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Olowalu Vacation Packages

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Olowalu Flight + Hotel Packages

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 $1,553, price is now $768 per person
$768
per person
Mar 5 - Mar 10
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) 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.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $2,017, price is now $959 per person
$959
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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 $1,710, price is now $847 per person
$847
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
Save 100% on your flight
Price was $1,558, price is now $878 per person
$878
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,841, price is now $1,109 per person
$1,109
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach aparthotel in Napili. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,262 per person
$1,262
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was $2,268, price is now $1,402 per person
$1,402
per person
Feb 16 - Feb 21
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was $4,069, price is now $2,551 per person
$2,551
per person
Feb 14 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Book a stay at this beach condo in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Whalers Village are located nearby.

Olowalu Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was $1,558, price is now $878 per person
$878
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $1,690, price is now $887 per person
$887
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM

4.5 out of 5
Save 100% on your flight
Price was $2,201, price is now $1,304 per person
$1,304
per person
Jan 21 - Jan 25
found 13 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Andaz Maui at Wailea Resort - a concept by Hyatt

Andaz Maui at Wailea Resort - a concept by Hyatt

4.5 out of 5
Wailea
Save 100% on your flight
Price was $2,527, price is now $1,571 per person
$1,571
per person
Feb 20 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)

Olowalu Vacation Packages 5-7 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 $1,553, price is now $768 per person
$768
per person
Mar 5 - Mar 10
found 11 hours ago
Roundtrip flight included
Philadelphia (PHL) to Kahului (OGG)
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was $2,017, price is now $959 per person
$959
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Kahana Villa

Kahana Villa

3 out of 5
Save 100% on your flight
Price was $1,710, price is now $847 per person
$847
per person
Mar 4 - Mar 11
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Kahului (OGG)
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,841, price is now $1,109 per person
$1,109
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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 11 hours ago
$95
Roundtrip
found 11 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 11 hours ago
Delta
Mon, Jan 5 - Tue, Jan 13
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$219 Roundtrip, found 1 hour ago
$219
Roundtrip
found 1 hour ago
Select Delta flight, departing Mon, Jan 5 from Seattle - Tacoma Intl. to Kahului, returning Tue, Jan 13, priced at $219 found 1 hour ago
Alaska Airlines
Mon, Jan 26 - Mon, Feb 2
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$239 Roundtrip, found 6 days ago
$239
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Mon, Jan 26 from Norman Y. Mineta San Jose Intl. to Kahului, returning Mon, Feb 2, priced at $239 found 6 days ago
Hawaiian Airlines
Tue, Feb 10 - Wed, Feb 18
LAX
Los Angeles Intl.
OGG
Kahului
$258 Roundtrip, found 1 day ago
$258
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Feb 10 from Los Angeles Intl. to Kahului, returning Wed, Feb 18, priced at $258 found 1 day ago