San Diego Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top hotels in San Diego

Hampton by Hilton San Jose Airport

Hampton by Hilton San Jose Airport

3 out of 5
Hwy 1 Airport Blvd Rio Segundo
Fully refundableReserve now, pay when you stay
The price is S$178 per night from 29 Jul to 30 Jul
S$178
29 Jul - 30 Jul
includes taxes & fees
9.2/10 Wonderful! (2,575 reviews)
"Clean, comfortable, great place to rest before our flight and even enjoy a meal at the hotel restaurant. Best of all was the convenience—across the parking lot from the car rental hub where we returned our rental vehicle and walked back to the hotel! Shuttle to airport came within ten minutes of ..."

Reviewed on 12 Jul, 2026

Hampton by Hilton San Jose Airport
Fairfield by Marriott San Jose Airport Alajuela

Fairfield by Marriott San Jose Airport Alajuela

3.5 out of 5
Radial Francisco J. Orlich Rio Segundo Alajuela
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 13 Aug to 14 Aug
S$139
13 Aug - 14 Aug
includes taxes & fees
9.4/10 Exceptional! (1,150 reviews)
"we left at 4am, the shuttle bus to international air port is excellent!"

Reviewed on 12 Jul, 2026

Fairfield by Marriott San Jose Airport Alajuela
DoubleTree by Hilton Cariari - San Jose Costa Rica

DoubleTree by Hilton Cariari - San Jose Costa Rica

5 out of 5
Autopista Grl. Canas, Cruce San Antonio La Asunción
Fully refundableReserve now, pay when you stay
The price is S$166 per night from 9 Aug to 10 Aug
S$166
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (1,019 reviews)
"Personal de la recepción poco amable. Por lo demás todo bien."

Reviewed on 13 Jul, 2026

DoubleTree by Hilton Cariari - San Jose Costa Rica
See all 1,361 properties in San Diego
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.

What to do in San Diego

Catamaran Ocean King Manuel Antonio

Catamaran Ocean King Manuel Antonio

S$111
per adult
90% of travellers recommend
Catamaran Ocean King Manuel Antonio
San Jose: Central Market Bites and Sights Walking Tour

San Jose: Central Market Bites and Sights Walking Tour

S$38
per adult
98% of travellers recommend
San Jose: Central Market Bites and Sights Walking Tour
ISLA TORTUGA DESDE SAN JOSÉ

ISLA TORTUGA DESDE SAN JOSÉ

S$174
per adult
92% of travellers recommend
ISLA TORTUGA DESDE SAN JOSÉ
See all activities in San Diego

Frequently asked questions

How much does a San Diego holiday package cost?
You'll find cheap prices on Expedia for your San Diego getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your holiday to San Diego costs.
What are the cheapest months to go to San Diego?
September, October and November are great times to search for cheap San Diego holiday packages. Opting to travel in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for San Diego?
The ideal length for your San Diego holiday depends on what you'd like to see and do. Usually, a few days to a week will give you time to visit all the top attractions and explore some hidden treasures along the way.
How to find the best San Diego package deals?
Use Expedia's filters to help you find some of the best San Diego package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for San Diego package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a San Diego holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a customised San Diego holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to San Diego?
If you're planning an impromptu San Diego holiday, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.
How to plan a trip to San Diego?

  1. Pick your travel dates: The things you want to do in San Diego and your preferred season can help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, meals and transportation when calculating how much to save for your trip to San Diego. Then, pick a hotel that matches your budget, whether that's an economical stay or a deluxe getaway.
  3. Work out your trip length: Think about how long you'd like to spend exploring San Diego. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a personalised San Diego holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.