South Maui Vacations from $822

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Your South Maui Vacation

Choose one of our vacation packages to South Maui and go wherever the adventurer in you desires. Views and surfing are just the start of the things to look forward to in this wonderful destination. Want to know where to stay during your trip to South Maui? Makena is a top city you won't want to miss. When you're ready to stop daydreaming and start doing, Expedia will help turn your South Maui vacation into a reality.

The Latest South Maui vacation packages

Price found within the past 48 hours. Click for updated prices.
Maui Beach Vacation Club
Hotel Wailea Maui
Maui Banyan Vacation Club
Lumeria Maui Educational Retreat Center
The Residences at Kamaole Sands Resort
Don't see what you're looking for?
See all available trips from Columbus to South Maui
View all trips

Where to stay in South Maui

Find the best South Maui areas and neighborhoods for the activities you enjoy most. Learn more about South Maui

Stay near popular South Maui attractions

South Maui Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$742 nightly
The price is $881 total per night from Nov 20 to Nov 21
$881 total
Nov 20 - Nov 21
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
$240 nightly
The price is $285 total per night from Oct 28 to Oct 29
$285 total
Oct 28 - Oct 29
Total with taxes and fees
9.6/10 Exceptional! (2,729 reviews)
"Love the area closet to restaurants and convenient shuttle. Staff were friendly and helpful. Would stay again."

Reviewed on Oct 27, 2026

Maui Coast Hotel
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,098 nightly
The price is $1,303 total per night from Nov 27 to Nov 28
$1,303 total
Nov 27 - Nov 28
Total with taxes and fees
Fairmont Kea Lani 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.

Find the Best South Maui Vacation Packages

South Maui Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Kahului Airport (OGG)

More vacations you might like

Frequently asked questions

How much does a South Maui vacation package cost?
Vacation packages in South Maui are centered on Kihei. A week-long trip there typically costs around $2,450 per adult, with prices ranging from around $1,100 to $5,150 per adult.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How can I save money on a South Maui vacation package?
When you bundle, you can save up to 30%*. To save money on a South Maui package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
What's included in a South Maui vacation package?
A South Maui vacation package in Kihei lets you combine flights, hotel stays, and rental cars. Many hotels in Kihei offer free breakfast, and some provide airport shuttle service to and from Kahului, HI (OGG) airport.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
How do I find cheap South Maui vacation package deals?
South Maui vacation package deals are available in Kihei, where prices start around $550 per adult for weekend trips. Package prices in May average around $1,790 per adult for a 6-day trip.

Bundling your flight and hotel can offer additional savings compared with booking separately. Week-long Kihei packages typically save around $295 per adult, and two-week packages can save around $410 per adult.

Browse cheap vacation packages in South Maui on Expedia to compare current deals.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to visit South Maui?
The best time for a South Maui vacation package in Kihei is during the busiest months of June, July, and December, when highs are around 77°F to 82°F. Timing reflects Kihei specifically, so conditions may differ elsewhere in the region.

If you'd prefer a quieter trip with fewer visitors, consider visiting in May, October, or January, when highs are around 76°F.
What types of vacation packages are available in South Maui?
Vacation packages in South Maui center on Kihei, offering these styles:

These South Maui vacation package options help travelers find the perfect stay for their trip style.
Is South Maui better suited for a beach vacation or a cultural trip?
South Maui is primarily a beach and outdoor nature destination, offering a wealth of activities centered around its beautiful coastline. The region, including Kihei, is known for its scenic views and family-friendly attractions.

Travelers can enjoy numerous beaches like Wailea Beach, Keawakapu Beach South, and Makena Beaches, which are ideal for swimming, sunbathing, and water sports. While there are some cultural points of interest, the main draw for a South Maui vacation is its natural beauty and opportunities for outdoor adventure.
Which airport should I use for a South Maui vacation?
For a South Maui vacation, Kahului Airport (OGG) is the primary gateway. Located on Maui, it serves the entire region, providing convenient access to your chosen South Maui destination.
What are the top things to do in South Maui?
A South Maui vacation is best explored from a base like Kihei, which offers easy access to many attractions:

Browse and book things to do in South Maui on Expedia.
What is the best time to book a South Maui vacation package?
Book your South Maui vacation package around 9 weeks in advance, with packages located in Kihei. Most travelers book between 4 and 16 weeks out, which gives you time to secure your preferred flights and hotel while rates are still competitive.

from June to August are popular months for South Maui vacation packages in Kihei, so booking earlier is advisable if you're traveling during those months.
How many days do you need for a South Maui vacation?
Most South Maui vacation packages last around 6 days, with stays in Kihei, an area known for its beautiful beaches and outdoor activities. Week-long trips are the most popular, giving you ample time to explore attractions like Wailea Beach, though some travelers opt for weekend trips or extended stays of around two weeks.
Can I change or cancel my South Maui vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking South Maui vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later South Maui vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your South Maui vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to South Maui?
To find last-minute vacation packages to South Maui, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on South Maui vacation packages?
Free cancellation on a South Maui vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a South Maui vacation as a package or separately?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your South Maui getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my South Maui vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

Explore a world of travel with Expedia

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