Harbor Island Vacation Packages 2026 from $343

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The Latest Harbor Island Vacation Packages

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

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$343

per person

Dec 18 - Dec 20

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

8.6/10 Excellent! (2,663 reviews)

Good!

Reviewed on Oct 2, 2026

Legacy Resort Hotel & Spa

Mission Valley

Save 100% on your flight

$479

per person

Dec 4 - Dec 9

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.2/10 Wonderful! (3,102 reviews)

Overall the property was beautiful and the staff was great. Location wise it was very central to all the places we were looking to go.. My only issue was that the TV in our room didn't work. It would reboot itself after being on for about 5 seconds. We got back tot he room pretty late in the evening so not something we were looking to deal with after a 4 hour drive and long day of events. When you pay that much a night for a room you expect the TV to work. Also there is very little water pressure, so don't expect a strong shower

Reviewed on Oct 2, 2026

Hotel Z

Downtown San Diego

Save 100% on your flight

$343

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

9.2/10 Wonderful! (1,188 reviews)

We had a great stay at Hotel Z. Lovely place. Friendly staff. Comfortable room. We chose this place for it’s proximity to Petco Park. It’s a short 5-10 minute walk. The hotel is in a vibrant location, the Gaslamp district, with a plethora of dining and drinking options.

Reviewed on Oct 3, 2026

Guesthouse Hotel at La Valle

Save 100% on your flight

$612

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip flight included

Portland (PDX) to San Diego (SAN)

9.2/10 Wonderful! (252 reviews)

Recently renovated, clearly well run. New owner has invested a lot and it shows!!

Reviewed on Oct 2, 2026

Ocean Villas of Carlsbad

Carlsbad Village

Save 100% on your flight

$1,103

per person

Nov 19 - Nov 23

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Diego (SAN)

9/10 Wonderful! (24 reviews)

Where to stay in Harbor Island

Find the best Harbor Island areas and neighborhoods for the activities you enjoy most. Learn more about Harbor Island

A grand building with a central fountain, palm trees, and a flag.

Downtown San Diego

3 out of top 10 points of interest in this area

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.

A pier extending into calm waters with people on it and a sandy beach with seaweed and a few individuals.

Pacific Beach

Boasting a lively nightlife scene, Pacific Beach offers miles of sandy shores, a bustling 3.2-mile boardwalk, and attractions like Crystal Pier and Kate Sessions Park. Enjoy local shops, bars, and eateries along the vibrant walkway.

A sandy beach with a lifeguard tower, ocean waves, and people in the distance.

Mission Beach

Spanning nearly two miles of oceanfront, this sandbar community offers sunbathing, surfing, and beach volleyball, with nearby attractions like Belmont Park's Giant Dipper Roller Coaster and SeaWorld in Mission Bay Park.

A lively street scene with outdoor seating at various bars and restaurants, including 'The Field' and 'Sloppy Joe's'.

Gaslamp Quarter

Downtown San Diego's historic district boasts Victorian-era buildings, now housing vibrant restaurants, shops, and entertainment venues. Stroll from Broadway to Harbor Drive, and 4th to 6th Avenue, admiring the newly installed gaslamps at Market Street.

An aerial view of a coastal city with a marina, a large body of water, and a peninsula with buildings.

Mission Bay

1 out of top 10 points of interest in this area

If you're spending some time in Mission Bay, Mission Bay and Ski Beach are top sights worth seeing.

Harbor Island Hotel Deals

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA

Fully refundableReserve now, pay when you stay

$183 nightly

$210 total

Oct 25 - Oct 26

Total with taxes and fees

Best Western Seven Seas

411 Hotel Circle South San Diego CA

Fully refundableReserve now, pay when you stay

$85 nightly

$97 total

Oct 4 - Oct 5

Total with taxes and fees

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA

Fully refundableReserve now, pay when you stay

$254 nightly

$292 total

Oct 31 - Nov 1

Total with taxes and fees

8.8/10 Excellent! (2,913 reviews)

"Very clean. room was spacious. we got a bay side room - it was beautiful and so nice to wake up right next to the bay."

Reviewed on Oct 3, 2026

See all 8,575 properties in Harbor Island

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.