Cheap Vacations in South San Diego

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3-night South San Diego vacations

Price found within the past 48 hours. Click for updated prices.
Hotel Avenida - Oceanside Camp Pendleton

Hotel Avenida - Oceanside Camp Pendleton

2.5 out of 5
Price was $345, price is now $265 per person
$265
per person
Sep 24 - Sep 27
found 23 hours ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Los Bungalows

Los Bungalows

2.5 out of 5
Price was $672, price is now $450 per person
$450
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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
Price was $517, price is now $372 per person
$372
per person
Sep 24 - Sep 27
found 23 hours ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Price was $991, price is now $719 per person
$719
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
La Jolla Cove Suites

La Jolla Cove Suites

3 out of 5
Price was $897, price is now $670 per person
$670
per person
Oct 11 - Oct 14
found 6 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Diego (SAN)
Hotel Indigo San Diego-Gaslamp Quarter by IHG

Hotel Indigo San Diego-Gaslamp Quarter by IHG

4 out of 5
Price was $1,168, price is now $873 per person
$873
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Hotel Z

Hotel Z

3 out of 5
Price was $1,046, price is now $793 per person
$793
per person
Oct 1 - Oct 4
just found
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Horton Grand, Downtown/Gaslamp Quarter

The Horton Grand, Downtown/Gaslamp Quarter

3.5 out of 5
Price was $762, price is now $579 per person
$579
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Coronado Beach Resort

Coronado Beach Resort

3 out of 5
Price was $1,045, price is now $795 per person
$795
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Skyline Palms by Avantstay Pool + 2 Hot Tubs + Outdoor Dining Near La Jolla + Pacific Beach

Skyline Palms by Avantstay Pool + 2 Hot Tubs + Outdoor Dining Near La Jolla + Pacific Beach

3 out of 5
Save 100% on your flight
Price was $1,533, price is now $1,170 per person
$1,170
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Beachfront Home w/ Ocean Views Right on Mission Beach Belmont by Avantstay

Beachfront Home w/ Ocean Views Right on Mission Beach Belmont by Avantstay

3.5 out of 5
Save 100% on your flight
Price was $1,663, price is now $1,271 per person
$1,271
per person
Sep 28 - Oct 1
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
The Bristol Hotel San Diego

The Bristol Hotel San Diego

3.5 out of 5
Price was $692, price is now $532 per person
$532
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip 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.
Four Points by Sheraton San Diego

Four Points by Sheraton San Diego

3.5 out of 5
Save 100% on your flight
Price was $579, price is now $370 per person
$370
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $1,897, price is now $762 per person
$762
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $1,580, price is now $917 per person
$917
per person
Oct 16 - Oct 20
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Rancho Bernardo Inn

Rancho Bernardo Inn

4 out of 5
Save 100% on your flight
Price was $939, price is now $591 per person
$591
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
Gaslamp Plaza Suites

Gaslamp Plaza Suites

3.5 out of 5
Save 100% on your flight
Price was $1,679, price is now $1,084 per person
$1,084
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Ocean View Luxury Condo

Ocean View Luxury Condo

4 out of 5
Save 100% on your flight
Price was $2,004, price is now $1,305 per person
$1,305
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
Hotel Z

Hotel Z

3 out of 5
Save 100% on your flight
Price was $946, price is now $621 per person
$621
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Price was $804, price is now $532 per person
$532
per person
Sep 27 - Oct 1
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Los Bungalows

Los Bungalows

2.5 out of 5
Price was $813, price is now $547 per person
$547
per person
Sep 27 - Oct 1
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Oceanfront in La Jolla, Steps to Beach, Shops, Dining Dawn Patrol by Avantstay

Oceanfront in La Jolla, Steps to Beach, Shops, Dining Dawn Patrol by Avantstay

3 out of 5
Save 100% on your flight
Price was $2,269, price is now $1,566 per person
$1,566
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
Bay View II by Avantstay Ocean View Mission Beach Home on the Sand!

Bay View II by Avantstay Ocean View Mission Beach Home on the Sand!

3 out of 5
Save 100% on your flight
Price was $1,245, price is now $867 per person
$867
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)
Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Save 100% on your flight
Price was $1,242, price is now $870 per person
$870
per person
Oct 7 - Oct 11
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to San Diego (SAN)

5-night South San Diego vacations

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

Handlery Hotel

3.5 out of 5
Price was $852, price is now $653 per person
$653
per person
Oct 8 - Oct 13
found 5 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $3,074, price is now $1,679 per person
$1,679
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Los Bungalows

Los Bungalows

2.5 out of 5
Save 100% on your flight
Price was $1,225, price is now $816 per person
$816
per person
Oct 8 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Diego (SAN)
Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

4.5 out of 5
Save 100% on your flight
Price was $1,309, price is now $928 per person
$928
per person
Oct 8 - Oct 13
found 5 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Diego (SAN)
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
Price was $2,225, price is now $1,594 per person
$1,594
per person
Oct 1 - Oct 6
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
Price was $3,310, price is now $2,404 per person
$2,404
per person
Oct 1 - Oct 6
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 $2,768, price is now $2,014 per person
$2,014
per person
Oct 1 - Oct 6
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
La Jolla Shores Hotel

La Jolla Shores Hotel

3 out of 5
Save 100% on your flight
Price was $1,426, price is now $1,047 per person
$1,047
per person
Oct 8 - Oct 13
found 8 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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
Price was $936, price is now $692 per person
$692
per person
Oct 8 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Diego (SAN)
San Diego Marriott Mission Valley

San Diego Marriott Mission Valley

4 out of 5
Price was $1,133, price is now $845 per person
$845
per person
Oct 8 - Oct 13
found 8 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to San Diego (SAN)
Ocean Park Inn

Ocean Park Inn

3 out of 5
Price was $2,660, price is now $2,005 per person
$2,005
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Diego (SAN)
Urban Boutique Hotel

Urban Boutique Hotel

3 out of 5
Price was $2,185, price is now $1,676 per person
$1,676
per person
Oct 1 - Oct 6
found 24 hours ago
Roundtrip non-stop 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.
Porto Vista Hotel Downtown

Porto Vista Hotel Downtown

3.5 out of 5
Save 100% on your flight
Price was $1,006, price is now $715 per person
$715
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Los Bungalows

Los Bungalows

2.5 out of 5
Save 100% on your flight
Price was $1,065, price is now $735 per person
$735
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to San Diego (SAN)
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Price was $2,495, price is now $1,049 per person
$1,049
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Coronado Beach Resort

Coronado Beach Resort

3 out of 5
Save 100% on your flight
Price was $1,352, price is now $859 per person
$859
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Portland (PDX) to San Diego (SAN)
Boardwalk Hotel: Bikes, Boards & Beach Gear Included

Boardwalk Hotel: Bikes, Boards & Beach Gear Included

3 out of 5
Save 100% on your flight
Price was $2,322, price is now $1,501 per person
$1,501
per person
Oct 11 - Oct 18
found 3 hours 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 $2,963, price is now $1,924 per person
$1,924
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
Save 100% on your flight
Price was $2,245, price is now $1,507 per person
$1,507
per person
Oct 11 - Oct 18
found 3 hours 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 $2,269, price is now $1,527 per person
$1,527
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Sheraton San Diego Resort

Sheraton San Diego Resort

4 out of 5
Save 100% on your flight
Price was $1,206, price is now $837 per person
$837
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Hotel Z

Hotel Z

3 out of 5
Save 100% on your flight
Price was $1,457, price is now $1,011 per person
$1,011
per person
Sep 28 - Oct 4
found 22 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
The Bristol Hotel San Diego

The Bristol Hotel San Diego

3.5 out of 5
Save 100% on your flight
Price was $1,742, price is now $1,245 per person
$1,245
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to San Diego (SAN)
Rancho Bernardo Inn

Rancho Bernardo Inn

4 out of 5
Save 100% on your flight
Price was $2,181, price is now $1,568 per person
$1,568
per person
Oct 11 - Oct 18
found 3 hours 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.

Sat, Sep 26 - Tue, Sep 29
SFO
San Francisco
SAN
San Diego
$39 Roundtrip, found 13 hours ago
$39
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Sat, Sep 26 from San Francisco to San Diego, returning Tue, Sep 29, priced at $39 found 13 hours ago
Wed, Oct 14 - Sat, Oct 17
DEN
Denver
SAN
San Diego
$60 Roundtrip, found 3 days ago
$60
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Denver to San Diego, returning Sat, Oct 17, priced at $60 found 3 days ago
Wed, Oct 14 - Sat, Oct 17
PDX
Portland
SAN
San Diego
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Oct 14 from Portland to San Diego, returning Sat, Oct 17, priced at $117 found 1 day ago

Top rated hotels for your South San Diego vacation

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
$314 nightly
The price is $364 total per night
$364 total
Sep 7 - Sep 8
Total with taxes and fees
With a stay at Gaylord Pacific Resort & Convention Center in Chula Vista, you'll be near the beach, a 3-minute walk from San Diego Bay and a 1-minute drive from Chula Vista Center.
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
$248 nightly
The price is $285 total per night
$285 total
Sep 7 - Sep 8
Total with taxes and fees
Located in San Diego (Mission Bay), Paradise Point Resort & Spa is steps from Mission Bay and a 5-minute drive from Mission Beach Boardwalk.
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

4 out of 5
1 Market Pl San Diego CA
Free Cancellation
Reserve now, pay when you stay
11.81 mi from city center
$233 nightly
The price is $270 total per night
$270 total
Sep 7 - Sep 8
Total with taxes and fees
With a stay at Manchester Grand Hyatt San Diego in San Diego (Downtown San Diego), you'll be steps from Seaport Village and 7 minutes by foot from San Diego Convention Center.
Pool
Pet friendly
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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.