Upcountry Maui Trip

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Top Upcountry Maui Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Gardens at West Maui

The Gardens at West Maui

3 out of 5
Save 100% on your flight
Price was ₹185,171, price is now ₹100,899 per person
₹100,899
per person
15 Feb - 20 Feb
found 3 hours ago
Return direct flight included
San Diego (SAN) to Kahului (OGG)
8.4/10 Very Good! (512 reviews)
Good amenities, good neighborhood. If you are willing to drive some distance then this place works great as you can walk to the Napili and Kapalua beaches.

Reviewed on 5 Jan 2026

Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Save 100% on your flight
Price was ₹188,295, price is now ₹103,236 per person
₹103,236
per person
15 Feb - 20 Feb
found 3 hours ago
Return direct flight included
San Diego (SAN) to Kahului (OGG)
8/10 Very Good! (351 reviews)
Unfortunately our room was not upgraded at all compared to other rooms we saw in bldg F. Smelled very musty. Shower mildewy & just painted over rather than fix problem. Day 2 had a giant cockroach in room. Didn’t realize our room (studio) was part of another unit so very noisy from that side of door. Good thing was couldn’t hear other neighbors. Staff seemed unhappy except for late night guard who was very nice. Cleaning crew knocked on door & tried to come in long before check out. Also parking extremely limited. Pros: great location across street from beach Central to get to other places on the island. Near stores & restaurants.

Reviewed on 5 Jan 2026

Sands of Kahana

Sands of Kahana

3 out of 5
Save 100% on your flight
Price was ₹192,310, price is now ₹109,809 per person
₹109,809
per person
15 Feb - 20 Feb
found 3 hours ago
Return direct flight included
San Diego (SAN) to Kahului (OGG)
8.2/10 Very Good! (453 reviews)
Nice room, nice staff but we weren’t given the welcome package which would have given us several discounts. Other than that, it was a great place to stay.

Reviewed on 6 Jan 2026

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

3.5 out of 5
Save 100% on your flight
Price was ₹221,416, price is now ₹130,362 per person
₹130,362
per person
15 Feb - 20 Feb
found 3 hours ago
Return direct flight included
San Diego (SAN) to Kahului (OGG)
9/10 Wonderful! (1,465 reviews)
Very good hotel and service.

Reviewed on 6 Jan 2026

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Save 100% on your flight
Price was ₹275,719, price is now ₹167,678 per person
₹167,678
per person
15 Feb - 20 Feb
found 3 hours ago
Return direct flight included
San Diego (SAN) to Kahului (OGG)
9.6/10 Exceptional! (292 reviews)
Great location and great views of beach

Reviewed on 5 Jan 2026

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 ₹16,703 per night from 7 Jan to 8 Jan
₹16,703
₹19,828 total
7 Jan - 8 Jan
includes taxes & fees
8.6/10 Excellent! (55 reviews)
This was exactly as advertised with a very easy check-in and checkout. The owner was very friendly and provided some good information on the area.

Reviewed on 28 Dec 2025

Gods Peace Of Maui
The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

4.5 out of 5
2365 Kaanapali Pkwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is ₹43,517 per night from 13 Jan to 14 Jan
₹43,517
₹56,879 total
13 Jan - 14 Jan
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
Great pools, next to the beach and mall

Reviewed on 6 Jan 2026

The Westin Maui Resort & Spa, Ka'anapali
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 ₹23,286 per night from 7 Jan to 8 Jan
₹23,286
₹32,436 total
7 Jan - 8 Jan
includes taxes & fees
8.4/10 Very Good! (1,619 reviews)
The hotel is amazing! The grounds are beautiful and the hotel has the most beautiful beach.

Reviewed on 1 Jan 2026

Royal Lahaina Resort & Bungalows
See all 13,435 properties in Upcountry Maui
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.

Popular places to visit

Haleakalā Visitor Center

Haleakalā Visitor Center

Explore the lovely green spaces of Haleakalā Visitor Center and enjoy the golf courses in Kula. Wander through the beautiful beaches and seaside in this relaxing area.

Haleakalā Visitor Center
Hosmer Grove

Hosmer Grove

Explore the great outdoors at Hosmer Grove, a lovely green space in Kula. Stroll along the seaside in this relaxing area or seek out the yoga studios.

Hosmer Grove
Hui Noʻeau Visual Arts Center

Hui Noʻeau Visual Arts Center

You can spend time studying the exhibits at Hui Noʻeau Visual Arts Center during your travels in Makawao. Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Hui Noʻeau Visual Arts Center

Frequently asked questions

Can I cancel my flight booking to Upcountry Maui due to COVID-19?
Our handy Customer Service Portal is your one-stop shop for most travel queries, including about flight changes related to COVID-19. For greater peace of mind, read through the terms and conditions of your airfare before booking your tickets.
What's the best way to find cheap flights to Upcountry Maui that have flexible change policies?
We understand that travel schedules can change in a flash, so reserving a flexible fare with Expedia makes good sense. Tick the "No change fee" box under the "Flexible change policies" filter. Your low-priced, flexible flight to Upcountry Maui is just a few clicks away.
What are some of the general tips for travellers to Upcountry Maui during the COVID-19 outbreak?
If it's your first time travelling during COVID-19, you'll notice a host of new standards and rules in place. Take note of these tips and make your journey to Upcountry Maui go off without a hitch:
  • Find out if any travel restrictions apply to your destination and origin before booking anything. Also check if there are any special conditions you'll have to follow on arrival, such as health testing.
  • When you pass through airport screening, keep your face mask on. You will be asked to lower it briefly for identification purposes. Passengers who refuse to wear a mask may be fined and denied entry.
  • To reduce the potential of cross-contamination, place your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • You're permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. You'll have to remove it for X-ray scanning.
  • Empty your personal items from your pockets, like your wallet, coins and keys, and put them in your carry-on instead of into bins. This will reduce handling during the screening process.
  • If you're taking food through the security checkpoint, put it in a clear plastic bag and then into a screening bin. This reduces the likelihood that a TSA employee will need to touch your food container or carry-on bag for closer inspection.

Which airlines fly to Upcountry Maui?
Arrange your airfare with Hawaiian Airlines and start working on your Upcountry Maui travel itinerary. This well-known airline offers 1202 flights every month to Kahului Airport (OGG), a main gateway.
How can I find cheap tickets to Upcountry Maui?
To pick up an awesome deal to Upcountry Maui, book well ahead. Also use Expedia's handy "flexible dates" feature at the top of your search results. This will compare the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to Upcountry Maui.
How much is a flight to Upcountry Maui?
In the last seven days, round-trip flights to Upcountry Maui sold for as little as and peaked at . For one-way trips out of (), the lowest amount paid during this same period was just .
What are the most popular airports to fly into in Upcountry Maui?
Upcountry Maui's main airport is Kahului Airport (OGG). Get your amazing journey underway by securing a fare on one of the 3826 flights every month to this destination.
When is the cheapest time to fly to Upcountry Maui?
Leave earlier in the week to book a bargain airfare to Upcountry Maui. Tuesday is normally the most economical day to fly, with Monday running a close second. Saturday typically has the highest ticket prices. This is because many travellers like to start their trip on a weekend.
How much is a plane ticket to Upcountry Maui?
In the last seven days, seats ranged between and . Swipe through our awesome deals to Upcountry Maui, make a booking and then get ready for your getaway!
Which airlines with flights to Upcountry Maui employ COVID-19 cleanliness policies?
While flying during the COVID-19 pandemic can be nerve-wracking, airlines are doing their bit to ensure the well-being of all on board. These are a few carriers that have introduced changes:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.