South San Diego Vacations from $599

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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.

The Latest South San Diego vacation packages

Price found within the past 48 hours. Click for updated prices.
Los Bungalows

Los Bungalows

Save 100% on your flight
$599
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (546 reviews)
The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$704
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,462 reviews)
Amazing. Looking forward on staying here again soon

Reviewed on Aug 16, 2026

Ocean Villas of Carlsbad

Ocean Villas of Carlsbad

Carlsbad Village
Save 100% on your flight
$1,288
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (20 reviews)
Great location and incredible views. Large deck and living room. Ellie in the office is great

Reviewed on Jun 17, 2026

Boardwalk Hotel: Bikes, Boards & Beach Gear Included

Boardwalk Hotel: Bikes, Boards & Beach Gear Included

Mission Beach
Save 100% on your flight
$796
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.4/10 Exceptional! (430 reviews)
Everything about this hotel was perfect! The location was better than we expected, the room was clean and the staff was extremely prompt in their response via text. We will be back!

Reviewed on Aug 15, 2026

Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

Historic Downtown Coronado
Save 100% on your flight
$1,404
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (169 reviews)
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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
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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 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.

Another view of the Imperial Beach Pier in San Diego California.

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.

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.

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Palm City

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

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.
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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.
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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 Padres Baseball Game at Petco Park

San Diego Padres Baseball Game at Petco Park

$44
per adult
San Diego Padres Baseball Game at Petco Park
San Diego Old Town Trolley Hop-On Hop-Off Tour

San Diego Old Town Trolley Hop-On Hop-Off Tour

$57
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
See all activities in South San Diego

South San Diego Hotel Deals

Gaylord Pacific Resort & Convention Center

Gaylord Pacific Resort & Convention Center

1000 H Street Chula Vista CA
$286 nightly
$331 total
Sep 7 - Sep 8
Total with taxes and fees
Gaylord Pacific Resort & Convention Center
Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$255 nightly
$293 total
Sep 7 - Sep 8
Total with taxes and fees
Paradise Point Resort & Spa
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
$233 nightly
$270 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (2,797 reviews)
"Great experience, very convenient location for all the things"

Reviewed on Aug 16, 2026

Manchester Grand Hyatt San Diego
See all 7,875 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.

Find the Best South San Diego Vacation Packages

South San Diego Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Diego Intl. Airport (SAN)

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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.