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

Sands of Kahana
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Hono Koa Vacation Club
Save 100% on your flight
per person
Jul 21 - Jul 27
found 1 day ago
Roundtrip flight included
San Francisco (SFO) 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.

Aston Maui Hill
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
San Francisco (SFO) to Kahului (OGG)
Stay at this 3-star aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.

Kahana Beach Vacation Club
Save 100% on your flight
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Kahului (OGG)
Stay at this 3-star condo in Kapalua. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby.

Aston Kaanapali Shores
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.

Aston Maui Kaanapali Villas
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 helpful staff and the clean rooms in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby.

Royal Lahaina Resort & Bungalows
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this 4-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the bar and the helpful staff 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, Jul 1 - Tue, Jul 8
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$112 Roundtrip, just found
$112
Roundtrip
just found

Tue, Jul 1 - Fri, Jul 4
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$162 Roundtrip, just found
$162
Roundtrip
just found

Wed, Sep 24 - Wed, Oct 1
YVR
Vancouver Intl.
OGG
Kahului
$249 Roundtrip, just found
$249
Roundtrip
just found

Thu, Mar 12 - Thu, Mar 19
SFO
San Francisco Intl.
OGG
Kahului
$282 Roundtrip, found 3 days ago
$282
Roundtrip
found 3 days ago
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