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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Top Beach vacation packages in San Diego

Price found within the past 48 hours. Click for updated prices.
  • Sep 24 - Sep 29

    The Bristol Hotel San Diego + Flight

    Downtown San Diego
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,593 reviews)
    "Hotel was extremely clean and nice location was perfect. Only thing was no breakfast no complementary water bottles."
    Reviewed August 5, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORD1 stop
    Save 100% on your flight
    $895
    $633
    per traveler
    found 1 day ago
    The Bristol Hotel San Diego
  • Sep 24 - Sep 29

    Ocean Park Inn + Flight

    Pacific Beach
    5 nights
    3.0 star property
    9.4/10 - Exceptional (1,015 reviews)
    "The staff was very helpful. It was easy access to the beach area."
    Reviewed August 5, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORD1 stop
    Save 100% on your flight
    $1,651
    $1,030
    per traveler
    found 1 day ago
    Ocean Park Inn
  • Sep 24 - Sep 29

    The Wayfarer San Diego + Flight

    Mission Beach
    5 nights
    4.0 star property
    9.4/10 - Exceptional (1,846 reviews)
    "Great Place! Perfect location on beach"
    Reviewed August 6, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORD1 stop
    Save 100% on your flight
    $1,491
    $1,001
    per traveler
    found 1 day ago
    The Wayfarer San Diego
  • Sep 24 - Sep 29

    The Dana on Mission Bay + Flight

    Mission Bay
    5 nights
    3.5 star property
    9.0/10 - Wonderful (4,436 reviews)
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORD1 stop
    Save 100% on your flight
    $1,021
    $696
    per traveler
    found 1 day ago
    The Dana on Mission Bay
  • Sep 24 - Sep 29

    Paradise Point Resort & Spa + Flight

    Mission Bay
    5 nights
    4.0 star property
    8.8/10 - Excellent (2,805 reviews)
    "My key stopped working but everything else was good. Very expensive though to be on the water."
    Reviewed August 6, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SAN1 stop SAN - ORD1 stop
    Save 100% on your flight
    $1,433
    $1,001
    per traveler
    found 1 day ago
    Paradise Point Resort & Spa

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 $633. 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.)