Hillcrest Vacations from $219

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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.
Hyatt Vacation Club at The Welk, San Diego Area

Hyatt Vacation Club at The Welk, San Diego Area

Lawrence Welk Resort Village
Save 100% on your flight
$219
per person
Oct 20 - Oct 23
found 13 hours ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.6/10 Excellent! (1,993 reviews)
Da best vacay

Reviewed on Aug 9, 2026

Los Bungalows

Los Bungalows

Save 100% on your flight
$627
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
8.2/10 Very Good! (546 reviews)
We had such a wonderful stay! The bungalow was beautiful, comfortable, and such a great place for our little getaway. Everything was exactly what we needed, and we really enjoyed being able to come back and relax after being out exploring all day. The space was cozy, welcoming, and made our trip feel even more special. We truly enjoyed our stay and would absolutely recommend this property to anyone visiting the area. Thank you so much for having us ♥️

Reviewed on Aug 9, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
Save 100% on your flight
$629
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DAL) to San Diego (SAN)
8.6/10 Excellent! (2,428 reviews)
Staff was amazing. Rooms were comfortable. Only reason why i can’t give a 5 star review is because the TV didn’t really work. After a long day it would be nice to come back to a tv that has working channels instead of choppy signal or just not loading at all.

Reviewed on Aug 8, 2026

Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego
Save 100% on your flight
$483
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (1,450 reviews)
Highly recommend!

Reviewed on Aug 9, 2026

The Beau Hotel Gaslamp Quarter San Diego

The Beau Hotel Gaslamp Quarter San Diego

Downtown San Diego
Save 100% on your flight
$324
per person
Oct 20 - Oct 23
found 1 day ago
Roundtrip flight included
Denver (DEN) to San Diego (SAN)
9/10 Wonderful! (879 reviews)
The hotel was 300 a day with a 200 dollar deposit and the room had no a/c For that amount of money you pay all rooms should a/c not a small portable water cooler.

Reviewed on Aug 9, 2026

Where to stay in Hillcrest

Find the best Hillcrest areas and neighborhoods for the activities you enjoy most. Learn more about Hillcrest
A grand building with a central fountain, palm trees, and a flag.

Downtown San Diego

3 out of top 10 points of interest in this area

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 calm waters with people on it and a sandy beach with seaweed and a few individuals.

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 sandy beach with a lifeguard tower, ocean waves, and people in the distance.

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.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

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.

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

Mission Bay

1 out of top 10 points of interest in this area

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

Hillcrest Hotel Deals

Uptown Inn by Vantaggio - Limited Service Apart-Hotel

Uptown Inn by Vantaggio - Limited Service Apart-Hotel

819 University Ave San Diego CA
$97 nightly
$110 total
Aug 17 - Aug 18
Total with taxes and fees
8.4/10 Very Good! (427 reviews)
"Incredibly uncomfortable bed"

Reviewed on Aug 7, 2026

Uptown Inn by Vantaggio - Limited Service Apart-Hotel
Paradise Point Resort & Spa

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA
Fully refundableReserve now, pay when you stay
$269 nightly
$309 total
Aug 30 - Aug 31
Total with taxes and fees
Paradise Point Resort & Spa
Manchester Grand Hyatt San Diego

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA
Fully refundableReserve now, pay when you stay
$216 nightly
$250 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (2,780 reviews)
"Amazing venue but outstanding staff, very professional, curteous, poised and attentive to detail. Thank you for an exceptional stay!"

Reviewed on Aug 8, 2026

Manchester Grand Hyatt San Diego
See all 8,750 properties in 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.

Stay near popular Hillcrest attractions

Marston House

You can spend time exploring the galleries in Marston House during your trip to San Diego. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.
See properties

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

The Brass Rail

The Brass Rail 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

Things to do

San Diego Padres Baseball Game at Petco Park

San Diego Padres Baseball Game at Petco Park

$44
per adult
San Diego Padres Baseball Game at Petco Park
San Diego Afternoon Sail

Spectacular Afternoon Sail on San Diego Bay

$96
per adult
Spectacular Afternoon Sail on San Diego Bay
See all activities in San Diego

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