Harbor Island Vacation Packages 2026 from $319

Harbor Island flight + hotel vacation packages

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

Hyland Inn Near Legoland

Olde Carlsbad

Save 100% on your flight

$319

per person

May 15 - May 18

found 12 hours ago

Roundtrip flight included

Dallas (DFW) to San Diego (SAN)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.

Los Bungalows

$932

per person

May 27 - Jun 3

found 11 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. A picnic area, express check-in, and express check-out are also on offer.

Kona Kai San Diego

Point Loma

Save 100% on your flight

$713

per person

May 27 - Jun 3

found 11 hours ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

This traditional hotel features a private beach, a full-service spa, and a marina. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the 2 outdoor pools and perks like free WiFi.

Ocean Park Inn

Pacific Beach

Save 100% on your flight

$986

per person

May 27 - Jun 3

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Diego (SAN)

This hotel features an outdoor pool and a hot tub. Guests will appreciate free perks like self-serve breakfast and WiFi in public areas. Self parking, a terrace, and luggage storage are also offered.

The Sofia Hotel

Downtown San Diego

Save 100% on your flight

$393

per person

May 12 - May 16

found 1 day ago

Roundtrip flight included

Dallas (DAL) 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.

Top Harbor Island hotels deals

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$188 total

Apr 1 - Apr 2

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

$283 nightly

$325 total

Apr 5 - Apr 6

Total with taxes and fees

This smoke-free resort features a full-service spa, a marina, and 2 restaurants. Family-friendly amenities include mini golf and kid-friendly dining, along with kayaking. Enjoy the 5 outdoor pools and perks like free WiFi.

Pool

Hot Tub

Best Western Seven Seas

411 Hotel Circle South San Diego CA

Free Cancellation

Reserve now, pay when you stay

$82 nightly

$94 total

Apr 1 - Apr 2

Total with taxes and fees

2 hot tubs, an outdoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Hot Tub

Hard Rock Hotel San Diego

207 5th Ave San Diego CA

Free Cancellation

Reserve now, pay when you stay

$248 nightly

$287 total

Apr 2 - Apr 3

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.

Pool

Free WiFi

Handlery Hotel

950 Hotel Cir N San Diego CA

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$148 total

Apr 13 - Apr 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

The DEXTRO Little Italy, BW Premier Collection

1617 1st Avenue San Diego CA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$147 total

Apr 23 - Apr 24

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.

Pool

Free WiFi

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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

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

San Diego Convention Center

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

Mission Bay

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 $319. 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.