Search Deals onUpcountry Maui Vacation Packages
Upcountry Maui Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Maui Coast Hotel
per person
Apr 26 - May 1
found 8 hours ago
Roundtrip flight included
Fort Wayne (FWA) to Kahului (OGG)
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.

OUTRIGGER Kaanapali Beach Resort
per person
Apr 26 - May 1
found 8 hours ago
Roundtrip flight included
Fort Wayne (FWA) to Kahului (OGG)
Stay at this 3.5-star 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.

Hono Koa Vacation Club
Save 100% on your flight
per person
May 25 - May 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Stay at this 3-star condo in Honokowai. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Sands of Kahana
per person
Jun 7 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Stay at this 3-star 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 Ritz-Carlton Maui, Kapalua
Save 100% on your flight
per person
May 27 - May 30
just found
Roundtrip non-stop flight included
Las Vegas (LAS) to Kahului (OGG)
Stay at this 5-star luxury resort in Kapalua. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Napili Bay and Black Rock are located nearby.

Aston Kaanapali Shores
per person
May 25 - May 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Book a stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Hotel Wailea, Relais & Chateaux - Adults Only
per person
Apr 26 - May 1
found 8 hours ago
Roundtrip flight included
Fort Wayne (FWA) to Kahului (OGG)
Stay at this 5-star luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.

Aston Mahana at Kaanapali
per person
May 25 - May 31
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Kahului (OGG)
Stay at this 3.5-star beach aparthotel in Kaanapali. Enjoy free WiFi, a beach locale, and a 24-hour front desk. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.
Upcountry Maui Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Upcountry Maui Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, May 6 - Fri, May 9
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$145 Roundtrip, found 4 days ago
$145
Roundtrip
found 4 days ago

Thu, Jul 24 - Wed, Jul 30
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$199 Roundtrip, found 4 days ago
$199
Roundtrip
found 4 days ago

Mon, Sep 22 - Mon, Sep 22
LAX
Los Angeles Intl.
OGG
Kahului
$232 Roundtrip, found 5 days ago
$232
Roundtrip
found 5 days ago

Tue, Apr 22 - Wed, Apr 23
PDX
Portland Intl.
OGG
Kahului
$256 Roundtrip, found 6 days ago
$256
Roundtrip
found 6 days ago
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