Deals on vacations and trips to South Maui

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South Maui flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Lahaina Shores Beach Resort By Castle

Lahaina Shores Beach Resort By Castle

3.5 out of 5
Price was $1,488, price is now $1,006 per person
$1,006
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
An outdoor pool, self parking, and laundry facilities are featured at this apartment. The front desk is staffed around-the-clock and barbecue grills are on offer.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Save 100% on your flight
Price was $2,021, price is now $1,216 per person
$1,216
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This aparthotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free self parking and free WiFi. A garden and barbecue grills are also provided.
Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Save 100% on your flight
Price was $9,128, price is now $5,583 per person
$5,583
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This luxury resort includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the laundry service, conference center, and valet parking. A free beach shuttle is offered as well.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was $1,464, price is now $1,024 per person
$1,024
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, concierge services, and barbecue grills are also on offer.
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
Wailea
Save 100% on your flight
Price was $4,160, price is now $2,982 per person
$2,982
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Kahului (OGG)
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.

Top South Maui hotels deals

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $261 total per night
$261 total
Sep 20 - Sep 21
Total with taxes and fees
2 restaurants, 2 outdoor pools, and 3 hot tubs are among this hotel's featured amenities. Enjoy the 24-hour gym and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Pool
Hot Tub
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
$786 nightly
The price is $933 total per night
$933 total
Sep 13 - Sep 14
Total with taxes and fees
A full-service spa, 7 restaurants, and 9 outdoor pools are all featured at this luxury resort. There's fun for all ages with a lazy river and a children's pool, and in-room childcare is an added bonus. Enjoy the 3 hot tubs and perks like free WiFi.
Pool
Hot Tub
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
$636 nightly
The price is $755 total per night
$755 total
Sep 7 - Sep 8
Total with taxes and fees
A full-service spa, 4 restaurants, and 4 outdoor pools are all featured at this smoke-free resort. There's fun for all ages with a children's pool and a waterslide, and supervised childcare is an added bonus. Enjoy the 2 hot tubs and perks like free WiFi.
Pool
Hot Tub
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
$880 nightly
The price is $1,045 total per night
$1,045 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this luxury resort. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy perks like a free shopping center shuttle.
Pool
Hot Tub
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
$1,228 nightly
The price is $1,458 total per night
$1,458 total
Sep 16 - Sep 17
Total with taxes and fees
A full-service spa, 6 restaurants, and 3 outdoor pools are all featured at this luxury resort. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities.
Pool
Hot Tub
Mana Kai Maui- Official Onsite Rental

Mana Kai Maui- Official Onsite Rental

3.5 out of 5
2960 S Kihei Road Kihei HI
Free Cancellation
Reserve now, pay when you stay
$608 nightly
The price is $721 total per night
$721 total
Sep 5 - Sep 6
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a garden, and a grocery/convenience store are also offered.
Pool
Parking included
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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

A tropical beach with palm trees, a sandy shore, and the ocean.

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.
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Frequently asked questions

How much are vacation packages to South Maui?
Enjoy an unforgettable experience in South Maui with a vacation package starting at just $1,006. Booking tours, flights and hotels with Travelocity is simple. On top of that, our vacation deals will leave you with more cash in your pocket for plenty of fun activities.
Where can I get the best vacation package deals for South Maui?
Travelocity can help you lock in a terrific South Maui package deal. With more than 400 air carriers and 1,000,000 properties around the world, you're bound to find one that works for you.
Why should I book my South Maui vacation package with Travelocity?
From our 24/7 customer support to our range of exhilarating destinations, we are committed to giving you the vacation of a lifetime. All you have to do is click and book — our Price Match Guarantee will make sure you get the cheapest price.
Will I save money on my South Maui car rental if I bundle it with a hotel or flight?
You sure can with our South Maui vacation packages. With one of these, there are plenty of ways to make your hard-earned cash go further. Combine any two or more car, flight, hotel and tour bookings and watch the savings grow. With your own set of wheels, all the popular sights around South Maui are an unforgettable road trip away.
Which airport is best for South Maui?
For anyone planning on heading in and out of South Maui, the major airports are Kahului Airport (OGG), Molokai Airport (MKK) and Lanai Airport (LNY).
What is there to do in South Maui?
South Maui is full to the brim with terrific photo opportunities, however Wailea Beach and Kamaole Beach Park are right up there with the very best.

Photos of local treasures

Browse South Maui vacation photos for more inspiration

A beach with palm trees silhouetted against a sunset sky.
A coastal landscape with dense green vegetation, a clear blue sky, and a mountain in the background.
A green landscape with wind turbines and a sunset.
A beach with palm trees and a clear blue sky.
A sunset beach with canoes and palm trees.

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