Harbor Island Vacation Packages 2025/2026 from $394

Harbor Island flight + hotel vacation packages

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

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$394

per person

Dec 10 - Dec 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Diego (SAN)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and a lobby fireplace are also offered.

Sand Castle Inn

$394

per person

Jan 14 - Jan 19

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area, express check-in, and express check-out are also on offer.

Coronado Beach Resort

Glorietta Bay

$518

per person

Jan 14 - Jan 19

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

This condo features a 24-hour gym and a hot tub. Enjoy the sauna and perks like free WiFi. Self parking is offered and multilingual staff can provide around-the-clock assistance.

Park Hyatt Aviara Resort, Golf Club & Spa

Aviara

Save 100% on your flight

$440

per person

Jan 16 - Jan 19

found 7 hours ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

This luxury resort features a golf course, a full-service spa, and 3 restaurants. Bring the family and enjoy the children's pool, waterslide, and arcade/game room. Enjoy the 2 outdoor pools and perks like free WiFi.

City24 Hotel Little Italy Mission Hills

Middletown

Save 100% on your flight

$964

per person

Jan 13 - Jan 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to San Diego (SAN)

A rooftop terrace, self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a free grocery shopping service, and a grocery/convenience store are also on offer.

Top Harbor Island hotels deals

Sheraton San Diego Resort

1380 Harbor Island Dr, San Diego, CA

$158 nightly

$182 total

Nov 23 - Nov 24

Total with taxes and fees

A marina, 5 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the 2 hot tubs, and relax with drinks at the bar/lounge and poolside bar.

Pool

Hot Tub

Hampton Inn & Suites by Hilton San Diego SeaWorld

3888 Greenwood St, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$131 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free buffet breakfast each morning.

Pool

Hot Tub

Handlery Hotel

950 Hotel Cir N, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$120 total

Nov 13 - Nov 14

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and visit the 2 bars/lounges and poolside bar for drinks.

Pool

Hot Tub

Comfort Inn San Diego Airport At The Harbor

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$90 total

Nov 25 - Nov 26

Total with taxes and fees

This hotel features an outdoor pool and a rooftop terrace. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free full breakfast each morning.

Pool

Breakfast included

Pendry San Diego

550 J Street, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$295 nightly

$342 total

Nov 23 - Nov 24

Total with taxes and fees

A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Make the most of the 24-hour gym and a rooftop terrace, and relax with drinks at one of the 3 bars/lounges.

Pool

Hot Tub

Wyndham San Diego Bayside

1355 N Harbor Drive, San Diego, CA

Free Cancellation

Reserve now, pay when you stay

$160 nightly

$186 total

Oct 28 - Oct 29

Total with taxes and fees

This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Pool

Free airport shuttle

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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.

Popular places to visit

San Diego Zoo

4.5/5(3,565 reviews)

See nature up-close and personal at one of the country’s largest and most educational zoos.

San Diego Convention Center

4.5/5(1,297 reviews)

During your trip, find out what's happening at San Diego Convention Center, a top convention center in San Diego. Experience the area's acclaimed art scene and entertainment choices.

Mission Bay

4.5/5(2,386 reviews)

Beaches and islands, amusement parks and water sports, bonfires, and sunsets: this outdoor playground buzzes both on land and in the water.

Frequently asked questions

How much are vacation packages to Harbor Island?

You can score a great hotel + flight bundle from just $394. With one of our Travelocity vacation packages, a getaway in Harbor Island has never looked so enticing! Save your time and money and then start packing that suitcase.

Where can I get the best vacation package deals for Harbor Island?

There are incredible Harbor Island package deals to be scored with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Remember this when you're ready to tick another destination off your must-visit list.

Why should I purchase my Harbor Island vacation bundle with Travelocity?

We've got 24/7 support, first-rate service and a Price Match Guarantee. Life is all about the journey — and we have exciting destinations for you to journey to in every nook and cranny of the globe. Explore with us and make your hip pocket happy.