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Hawaii Island Vacation Packages

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Hawaii Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 3-star golf hotel in Waikoloa. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mauna Kea Beach and Hāpuna Beach State Recreation Area are located nearby.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Stay at this 3-star condo in Kailua-Kona. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kailua Pier and Magic Sands Beach are located nearby.
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Save 100% on your flight
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this hotel in Kailua-Kona. Enjoy free parking, a garden, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions Kailua Pier and Magic Sands Beach are located nearby.
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 4.5-star luxury resort in Kamuela. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mauna Kea Beach and Mauna Lani Resort Golf Course are located nearby.
Hilton Pool Pass Included, Kolea - Luxe 2BR Condo

Hilton Pool Pass Included, Kolea - Luxe 2BR Condo

4.5 out of 5
Save 100% on your flight
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 4.5-star luxury condo in Waikoloa. Enjoy free WiFi, free parking, and a private beach. Popular attractions Mauna Lani Resort Golf Course and Anaehoomalu Beach are located nearby.
Hilton Pool Pass Included - Stylish Villa

Hilton Pool Pass Included - Stylish Villa

4 out of 5
Save 100% on your flight
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kailua-Kona (KOA)
Stay at this 4-star condo in Waikoloa. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Mauna Lani Resort Golf Course and Hāpuna Beach State Recreation Area are located nearby.
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Stay at this 3-star farm stay in Kealakekua. Enjoy free WiFi, free parking, and a garden. Popular attractions Greenwell Farms and H.N. Greenwell Store Museum are located nearby.

Hawaii Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
The Westin Hapuna Beach Resort

The Westin Hapuna Beach Resort

4 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Hamakua Hotel

Hamakua Hotel

4 out of 5
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Hilo (ITO)

Hawaii Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
Save 100% on your flight
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
Jul 22 - Jul 29
found 17 hours ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Tue, Sep 2 - Tue, Sep 2
HNL
Daniel K. Inouye Intl.
ITO
Hilo Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Sep 2 from Daniel K. Inouye Intl. to Hilo Intl., returning Tue, Sep 2, priced at $114 just found
Hawaiian Airlines
Tue, Sep 2 - Tue, Sep 2
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Hawaiian Airlines flight, departing Tue, Sep 2 from Daniel K. Inouye Intl. to Kona Intl., returning Tue, Sep 2, priced at $114 just found
Bargain Flight
Thu, Sep 18 - Thu, Sep 25
SFO
San Francisco Intl.
KOA
Kona Intl.
$287 Roundtrip, just found
$287
Roundtrip
just found
Select Bargain Flight flight, departing Thu, Sep 18 from San Francisco Intl. to Kona Intl., returning Thu, Sep 25, priced at $287 just found
Hawaiian Airlines
Mon, Aug 25 - Wed, Sep 3
OAK
Oakland Intl.
KOA
Kona Intl.
$308 Roundtrip, just found
$308
Roundtrip
just found
Select Hawaiian Airlines flight, departing Mon, Aug 25 from Oakland Intl. to Kona Intl., returning Wed, Sep 3, priced at $308 just found