?
Usually, a handful of days is enough to go to the major attractions during your Pinecrest vacation. However, if you'd like to have more time to relax or go on day trips, consider extending your trip.
Is it worth booking a vacation package to Pinecrest?
It's easy to see why a Pinecrest vacation is on the must-do list of many travelers. Major attractions like Pinecrest Gardens are just the start of what you can explore here.
How to find the best Pinecrest package deals?
Use Expedia's filters to help you find some terrific Pinecrest package deals. When you start 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 adventure for midweek, or browse for Pinecrest package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Pinecrest vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still get the flexibility to create a tailored Pinecrest vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Pinecrest?
If you have your Pinecrest travel dates locked in, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Pinecrest vacation packages?
If you're like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Pinecrest vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.