A coastal landscape with waves crashing onto the shore, palm trees, and buildings along the coastline.

San Diego Beach Vacations

Book a Beach Hotel + Flight or Car together to unlock savings

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    Save up to $2,000 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Beach vacation packages in San Diego

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

    Sheraton San Diego Resort + Flight

    Harbor Island
    3 nights
    4.0 star property
    8.4/10 - Very Good (3,620 reviews)
    "All was just fine. Hotel is a bit old but has been updated. All very clean and nice staff. Restaurant doesn’t really open until 5:30 ( bartender starts at 5) so I was a bit disappointed in that. But server was very nice"
    Reviewed July 31, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORDNonstop
    $741
    $549
    per traveler
    found 1 day ago
    Sheraton San Diego Resort
  • Oct 21 - Oct 26

    Paradise Point Resort & Spa + Flight

    Mission Bay
    5 nights
    4.0 star property
    8.8/10 - Excellent (2,760 reviews)
    "Q"
    Reviewed August 1, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORDNonstop
    Save 100% on your flight
    $1,109
    $741
    per traveler
    found 1 day ago
    Paradise Point Resort & Spa
  • Oct 21 - Oct 26

    Ocean Park Inn + Flight

    Pacific Beach
    5 nights
    3.0 star property
    9.4/10 - Exceptional (1,003 reviews)
    "We stay here every year on vacation. This is our place!!!"
    Reviewed July 31, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - MDWNonstop
    Save 100% on your flight
    $1,241
    $844
    per traveler
    found 1 day ago
    Ocean Park Inn
  • Oct 21 - Oct 26

    The Wayfarer San Diego + Flight

    Mission Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,832 reviews)
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORDNonstop
    Save 100% on your flight
    $1,278
    $931
    per traveler
    found 1 day ago
    The Wayfarer San Diego
  • Oct 21 - Oct 26

    The Dana on Mission Bay + Flight

    Mission Bay
    5 nights
    3.5 star property
    9.0/10 - Wonderful (4,408 reviews)
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORDNonstop
    Save 100% on your flight
    $851
    $626
    per traveler
    found 1 day ago
    The Dana on Mission Bay

Discover the most popular places to visit in San Diego

What to do in San Diego

Top Beach San Diego Hotels

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.

Find your perfect San Diego beach vacation

How do I book the best San Diego beach vacation packages?

Life’s a beach when you dive into our brilliant San Diego beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in San Diego?

A rental steps from the shore creates an amazingly affordable San Diego beach vacation. Seaside sojourns during low season start from $549. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in San Diego?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a San Diego beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a San Diego vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find San Diego beach vacation deals?

Sort your search results by deals to delight in amazing San Diego beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a San Diego beach trip with free cancellation and/or flexible dates?

Just like the San Diego tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my San Diego beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in San Diego. (OK, maybe not that last part.)