South Maui Vacation Packages 2026 from $1,101

Name: Mana Kai Maui- Official Onsite Rental
Price range: $671 total

South Maui flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Maui Banyan Vacation Club

South Kihei

$1,101

per person

Nov 19 - Nov 24

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.

Maui Beach Vacation Club

North Kihei

Save 100% on your flight

$1,442

per person

Nov 19 - Nov 24

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.

Royal Lahaina Bungalows & Spa

Save 100% on your flight

$2,300

per person

Dec 4 - Dec 11

found 8 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

A full-service spa, 2 outdoor pools, and 11 outdoor tennis courts are all featured at this luxury aparthotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a shopping center shuttle. There's a restaurant and a poolside bar for dining and drinks, and also a gym on site.

Hotel Wailea, Relais & Chateaux - Adults Only

Wailea

Save 100% on your flight

$2,943

per person

Nov 6 - Nov 9

found 10 hours 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.

Castle Kama'ole Sands

South Kihei

$1,263

per person

Dec 4 - Dec 11

found 8 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Kahului (OGG)

This condo features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A garden, a picnic area, and luggage storage are also on offer.

Top South Maui hotels deals

Maui Coast Hotel

2259 S Kihei Rd Kihei HI

Free Cancellation

Reserve now, pay when you stay

$252 nightly

$299 total

Sep 21 - Sep 22

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

3850 Wailea Alanui Drive Kihei HI

$786 nightly

$933 total

Oct 1 - Oct 2

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.

Four Seasons Resort Maui at Wailea

3900 Wailea Alanui Drive Kihei HI

$880 nightly

$1,045 total

Sep 18 - Sep 19

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.

Wailea Beach Resort - Marriott, Maui

3700 Wailea Alanui Dr Kihei HI

$704 nightly

$836 total

Oct 4 - Oct 5

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

Fairmont Kea Lani Maui

4100 Wailea Alanui Dr Kihei HI

$1,128 nightly

$1,339 total

Sep 17 - Sep 18

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.

Mana Kai Maui- Official Onsite Rental

2960 S Kihei Road Kihei HI

Free Cancellation

Reserve now, pay when you stay

$566 nightly

$671 total

Sep 21 - Sep 22

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.

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 $1,101. 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.