Upcountry Maui Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Upcountry Maui Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui
Save 100% on your flight
Price was $1,402, price is now $791 per person
$791
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Napili Kai Beach Resort
Save 100% on your flight
Price was $2,620, price is now $1,405 per person
$1,405
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kapalua. Enjoy free WiFi, free parking, and 4 outdoor pools. 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
Save 100% on your flight
Price was $1,561, price is now $851 per person
$851
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Napili Shores Maui by OUTRIGGER
Save 100% on your flight
Price was $1,688, price is now $1,015 per person
$1,015
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Stay at this 3-star 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.
Hyatt Vacation Club at Ka'anapali Beach, Maui
Save 100% on your flight
Price was $3,621, price is now $2,210 per person
$2,210
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Phoenix (PHX) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
Price was $1,304, price is now $806 per person
$806
per person
Nov 13 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kahului (OGG)
Stay at this 3.5-star beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
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Gods Peace Of Maui
1290 Haliimaile Rd, Makawao, HI
15.88 km from city center
Book a stay at this spa B&B in Makawao. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Haliʻimaile Farmer's Market and Hui Noʻeau Visual ...
Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
21.75 km from city center
Stay at this 3.5-star hotel in Kihei. Enjoy free WiFi, 2 outdoor pools, and 3 hot tubs. Our guests praise the breakfast and the pool in our reviews. Popular ...
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
51.36 km from city center
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 ...
Aston Maui Kaanapali Villas
45 Kai Ala Dr, Lahaina, HI
50.87 km from city center
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 ...
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr, Lahaina, HI
50.81 km from city center
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 ...
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy, Lahaina, HI
50.61 km from city center
Stay at this 4.5-star luxury hotel in Kaanapali. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property ...
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway, Lahaina, HI
50.66 km from city center
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 ...
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
22.07 km from city center
Stay at this 5-star luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Hyatt Regency Maui Resort & Spa
50.51 km from city center
Book a stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the property ...
The Ritz-Carlton Maui, Kapalua
1 Ritz-Carlton Drive, Kapalua, HI
50.89 km from city center
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 ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
22.47 km from city center
Stay at this 5-star luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property ...
Sheraton Maui Resort & Spa
2605 Kaanapali Pkwy, Lahaina, HI
50.81 km from city center
Stay at this 4-star beach resort in Kaanapali. Enjoy a full-service spa, 5 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. ...
AEI at Maui Kaanapali Villas Resort
45 Kai Ala Drive, Lahaina, HI
50.85 km from city center
Stay at this 3.5-star beach hotel in Kaanapali. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Kaanapali Beach and Whalers Village are ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Sep 23 - Tue, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Thu, Sep 18 - Tue, Sep 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Sat, Mar 14 - Fri, Mar 20
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$256 Roundtrip, found 2 days ago
$256
Roundtrip
found 2 days ago
Fri, Nov 14 - Thu, Nov 20
LAX
Los Angeles Intl.
OGG
Kahului
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Mon, Oct 27 - Mon, Nov 10
SEA
Seattle - Tacoma Intl.
OGG
Kahului
$318 Roundtrip, found 1 day ago
$318
Roundtrip
found 1 day ago