A colorful umbrella installation with a 'Welcome Home Beautiful' sign.

Hillcrest Vacations from $373

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Hillcrest Vacation

Experience everything this neighborhood has to offer with a tailor-made Hillcrest vacation package. However you imagine spending your time here, you'll find countless opportunities for relaxation, fun and adventure. Eager to get out and see the sights during your trip to Hillcrest? Don't miss nearby attractions such as San Diego Zoo, Balboa Park and University of San Diego. Stop dreaming and start doing. When you're ready to lock in your next vacation to Hillcrest, Expedia will help get you there.

The Latest Hillcrest Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A spacious lobby with a central wooden table, potted plants, and a large blue sculpture.
    Jan 21 - Jan 24

    Margaritaville Hotel San Diego Gaslamp Quarter + Flight

    Downtown San Diego
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,598 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $566
    $373
    per traveler
    found 8 hours ago
    Margaritaville Hotel San Diego Gaslamp Quarter
  • A multi-story hotel with a brick facade, multiple windows, and a fire escape.
    Jan 11 - Jan 15

    The Sofia Hotel + Flight

    Downtown San Diego
    4 nights
    3.5 star property
    8.8/10 - Excellent (2,773 reviews)
    "Great"
    Reviewed November 9, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $770
    $406
    per traveler
    found 12 hours ago
    The Sofia Hotel
  • A balcony with wicker furniture, a stone building, and a view of the ocean and golf course.
    Jan 15 - Jan 18

    Pantai Inn + Flight

    Village of La Jolla
    3 nights
    3.5 star property
    9.4/10 - Exceptional (1,002 reviews)
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    Save 100% on your flight
    $1,569
    $950
    per traveler
    found 1 day ago
    Pantai Inn
  • A coastal residential area with houses, a well-maintained lawn, and a view of the ocean.
    Dec 9 - Dec 15

    Wave Crest Resort + Flight

    Del Mar
    6 nights
    3.0 star property
    9.2/10 - Wonderful (164 reviews)
    "Beautiful property and proximity to the beach."
    Reviewed November 4, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $1,275
    $814
    per traveler
    found 6 hours ago
    Wave Crest Resort
  • A terrace with lounge chairs and a table, overlooking the ocean with palm trees and a pier in the distance.
    Dec 27 - Jan 2

    Southern California Beach Club + Flight

    Townsite
    6 nights
    3.0 star property
    9.2/10 - Wonderful (573 reviews)
    "Fantastic location, clean, nice room, only negative was no A/C, but fortunately the nights were cool during our stay."
    Reviewed October 28, 2026
    Roundtrip • Denver (DEN) - San Diego (SAN)
    DEN - SAN • Nonstop SAN - DEN • Nonstop
    $1,240
    $814
    per traveler
    found 1 day ago
    Southern California Beach Club

Where to stay in Hillcrest

Find the best Hillcrest areas and neighborhoods for the activities you enjoy most. Learn more about Hillcrest
Learn more about Hillcrest
A large stadium with the sign "Cobo Park" and palm trees around it.

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.

A pier extending into the ocean with buildings at the end, under a partly cloudy sky.

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 theater marquee with ornate designs and the name "Gaslamp Quarter".

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.

A coastal cityscape with a long sandy beach, a pier, and dense urban buildings.

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.

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

Mission Bay

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

Discover the most popular places to visit in Hillcrest

Rich's Nightclub

Rich's Nightclub is just one of the places to see in San Diego, so why not enjoy the other things to explore during your travels? You can enjoy the restaurants while in the area.
See properties

What to do near Hillcrest

LEGOLAND® California Resort

LEGOLAND® California Tickets

$91
per adult
84% of travelers recommend
LEGOLAND® California Tickets
See all activities near Hillcrest

Hillcrest Hotel Deals

A modern living room with large windows, a sofa, a dining table, and potted plants.

Abpopa Hillcrest

Abpopa Hillcrest
3.0 star property
Hillcrest
8.2 out of 10, Very good, (811 reviews)
"The room view was beautiful"
$129 nightly
The price is $145
Dec 9 - Dec 10
Total with taxes and fees
Abpopa Hillcrest
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.
See all properties in Hillcrest
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.