Search Deals on
Harbor Island Vacation Packages

Photo by Bob Kirschke

Harbor Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Sonesta ES Suites San Diego - Rancho Bernardo

Sonesta ES Suites San Diego - Rancho Bernardo

3 out of 5
Carmel Mountain Ranch
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 3-star hotel in San Diego. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Carmel Mountain Plaza and Carmel Mountain Ranch Golf Course are located nearby.
Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 4-star spa hotel in La Jolla. Enjoy a full-service spa, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Torrey Pines Golf Course and La Jolla Beach are located nearby.
Alma San Diego Downtown, a Tribute Portfolio Hotel

Alma San Diego Downtown, a Tribute Portfolio Hotel

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 4-star boutique hotel in San Diego. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 4-star hotel in San Diego. Enjoy a rooftop terrace, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Petco Park and Port of San Diego are located nearby.
The Sofia Hotel

The Sofia Hotel

3.5 out of 5
Downtown San Diego
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 3.5-star spa hotel in San Diego. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and USS Midway Museum are located nearby.
InterContinental San Diego by IHG

InterContinental San Diego by IHG

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 4-star business-friendly hotel in San Diego. Enjoy 2 restaurants, 3 bars/lounges, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of San Diego and USS Midway Museum are located nearby.
Kona Kai San Diego

Kona Kai San Diego

4 out of 5
Point Loma
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Stay at this 4-star beach hotel in San Diego. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Coronado Beach and USS Midway Museum are located nearby.
Catamaran Resort and Spa

Catamaran Resort and Spa

4 out of 5
Mission Beach
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Book a stay at this beach resort in San Diego. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Mission Beach and Mission Bay are located nearby.

3-4 Night Vacations in Harbor Island

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

The Sofia Hotel

3.5 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Alma San Diego Downtown, a Tribute Portfolio Hotel

Alma San Diego Downtown, a Tribute Portfolio Hotel

4 out of 5
Downtown San Diego
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Fairmont Grand Del Mar

Fairmont Grand Del Mar

5 out of 5
Carmel Valley
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Staypineapple, Hotel Z, Gaslamp San Diego

Staypineapple, Hotel Z, Gaslamp San Diego

3 out of 5
Downtown San Diego
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

5-7 Night Vacations in Harbor Island

Price found within the past 48 hours. Click for updated prices.
Motel San Diego - In San Diego (Pacific Beach)

Motel San Diego - In San Diego (Pacific Beach)

2 out of 5
Pacific Beach
per person
Jun 5 - Jun 10
found 3 hours ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Estancia La Jolla Hotel & Spa

Estancia La Jolla Hotel & Spa

4 out of 5
La Jolla Farms
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Alma San Diego Downtown, a Tribute Portfolio Hotel

Alma San Diego Downtown, a Tribute Portfolio Hotel

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)
Margaritaville Hotel San Diego Gaslamp Quarter

Margaritaville Hotel San Diego Gaslamp Quarter

4 out of 5
Downtown San Diego
Save 100% on your flight
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to San Diego (SAN)

Cheap Hotel Deals in Harbor Island

Sheraton San Diego Resort

Sheraton San Diego Resort

4 out of 5
1380 Harbor Island Dr, San Diego, CA
Book a stay at this business-friendly hotel in San Diego. Enjoy 3 outdoor pools, 5 restaurants, and a marina. Our guests praise the pool and the restaurant in ...
Sheraton San Diego Resort
San Diego Marriott La Jolla

San Diego Marriott La Jolla

4 out of 5
4240 La Jolla Village Dr, La Jolla, CA
Stay at this 4-star business-friendly hotel in La Jolla. Enjoy breakfast (surcharge), a 24-hour fitness center, and WiFi (surcharge). Our guests praise the helpful ...
San Diego Marriott La Jolla
San Diego Mission Bay Resort

San Diego Mission Bay Resort

4 out of 5
1775 E Mission Bay Dr, San Diego, CA
Book a stay at this beach hotel in San Diego. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our ...
San Diego Mission Bay Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Wyndham San Diego Bayside

Wyndham San Diego Bayside

4 out of 5
1355 N Harbor Drive, San Diego, CA
Stay at this 4-star business-friendly hotel in San Diego. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Wyndham San Diego Bayside
The Dana on Mission Bay

The Dana on Mission Bay

3.5 out of 5
1710 W Mission Bay Dr, San Diego, CA
Stay at this 3.5-star business-friendly hotel in San Diego. Enjoy 2 outdoor pools, a marina, and 2 hot tubs. Our guests praise the pool and the restaurant in ...
The Dana on Mission Bay
Best Western Inn & Suites San Diego – Zoo/SeaWorld Area

Best Western Inn & Suites San Diego – Zoo/SeaWorld Area

2.5 out of 5
2485 Hotel Circle Place, San Diego, CA
Book a stay at this business-friendly hotel in San Diego. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Best Western Inn & Suites San Diego – Zoo/SeaWorld Area
Hilton San Diego Mission Valley

Hilton San Diego Mission Valley

4 out of 5
901 Camino Del Rio S, San Diego, CA
Book a stay at this business-friendly hotel in San Diego. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Hilton San Diego Mission Valley
Paradise Point Resort & Spa

Paradise Point Resort & Spa

4 out of 5
1404 Vacation Rd, San Diego, CA
Book a stay at this beach resort in San Diego. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Paradise Point Resort & Spa
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.