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.
Sonesta San Jose - Milpitas

Sonesta San Jose - Milpitas

3.5 out of 5
Price was CA $1,986, price is now CA $1,474 per person
CA $1,474
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
8.6/10 Excellent! (1,019 reviews)
Great experience at the front desk. Rooms were clean, bathroom and shower were good. Overall, had a very positive experience. Sleep quality is very important to me, and the hotel was very quiet. Thank you!

Reviewed on Jun 6, 2026

Shashi Hotel Mountain View Palo Alto

Shashi Hotel Mountain View Palo Alto

5 out of 5
Price was CA $3,580, price is now CA $2,716 per person
CA $2,716
per person
Jul 23 - Jul 30
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
9.4/10 Exceptional! (1,390 reviews)
Staff was super friendly and made it easy to check-in. Clean room and great amenities. Would stay here again!

Reviewed on May 29, 2026

Studios Inn

Studios Inn

3.5 out of 5
Price was CA $2,004, price is now CA $1,586 per person
CA $1,586
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
9/10 Wonderful! (110 reviews)
Excellent, safe, fun neighborhood. Great restaurants and shopping - lovely parks close by. The staff is very nice!

Reviewed on May 27, 2026

Hotel Clariana

Hotel Clariana

3.5 out of 5
Downtown San Jose
Price was CA $1,906, price is now CA $1,517 per person
CA $1,517
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to San Jose (SJC)
7.8/10 Good! (652 reviews)
Very convenient location for the district court.

Reviewed on Jun 7, 2026

The Ameswell Hotel

The Ameswell Hotel

4.5 out of 5
Price was CA $2,783, price is now CA $2,285 per person
CA $2,285
per person
Jul 23 - Jul 30
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to San Jose (SJC)
9.6/10 Exceptional! (1,290 reviews)
Everything was perfect

Reviewed on Jun 9, 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 $311 per night from Jun 15 to Jun 16
CA $311
CA $412 total
Jun 15 - Jun 16
includes taxes & fees
8.2/10 Very Good! (1,023 reviews)
"Great time!"

Reviewed on Jun 8, 2026

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 $478 per night from Jun 14 to Jun 15
CA $478
CA $614 total
Jun 14 - Jun 15
includes taxes & fees
9.6/10 Exceptional! (326 reviews)
"Fabulous views, service and food!"

Reviewed on Jun 5, 2026

La Bahia Hotel and Spa
Dream Inn Santa Cruz

Dream Inn Santa Cruz

4 out of 5
175 W Cliff Dr Santa Cruz CA
The price is CA $551 per night from Jun 11 to Jun 12
CA $551
CA $624 total
Jun 11 - Jun 12
includes taxes & fees
9.4/10 Exceptional! (1,018 reviews)
"Great water view. Clean room. Balcony was a bonus to enjoy the ocean waves and let in ocean breeze. Valet service worth the extra few dollars. On site restaurant/bar was nice."

Reviewed on Jun 7, 2026

Dream Inn 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.
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

4/5(70 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
Wilder Ranch State Park

Wilder Ranch State Park

Enjoy a trip to Wilder Ranch State Park and popular activities like surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Wilder Ranch State Park
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

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
Self Guided UC Santa Cruz Walking Tour: Unlock Secret Stories

UC Santa Cruz: Personalized Self-Guided App Tour

CA $7
per traveller
UC Santa Cruz: Personalized Self-Guided App Tour
Capitola Friday Night Food Tour

Capitola Friday Night Food Tour

CA $179
per adult
100% of travellers recommend
Capitola Friday Night Food 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.