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Kaupulehu Vacation Packages

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Kaupulehu 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
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop 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
Aug 22 - Aug 29
found 1 day 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.
Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 5-star luxury resort in Kamuela. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Mauna Kea Beach and Mauna Lani Resort Golf Course are located nearby.
Castle at Royal Sea Cliff

Castle at Royal Sea Cliff

2 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this apartment in Kailua-Kona. Enjoy free parking, 2 outdoor pools, and cable TV channels. 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
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop 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 Coast Resort

Kona Coast Resort

3.5 out of 5
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Stay at this 3.5-star golf hotel in Kailua-Kona. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Magic Sands Beach and Kailua Pier are located nearby.
Aston Kona by the Sea

Aston Kona by the Sea

4 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day ago
Roundtrip 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.
The Westin Hapuna Beach Resort

The Westin Hapuna Beach Resort

4 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 15
found 12 hours 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.

Kaupulehu 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 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kailua-Kona (KOA)
Kona Islander Vacation Club

Kona Islander Vacation Club

2.5 out of 5
Historic Kailua Village
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Kailua-Kona (KOA)
Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Kahaluu-Keauhou
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kailua-Kona (KOA)

Kaupulehu Vacation Packages 5-7 Night Stays

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

Kona Coast Resort

3.5 out of 5
Kahaluu-Keauhou
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop 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
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Mauna Lani, Auberge Resorts Collection

Mauna Lani, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Aug 31 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kailua-Kona (KOA)
Castle at Royal Sea Cliff

Castle at Royal Sea Cliff

2 out of 5
Holualoa Village
Save 100% on your flight
per person
Aug 28 - Sep 4
found 1 day 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.

Hawaiian Airlines
Tue, Sep 2 - Tue, Sep 2
HNL
Daniel K. Inouye Intl.
KOA
Kona Intl.
$73 Roundtrip, found 3 days ago
$73
Roundtrip
found 3 days ago
Select Hawaiian Airlines flight, departing Tue, Sep 2 from Daniel K. Inouye Intl. to Kona Intl., returning Tue, Sep 2, priced at $73 found 3 days ago
Bargain Flight
Thu, Sep 18 - Thu, Sep 25
SFO
San Francisco Intl.
KOA
Kona Intl.
$286 Roundtrip, found 3 days ago
$286
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 $286 found 3 days ago
Bargain Flight
Mon, Nov 10 - Mon, Nov 17
LAX
Los Angeles Intl.
KOA
Kona Intl.
$305 Roundtrip, found 5 hours ago
$305
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Mon, Nov 10 from Los Angeles Intl. to Kona Intl., returning Mon, Nov 17, priced at $305 found 5 hours ago
Bargain Flight
Tue, Sep 9 - Thu, Sep 11
PHX
Sky Harbor Intl.
KOA
Kona Intl.
$307 Roundtrip, found 1 day ago
$307
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Sep 9 from Sky Harbor Intl. to Kona Intl., returning Thu, Sep 11, priced at $307 found 1 day ago