A harbor with multiple sailboats and a bridge in the background.

Harbor Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

The Latest Harbor Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 22 - Jan 25

    Hotel Z + Flight

    Downtown San Diego
    3 nights
    3.0 star property
    9.2/10 - Wonderful (1,224 reviews)
    "Nice place"
    Reviewed November 3, 2026
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    Save 100% on your flight
    CA $739
    CA $462
    per traveller
    found 1 day ago
    Hotel Z
  • Jan 7 - Jan 12

    The Sofia Hotel + Flight

    Downtown San Diego
    5 nights
    3.5 star property
    8.8/10 - Excellent (2,769 reviews)
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    CA $1,321
    CA $617
    per traveller
    found 1 day ago
    The Sofia Hotel
  • Jan 7 - Jan 12

    Margaritaville Hotel San Diego Gaslamp Quarter + Flight

    Downtown San Diego
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,595 reviews)
    "Super clean"
    Reviewed November 7, 2026
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    CA $1,271
    CA $799
    per traveller
    found 1 day ago
    Margaritaville Hotel San Diego Gaslamp Quarter
  • Jan 21 - Jan 25

    Glorietta Bay Inn Coronado Island + Flight

    Historic Downtown Coronado
    4 nights
    3.5 star property
    8.6/10 - Excellent (1,001 reviews)
    "We arrived early due to flying in, we planned on just leaving our luggage until our room is ready, but they had our room available when we got there and checked us in. Anytime we went to the lobby. They knew us by name we didn't have to give our room number. They left a note in the room for my daughter's birthday with a bag of goodies and a guest of the day sign. It is a great location. We would definitely stay there again."
    Reviewed November 6, 2026
    Roundtrip • Vancouver (YVR) - San Diego (SAN)
    YVR - SAN • 1 stop SAN - YVR • 1 stop
    CA $1,886
    CA $1,213
    per traveller
    found 1 day ago
    Glorietta Bay Inn Coronado Island
  • Jan 7 - Jan 12

    The Horton Grand, Downtown/Gaslamp Quarter + Flight

    Downtown San Diego
    5 nights
    3.5 star property
    9.2/10 - Wonderful (2,997 reviews)
    "Love this hotel. Close to everything. Clean"
    Reviewed November 7, 2026
    Roundtrip • Seattle (SEA) - San Diego (SAN)
    SEA - SAN • Nonstop SAN - SEA • Nonstop
    CA $1,027
    CA $691
    per traveller
    found 1 day ago
    The Horton Grand, Downtown/Gaslamp Quarter

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
Learn more about Harbor Island

Downtown San Diego

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.

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.

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.

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.

Mission Bay

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

What to do near Harbor Island

Harbor Island Hotel Deals

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