South Maui Vacation Packages
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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.
Top South Maui Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
CA $4,528
per person
Nov 28 - Dec 5
found 23 hours ago
Roundtrip flight included
Edmonton (YEG) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
Everything was excellent, form the location to the incredible food!
Reviewed on Sep 22, 2026
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
South Kihei
4 out of top 10 points of interest in this area
While visiting South Kihei, you might make a stop by sights like Kamaole Beach Park 2 and Kamaole Beach Park 3.
Central Kihei
1 out of top 10 points of interest in this area
If you're spending some time in Central Kihei, Kihei Regional Park and Kihei Town Center Shopping Center are top sights worth seeing.
Makena
A noteworthy feature of Makena is its stunning beaches. While you're in town, be sure to stop and check out Makena State Park Beach and Maluaka Beach.
North Kihei
If you're spending some time in North Kihei, Sugar Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are top sights worth seeing.
Halama Street
If you're spending some time in Halama Street, Kihei Town Center Shopping Center and Coast Guard Beach are top sights worth seeing.
Ready to book your vacation to South Maui?
South Maui Hotel Deals
Maui Coast Hotel
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
CA $275
CA $392 total
Sep 27 - Sep 28
includes taxes & fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
CA $1,135
CA $1,439 total
Oct 9 - Oct 10
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Swim up bar was over crowded"
Reviewed on Sep 23, 2026
Wailea Beach Resort - Marriott, Maui
3700 Wailea Alanui Dr Kihei HI
CA $850
CA $1,108 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"I loved the cleanliness of the hotel as well as the exceptional staff. Everyone was so polite and welcoming."
Reviewed on Sep 24, 2026
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.
Stay near popular South Maui attractions
Wailea Beach
9.4/10 (4,138 reviews)
This stretch of powdery sand is part of an upscale resort community and is an ideal place to sunbathe, snorkel, and dive with Hawaiian green turtles and manta rays.
Kamaole Beach Park
9.2/10 (1,141 reviews)
During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park along with the snorkeling. Amble around this romantic area's seaside and enjoy its top-notch restaurants.
Keawakapu Beach North
9.4/10 (804 reviews)
Enjoy the peace and quiet at one of Maui’s less crowded and wider beaches, where kids can wander around the rock pools, and divers can explore the artificial reef.
Photo by Bob Cummins
Kamaole Beach Park 3
9.2/10 (1,660 reviews)
During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 3 along with the snorkeling. Wander the seaside or discover the beautiful sunsets in this romantic area.
Maluaka Beach
9.4/10 (731 reviews)
This is part of Maui’s so-called “Turtle Town,” a prime spot for sighting the inquisitive Hawaiian green turtles that are very common here.
Makena State Park Beach
9.4/10 (1,787 reviews)
Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.
Photo by David Glenn
Kamaole Beach Park 2
9.2/10 (813 reviews)
During your trip to Kihei, enjoy the surf and sand at Kamaole Beach Park 2 along with the snorkeling. Amble around this romantic area's seaside and enjoy its top-notch restaurants.
Kihei Regional Park
8.8/10 (269 reviews)
Enjoy the beautiful sunsets and explore Kihei Regional Park, a lovely green space in Kihei. Stroll along the seaside in this romantic area, or check out its top-notch restaurants.
Frequently asked questions
How much does a South Maui vacation package cost?
Get your credit card ready, because a trip to South Maui starts from an enticing CA $1,456. When you combine your hotels, flights and car rentals into a vacation package, you'll pick up the biggest deals.
How do I get a cheap travel package to South Maui?
You'll save a pile of money if you combine your car rentals, flights and hotels into a South Maui vacation package. Sometimes cheap means fewer options. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels throughout the world, so you'll always have plenty of variety to choose from. Want to save even more? Add some interesting activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in South Maui?
Wailea Beach is one of the key things that lures travelers to South Maui, so it's not surprising that many decide to stay in Wailea.
What are the top hotels in South Maui?
Have a look at Maui Coast Hotel and Days Inn by Wyndham Maui Oceanfront. They're top picks for lots of travelers to Wailea. If Makena features in your travel plans, Wailea Beach Resort - Marriott, Maui and Grand Wailea Maui, A Waldorf Astoria Resort are both welcoming options.
How far in advance should I book my South Maui vacation?
To score discount prices, book as early as you can. Airlines usually release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you've decided on a last-minute getaway in South Maui, there are always plenty of great deals to be had on Expedia. Book your escape today!
What does an Expedia South Maui travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect South Maui trip. You can also add on a few tours and activities once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a South Maui travel package?
So many places to wander around, so many things to experience. With a travel package, you'll be able to cross more of them off your list. Combine your flights, rental cars and hotels and make big savings.
Can I choose my airline with a South Maui Expedia vacation package?
You can. Expedia has access to more than 550 partner airlines worldwide, so choose the carrier that best fits your budget and travel needs.
If I'm not able to travel, can I cancel my South Maui vacation package?
You sure can, and we're here to help. You may be able to cancel or change your South Maui vacation package at no cost within 24 hours of booking. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, take a look at our Customer Service Portal for further information.
Explore a world of travel with Expedia
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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.
