Santa Rosa Holidays from NZ$4,831

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

The Latest Santa Rosa Holiday Deals

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

Ola Boutique Hotel

4.5 out of 5
Condado
Price was NZ$5,682, price is now NZ$4,831 per person
NZ$4,831
per person
23 Aug - 29 Aug
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
9/10 Wonderful! (874 reviews)
Room really clean, staff very friendly and helpful. Would stay again on another visit.

Reviewed on 11 July 2026

Signature Collection at Rio Mar

Signature Collection at Rio Mar

5 out of 5
Mameyes II
Save 100% on your flight
Price was NZ$15,546, price is now NZ$9,471 per person
NZ$9,471
per person
23 Aug - 29 Aug
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
No reviews

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Price was NZ$6,428, price is now NZ$5,377 per person
NZ$5,377
per person
23 Aug - 29 Aug
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
8.8/10 Excellent! (695 reviews)
Nice and fancy location

Reviewed on 10 July 2026

Fairmont El San Juan Villa Experience

Fairmont El San Juan Villa Experience

5 out of 5
Isla Verde
Price was NZ$6,837, price is now NZ$5,723 per person
NZ$5,723
per person
23 Aug - 29 Aug
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
7.6/10 Good! (148 reviews)
There was a long line and no agents working at any of the check in stations when I arrived. I was told my room was going through "final inspection" when I checked in, but then waited over 2 hours for my room. The bellman yelled at me when I called to ask to have my suitcase delivered to my room, and I was double charged for the room. So the stay was overall not at all what I expected compared to the last time I stayed at the Fairmont a year ago. It was a complete disappointment.

Reviewed on 16 June 2026

Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Price was NZ$6,291, price is now NZ$5,382 per person
NZ$5,382
per person
23 Aug - 29 Aug
found 1 day ago
Return flight included
Christchurch (CHC) to San Juan (SJU)
9.2/10 Wonderful! (668 reviews)
Excelente

Reviewed on 9 July 2026

Santa Rosa Holiday

Our pick of the best Santa Rosa Hotel Deals

AC Hotel by Marriott San Juan Condado

AC Hotel by Marriott San Juan Condado

4 out of 5
1369 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$509 per night from 9 Aug to 10 Aug
NZ$509
9 Aug - 10 Aug
includes taxes & fees
8.6/10 Excellent! (1,244 reviews)
"Staff was so sweet"

Reviewed on 10 July 2026

AC Hotel by Marriott San Juan Condado
Condado Vanderbilt Hotel

Condado Vanderbilt Hotel

5 out of 5
1055 Ashford Avenue San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$830 per night from 5 Aug to 6 Aug
NZ$830
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (1,755 reviews)
"Wonderful experienc! Friendly helpful staff. Beautiful property."

Reviewed on 10 July 2026

Condado Vanderbilt Hotel
La Concha Resort, Puerto Rico, Autograph Collection

La Concha Resort, Puerto Rico, Autograph Collection

4 out of 5
1077 Ashford Ave Condado San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$689 per night from 9 Aug to 10 Aug
NZ$689
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (2,745 reviews)
"Place is was amazing."

Reviewed on 10 July 2026

La Concha Resort, Puerto Rico, Autograph Collection
See all 4,016 properties in Santa Rosa
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 Santa Rosa attractions

Villa Campestre

Enjoy a fun-filled day at Villa Campestre during your trip to Santa Rosa.
See properties

What to do in Santa Rosa

Culebra Day Trip by Catamaran

Culebra Day Trip from Fajardo by Catamaran

NZ$293
per adult
92% of travellers recommend
Culebra Day Trip from Fajardo by Catamaran
Bioluminescent Bay Night Kayaking Experience in Fajardo

Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)

NZ$220
per adult
88% of travellers recommend
Bioluminescent Bay Night Kayak Experience in Fajardo (transport optional)
El Yunque Rainforest Guided Hiking with Waterfall Tour

El Yunque Rainforest Guided Hiking Tour

NZ$155
per traveller
96% of travellers recommend
El Yunque Rainforest Guided Hiking Tour
See all activities in Santa Rosa

Frequently asked questions

How much does a Santa Rosa holiday package cost?
Offering excellent value package deals from NZ$4,831 on Expedia, you'll be pleasantly surprised at how much a holiday to Santa Rosa costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Santa Rosa?
The off-season is the best time to head to Santa Rosa if you're trying to keep costs down. Another tip for scoring cheap Santa Rosa holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Santa Rosa?
The ideal duration for your Santa Rosa holiday depends on what you'd like to see. Usually, a handful of days to a week will give you time to check out all the top sights and discover some hidden gems along the way.
How to find the best Santa Rosa package deals?
Use Expedia's filter tool to find some great Santa Rosa package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Santa Rosa package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Santa Rosa holiday as a package?
You can enjoy significant savings on your Santa Rosa break by booking a customised holiday package. Click on the "Package" heading, then enter your destination and travel dates to view 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 Santa Rosa?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Santa Rosa holiday.
How to plan a trip to Santa Rosa?

  1. Choose your travel dates: What you plan to do in Santa Rosa and your preferred season will help you decide when to go.
  2. Budget wisely: As well as the cost of your stay, you should consider other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that could arise during your trip to Santa Rosa.
  3. Decide your trip length: Consider how long you want to spend discovering Santa Rosa. Plan your days so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Santa Rosa holiday package that brings all your bookings together.

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.