Live Oak Vacations from $270

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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.
Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $429, price is now $270 per person
$270
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Walls are very thin, so noise was an issue. They also closed the patio for cleaning from Saturday afternoon until we left early Monday morning. I was able to squeeze the last drop out of the bath wash container but my daughter had to use shampoo since the office was closed at the time. Location was good and staff very nice. Beds are very comfortable and everything was clean.

Reviewed on Mar 10, 2026

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $928, price is now $618 per person
$618
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
6/10 (608 reviews)
Front desk staff too a long time to get to desk to help. Room was dark, smelt bad and shower did not work right.

Reviewed on Feb 22, 2026

La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $834, price is now $573 per person
$573
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
9.6/10 Exceptional! (139 reviews)
The wonderful valet parking service and modern stylish stunning architecture immediately impressed us when we drove in the hotel lobby! The online check in was easy and just walked to the reception collected the key with champagne as refreshments. Being Expedia Platinum member and this hotel is under VIP access, we got a surprise upgrade to ocean view with balcony! Each room comes with exclusive bottle waters, wine, sodas, popcorn, salt water taffy, coffee and tea complimentary. The pool is heated overlooking the ocean with lounge chairs is a great place to chill and relax. We love the in room breakfast service and everything about this hotel! A great birthday weekend! Hope they have the loyalty program soon! We will definitely come again as this is our 2nd time visiting.

Reviewed on Mar 10, 2026

Chaminade Resort & Spa

Chaminade Resort & Spa

4 out of 5
Save 100% on your flight
Price was $642, price is now $443 per person
$443
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Jose (SJC)
8.2/10 Very Good! (1,007 reviews)
It is a really great place to feel you're escaping the rigours of life.

Reviewed on Mar 2, 2026

The Aqua Pacific Hotel

The Aqua Pacific Hotel

2 out of 5
Westside Santa Cruz
Price was $496, price is now $350 per person
$350
per person
Apr 17 - Apr 20
found 11 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to San Jose (SJC)
7.8/10 Good! (787 reviews)
The staff are very nice and acc

Reviewed on Feb 3, 2026

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Discover the most popular places to visit in Live Oak

Gotta ride this 100 year old wooden roller Coaster on the Santa Cruz Beach Boardwalk

Santa Cruz Beach Boardwalk

Enjoy the thrill rides with your kiddos at Santa Cruz Beach Boardwalk as part of your trip to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Santa Cruz Beach Boardwalk
The place where you can't stay straight.

Mystery Spot

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

Natural Bridges State Park

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

What to do in Live Oak

Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

$5
per traveler
Capitola Private Personalized Self-Guided App Tour
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

UC Santa Cruz: Personalized Self-Guided App Tour

$5
per traveler
UC Santa Cruz: Personalized Self-Guided App Tour
Rock Climbing 2 - Beyond the Basics

Outdoor Rock Climbing - Level 2

$119
per adult
Outdoor Rock Climbing - Level 2
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
$207 nightly
The price is $232 total per night from Mar 18 to Mar 19
$232 total
Mar 18 - Mar 19
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
I had an amazing experience and the staff was top notch .

Reviewed on Mar 6, 2026

Chaminade Resort & Spa
Seacliff Inn Aptos, Tapestry Collection by Hilton

Seacliff Inn Aptos, Tapestry Collection by Hilton

3.5 out of 5
7500 Old Dominion Court Aptos CA
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $155 total per night from Apr 5 to Apr 6
$155 total
Apr 5 - Apr 6
Total with taxes and fees
8.6/10 Excellent! (1,083 reviews)
It was ok

Reviewed on Mar 12, 2026

Seacliff Inn Aptos, Tapestry Collection by Hilton
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
$299 nightly
The price is $340 total per night from Mar 17 to Mar 18
$340 total
Mar 17 - Mar 18
Total with taxes and fees
9.2/10 Wonderful! (1,000 reviews)
Property is kept beautiful with lots of amenities near by. All room views are exceptional!

Reviewed on Mar 9, 2026

Dream Inn Santa Cruz
See all 1,352 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 $270 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.