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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 15 - Jul 23
found 1 day 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 27 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Westin Hapuna Beach Resort

The Westin Hapuna Beach Resort

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 4-star luxury resort in Kamuela. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. 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.
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 4-star beach aparthotel in Kailua-Kona. Enjoy a beach locale, 2 meeting rooms, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
Hamakua Hotel

Hamakua Hotel

4 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Hilo (ITO)
Stay at this 4-star beach hotel in Honomu. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hakalau Beach Park and Kolekole Beach Park are located nearby.
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 23
found 1 day 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.
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
per person
Jul 27 - Aug 3
found 18 hours ago
Roundtrip non-stop 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.

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
Save 100% on your flight
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Holualoa Village
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kailua-Kona (KOA)

Hawaii Island Vacation Packages 5-7 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
Save 100% on your flight
per person
Jul 27 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Holualoa Village
Save 100% on your flight
per person
Jul 27 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Hamakua Hotel

Hamakua Hotel

4 out of 5
Save 100% on your flight
per person
Jul 27 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Hilo (ITO)

Top Flight Deals

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

Alaska Airlines
Tue, Jul 1 - Mon, Jul 7
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$111 Roundtrip, found 11 hours ago
$111
Roundtrip
found 11 hours ago
Select Alaska Airlines flight, departing Tue, Jul 1 from Daniel K. Inouye Intl. to Kona Intl., returning Mon, Jul 7, priced at $111 found 11 hours ago
Hawaiian Airlines
Tue, Sep 2 - Wed, Sep 3
HNL
Daniel K. Inouye Intl.
ITO
Hilo Intl.
$114 Roundtrip, found 21 hours ago
$114
Roundtrip
found 21 hours ago
Select Hawaiian Airlines flight, departing Tue, Sep 2 from Daniel K. Inouye Intl. to Hilo Intl., returning Wed, Sep 3, priced at $114 found 21 hours ago
Bargain Flight
Thu, Sep 18 - Thu, Sep 25
SFO
San Francisco Intl.
KOA
Kona Intl.
$287 Roundtrip, found 3 days ago
$287
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Thu, Sep 18 from San Francisco Intl. to Kona Intl., returning Thu, Sep 25, priced at $287 found 3 days ago
Bargain Flight
Mon, Aug 25 - Wed, Sep 3
OAK
Oakland Intl.
KOA
Kona Intl.
$303 Roundtrip, found 11 hours ago
$303
Roundtrip
found 11 hours ago
Select Bargain Flight flight, departing Mon, Aug 25 from Oakland Intl. to Kona Intl., returning Wed, Sep 3, priced at $303 found 11 hours ago