
Upcountry Maui Vacations from $859
Book a Hotel + Flight or Car together to unlock savings
Photo by Project Forever
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Upcountry Maui vacation packages
Price found within the past 48 hours. Click for updated prices.

Mana Kai Maui- Official Onsite Rental
South Kihei
Price was $1,233, price is now $859 per person
$859
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9/10 Wonderful! (1,010 reviews)
Nice room with great views. It was great to hear the sound of the ocean while sleeping.
Reviewed on Jul 26, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Save 100% on your flight
Price was $4,427, price is now $2,511 per person
$2,511
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.
Reviewed on Jul 25, 2026

Maui Beach Vacation Club
North Kihei
Save 100% on your flight
Price was $1,937, price is now $1,153 per person
$1,153
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8.4/10 Very Good! (912 reviews)
Condo bien placé a Kihei. On cherchait un condo permettant a nos 3 ados d'avoir chacun un lit et ce condo le permettait avec son divan lit relativement solide et confortable, sa chambre avec 2 lits simples et sa 2e chambre avec un très grand lit pour les parents.
L'inconvénient majeur était le bruit. Il n'y a pas de climatisation et il fait très chaud en juillet a Maui. Nous avions une unité au rez de chaussé en biais avec la piscine, et il n'y avait pas tant de vent que ça pour refroidir le condo le soir, donc on ouvrait tout au maximum. Les oiseaux commencent à chanter des 4h45 le matin et ils sont très bruyants. Des bouchons d'oreilles sont nécessaires.
Sinon nous avons bien apprécié les BBQ Weber modernes disponibles a la piscine. C'était l'avantage principal d'être au rez de chaussé. Nous n'avions aucune vue sur la mer mais nous pouvions aisément accéder a la piscine et aux BBQs pour préparer notre souper.
Nous avons aussi bien apprécié les 2 salles de bain avec douches moderne, et le fait que sel, poivre et filtres pour la machine a café étaient fournis.
La plage a cet endroit n'est pas du tout intéressante mais nous avions une voiture pour se déplacer a de superbes plages a une quinzaine de minutes de voiture.
Reviewed on Jul 25, 2026

Maui Banyan Vacation Club
South Kihei
Save 100% on your flight
Price was $1,408, price is now $906 per person
$906
per person
Sep 28 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
8/10 Very Good! (380 reviews)
The staff was very friendly and helpful. The room was not very clean.
Reviewed on Jul 21, 2026

Don't see what you're looking for?
See all available trips from Columbus to Upcountry Maui
View all tripsStay near popular Upcountry Maui attractions
Upcountry Maui Hotel Deals

Gods Peace Of Maui
1290 Haliimaile Rd Makawao HI
$185 nightly
The price is $220 total per night from Jul 29 to Jul 30
$220 total
Jul 29 - Jul 30
Total with taxes and fees

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$236 nightly
The price is $281 total per night from Jul 31 to Aug 1
$281 total
Jul 31 - Aug 1
Total with taxes and fees
8.8/10 Excellent! (4,202 reviews)
"Clean, everything you need right there! Our family of 5 stayed in a 2 bedroom suite that was gorgeous and had a kitchen and washer/dryer. The restaurant food wasn't the best but it was so ice to have it right there onsite as an option! We rented snorkels and beach gear right at the resort! The beach ..."
Reviewed on Jul 26, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night from Aug 16 to Aug 17
$933 total
Aug 16 - Aug 17
Total with taxes and fees
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.
Find the Best Upcountry Maui Vacation Packages
Upcountry Maui Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
More vacations you might like
Explore a world of travel with Expedia
- Villas in Maui
- Boutique Hotels in Maui
- Luxury Hotels in Maui
- Oceanfront Hotels in Maui
- Kaanapali Hotels
- Hostels in Maui
- Condo Rentals in Maui
- Resorts in Maui
- 5 Star Hotels in Maui
- Hotels near Haleakala National Park
- Kahului Hotels
- Hotels with Waterslides in Maui
- Hotels near Kahului
- Hana Hotels
- Hotels with Kitchenettes in Maui
- Wailea Hotels
- All-Inclusive Resorts in Maui
- Hotels with a Lazy River in Maui
- Condo Rentals in Kihei
- Adults Only Resorts & in Maui
- Casino Hotels in Maui
- Kihei Hotels
- Honeymoon Resorts & in Maui
- Family Hotels in Maui
- Cheap Hotels in Maui
- Apartments in Maui
- Beach Hotels in Maui
- Flights from Kahului
- Flights from Boise (BOI) to Kahului (OGG)
- Flights from Dallas (DFW) to Kahului (OGG)
- Flights from Seattle (SEA) to Kahului (OGG)
- Flights from Phoenix (PHX) to Kahului (OGG)
- Flights from Chicago (ORD) to Kahului (OGG)
- Flights from New York (JFK) to Kahului (OGG)
- Flights from Long Beach (LGB) to Kahului (OGG)
- Flights from San Diego (SAN) to Kahului (OGG)
- Flights from Kansas City (MCI) to Kahului (OGG)
- Flights from Boston (BOS) to Kahului (OGG)
- Flights from Honolulu (HNL) to Kahului (OGG)
- Flights from Salt Lake City (SLC) to Kahului (OGG)
- Flights from Oakland (OAK) to Kahului (OGG)
- Flights from Atlanta (ATL) to Kahului (OGG)
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Flights from Denver (DEN) to Kahului (OGG)
- Flights from Kailua-Kona (KOA) to Kahului (OGG)
- Flights from Portland (PDX) to Kahului (OGG)
- Flights from Sacramento (SMF) to Kahului (OGG)
- Flights from Minneapolis (MSP) to Kahului (OGG)
- Flights from San Francisco (SFO) to Kahului (OGG)
- Flights to Kahului
- Flights from San Jose (SJC) to Kahului (OGG)
- Flights to Maui
- Flights from Las Vegas (LAS) to Kahului (OGG)
- Hana Vacations
- All inclusive Vacation Packages Maui
- Golf Vacation Packages Maui
- Magnetic Peak
- Honeymoon Vacation Packages Maui
- Kokomo Vacations
- Maui Spa Retreat
- Hoʻokipa Beach Park
- Haleakala Crater
- Hosmer Grove
- Wailea Vacations
- Kaanapali Vacations
- Park Headquarters Visitor Center
- Kula Botanical Garden
- Haleakala National Park
- Visit Maui County
- The Skyline Trail
- Kahului Vacations
- Polipoli Spring State Recreation Area
- Kula Vacations
- Maluaka Beach
- Garden of Eden Arboretum
- Visit Maui
- Leleiwi Overlook
- Kihei Vacations
- Haleakalā Visitor Center
- Maui County Vacations
- Hoʻomana Spa Maui
- Waikamoi Preserve
- Kalahaku Overlook
- Makena Vacations
- Maui Agricultural Research Center
- Holy Ghost Mission
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















