Harbor Island Vacation Packages 2026 from $326

Harbor Island flight + hotel vacation packages

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

Los Bungalows

Save 100% on your flight

$326

per person

Oct 20 - Oct 23

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.

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$629

per person

Sep 24 - Sep 27

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.

Paradise Point Resort & Spa

Mission Bay

Save 100% on your flight

$467

per person

Oct 20 - Oct 23

found 1 day ago

Roundtrip flight included

Denver (DEN) 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.

Margaritaville Hotel San Diego Gaslamp Quarter

Downtown San Diego

Save 100% on your flight

$518

per person

Oct 20 - Oct 23

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.

Coronado Beach Resort

Historic Downtown Coronado

Save 100% on your flight

$401

per person

Oct 20 - Oct 23

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.

Top Harbor Island hotels deals

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$194 total

Aug 23 - Aug 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

Paradise Point Resort & Spa

1404 Vacation Rd San Diego CA

Free Cancellation

Reserve now, pay when you stay

$269 nightly

$309 total

Sep 7 - Sep 8

Total with taxes and fees

Pool

Hot Tub

Manchester Grand Hyatt San Diego

1 Market Pl San Diego CA

Free Cancellation

Reserve now, pay when you stay

$216 nightly

$250 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel includes 6 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a poolside bar on site, and laundry facilities and concierge services are also provided.

Pool

Pet friendly

Wyndham San Diego Bayside

1355 N Harbor Drive San Diego CA

Free Cancellation

Reserve now, pay when you stay

$175 nightly

$202 total

Aug 23 - Aug 24

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.

Pool

Pet friendly

The Dana on Mission Bay

1710 W Mission Bay Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$214 nightly

$246 total

Sep 7 - Sep 8

Total with taxes and fees

A marina, 2 outdoor pools, and 2 hot tubs are all featured at this smoke-free hotel. 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. 2 poolside bars, a bar/lounge, and restaurant offer options for drinks and a bit to eat.

Pool

Hot Tub

San Diego Marriott La Jolla

4240 La Jolla Village Dr La Jolla CA

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$224 total

Sep 3 - Sep 4

Total with taxes and fees

This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Pool

Pet friendly

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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 $326. 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.