Hillcrest Vacations from ¥286,260

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The Latest Hillcrest Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Urban Boutique Hotel

Urban Boutique Hotel

Downtown San Diego
¥286,260
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (1,257 reviews)
Good

Reviewed on Aug 13, 2026

The Sofia Hotel

The Sofia Hotel

Downtown San Diego
¥289,584
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Diego (SAN)
8.6/10 Excellent! (2,462 reviews)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego
¥321,574
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Diego (SAN)
9/10 Wonderful! (1,466 reviews)
A+ Great Hotel.. My wife and I will totally come back and stay there again.

Reviewed on Aug 11, 2026

Paradise Point Resort & Spa

Paradise Point Resort & Spa

Mission Bay
¥326,843
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Diego (SAN)
8.8/10 Excellent! (2,774 reviews)
Everything is so perfect, so nice and clean. We will be back when we have a plan in the future.

Reviewed on Aug 13, 2026

The Beau Hotel Gaslamp Quarter San Diego

The Beau Hotel Gaslamp Quarter San Diego

Downtown San Diego
¥310,644
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to San Diego (SAN)
9/10 Wonderful! (879 reviews)
The entire place was very clean. The staff was very helpful and friendly, including the room cleaning crew. The beds were 10/10 comfortable!! Great and convenient location.

Reviewed on Aug 13, 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 Mission and Pacific Beaches 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
¥14,254
¥16,071 total
Aug 24 - Aug 25
includes taxes & fees
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
¥35,576
¥49,328 total
Sep 7 - Sep 8
includes taxes & fees
8.8/10 Excellent! (2,803 reviews)
"Everything is so perfect, so nice and clean. We will be back when we have a plan in the future."

Reviewed on Aug 13, 2026

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
¥29,965
¥43,428 total
Sep 7 - Sep 8
includes taxes & fees
Manchester Grand Hyatt San Diego
See all 8,738 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.

Frequently asked questions

How much does a Hillcrest vacation package cost?
Be ready to book, because a trip to Hillcrest starts from only ¥286,260. When you combine your flights, hotels and more into a vacation package, you'll pick up the best bargains.
How do I get a cheap travel package to Hillcrest?
Crafting your own Hillcrest vacation package with Expedia is an easy way to save. We have over 550 partner airlines and 1,000,000 hotels throughout the world. With such a huge range to pick from, you'll have no worries pulling together your dream vacation.
Where should I stay in Hillcrest?
Travelers come from all over to experience San Diego Zoo and Balboa Park in Hillcrest. Book a room within walking distance of these popular attractions to make sightseeing easy.
What are the top hotels in Hillcrest?
If it's your first visit to Hillcrest, lock in a room at Charming Family - Friendly Cottage Near Balboa Park or Recently Remodeled 2 - Bedroom In Central Hillcrest. Both offer comfortable beds and are top options with many travelers.
How far in advance should I book my Hillcrest vacation?
To land discount prices, book nice and early. Air carriers usually start selling tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway in Hillcrest, there are always plenty of great deals on Expedia. Book something in today!
What does an Expedia Hillcrest travel package include?
You can select from a combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your fare class? That's also easy to do. The choice is all yours when it comes to putting together your dream Hillcrest getaway.
What should I know before booking a Hillcrest travel package?
You'll pick up excellent savings when you bundle your flights, hotels and rental cars into a travel package. Not just that, booking everything in one spot makes trip planning easier. So why waste your money or time? Whether you're putting together a luxury city stay with your love or an affordable family break, explore our package deals today.
Can I choose my airline with a Hillcrest Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Hillcrest vacation package?
You can. We get that life happens, so we're happy to help if you need to make changes to your Hillcrest vacation package. It may be possible to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.

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 waterfront, 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 Whale Watching Tour

San Diego Whale Watching & Dolphin Cruise

¥11,332
per adult
88% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
San Diego Old Town Trolley Hop-On Hop-Off Tour

San Diego Old Town Trolley Hop-On Hop-Off Tour

¥9,098
per adult
94% of travellers recommend
San Diego Old Town Trolley Hop-On Hop-Off Tour
See all activities in San Diego
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.