Upcountry Maui Vacation Packages for 2024
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Upcountry Maui Flight + Hotel packages
Aston Mahana at Kaanapali
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston Mahana at Kaanapali along with the latest prices and availability – book now.
Aston Kaanapali Shores
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a beach locale, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Kaanapali Beach and Black Rock are located nearby. Discover genuine guest reviews for Aston Kaanapali Shores along with the latest prices and availability – book now.
Aston Maui Hill
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Aston Maui Hill along with the latest prices and availability – book now.
Aston Maui Kaanapali Villas
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Stay at this beach aparthotel in Kaanapali. Enjoy free parking, 2 outdoor pools, 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. Discover genuine guest reviews for Aston Maui Kaanapali Villas along with the latest prices and availability – book now.
Aston at the Maui Banyan
Save 100% on your flight
per person
Jul 2 - Jul 7
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby. Discover genuine guest reviews for Aston at the Maui Banyan along with the latest prices and availability – book now.
Sands of Kahana
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
Stay at this 3-star beach aparthotel in Napili-Honokowai. Enjoy free parking, a beach locale, and a children's pool. Our guests praise the clean rooms in our reviews. Popular attractions Kaanapali Beach and Napili Bay are located nearby. Discover genuine guest reviews for Sands of Kahana along with the latest prices and availability – book now.
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Top Hotel Deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy, Lahaina, HI
51.36 km from city center
Stay at this beach aparthotel in Kaanapali. Enjoy 2 outdoor pools, a beach locale, and a full-service spa. Our guests praise the pool and the restaurant in our ...
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive, Kihei, HI
22.07 km from city center
Stay at this beach resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and 5 restaurants. Our guests praise the helpful staff and the property condition in our ...
Maui Coast Hotel
2259 S Kihei Rd, Kihei, HI
21.75 km from city center
Stay at this golf hotel in Kihei. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Hyatt Regency Maui Resort & Spa
200 Nohea Kai Dr, Lahaina, HI
50.07 km from city center
Stay at this beach resort in Kaanapali. Enjoy free WiFi, 6 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff in our reviews. ...
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr, Kihei, HI
21.93 km from city center
Stay at this luxury resort in Kihei. Enjoy 4 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff in our reviews. ...
OUTRIGGER Kaanapali Beach Resort
2525 Kaanapali Parkway, Lahaina, HI
50.66 km from city center
Stay at this beach hotel in Kaanapali. Enjoy free WiFi, a beach locale, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. ...
Sheraton Maui Resort & Spa
2605 Kaanapali Pkwy, Lahaina, HI
50.83 km from city center
Stay at this beach resort in Kaanapali. Enjoy free WiFi, 5 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Hilton Vacation Club Ka'anapali Beach Maui
104 Kaanapali Shores Pl, Lahaina, HI
51.38 km from city center
Stay at this family-friendly hotel in Kaanapali. Enjoy breakfast, a children's pool, and a fitness center. Our guests praise the pool and the helpful staff in ...
The Westin Maui Resort & Spa, Ka'anapali
2365 Kaanapali Pkwy, Lahaina, HI
50.61 km from city center
Stay at this 4-star beach hotel in Kaanapali. Enjoy 3 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our ...
Aston Mahana at Kaanapali
110 Ka'anapali Shores Place, Lahaina, HI
51.45 km from city center
Stay at this beach aparthotel in Kaanapali. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Aston Maui Kaanapali Villas
45 Kai Ala Dr, Lahaina, HI
50.87 km from city center
Stay at this beach aparthotel in Kaanapali. Enjoy free parking, 2 outdoor pools, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
Fairmont Kea Lani Maui
4100 Wailea Alanui Dr, Kihei, HI
22.47 km from city center
Stay at this beach resort in Kihei. Enjoy 3 outdoor pools, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive, Kihei, HI
22.43 km from city center
Stay at this beach resort in Kihei. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the helpful staff and the property condition in our ...
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.
Wed, Oct 30 - Wed, Oct 30
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$94 Roundtrip, found 8 hours ago
$94
Roundtrip
found 8 hours ago
Sat, May 4 - Sat, May 4
LAX
Los Angeles Intl.
OGG
Kahului
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Thu, May 9 - Tue, May 21
PDX
Portland Intl.
OGG
Kahului
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Wed, Sep 4 - Wed, Sep 4
SFO
San Francisco Intl.
OGG
Kahului
$271 Roundtrip, found 16 hours ago
$271
Roundtrip
found 16 hours ago
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All accommodation types in Upcountry Maui
More Types of Hotels
- Beach Hotels (6)
- Hotels with Balconies (5)
- Family Hotels (4)
- Smoke Free Hotels (4)
- Hotels with WiFi (3)
- Hotels with Fireplaces (3)
- Hotels with Complimentary Breakfast (3)
- Hotel with wifi (3)
- Hotel with a Concierge (2)
- Hotels with Hot Tubs (2)
- Hotels with Bars (1)
- Hotels with a Pool (1)
- Cheap Hotels (1)
- Hotels with Tennis Courts (1)
- Resorts & Hotels with Spas (1)
- Hotels with smoking rooms (1)
- Hotels with Air Conditioning (1)
- Luxury Hotels (1)