Harbor Island Vacations from $429

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The Latest Harbor Island Vacation Packages

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

Lawrence Welk Resort Village
Save 100% on your flight
$429
per person
Oct 25 - Oct 31
found 2 days ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (2,052 reviews)
Clean rooms, friendly staff. Not many food and beverage options at the adult pool. Only one option for dinner. This place really caters to family’s that make use of the standard utility.

Reviewed on Sep 4, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
$790
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,550 reviews)
Los Bungalows

Los Bungalows

Save 100% on your flight
$489
per person
Nov 5 - Nov 10
found 22 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (552 reviews)
Ocean Villas of Carlsbad

Ocean Villas of Carlsbad

Carlsbad Village
Save 100% on your flight
$1,267
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (23 reviews)
Guesthouse Hotel at La Valle

Guesthouse Hotel at La Valle

Save 100% on your flight
$539
per person
Nov 5 - Nov 10
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9.2/10 Wonderful! (219 reviews)
I loved that the property was very elevated with technology , rooms were amazing.

Reviewed on Sep 4, 2026

Where to stay in Harbor Island

Find the best Harbor Island areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Island
A grand building with a central fountain, palm trees, and a flag.

Downtown San Diego

3 out of top 10 points of interest in this area

Cultural and financial hub, Downtown San Diego boasts the Symphony, Opera, theaters, museums, and historic sites like Gaslamp Quarter. Enjoy diverse shops, dining, nightlife, and convenient public transport options.

A pier extending into calm waters with people on it and a sandy beach with seaweed and a few individuals.

Pacific Beach

Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.

A sandy beach with a lifeguard tower, ocean waves, and people in the distance.

Mission Beach

Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

Gaslamp Quarter

Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.

An aerial view of a coastal city with a marina, a large body of water, and a peninsula with buildings.

Mission Bay

1 out of top 10 points of interest in this area

If you're spending some time in Mission Bay, Mission Bay and Mission and Pacific Beaches are top sights worth seeing.

Harbor Island Hotel Deals

Sheraton San Diego Resort

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA
$213 nightly
$245 total
Sep 7 - Sep 8
Total with taxes and fees
Sheraton San Diego Resort
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
$246 nightly
$285 total
Sep 7 - Sep 8
Total with taxes and fees
Manchester Grand Hyatt San Diego
California Suites Hotel

California Suites Hotel

5415 Clairemont Mesa Blvd San Diego CA
Fully refundableReserve now, pay when you stay
$89 nightly
$102 total
Sep 20 - Sep 21
Total with taxes and fees
7.8/10 Good! (2,930 reviews)
"Great hotel for the price. Great location, fridge, microwave, AC, even a stove (used to be an apt complex). Complimentary daily newspaper. Guaranteed parking. Security guards patrolling nightly."

Reviewed on Sep 4, 2026

California Suites Hotel
See all 8,642 properties in Harbor Island
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.

Things to do

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: 3 Hour Whale Watching Cruise

San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch

$34
per adult
88% of travellers recommend
San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch
See all activities in San Diego

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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.