South San Diego Vacations from $304

Book a Hotel + Flight or Car together to unlock savings

Photo by Elizabeth Bagnas
  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Urban Boutique Hotel

Urban Boutique Hotel

Downtown San Diego
Save 100% on your flight
$304
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (1,246 reviews)
Great location. Right by the Farmers Market and in the middle of Little Italy.

Reviewed on Sep 10, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$414
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (2,586 reviews)
Rooms a little small for a family of four but overall nice building.

Reviewed on Sep 13, 2026

Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

Save 100% on your flight
$551
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (219 reviews)
The location was fantastic. Very clean but not a lot of amenities. The best part of the experience was the staff. All were very friendly and responsive, we would go back in a heart beat.

Reviewed on Sep 9, 2026

Los Bungalows

Los Bungalows

Save 100% on your flight
$387
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (553 reviews)
Paradise Point Resort & Spa

Paradise Point Resort & Spa

Mission Bay
Save 100% on your flight
$575
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.8/10 Excellent! (2,852 reviews)
Employees were very helpful.

Reviewed on Sep 12, 2026

Don't see what you're looking for?
See all available trips from Columbus to South San Diego
View all trips

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
Default Image

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.

Default Image

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.
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.
See properties
A waterfall cascading down a rocky hillside surrounded by greenery.

White Water Canyon

7.4/10 (8 reviews)
Have a fun-filled day with the family at White Water Canyon during your visit to Chula Vista. Experience the great live music and acclaimed theater scene in this family-friendly area.
See properties

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.
See properties

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.
See properties

Otay Ranch Town Center

You can do some window-shopping at Otay Ranch Town Center during your trip to Chula Vista.
See properties

What to do in South San Diego

San Diego Afternoon Sail

Spectacular Afternoon Sail on San Diego Bay

$21
per adult
Spectacular Afternoon Sail on San Diego Bay
Oceanside Whale and Dolphin Watching Adventures

Oceanside Whale and Dolphin Watching Adventures

$57
per adult
90% of travellers recommend
Oceanside Whale and Dolphin Watching Adventures
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
Fully refundableReserve now, pay when you stay
$367 nightly
$425 total
Oct 11 - Oct 12
Total with taxes and fees
Gaylord Pacific Resort & Convention Center
Handlery Hotel

Handlery Hotel

950 Hotel Cir N San Diego CA
Fully refundableReserve now, pay when you stay
$118 nightly
$136 total
Oct 7 - Oct 8
Total with taxes and fees
8.4/10 Very Good! (2,896 reviews)
"Poor area clean, nice little bar in the pool premises perfect for a swim and a drink enjoying sunny Sand Diego Weather! Highly recommend place to stay! Close to everything"

Reviewed on Sep 12, 2026

Handlery Hotel
Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$248 nightly
$285 total
Oct 4 - Oct 5
Total with taxes and fees
8.8/10 Excellent! (2,859 reviews)
"Employees were very helpful."

Reviewed on Sep 12, 2026

Paradise Point Resort & Spa
See all 7,938 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)

More vacations you might like

Explore a world of travel with Expedia

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