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.
Uptown Oasis San Jose Airport

Uptown Oasis San Jose Airport

3 out of 5
Rosemary
Price was CA $1,663, price is now CA $1,010 per person
CA $1,010
per person
Jul 20 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8/10 Very Good! (701 reviews)
This hotel has a great location, the building is older and the staff make up for the fact that this hotel is in need of a remodel. 5-star staff all the way, the hotel itself is in need of a major renovation.

Reviewed on May 17, 2026

Marbella Lane - 3BR Designer Home 12-min to Levi's

Marbella Lane - 3BR Designer Home 12-min to Levi's

3 out of 5
Price was CA $7,235, price is now CA $4,463 per person
CA $4,463
per person
Jul 23 - Jul 27
found 19 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
@ Marbella Lane - SJ Designer Home 12-min to Levi's

@ Marbella Lane - SJ Designer Home 12-min to Levi's

3 out of 5
Price was CA $10,142, price is now CA $6,738 per person
CA $6,738
per person
Jul 23 - Jul 27
found 19 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
CordeValle

CordeValle

5 out of 5
Price was CA $3,698, price is now CA $2,546 per person
CA $2,546
per person
Jun 24 - Jun 29
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
9.6/10 Exceptional! (147 reviews)
Room and staff was amazing at check in and during my stay. Eating 4 stars for the difference needed for my room upgrade even though it was cheaper on Expedia.

Reviewed on Jan 27, 2026

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was CA $2,150, price is now CA $1,489 per person
CA $1,489
per person
Jul 12 - Jul 18
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to San Jose (SJC)
8.2/10 Very Good! (1,006 reviews)
Perfect little location for kids or adults

Reviewed on May 5, 2026

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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 $163 per night from May 26 to May 27
CA $163
CA $244 total
May 26 - May 27
includes taxes & fees
8.2/10 Very Good! (1,005 reviews)
m

Reviewed on May 17, 2026

Chaminade Resort & Spa
Savasana Surfer's Retreat

Savasana Surfer's Retreat

Santa Cruz CA
9.2/10 Wonderful! (5 reviews)
Location is ideal, close to everything in Santa Cruz, Aptos, Capitola… outdoor shower is inspiring, definitely could have used a few more days relaxing.

Reviewed on Apr 1, 2026

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Savasana Surfer's Retreat
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
The price is CA $304 per night from May 25 to May 26
CA $304
CA $347 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Beautiful hotel, perfect walking location to pier and wharf

Reviewed on May 18, 2026

Dream Inn Santa Cruz
See all 1,383 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

Discover the most popular places to visit in Live Oak

Aerial view of the Santa Cruz beach and the amusement park in California

Santa Cruz Beach Boardwalk

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
T4D055 Sunset, Cowell Beach, Santa Cruz, California, United States

Cowell's Beach

Explore the waterfront of Cowell's Beach and enjoy activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Cowell's Beach
Santa Cruz Harbor

Santa Cruz Harbor

Explore the waterfront in Santa Cruz with a trip to Santa Cruz Harbor. While you're in the area, stroll along the beautiful beaches.

Santa Cruz Harbor

What to do in Live Oak

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

Santa Cruz Walking Tour: Discover Downtown & Mission Hill

CA $62
per adult
Santa Cruz Walking Tour: Discover Downtown & Mission Hill
Beginner Surfing Lesson - Pacifica or Santa Cruz

Beginner Surfing Lesson - Pacifica or Santa Cruz

CA $190
per adult
100% of travellers recommend
Beginner Surfing Lesson - Pacifica or Santa Cruz
Capitola Private 2-Hour Walking Tour

Capitola Private Personalized Self-Guided App Tour

CA $7
per traveller
Capitola Private Personalized Self-Guided App Tour
See all activities in Live Oak

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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.