Isla Grande Vacations from $507

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Your Isla Grande Vacation

Booking a tailor-made Isla Grande vacation package is a good way to get to know the ins and outs of this neighborhood. From its renowned sites to its lesser-known gems, you won't be short of adventures. Start your trip to Isla Grande by heading to nearby attractions such as San Juan Gate, La Fortaleza and Catedral Basilica Menor de San Juan Bautista. Whatever your travel goals or the size of your budget, booking a perfect Isla Grande vacation is simple with Expedia.

The Latest Isla Grande Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Lazy Parrot Inn

Lazy Parrot Inn

3 out of 5
Price was $1,076, price is now $507 per person
$507
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (1,004 reviews)
Falta más horario restaurante para desayunar

Reviewed on Oct 26, 2025

Ola Boutique Hotel

Ola Boutique Hotel

4.5 out of 5
Condado
Price was $2,383, price is now $1,056 per person
$1,056
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9.2/10 Wonderful! (542 reviews)
Excelente servicio de los que trabajan en el lugar , ayudan con cualquier duda, muy amables. Regresaré a Ola boutique hotel el próximo año.

Reviewed on Oct 27, 2025

Urbana Hotel

Urbana Hotel

2 out of 5
San Juan Antiguo
Save 100% on your flight
Price was $1,124, price is now $539 per person
$539
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (368 reviews)
The room was clean when I arrived. The AC worked throughout my entire stay which was great considering how hot it can get. The only things that I disliked were that they didn’t have a dresser. It was just a rack and some hangers. They also don’t have a microwave in the room. You would have to go to the check in area and heat up over there which is inconvenient.

Reviewed on Oct 15, 2025

OLV Fifty Five - Adults Only

OLV Fifty Five - Adults Only

4.5 out of 5
Condado
Save 100% on your flight
Price was $2,538, price is now $1,403 per person
$1,403
per person
Jan 15 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to San Juan (SJU)
8.6/10 Excellent! (563 reviews)
My husband and I did a quick weekend trip and it was the perfect hotel. All employees were very attentive and friendly. Hotel is beautiful all around. Rooms are gorgeous and luxurious just need a little deep cleaning or minor up grading to make accents a little more polish. Love the wrap around balcony view in our room it was the best Wish they told us we need to book for the dinner restaurant downstairs as soon as we got here, we would have did so; we was looking forward to dining but it was completely booked

Reviewed on Oct 26, 2025

Aire de O:live

Aire de O:live

4 out of 5
Isla Verde
Save 100% on your flight
Price was $1,442, price is now $814 per person
$814
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Juan (SJU)
9/10 Wonderful! (290 reviews)
The BEST staff!!! I will be back again!!!

Reviewed on Oct 24, 2025

Where to stay in Isla Grande

Find the best Isla Grande areas and neighborhoods for the activities you enjoy most. Learn more about Isla Grande
San Juan

Old San Juan

4.5/5(354 area reviews)

The fascinating museums and captivating waterfront views are top of the list for many visitors to Old San Juan. A stop by Port of San Juan or Pier 4 might round out your trip.

Find hotels in Old San Juan

Isla Grande Hotel Deals

Sheraton Puerto Rico Resort & Casino

Sheraton Puerto Rico Resort & Casino

4 out of 5
200 Convention Boulevard, San Juan
$267 nightly
The price is $296 total per night from Nov 23 to Nov 24
$296 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (1,042 reviews)
Pool area was a lil too small & not enough lounge chairs for the guest but overall it was a great stay. Staff & rms were excellent

Reviewed on Oct 15, 2025

Sheraton Puerto Rico Resort & Casino
Aloft San Juan

Aloft San Juan

3.5 out of 5
300 Convention Boulevard, San Juan
$208 nightly
The price is $226 total per night from Nov 3 to Nov 4
$226 total
Nov 3 - Nov 4
Total with taxes and fees
9.2/10 Wonderful! (1,062 reviews)
Quiero volver pronto
El personal me explico de todo lo que traia consigo la habitacion que era muchisimo mas de lo que yo esperaba y siempre me ayudaron con todo en esa noche que me quede espero volver pronto en familia y disfrutar mucho mas de lo que pude estar

Reviewed on Oct 23, 2025

Aloft San Juan
Hyatt Place San Juan

Hyatt Place San Juan

3.5 out of 5
Avenida Fernandez Juncos 580, San Juan
$199 nightly
The price is $217 total per night from Oct 29 to Oct 30
$217 total
Oct 29 - Oct 30
Total with taxes and fees
8.8/10 Excellent! (1,360 reviews)
Amazing
Everything was very clean and organized, incredible service, good staff, good breakfast, clean pool, clean gym, in short, everything was a 10/10

Reviewed on Oct 24, 2025

Hyatt Place San Juan
See all 3,865 properties in Isla Grande
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Isla Grande

Pan American Pier

4/5(543 reviews)

Explore the waterfront in San Juan with a trip to Pan American Pier. Stroll along the seaside in this romantic area, or check out its top-notch restaurants.

Pan American Pier

Puerto Rico Convention Center

4.5/5(545 reviews)

During your trip, find out what's happening at Puerto Rico Convention Center, a top convention center in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.

Puerto Rico Convention Center

Distrito T-Mobile

You can do some window-shopping at Distrito T-Mobile during your visit to San Juan.

Distrito T-Mobile

Things to do

City Lights / GLOW

LED Kayak Night Glow Tour in Condado Lagoon

$75
per adult
92% of travellers recommend
LED Kayak Night Glow Tour in Condado Lagoon
Puerto Rico: UTV and Can-Am Sightseeing Tours

Puerto Rico: UTV and Can-Am Sightseeing Tours

$68
per adult
76% of travellers recommend
Puerto Rico: UTV and Can-Am Sightseeing Tours
Carolina: ATV Adventure at Campo Rico Ranch with Guide

Carolina: ATV Adventure at Campo Rico Ranch with Guide

$221
per traveler
92% of travellers recommend
Carolina: ATV Adventure at Campo Rico Ranch with Guide
See all activities in San Juan
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.