South San Diego Vacation Packages 2026 from $432

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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.

Guesthouse Hotel at La Valle

Save 100% on your flight

$432

per person

Dec 10 - Dec 13

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.2/10 Wonderful! (252 reviews)

The hotel is very nice. It sits on a beautiful golf course and I believe all rooms have patios or balconies, not all with a golf course view though. Rooms are new, nice size and well appointed. Very, very nice onsite gym which is available to guests. Pool is ok, They have one restaurant/bar and one small takeout place by the golf bag drop. Main restaurant is not open on Monday's. The restaurant food is very good and servers are great. Self parking with no fee is a nice benefit and they are pet friendly.

Reviewed on Oct 19, 2026

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$806

per person

Dec 30 - Jan 3

found 1 day ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

8.6/10 Excellent! (2,695 reviews)

The property was clean, the self-parking was easy to get in and out of, the bed was very firm, we woke up with some back pain, and the staff at the front desk were not very friendly. Felt like we were bothering them if we had any questions. I would like to visit San Diego again, but I probably won’t stay here again.

Reviewed on Oct 19, 2026

Ocean Villas of Carlsbad

Carlsbad Village

Save 100% on your flight

$1,821

per person

Dec 20 - Dec 26

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to San Diego (SAN)

9/10 Wonderful! (24 reviews)

Pendry San Diego

Downtown San Diego

Save 100% on your flight

$485

per person

Nov 23 - Nov 26

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.4/10 Exceptional! (1,011 reviews)

El Cordova Hotel on Coronado Island

Historic Downtown Coronado

Save 100% on your flight

$545

per person

Dec 25 - Dec 28

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.8/10 Excellent! (1,004 reviews)

Wow the staff is #1 and attentive. The property was great location. Quant and historic.

Reviewed on Oct 18, 2026

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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

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.

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.

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.

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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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.

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 Whale Watching & Dolphin Cruise

$71

per adult

88% of travellers recommend

San Diego: Luggage Storage in Marina

$11

per adult

See all activities in South San Diego

South San Diego Hotel Deals

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA

Fully refundableReserve now, pay when you stay

$182 nightly

$211 total

Oct 25 - Oct 26

Total with taxes and fees

8.4/10 Very Good! (6,362 reviews)

"Great experience! Thank you to great staff"

Reviewed on Oct 20, 2026

Handlery Hotel

950 Hotel Cir N San Diego CA

Fully refundableReserve now, pay when you stay

$111 nightly

$128 total

Nov 16 - Nov 17

Total with taxes and fees

8.4/10 Very Good! (3,013 reviews)

"Clean rooms, nice staff, nice pool, good convenient location. Only complaint is high parking fee ($24 per day per car)."

Reviewed on Oct 20, 2026

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA

Fully refundableReserve now, pay when you stay

$251 nightly

$288 total

Oct 31 - Nov 1

Total with taxes and fees

8.8/10 Excellent! (2,946 reviews)

"I enjoyed my time at paradise point hotel. I would say that my main complaint was the distance our room was away from the pool. Restaurants and the lobby. It made it a bit of a hassle, even with a vehicle. Plus the nightly fee of $45 for parking on top of an almost $50 resort fee per night was excessive ..."

Reviewed on Oct 19, 2026

See all 7,963 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.