Live Oak Vacation Packages

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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!

Top Live Oak Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Marbella Lane Triplex San Jose

Marbella Lane Triplex San Jose

3.5 out of 5
Northside
Price was CA $1,180, price is now CA $943 per person
CA $943
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
7/10 Good! (46 reviews)
Just only 4 pm can check in. 😞

Reviewed on Apr 28, 2026

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

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

3 out of 5
Price was CA $5,772, price is now CA $3,859 per person
CA $3,859
per person
Dec 29 - Jan 3
found 5 hours ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
No reviews

Marbella Lane - 3BR Designer Near Valley Fair

Marbella Lane - 3BR Designer Near Valley Fair

3 out of 5
Price was CA $2,051, price is now CA $1,472 per person
CA $1,472
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
No reviews

Marbella Lane Duplex San Jose 10-Min to Levi’s

Marbella Lane Duplex San Jose 10-Min to Levi’s

4 out of 5
Willow Glen
Price was CA $1,974, price is now CA $1,432 per person
CA $1,432
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
8.2/10 Very good! (15 reviews)
Thank you for giving my family the pleasure of staying in your home

Reviewed on May 21, 2026

@ Marbella Lane - Modern & Cozy Downtown SJ Escape

@ Marbella Lane - Modern & Cozy Downtown SJ Escape

3 out of 5
Save 100% on your flight
Price was CA $2,324, price is now CA $1,723 per person
CA $1,723
per person
Dec 10 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to San Jose (SJC)
No reviews

Ready to book your vacation to Live Oak?

 

Choose your dates

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
The price is CA $206 per night from Nov 1 to Nov 2
CA $206
CA $300 total
Nov 1 - Nov 2
includes taxes & fees
Chaminade Resort & Spa
La Bahia Hotel and Spa

La Bahia Hotel and Spa

4.5 out of 5
215 Beach Street Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $342 per night from Oct 30 to Oct 31
CA $342
CA $462 total
Oct 30 - Oct 31
includes taxes & fees
La Bahia Hotel and Spa
Marea Sol Hotel

Marea Sol Hotel

2 out of 5
301 Beach St Santa Cruz CA
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Nov 29 to Nov 30
CA $150
CA $174 total
Nov 29 - Nov 30
includes taxes & fees
Marea Sol Hotel
See all 1,364 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Live Oak

Santa Cruz Beach Hill to Mission Hill Loop Via Downtown

Beach Hill to Historic Downtown Santa Cruz Loop

CA $64
per adult
Beach Hill to Historic Downtown Santa Cruz Loop
Santa Cruz Walking Tour: Discover Downtown & Mission Hill

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

CA $63
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
Capitola Friday Night Food Tour

Capitola Friday Night Food Tour

CA $182
per adult
100% of travellers recommend
Capitola Friday Night Food Tour
See all activities in Live Oak

Frequently asked questions

How much does a Live Oak vacation package cost?
You'll find cheap prices from CA $943 on Expedia for your Live Oak break. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Live Oak costs.
What are the cheapest months to go to Live Oak?
If you're looking to book a cheap Live Oak vacation package, consider travelling in December, January and February. You'll usually find lower prices on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Live Oak?
Live Oak vacations come in many shapes and sizes, but to really sink your teeth into this destination, we'd say 2 days is a good ballpark. In this timeframe, you can fit in headline attractions like Natural Bridges State Park and Santa Cruz Harbour along with lesser-known gems. Don't forget to visit cool neighbourhoods such as Westside Santa Cruz and Lower Ocean either. If you plan wisely, you can even allow for a day trip or two from Live Oak too.
How to find the best Live Oak package deals?
Start your search for a Live Oak package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Live Oak package deal straight away, just tweak 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 escape off to a flying start.
Is it cheaper to book a Live Oak vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can personalize your Live Oak trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Live Oak?
If you're considering an impromptu Live Oak trip, check out 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 land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Live Oak?

  1. Choose your dates: What you plan to do in Live Oak and your favourite season can help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from food and transportation to experiences and flights. Your accommodations will probably be the largest expense during your trip to Live Oak.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Live Oak. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the right Live Oak vacation package for you.

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