Santiago Holidays from NZ$2,890

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The Latest Santiago Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Ayana Inn PR

Ayana Inn PR

Santurce
NZ$2,890
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
9.4/10 Exceptional! (164 reviews)
Absolutely beautiful ! Near the ocean and in a very lively , scenic neighborhood . Quiet building with very hospitable staff and easy check in. Also in good distance from everything you would want to see ( Ubers were less than $10 on average) Would definitely return here again!

Reviewed on 7 Aug 2026

DUNA by DW

DUNA by DW

Santurce
NZ$3,347
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
9.4/10 Exceptional! (90 reviews)
Aire de O:live

Aire de O:live

Isla Verde
NZ$3,986
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
9.2/10 Wonderful! (725 reviews)
Hyatt Regency Grand Reserve Puerto Rico

Hyatt Regency Grand Reserve Puerto Rico

Zarzal
NZ$3,578
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
9/10 Wonderful! (3,176 reviews)
Property was ok, people were friendly

Reviewed on 8 Aug 2026

Rincon Beach Resort

Rincon Beach Resort

NZ$3,261
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
8.6/10 Excellent! (1,017 reviews)

Santiago Holiday

Our pick of the best Santiago Hotel Deals

Hacienda Villa Sotomayor

Hacienda Villa Sotomayor

Bo Garzas Adjuntas Adjuntas
Fully refundableReserve now, pay when you stay
NZ$133
10 Aug - 11 Aug
includes taxes & fees
9/10 Wonderful! (205 reviews)
"Great staff and waitress at the dinner. Clean rooms, very quite place to relax"

Reviewed on 8 Aug 2026

Hacienda Villa Sotomayor
Bella Surf Inn

Bella Surf Inn

Carr. 4466 Km 0.1 Isabela
Fully refundableReserve now, pay when you stay
NZ$215
9 Sept - 10 Sept
includes taxes & fees
9/10 Wonderful! (658 reviews)
"To begin the views are beautiful. That is all about the place, place is old, musty, TV wasn’t working, kitchen missing utensils, only one drinking glass, 2 forks, no paper towels or kitchen towels, bathroom dispensers were empty. The place can use updating and a more pleasant decor."

Reviewed on 9 Aug 2026

Bella Surf Inn
Aguadilla Surf Lodge

Aguadilla Surf Lodge

Calle Sabalo Aguadilla Aguadilla
Fully refundableReserve now, pay when you stay
NZ$217
17 Aug - 18 Aug
includes taxes & fees
9.8/10 Exceptional! (164 reviews)
"Location is very close to popular beaches, restaurants and a grocery store. The apartment was very spacious and has a modern look. Quality of the facility was excellent. I look forward to staying there on my next visit!"

Reviewed on 9 Aug 2026

Aguadilla Surf Lodge
See all 663 properties in Santiago
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 Santiago

tubing

Tanama River Cave Tubing

NZ$190
per adult
90% of travellers recommend
Tanama River Cave Tubing
Private Tour of the White Canyon Ancestral Route in Utuado

Private Tour of the White Canyon Ancestral Route in Utuado

NZ$137
per adult
100% of travellers recommend
Private Tour of the White Canyon Ancestral Route in Utuado
Full-Day Cueva Ventana, Indian Cave and Waterfall Adventure

3 in 1 Full Day Cueva Ventana, Indian Cave & Waterfall Adventure

NZ$268
per adult
100% of travellers recommend
3 in 1 Full Day Cueva Ventana, Indian Cave & Waterfall Adventure
See all activities in Santiago

Frequently asked questions

How much does a Santiago holiday package cost?
You'll find cheap prices from NZ$2,890 on Expedia for your Santiago escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Santiago costs.
What are the cheapest months to go to Santiago?
September, October and November are the best times to search for cheap Santiago holiday packages. Opting to travel in less busy months means you'll typically find lower prices on flights and accommodation.
How many days is enough for Santiago?
The ideal length of your Santiago holiday depends on what you'd like to do and see. Usually, a handful of days to a week will give you enough time to check out all the major sights and discover some hidden spots along the way.
How to find the best Santiago package deals?
Use Expedia's handy filters to help you find some unbeatable Santiago package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Santiago package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package well in advance.
Is it cheaper to book a Santiago holiday as a package?
You can enjoy significant savings on your next Santiago retreat by booking a tailored holiday package. Check the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a holiday package to Santiago?
Secure amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Santiago adventure.
How to plan a trip to Santiago?
  1. Pick your travel dates: What you plan to do in Santiago and your preferred season will help you decide when to travel.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Santiago. Then, choose a hotel that matches your budget, whether that's an affordable stay or a more luxurious retreat.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Santiago. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Santiago holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.