Little Italy Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Deluxe 2 King Bedrooms, Multiple Beds, Sleeps 11ppl | Terrace/patio
    Aug 15 - Aug 19

    City24 Hotel Little Italy Mission Hills + Flight

    Middletown
    4 nights
    4.5 star property
    9.8/10 - Exceptional (160 reviews)
    "Great spot for plane spotting aircraft at SAN. The rooftop guest area has a great view for pictures. Large rooms and ample beds make it excellent for large families."
    Reviewed May 28, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 2 stops SAN - HND • 2 stops
    ￥421,155
    ￥348,488
    per traveler
    found 1 day ago
    City24 Hotel Little Italy Mission Hills
  • Dinner served
    Aug 15 - Aug 19

    The Horton Grand, Downtown/Gaslamp Quarter + Flight

    Downtown San Diego
    4 nights
    3.5 star property
    9.2/10 - Wonderful (2,812 reviews)
    "Our room was clean. the staff was great. I have stayed here before and really like the hotel. Unfortunately, I am not sure if I will stay there again for the following reasons: There were annoying plumbing issues in our room. The bathroom sink and shower did not drain well. The tub stopper didn't stay open. The shower valve was sticking and difficult to turn. Water barely came out of the shower head because the valve to turn on the shower leaked. Maintenance just seemed to be slipping. Also,..."
    Reviewed May 31, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 2 stops SAN - HND • 2 stops
    ￥461,040
    ￥374,018
    per traveler
    found 1 day ago
    The Horton Grand, Downtown/Gaslamp Quarter
  • Premium bedding, down comforters, pillowtop beds, in-room safe
    Aug 15 - Aug 19

    Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort + Flight

    Encinitas
    4 nights
    5.0 star property
    8.8/10 - Excellent (271 reviews)
    "The hotel was beautiful, the pool was great to relax by enjoy the sauna and cold plunge. The beach is a short walk down the stairs and is a pretty quiet beach, it does have a lot of rocks tho. The amenities being able to rent a bike, beach chairs and board were a lot of fun. There was lots of good restaurants a short bike ride away. The staff was all very friendly and helpful."
    Reviewed May 21, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 2 stops SAN - HND • 2 stops
    ￥528,364
    ￥434,591
    per traveler
    found 1 day ago
    Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort
  • Exterior
    Aug 15 - Aug 19

    The Lodge at Torrey Pines + Flight

    Torrey Pines
    4 nights
    5.0 star property
    9.2/10 - Wonderful (942 reviews)
    "I'm very disappointed that when we booked the price on the website clearly said "total with taxes and fees" however, when we arrived we had to pay an extra $75 for parking and $65 resort fee plus tax. The wifi did not work properly in our room or in several spots on the property. The men's steam room was out of service. The room was very dark and old fashioned."
    Reviewed June 2, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 2 stops SAN - HND • 2 stops
    ￥540,341
    ￥449,521
    per traveler
    found 1 day ago
    The Lodge at Torrey Pines
  • View from room
    Aug 15 - Aug 19

    Shore House at The Del, LXR Hotels & Resorts + Flight

    Historic Downtown Coronado
    4 nights
    5.0 star property
    9.4/10 - Exceptional (153 reviews)
    "Overall I was very pleased with the stay. The room/villa was very clean as was the entire property. The property and amenities were excellent. It was a mixed bag with the staff. The cleaning staff were very friendly and always very helpful, they were 5*. The front desk attendants were friendly and helpful but commonly in the back and not at the counter, especially at night. The valet at the shore house was fantastic, the valet at the main hotel were rude on the two occasions I had to use them..."
    Reviewed May 31, 2026
    Roundtrip • Tokyo (NRT) - San Diego (SAN)
    NRT - SAN • 2 stops SAN - HND • 2 stops
    ￥580,016
    ￥486,081
    per traveler
    found 1 day ago
    Shore House at The Del, LXR Hotels & Resorts

Where to stay in Little Italy

Find the best Little Italy areas and neighborhoods for the activities you enjoy most. Learn more about Little Italy
Downtown San Diego

Downtown San Diego

3 out of top 10 points of interest in this area
4.5/5(8,598 area reviews)

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.

Find hotels in Downtown San Diego

Little Italy Hotel Deals

Hampton Inn San Diego-Downtown

Hampton Inn San Diego-Downtown

2.5 out of 5
San Diego CA
Fully refundableReserve now, pay when you stay
The price is ￥23,793 per night from Jun 17 to Jun 18
￥23,793
￥27,587 total
Jun 17 - Jun 18
includes taxes & fees
8.2/10 Very Good! (2,556 reviews)
"The staff was very friendly. Interesting that the room didn't have a microwave. The breakfast was good. Lots of options."

Reviewed on Jun 2, 2026

Hampton Inn San Diego-Downtown
Courtyard by Marriott San Diego Downtown Little Italy

Courtyard by Marriott San Diego Downtown Little Italy

4 out of 5
1646 Front St San Diego CA
Fully refundableReserve now, pay when you stay
The price is ￥30,071 per night from Jun 16 to Jun 17
￥30,071
￥34,866 total
Jun 16 - Jun 17
includes taxes & fees
9/10 Wonderful! (653 reviews)
"Great location"

Reviewed on Jun 3, 2026

Courtyard by Marriott San Diego Downtown Little Italy
Porto Vista Hotel Downtown

Porto Vista Hotel Downtown

3.5 out of 5
1835 Columbia St San Diego CA
Fully refundableReserve now, pay when you stay
The price is ￥18,008 per night from Jun 9 to Jun 10
￥18,008
￥22,027 total
Jun 9 - Jun 10
includes taxes & fees
7.2/10 Good! (1,302 reviews)
"This hotel was conveniently located to many eateries as well as the waterfront. The staff was accommodating and helpful."

Reviewed on Jun 1, 2026

Porto Vista Hotel Downtown
See all 8,377 properties in Little Italy
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 Little Italy vacation package cost?
From just . Yes, you read that right. Our Little Italy packages are an easy way to make your budget go further. Combine your favorite hotels, flights and rental car and get out and see this exciting destination.
How do I get a cheap travel package to Little Italy?
You'll save big if you bundle your flights, car rentals and hotels into a Little Italy travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties globally, which means you'll always have plenty of variety to choose from. Eager to save even more? Add some fun activities to your package deal and unlock even more discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Little Italy?
Most people who visit Little Italy include both LEGOLAND® California and San Diego Convention Center on their sightseeing itineraries. Why not book a hotel within walking distance of these fantastic attractions?
What are the top hotels in Little Italy?
Get your vacation off to a good start by locking in a room at Little Italy Hideaway - Best Location In San Diego. It's one of most sought-after properties in Little Italy. Another cozy option is Podshare San Diego - Hostel.
How far in advance should I book my Little Italy vacation?
The earlier, the better. Airlines generally advertise flights nearly 12 months in advance, and this is a fantastic opportunity to pick up some rock-bottom prices. Boss just told you to use up some vacation time in a few weeks? No sweat. Expedia are never short of fantastic bargains to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Little Italy travel package include?
Flights, hotels and rental cars, or any combination of them — it's your pick! Whether you're headed to Little Italy with the entire family or traveling solo, there's a bundle to match every budget and style. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a Little Italy travel package?
A travel package can be tailored to your budget and is a great way to make your hard-earned dollars stretch further. How little or much you include is totally up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Little Italy Expedia vacation package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Simply select the airline you want and craft the perfect Little Italy getaway.
If I'm not able to travel, can I cancel my Little Italy vacation package?
It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Little Italy vacation package. If you booked in the last 24 hours, you may be eligible for a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Little Italy

Waterfront Park

Waterfront Park

4.5/5(51 reviews)

After visiting Waterfront Park, make a plan to see the other sights and activities in San Diego. Stroll along the area's waterfront or experience its fascinating museums.

Waterfront Park
Maritime Museum of San Diego

Maritime Museum of San Diego

4.5/5(275 reviews)

This impressive collection of nine marine vessels includes sailing boats, ferries, submarines and yachts.

Maritime Museum of San Diego

Things to do

LEGOLAND® California Resort

LEGOLAND® California Resort

￥11,611
per adult
84% of travellers recommend
LEGOLAND® California Resort
Oceanside Whale and Dolphin Watching Adventures

Oceanside Whale and Dolphin Watching Adventures

￥8,943
per adult
90% of travellers recommend
Oceanside Whale and Dolphin Watching Adventures
San Diego Whale Watching Tour

San Diego Whale Watching & Dolphin Cruise

￥11,140
per adult
86% of travellers recommend
San Diego Whale Watching & Dolphin Cruise
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.