Harbor Island Vacation Packages 2025/2026 from $220

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

$220

per person

Jan 10 - Jan 15

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. 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.

Fairmont Grand Del Mar

Carmel Valley

Save 100% on your flight

$874

per person

Feb 12 - Feb 15

found 19 hours ago

Roundtrip flight included

Boston (BOS) to San Diego (SAN)

This luxury hotel features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.

Park Hyatt Aviara Resort, Golf Club & Spa

Aviara

Save 100% on your flight

$1,133

per person

Jan 29 - Feb 2

found 23 hours ago

Roundtrip flight included

Boston (BOS) 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.

Glorietta Bay Inn Coronado Island

Historic Downtown Coronado

Save 100% on your flight

$631

per person

Feb 10 - Feb 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Diego (SAN)

This hotel features an outdoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, express check-in, and express check-out are also offered.

Hotel del Coronado, Curio Collection by Hilton

Historic Downtown Coronado

Save 100% on your flight

$1,062

per person

Feb 5 - Feb 9

found 1 day ago

Roundtrip flight included

Boston (BOS) to San Diego (SAN)

A private beach, 6 restaurants, and an outdoor pool are all featured at this Victorian resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the children's club, picnic area, and babysitting.

Top Harbor Island hotels deals

Sheraton San Diego Resort

1380 Harbor Island Dr San Diego CA

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$165 total

Nov 30 - Dec 1

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

Hilton San Diego Airport/Harbor Island

1960 Harbor Island Drive San Diego CA

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$188 total

Nov 30 - Dec 1

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, free WiFi in public areas, and free airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Pool

Free airport shuttle

Hotel del Coronado, Curio Collection by Hilton

1500 Orange Ave Coronado CA

Free Cancellation

Reserve now, pay when you stay

$419 nightly

$465 total

Nov 25 - Nov 26

Total with taxes and fees

Hampton Inn & Suites by Hilton San Diego SeaWorld

3888 Greenwood St San Diego CA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$128 total

Dec 7 - Dec 8

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

Hilton San Diego Mission Valley

901 Camino Del Rio S San Diego CA

$114 nightly

$131 total

Nov 30 - Dec 1

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Pool

Hot Tub

Legacy Resort Hotel & Spa

875 Hotel Circle South San Diego CA

$125 nightly

$144 total

Nov 27 - Nov 28

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and unwind at the bar/lounge and poolside bar.

Pool

Hot Tub

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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 $220. 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.