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Kaupo Vacation Packages

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Kaupo Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,556, price is now $814 per person
$814
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Stay at this condo in Napili. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,776, price is now $896 per person
$896
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Stay at this condo in Kahana. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Sands of Kahana

Sands of Kahana

3 out of 5
Price was $2,395, price is now $1,282 per person
$1,282
per person
Feb 11 - Feb 15
found 17 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Book a stay at this beach aparthotel in Kahana. Enjoy free parking, a beach locale, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,463, price is now $816 per person
$816
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a garden. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,496, price is now $1,411 per person
$1,411
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,685, price is now $962 per person
$962
per person
Feb 1 - Feb 6
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Kahului (OGG)
Stay at this 3-star beach condo in Kahana. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Hampton Inn & Suites Maui North Shore

Hampton Inn & Suites Maui North Shore

3 out of 5
Save 100% on your flight
Price was $1,960, price is now $1,181 per person
$1,181
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Book a stay at this beach hotel in Kahului. Enjoy free breakfast, free WiFi, and a beach locale. Popular attractions Ho'aloha Park and Queen Ka’ahumanu Center are located nearby.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,866, price is now $1,789 per person
$1,789
per person
Jan 28 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.

Kaupo Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,399, price is now $778 per person
$778
per person
Jan 17 - Jan 21
found 18 hours ago
Roundtrip non-stop flight included
San Diego (SAN) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Price was $2,790, price is now $1,397 per person
$1,397
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,556, price is now $814 per person
$814
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,463, price is now $816 per person
$816
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)

Kaupo Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,776, price is now $896 per person
$896
per person
Mar 2 - Mar 9
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Price was $2,070, price is now $957 per person
$957
per person
Feb 20 - Feb 26
found 1 day ago
Roundtrip flight included
San Diego (SAN) to Kahului (OGG)
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was $1,952, price is now $956 per person
$956
per person
Feb 18 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $3,022, price is now $1,541 per person
$1,541
per person
Feb 12 - Feb 19
found 6 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)

Top Flight Deals

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

Alaska Airlines
Wed, Jan 7 - Wed, Jan 7
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$95 Roundtrip, found 18 hours ago
$95
Roundtrip
found 18 hours ago
Select Alaska Airlines flight, departing Wed, Jan 7 from Daniel K. Inouye Intl. to Kahului, returning Wed, Jan 7, priced at $95 found 18 hours ago
Alaska Airlines
Wed, Mar 4 - Wed, Mar 4
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$222 Roundtrip, found 5 days ago
$222
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Wed, Mar 4 from Norman Y. Mineta San Jose Intl. to Kahului, returning Wed, Mar 4, priced at $222 found 5 days ago
Delta
Mon, Jan 5 - Mon, Jan 12
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$230 Roundtrip, found 5 hours ago
$230
Roundtrip
found 5 hours ago
Select Delta flight, departing Mon, Jan 5 from Seattle - Tacoma Intl. to Kahului, returning Mon, Jan 12, priced at $230 found 5 hours ago
Delta
Mon, Mar 2 - Thu, Mar 5
LAX
Los Angeles Intl.
OGG
Kahului
$258 Roundtrip, found 3 hours ago
$258
Roundtrip
found 3 hours ago
Select Delta flight, departing Mon, Mar 2 from Los Angeles Intl. to Kahului, returning Thu, Mar 5, priced at $258 found 3 hours ago