Upcountry Maui Holidays

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Upcountry Maui Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Royal Lahaina Resort & Bungalows
Royal Kahana Maui by OUTRIGGER
Montage Kapalua Bay Collection by KBM - 3 Units (1205/1303/1304)
Montage Kapalua Bay Collection by KBM - 2 Units (2204/2206)
The Westin Maui Resort & Spa, Ka'anapali

Top hotels in Upcountry Maui

Gods Peace Of Maui

Gods Peace Of Maui

2 out of 5
1290 Haliimaile Rd, Makawao, HI
The price is S$252 per night from 21 Sept to 22 Sept
S$252
21 Sept - 22 Sept
includes taxes & fees
9.4/10 Exceptional! (30 reviews)
"One of my favorite places to stay! A little drive from the Airport but close to a local general store in Makawao. The hibiscus room is a private room facing the mountain and is absolutely peaceful. Everything needed to cook is readily available and the restroom/shower facilities are clean and available ..."

Reviewed on 14 Sept, 2025

Gods Peace Of Maui
Aston Kaanapali Shores

Aston Kaanapali Shores

3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is S$448 per night from 26 Sept to 27 Sept
S$448
26 Sept - 27 Sept
includes taxes & fees
8.6/10 Excellent! (3,735 reviews)
"Great stay. Do not hesitate to book this hotel, we had a great time and great view."

Reviewed on 19 Sept, 2025

Aston Kaanapali Shores
Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

4 out of 5
2780 Kekaa Dr, Lahaina, HI
Fully refundableReserve now, pay when you stay
The price is S$382 per night from 6 Oct to 7 Oct
S$382
6 Oct - 7 Oct
includes taxes & fees
8.2/10 Very Good! (1,447 reviews)
"Great place"

Reviewed on 15 Sept, 2025

Royal Lahaina Resort & Bungalows
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.