South San Diego Vacation Packages

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Your South San Diego Vacation

Leave all the planning to us with a South San Diego vacation package. With everything arranged before you jet off, all you'll have to do is relax and enjoy this destination's wonders to the fullest. A trip to South San Diego wouldn't be complete without spending a day or two in Chula Vista. This city is among the leading places to visit here. From the moment you book your South San Diego vacation to when you get back home, Expedia will be with you every step of the way.

Top South San Diego Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel

The Sofia Hotel

Downtown San Diego
Save 100% on your flight
CA $1,185
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Diego (SAN)
8.6/10 Excellent! (2,695 reviews)
The Lodge at Torrey Pines

The Lodge at Torrey Pines

Torrey Pines
Save 100% on your flight
CA $3,084
per person
Dec 25 - Jan 1
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
9.4/10 Exceptional! (991 reviews)
This was a beautiful property, staff were extremely helpful and friendly. Staff at the front desk were amazing. Thank you for making our stay so very memorable!

Reviewed on Oct 7, 2026

Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

Save 100% on your flight
CA $2,718
per person
Dec 26 - Jan 1
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
8.8/10 Excellent! (291 reviews)
Ocean Villas of Carlsbad

Ocean Villas of Carlsbad

Carlsbad Village
Save 100% on your flight
CA $3,533
per person
Dec 26 - Jan 1
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Diego (SAN)
9/10 Wonderful! (24 reviews)
Pantai Inn

Pantai Inn

Village of La Jolla
Save 100% on your flight
CA $2,318
per person
Dec 25 - Jan 1
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to San Diego (SAN)
9.4/10 Exceptional! (1,008 reviews)
Old style Balinesian hotel ... Rooms were nice with kitchen and living room. Great location. Staff was very nice. Would stay there again.

Reviewed on Oct 10, 2026

Where to stay in South San Diego

Find the best South San Diego areas and neighborhoods for the activities you enjoy most. Learn more about South San Diego
A marina with boats docked, a city skyline with high-rise buildings, and a sunset with pink and orange clouds.

Otay Mesa West

Even though there aren't top sights in Otay Mesa West, you can explore the larger area and take in top sights like San Ysidro Border Crossing. Jump on the metro at Iris Avenue Trolley Station to see more of the city.

A lake with mountains in the background and a single tree in the foreground.

Otay

Live music, theaters, and restaurants are some highlights of Otay. You might stop by San Ysidro Border Crossing or Sesame Place San Diego while you're in the area.

A large building with a dome, surrounded by palm trees and a reflecting pond with ducks.

Nestor

While Nestor isn't home to many top sights, San Ysidro Border Crossing and Imperial Beach are some notable places to visit nearby.

A pier extending into the ocean with waves crashing against it.

Ocean View Hills

While Ocean View Hills might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sesame Place San Diego and North Island Credit Union Amphitheatre.

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Egger Highlands

Though Egger Highlands might not have many top sights, you can venture to the surrounding area to see attractions like Imperial Beach and Chula Vista Center.

Ready to book your vacation to South San Diego?

Choose your dates

South San Diego Hotel Deals

Holiday Inn Express San Diego South - Chula Vista by IHG

Holiday Inn Express San Diego South - Chula Vista by IHG

632 E Street Chula Vista CA
Fully refundable
CA $251
CA $276 total
Nov 5 - Nov 6
includes taxes & fees
9.4/10 Exceptional! (1,596 reviews)
"Outstanding service from the staff."

Reviewed on Oct 10, 2026

Holiday Inn Express San Diego South - Chula Vista by IHG
Wyndham San Diego Bayside

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA
Fully refundableReserve now, pay when you stay
CA $217
CA $301 total
Oct 25 - Oct 26
includes taxes & fees
Wyndham San Diego Bayside
Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
CA $281
CA $398 total
Oct 31 - Nov 1
includes taxes & fees
8.8/10 Excellent! (2,928 reviews)
"We paid a pretty penny for this place because of all the amenities, however, you have to pay another pretty penny just to use them."

Reviewed on Oct 10, 2026

Paradise Point Resort & Spa
See all 7,878 properties in South San Diego
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.

Stay near popular South San Diego attractions

The exterior of the Mattress Firm Amphitheatre with palm trees and a clear sky.

North Island Credit Union Amphitheatre

7.6/10 (374 reviews)
You can enjoy a show at North Island Credit Union Amphitheatre on your trip to Chula Vista. Experience the acclaimed theater scene and great live music in this walkable area.
See properties
A pier extending into the ocean with waves crashing against it.

Imperial Beach

8.6/10 (278 reviews)
Why not spend a lazy afternoon at Imperial Beach during your trip to Imperial Beach? Wander the beautiful beaches in this romantic area.
See properties
A sandy beach with large rocks in the foreground and a sailboat on the water.
Photo by Christine Buggs

Chula Vista Bayside Park

10.0/10 (1 review)
Chula Vista Bayside Park is just one of the places to see in Chula Vista, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or visit the shops in this family-friendly area.
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Chula Vista Center

8.0/10 (435 reviews)
During your visit to Chula Vista, you can do some window-shopping at Chula Vista Center. Wander the beautiful beaches and waterfront in this family-friendly area.
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Chula Vista Elite Athlete Training Center

7.4/10 (223 reviews)
Catch an event at Chula Vista Elite Athlete Training Center, and enjoy other activities in Chula Vista such as biking. Amble around this family-friendly area's beautiful beaches or experience its great live music.
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Otay Ranch Town Center

You can do some window-shopping at Otay Ranch Town Center during your trip to Chula Vista.
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Safe Harbor Bayfront Marina

Explore the waterfront in Chula Vista with a trip to Safe Harbor Bayfront Marina. Check out the shops and top-notch restaurants in this family-friendly area.
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What to do in South San Diego

San Diego City Lights Night Tour

San Diego City Lights Night Tour

CA $60
per adult
94% of travellers recommend
San Diego City Lights Night Tour
San Diego Best of the Bay Harbor Tour

City Cruises San Diego: Best of the Bay Harbor Tour

CA $43
per adult
90% of travellers recommend
City Cruises San Diego: Best of the Bay Harbor Tour
San Diego: Luggage Storage in Marina

San Diego: Luggage Storage in Marina

CA $15
per adult
San Diego: Luggage Storage in Marina
See all activities in South San Diego

Frequently asked questions

How much does a South San Diego vacation package cost?
Chart your own course with our South San Diego vacation packages, which start from only CA $1,185. Select the flights and hotels that suit your travel style. Then, add on a few sightseeing activities for an unforgettable escape.
How do I get a cheap travel package to South San Diego?
Browse and book everything all in one place with our South San Diego vacation packages. You'll find deals on hotels, flights, tours and more that'll keep your pocketbook happy and your spirit of adventure alive. And, with more than 550 partner airlines and 1,000,000 hotel options around the world to choose from, there are endless opportunities to mix and match as you like.
What are the top hotels in South San Diego?
Have a look at Wyndham San Diego Bayside and Manchester Grand Hyatt San Diego. They're top picks for lots of travelers to Chula Vista. If Imperial Beach features on your itinerary, Hard Rock Hotel San Diego and Best Western Plus Marina Gateway Hotel are two top-notch options.
How far in advance should I book my South San Diego vacation?
Travelers can normally compare international fares on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it's still possible to score a cheaper ticket just weeks before your journey.
What does an Expedia South San Diego travel package include?
Flights, hotels and a shiny set of wheels for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and activities and watch your savings pile up. When it comes to crafting your South San Diego escape, you're the boss!
What should I know before booking a South San Diego travel package?
A package can be easier on the wallet than separately booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a packet. Whatever sort of vacation you're planning, you're sure to find a package within your budget.
Can I choose my airline with a South San Diego Expedia vacation package?
With a vacation package, you're in charge. Whether you're eager to fly to South San Diego in economy or business class, simply select from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my South San Diego vacation package?
You can. We realize things don't always go to plan, so we're here to help if you need to make changes to your South San Diego vacation package. It may be possible to cancel or amend your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

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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.