Harbor Island Vacation Packages 2026 from $311

Harbor Island flight + hotel vacation packages

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

Motel San Diego - In San Diego (Pacific Beach)

Pacific Beach

Save 100% on your flight

$311

per person

Sep 26 - Oct 2

found 24 hours 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. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a picnic area, and barbecue grills are also on offer.

The Sofia Hotel

Downtown San Diego

$670

per person

Sep 5 - Sep 12

found 1 day ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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.

Guesthouse Hotel at La Valle

Save 100% on your flight

$349

per person

Aug 28 - Aug 31

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

A full-service spa, 10 outdoor tennis courts, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego

Save 100% on your flight

$615

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. You'll appreciate the 24-hour gym, poolside bar, and rooftop terrace.

Paradise Point Resort & Spa

Mission Bay

Save 100% on your flight

$883

per person

Aug 26 - Aug 31

found 15 hours ago

Roundtrip flight included

Dallas (DAL) to San Diego (SAN)

This smoke-free resort features a full-service spa, a marina, and 3 restaurants. Family-friendly amenities include mini golf and kid-friendly dining, along with kayaking. Enjoy the 5 outdoor pools and perks like free WiFi.

Top Harbor Island hotels deals

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$206 nightly

$237 total

Aug 21 - Aug 22

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.

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA

Free Cancellation

Reserve now, pay when you stay

$325 nightly

$374 total

Aug 9 - Aug 10

Total with taxes and fees

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA

Free Cancellation

Reserve now, pay when you stay

$182 nightly

$211 total

Aug 2 - Aug 3

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 and free WiFi in public areas. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Loews Coronado Bay Resort

4000 Coronado Bay Rd Coronado CA

Free Cancellation

Reserve now, pay when you stay

$324 nightly

$360 total

Aug 11 - Aug 12

Total with taxes and fees

A full-service spa, a marina, and 3 outdoor pools are all featured at this hotel. Take the free beach shuttle and relax with sun loungers and beach umbrellas. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare.

Hard Rock Hotel San Diego

207 5th Ave San Diego CA

Free Cancellation

Reserve now, pay when you stay

$229 nightly

$265 total

Jul 27 - Jul 28

Total with taxes and fees

A nightclub, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.

California Suites Hotel

5415 Clairemont Mesa Blvd San Diego CA

$104 nightly

$119 total

Aug 2 - Aug 3

Total with taxes and fees

This hotel features an outdoor pool and a hot tub. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. Free self parking, a terrace, and a garden are also offered.

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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.

Frequently asked questions

How much are vacation packages to Harbor Island?

You can score a great hotel + flight bundle from just $311. 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.