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.
Kihei Bay Vista - Maui Condo & Home

Kihei Bay Vista - Maui Condo & Home

2.5 out of 5
North Kihei
Price was $1,425, price is now $1,086 per person
$1,086
per person
Dec 11 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Portland (PDX) to Kahului (OGG)
This condo features an outdoor pool and a hot tub. A picnic area, express check-in, and express check-out are also on offer.
Maui Beach Vacation Club

Maui Beach Vacation Club

2.5 out of 5
North Kihei
Price was $1,726, price is now $1,290 per person
$1,290
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Maui Banyan Vacation Club

Maui Banyan Vacation Club

3 out of 5
South Kihei
Price was $2,310, price is now $1,736 per person
$1,736
per person
Dec 19 - Dec 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort

4.5 out of 5
South Kihei
Price was $3,388, price is now $2,568 per person
$2,568
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking. A terrace, a picnic area, and barbecue grills are also on offer.
Maui Parkshore - Maui Condo & Home

Maui Parkshore - Maui Condo & Home

2 out of 5
South Kihei
Save 100% on your flight
Price was $1,795, price is now $1,362 per person
$1,362
per person
Dec 9 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Seattle (SEA) to Kahului (OGG)
An outdoor pool is featured at this condo, along with a garden and a picnic area. Laundry facilities and barbecue grills are also provided.

Top South Maui hotels 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
$813 nightly
The price is $965 total per night
$965 total
Oct 25 - Oct 26
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
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
$243 nightly
The price is $289 total per night
$289 total
Oct 5 - Oct 6
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
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5 out of 5
3700 Wailea Alanui Dr Kihei HI
$646 nightly
The price is $767 total per night
$767 total
Oct 25 - Oct 26
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
$1,080 nightly
The price is $1,282 total per night
$1,282 total
Oct 19 - Oct 20
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
$1,118 nightly
The price is $1,327 total per night
$1,327 total
Oct 23 - Oct 24
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
Hilton Grand Vacations Club Maui Bay Villas

Hilton Grand Vacations Club Maui Bay Villas

4 out of 5
575 S Kihei Road Kihei HI
$349 nightly
The price is $414 total per night
$414 total
Oct 17 - Oct 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a free kid's club and a children's pool, and families will appreciate the convenience store. Enjoy the gym and perks like free self parking and free WiFi.
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 beach with palm trees, a row of beach umbrellas, and a green boat on the grass.

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.
See properties

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 $1,086. 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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