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.
  • Oct 7 - Oct 11

    Sheraton San Diego Resort + Flight

    Harbor Island
    4 nights
    4.0 star property
    8.4/10 - Very Good (3,624 reviews)
    Roundtrip Chicago (CHI) - San Diego (SAN)
    MDW - SANNonstop SAN - ORD1 stop
    $867
    $621
    per traveler
    found 2 days ago
    Sheraton San Diego Resort
  • Sep 8 - Sep 13

    Paradise Point Resort & Spa + Flight

    Mission Bay
    5 nights
    4.0 star property
    8.8/10 - Excellent (2,764 reviews)
    "Best hotel in mission bay!"
    Reviewed August 1, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SANNonstop SAN - ORDNonstop
    Save 100% on your flight
    $1,164
    $699
    per traveler
    found 1 day ago
    Paradise Point Resort & Spa
  • Sep 8 - Sep 14

    Ocean Park Inn + Flight

    Pacific Beach
    6 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 - SANNonstop SAN - ORD1 stop
    Save 100% on your flight
    $1,946
    $1,195
    per traveler
    found 1 day ago
    Ocean Park Inn
  • Sep 8 - Sep 14

    Embassy Suites by Hilton San Diego La Jolla + Flight

    University City
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,989 reviews)
    "Decent, clean, well-maintained, well-located property"
    Reviewed August 1, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SANNonstop SAN - ORD1 stop
    Save 100% on your flight
    $1,022
    $684
    per traveler
    found 1 day ago
    Embassy Suites by Hilton San Diego La Jolla
  • Sep 8 - Sep 14

    Kona Kai San Diego + Flight

    Point Loma
    6 nights
    4.0 star property
    8.2/10 - Very Good (1,001 reviews)
    "The facilities are nice and very clean. Marina views beautiful and nice big balconies. They work on a skeleton staff so for the cost of the hotel you don’t get much in terms of services. We ordered the champagne to be in our room at arrival and it wasn’t :( so we went to the pool bar and when we came back to the room the champagne was there but it wasn’t even in an ice bucket and there were 2 glasses when our res was for 3 adults in our room One of us arrived 30 minutes before check in..."
    Reviewed July 29, 2026
    Roundtrip Chicago (CHI) - San Diego (SAN)
    ORD - SANNonstop SAN - ORD1 stop
    Save 100% on your flight
    $1,142
    $799
    per traveler
    found 1 day ago
    Kona Kai San Diego

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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 $621. 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.)