Cheap Vacations in South San Diego

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South San Diego vacations

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

Los Bungalows

2.5 out of 5
Save 100% on your flight
Price was $1,438, price is now $865 per person
$865
per person
Jun 4 - Jun 11
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

3-night South San Diego vacations

Price found within the past 48 hours. Click for updated prices.
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Price was $563, price is now $432 per person
$432
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $1,908, price is now $1,332 per person
$1,332
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Hilton Garden Inn San Diego Old Town/SeaWorld Area

Hilton Garden Inn San Diego Old Town/SeaWorld Area

3 out of 5
Price was $696, price is now $500 per person
$500
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 out of 5
Save 100% on your flight
Price was $884, price is now $635 per person
$635
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Club Wyndham Harbour Lights

Club Wyndham Harbour Lights

3.5 out of 5
Price was $665, price is now $486 per person
$486
per person
May 25 - May 28
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
Los Bungalows

Los Bungalows

2.5 out of 5
Price was $1,008, price is now $745 per person
$745
per person
May 28 - May 31
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Diego (SAN)
San Diego Mission Bay Resort

San Diego Mission Bay Resort

4 out of 5
Price was $877, price is now $652 per person
$652
per person
May 21 - May 24
found 10 hours ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
Beach Village at The Del, LXR Hotels & Resorts

Beach Village at The Del, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $2,050, price is now $1,555 per person
$1,555
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
La Jolla Beach and Tennis Club

La Jolla Beach and Tennis Club

4 out of 5
Save 100% on your flight
Price was $1,654, price is now $1,260 per person
$1,260
per person
May 20 - May 23
found 18 hours ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
Hotel del Coronado, Curio Collection by Hilton

Hotel del Coronado, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $1,224, price is now $935 per person
$935
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
The Lodge at Torrey Pines

The Lodge at Torrey Pines

5 out of 5
Save 100% on your flight
Price was $1,421, price is now $1,093 per person
$1,093
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Omni San Diego Hotel at the Ballpark

Omni San Diego Hotel at the Ballpark

4 out of 5
Price was $807, price is now $621 per person
$621
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)

4-night South San Diego vacations

Price found within the past 48 hours. Click for updated prices.
Ancora by AvantStay

Ancora by AvantStay

2 out of 5
Save 100% on your flight
Price was $802, price is now $562 per person
$562
per person
May 29 - Jun 2
found 6 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $1,016, price is now $648 per person
$648
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Save 100% on your flight
Price was $979, price is now $634 per person
$634
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Price was $1,045, price is now $702 per person
$702
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

5 out of 5
Save 100% on your flight
Price was $2,510, price is now $1,732 per person
$1,732
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
El Cordova Hotel on Coronado Island

El Cordova Hotel on Coronado Island

3.5 out of 5
Save 100% on your flight
Price was $1,362, price is now $955 per person
$955
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Diego (SAN)
San Diego Mission Bay Resort

San Diego Mission Bay Resort

4 out of 5
Save 100% on your flight
Price was $983, price is now $696 per person
$696
per person
May 23 - May 27
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Omni La Costa Resort & Spa Carlsbad

Omni La Costa Resort & Spa Carlsbad

4 out of 5
Save 100% on your flight
Price was $1,219, price is now $873 per person
$873
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
The Beau Hotel Gaslamp Quarter San Diego

The Beau Hotel Gaslamp Quarter San Diego

3 out of 5
Price was $1,041, price is now $752 per person
$752
per person
May 23 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
LEGOLAND California Hotel

LEGOLAND California Hotel

2 out of 5
Save 100% on your flight
Price was $1,323, price is now $957 per person
$957
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Camden by Avantstay 5mins to the Beach! Elevated Home w/ Pacific Ocean Views

Camden by Avantstay 5mins to the Beach! Elevated Home w/ Pacific Ocean Views

3.5 out of 5
Save 100% on your flight
Price was $1,703, price is now $1,245 per person
$1,245
per person
May 23 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
California Dreamin by Avantstay Private Pool + Fire Pit Near the Beach

California Dreamin by Avantstay Private Pool + Fire Pit Near the Beach

3 out of 5
Save 100% on your flight
Price was $2,315, price is now $1,695 per person
$1,695
per person
Jun 8 - Jun 12
found 18 hours ago
Roundtrip flight included
New York (NYC) to San Diego (SAN)

5-night South San Diego vacations

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Harbour Lights

Club Wyndham Harbour Lights

3.5 out of 5
Price was $955, price is now $671 per person
$671
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
New York (NYC) to San Diego (SAN)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

5 out of 5
Price was $3,083, price is now $1,724 per person
$1,724
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $1,187, price is now $727 per person
$727
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Beach Village at The Del, LXR Hotels & Resorts

Beach Village at The Del, LXR Hotels & Resorts

5 out of 5
Price was $3,568, price is now $2,231 per person
$2,231
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Beau Hotel Gaslamp Quarter San Diego

The Beau Hotel Gaslamp Quarter San Diego

3 out of 5
Price was $1,264, price is now $807 per person
$807
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Price was $1,231, price is now $798 per person
$798
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 out of 5
Save 100% on your flight
Price was $1,453, price is now $969 per person
$969
per person
May 22 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Hotel del Coronado, Curio Collection by Hilton

Hotel del Coronado, Curio Collection by Hilton

4 out of 5
Price was $2,037, price is now $1,395 per person
$1,395
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Dana on Mission Bay

The Dana on Mission Bay

3.5 out of 5
Price was $1,139, price is now $795 per person
$795
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Price was $1,329, price is now $945 per person
$945
per person
May 22 - May 27
found 23 hours ago
Roundtrip flight included
New York (NYC) to San Diego (SAN)
Bahia Resort Hotel

Bahia Resort Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,353, price is now $966 per person
$966
per person
Jun 2 - Jun 7
found 12 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to San Diego (SAN)
Hilton Garden Inn San Diego Old Town/SeaWorld Area

Hilton Garden Inn San Diego Old Town/SeaWorld Area

3 out of 5
Price was $1,069, price is now $765 per person
$765
per person
May 22 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

6-7 night South San Diego vacations

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

3.5 out of 5
Save 100% on your flight
Price was $1,343, price is now $764 per person
$764
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,637, price is now $927 per person
$927
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Shore House at The Del, LXR Hotels & Resorts

Shore House at The Del, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $4,222, price is now $2,492 per person
$2,492
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Los Bungalows

Los Bungalows

2.5 out of 5
Save 100% on your flight
Price was $1,438, price is now $865 per person
$865
per person
Jun 4 - Jun 11
found 21 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Beau Hotel Gaslamp Quarter San Diego

The Beau Hotel Gaslamp Quarter San Diego

3 out of 5
Save 100% on your flight
Price was $1,671, price is now $1,006 per person
$1,006
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
City24 Hotel Little Italy Mission Hills

City24 Hotel Little Italy Mission Hills

4.5 out of 5
Save 100% on your flight
Price was $1,883, price is now $1,198 per person
$1,198
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Ocean Park Inn

Ocean Park Inn

3 out of 5
Save 100% on your flight
Price was $1,841, price is now $1,175 per person
$1,175
per person
Jun 4 - Jun 11
found 22 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Beach Village at The Del, LXR Hotels & Resorts

Beach Village at The Del, LXR Hotels & Resorts

5 out of 5
Save 100% on your flight
Price was $4,601, price is now $3,082 per person
$3,082
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Save 100% on your flight
Price was $1,486, price is now $999 per person
$999
per person
Jun 2 - Jun 9
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Hot Tub BBQ Island Outdoor Living Near San Diego Beaches Glidden Glow by Avantstay

Hot Tub BBQ Island Outdoor Living Near San Diego Beaches Glidden Glow by Avantstay

3 out of 5
Save 100% on your flight
Price was $1,950, price is now $1,327 per person
$1,327
per person
Jun 5 - Jun 11
found 14 hours ago
Roundtrip flight included
New York (NYC) to San Diego (SAN)
Jewel by Avantstay Panoramic Ocean Views in La Jolla!

Jewel by Avantstay Panoramic Ocean Views in La Jolla!

3 out of 5
Save 100% on your flight
Price was $10,002, price is now $6,876 per person
$6,876
per person
Jun 2 - Jun 9
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
The Lodge at Torrey Pines

The Lodge at Torrey Pines

5 out of 5
Save 100% on your flight
Price was $3,183, price is now $2,195 per person
$2,195
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Flight deals to South San Diego

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, May 15 - Mon, May 18
DEN
Denver
SAN
San Diego
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, May 15 from Denver to San Diego, returning Mon, May 18, priced at $92 found 5 days ago
Thu, May 14 - Tue, May 19
DFW
Dallas
SAN
San Diego
$105 Roundtrip, found 2 days ago
$105
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 14 from Dallas to San Diego, returning Tue, May 19, priced at $105 found 2 days ago
Tue, May 26 - Wed, May 27
SFO
San Francisco
SAN
San Diego
$112 Roundtrip, found 6 days ago
$112
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, May 26 from San Francisco to San Diego, returning Wed, May 27, priced at $112 found 6 days ago

Top rated hotels for your South San Diego vacation

The Rambler Hotel

The Rambler Hotel

3 out of 5
225 Bay Blvd Chula Vista CA
Free Cancellation
Reserve now, pay when you stay
5.64 mi from city center
The price is $138 total per night
$138 total
per night
Apr 21 - Apr 22
Located in Chula Vista, The Rambler Hotel is within a 10-minute drive of Chula Vista Municipal Golf Course - Mountain and Petco Park.
Pool
Breakfast included
Gaylord Pacific Resort & Convention Center

Gaylord Pacific Resort & Convention Center

4 out of 5
1000 H Street Chula Vista CA
Free Cancellation
Reserve now, pay when you stay
5.36 mi from city center
The price is $383 total per night
$383 total
per night
May 14 - May 15
When you stay at Gaylord Pacific Resort & Convention Center in Chula Vista, you'll be near the beach, a 1-minute drive from San Diego Bay and 9 minutes from Petco Park.
Pool
Spa
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd San Diego CA
Free Cancellation
Reserve now, pay when you stay
17.88 mi from city center
The price is $292 total per night
$292 total
per night
May 10 - May 11
Located in San Diego (Mission Bay), Paradise Point Resort & Spa is within a 10-minute drive of Mission Bay and Balboa Park.
Don't see what you're looking for?
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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.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.