Live Oak Vacations from $459

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Your Live Oak Vacation

With a reputation for its laid-back lifestyle and small-town feel, Live Oak is a fabulous getaway destination. Book one of our Live Oak vacation packages and immerse yourself in all that this fascinating city has to offer. Make your trip to Live Oak even more exciting by going sightseeing. Santa Cruz Beach Boardwalk, University of California, Santa Cruz and Natural Bridges State Park are among the leading attractions worth exploring. Stop daydreaming and start doing. Explore the range of options on Expedia today and finally put your Live Oak vacation plans into action!

The Latest Live Oak vacation packages

Price found within the past 48 hours. Click for updated prices.
Uptown Oasis San Jose Airport

Uptown Oasis San Jose Airport

3 out of 5
Rosemary
Save 100% on your flight
Price was $696, price is now $459 per person
$459
per person
Jul 20 - Jul 24
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
8/10 Very Good! (699 reviews)
Very cool retro. Felt like I stepped back into the 50's (though I wasn't alive then). Tiki style bar. Old school motel-restaurant. With s tropical vibe. Breakfast was good and a good price. Great staff.

Reviewed on May 6, 2026

@ Marbella Lane - 3BR Designer Near Valley Fair

@ Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Save 100% on your flight
Price was $3,060, price is now $1,943 per person
$1,943
per person
Jul 20 - Jul 24
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews
@ Marbella Lane - SJ Designer Home 3BR Ldry+p

@ Marbella Lane - SJ Designer Home 3BR Ldry+p

3 out of 5
Save 100% on your flight
Price was $4,436, price is now $3,025 per person
$3,025
per person
Jul 20 - Jul 24
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $1,035, price is now $716 per person
$716
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
8.2/10 Very Good! (1,004 reviews)
Perfect little location for kids or adults

Reviewed on May 5, 2026

@ Marbella Lane - Modern 3broasis in Siliconvalley

@ Marbella Lane - Modern 3broasis in Siliconvalley

3 out of 5
West San Jose
Save 100% on your flight
Price was $3,831, price is now $2,706 per person
$2,706
per person
Jul 20 - Jul 24
found 14 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
No reviews
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Discover the most popular places to visit in Live Oak

Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

4.5/5(2,038 reviews)

Enjoy the thrills at Santa Cruz Beach Boardwalk and find out why people love this theme park in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Santa Cruz Beach Boardwalk
USA-Santa Cruz-Natural Bridges State Beach; Shutterstock ID 101070745

Natural Bridges State Park

4.5/5(255 reviews)

You can take time to visit Natural Bridges State Park during your travels to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Natural Bridges State Park
Mystery Spot

Mystery Spot

4/5(655 reviews)

Find out about the history of Santa Cruz with a stop at Mystery Spot. Attend a sporting event in this walkable area, or seek out the surfing spots.

Mystery Spot

What to do in Live Oak

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

$45
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
Beginner Surfing Lesson - Pacifica or Santa Cruz

Beginner Surfing Lesson - Pacifica or Santa Cruz

$139
per adult
Beginner Surfing Lesson - Pacifica or Santa Cruz
Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

$5
per traveler
Capitola Private Personalized Self-Guided App Tour
See all activities in Live Oak

Live Oak Hotel Deals

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
1 Chaminade Ln Santa Cruz CA
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $178 total per night from May 12 to May 13
$178 total
May 12 - May 13
Total with taxes and fees
Chaminade Resort & Spa
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
Fully refundableReserve now, pay when you stay
$227 nightly
The price is $259 total per night from May 13 to May 14
$259 total
May 13 - May 14
Total with taxes and fees
9.2/10 Wonderful! (1,021 reviews)
The staff were so accommodating! Special hour out to Ashton the valet and waitress Sophie!

Reviewed on May 8, 2026

Dream Inn Santa Cruz
La Quinta Inn & Suites by Wyndham Santa Cruz

La Quinta Inn & Suites by Wyndham Santa Cruz

3 out of 5
550 2nd St Santa Cruz CA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $169 total per night from May 11 to May 12
$169 total
May 11 - May 12
Total with taxes and fees
9.2/10 Wonderful! (1,287 reviews)
5 stars

Reviewed on May 6, 2026

La Quinta Inn & Suites by Wyndham Santa Cruz
See all 1,377 properties in Live Oak
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 Live Oak Vacation Packages

Live Oak Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norman Y. Mineta San Jose Intl. Airport (SJC)
Population
17,200
Top Sights
Santa Cruz Beach Boardwalk, Natural Bridges State Park and Main Beach

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Frequently asked questions

How much does a Live Oak vacation package cost?
You'll find cheap prices from $459 on Expedia for your Live Oak getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Live Oak costs.
What are the cheapest months to go to Live Oak?
If you'd like to score a cheap Live Oak vacation package, consider traveling in January, August and December. You're likely to find lower prices on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Live Oak?
With a well-organized itinerary, you can easily visit the most popular Live Oak sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, think about booking your Live Oak vacation for longer.
How to find the best Live Oak package deals?
Begin your search for a Live Oak package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Live Oak package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Live Oak adventure off to a flying start.
Is it cheaper to book a Live Oak vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights separately. Better still, you can customize your Live Oak trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Live Oak?
If you're considering a spur-of-the-moment Live Oak trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Live Oak?

  1. Pick your travel dates: The things you want to do in Live Oak and your favorite season will help you decide when to travel.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may arise during your trip to Live Oak.
  3. Explore Live Oak with our trip planning tool: Gain insights into the top attractions and best properties for your trip to Live Oak. You can also save your favorite locations, collaborate with family and friends and manage your plans in one place.
  4. Determine how many days away: Start by compiling a list of the attractions you'd like to experience in Live Oak. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, book the ideal Live Oak vacation package for you.
  6. Book experiences or activities in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of Live Oak. Find all the fun things to do in Live Oak with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Live Oak vacation packages?
Set off on your perfect escape to Live Oak with our Book Now, Pay Later vacations. No need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily budget for your trip and snap up travel deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.