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Upcountry Maui Vacation Packages

Build your package with 2 more options

Upcountry Maui Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,671, price is now $1,062 per person
$1,062
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Kahana Beach Vacation Club

Kahana Beach Vacation Club

3 out of 5
Save 100% on your flight
Price was $2,348, price is now $1,138 per person
$1,138
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $2,490, price is now $1,271 per person
$1,271
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 3-star condo in Napili. 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.
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $5,577, price is now $3,373 per person
$3,373
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Whalers Village are located nearby.
Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa

5 out of 5
Save 100% on your flight
Price was $3,071, price is now $1,895 per person
$1,895
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 5-star luxury aparthotel in Lahaina. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was $6,486, price is now $4,156 per person
$4,156
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 4-star 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.
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
Save 100% on your flight
Price was $2,765, price is now $1,782 per person
$1,782
per person
Jan 11 - Jan 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this 4.5-star luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Wailea Beach and Kamaole Beach Park 3 are located nearby.
AEI at The Mahana Kaanapali Resort

AEI at The Mahana Kaanapali Resort

4 out of 5
Save 100% on your flight
Price was $3,080, price is now $1,994 per person
$1,994
per person
Jan 10 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this 4-star beach aparthotel 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.

Upcountry Maui Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Price was $1,362, price is now $916 per person
$916
per person
Dec 4 - Dec 8
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Hilton Vacation Club Ka'anapali Beach Maui

Hilton Vacation Club Ka'anapali Beach Maui

4 out of 5
Save 100% on your flight
Price was $1,625, price is now $1,056 per person
$1,056
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
Save 100% on your flight
Price was $1,430, price is now $985 per person
$985
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Wailea Grand Champions - Maui Condo & Home

Wailea Grand Champions - Maui Condo & Home

3 out of 5
Wailea
Save 100% on your flight
Price was $1,912, price is now $1,339 per person
$1,339
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)

Upcountry Maui 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 $1,924, price is now $894 per person
$894
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER

3 out of 5
Save 100% on your flight
Price was $1,996, price is now $1,186 per person
$1,186
per person
Jan 8 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
South Kihei
Save 100% on your flight
Price was $2,691, price is now $1,602 per person
$1,602
per person
Dec 1 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
Price was $5,577, price is now $3,373 per person
$3,373
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 28 - Tue, Feb 3
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Jan 28 from Daniel K. Inouye Intl. to Kahului, returning Tue, Feb 3, priced at $78 found 2 days ago
Southern Airways Express
Mon, Jan 5 - Sat, Jan 10
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$148 Roundtrip, found 23 hours ago
$148
Roundtrip
found 23 hours ago
Select Southern Airways Express flight, departing Mon, Jan 5 from Daniel K. Inouye Intl. to West Maui, returning Sat, Jan 10, priced at $148 found 23 hours ago
United
Tue, Dec 9 - Tue, Dec 9
SFO
San Francisco Intl.
OGG
Kahului
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select United flight, departing Tue, Dec 9 from San Francisco Intl. to Kahului, returning Tue, Dec 9, priced at $200 found 1 day ago
Air Canada
Thu, Nov 27 - Thu, Dec 4
YVR
Vancouver Intl.
OGG
Kahului
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select Air Canada flight, departing Thu, Nov 27 from Vancouver Intl. to Kahului, returning Thu, Dec 4, priced at $200 found 4 days ago