South Maui Holidays

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South Maui Flight & Hotel Packages

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

Sands of Kahana

3 out of 5
Price was S$5,080, price is now S$3,462 per person
S$3,462
per person
9 Feb - 14 Feb
found 18 hours ago
Return flight included
Singapore (SIN) to Kahului (OGG)
8.2/10 Very Good! (453 reviews)
Really enjoyed our stay. Didn’t realize we’d have a washer/dryer in unit and our 1 bedroom had two full baths!

Reviewed on 4 Dec, 2025

Hyatt Vacation Club at Ka'anapali Beach, Maui

Hyatt Vacation Club at Ka'anapali Beach, Maui

3.5 out of 5
Save 100% on your flight
Price was S$7,387, price is now S$5,023 per person
S$5,023
per person
9 Feb - 14 Feb
found 18 hours ago
Return flight included
Singapore (SIN) to Kahului (OGG)
9.2/10 Wonderful! (69 reviews)
Staff was very accommodating!

Reviewed on 1 Dec, 2025

Hotel Wailea, Relais & Chateaux - Adults Only

Hotel Wailea, Relais & Chateaux - Adults Only

5 out of 5
Wailea
Price was S$6,904, price is now S$4,900 per person
S$4,900
per person
9 Feb - 14 Feb
found 18 hours ago
Return flight included
Singapore (SIN) to Kahului (OGG)
9.4/10 Exceptional! (1,001 reviews)
Great resort with great amenities! Very convenient to downtown wailea and the beaches and the staff are super friendly and attentive!

Reviewed on 27 Aug, 2025

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach

4 out of 5
Price was S$5,313, price is now S$3,801 per person
S$3,801
per person
9 Feb - 14 Feb
found 18 hours ago
Return flight included
Singapore (SIN) to Kahului (OGG)
9.6/10 Exceptional! (292 reviews)
Beautiful room with views of the beach and black rock. We used the cooking facilities and everything you need was there. Great pillows. Our only complaint was the light over the dining table was so low it was easy to hit your head on it when standing up.

Reviewed on 17 Dec, 2025

The Ritz-Carlton Maui, Kapalua

The Ritz-Carlton Maui, Kapalua

5 out of 5
Save 100% on your flight
Price was S$8,439, price is now S$6,207 per person
S$6,207
per person
9 Feb - 14 Feb
found 18 hours ago
Return flight included
Singapore (SIN) to Kahului (OGG)
9/10 Wonderful! (1,001 reviews)
The breakfast menus were fresh everyday.

Reviewed on 5 Dec, 2025

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
Keawakapu Beach which includes landscape views, a beach and tropical scenes

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.

Find hotels in South Kihei

Top hotels in South Maui

Maui Coast Hotel

Maui Coast Hotel

3.5 out of 5
2259 S Kihei Rd Kihei HI
Fully refundableReserve now, pay when you stay
The price is S$445 per night from 12 Jan to 13 Jan
S$445
12 Jan - 13 Jan, 2026
includes taxes & fees
9.4/10 Exceptional! (2,329 reviews)
Lovely Hotel with an amazing staff who were incredibly friendly and accommodating. Close to the beach with a super cool pool&bar

Reviewed on 18 Dec, 2025

Maui Coast Hotel
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is S$1,218 per night from 4 Jan to 5 Jan
S$1,218
4 Jan - 5 Jan, 2026
includes taxes & fees
9.6/10 Exceptional! (999 reviews)
This property has long been one of my global Four Seasons favorites, and I remain truly grateful for the warm hospitality I always receive. I was also very appreciative of the wonderful upgrade to an ocean-view room — mahalo for that thoughtful gesture. I’ve been visiting this resort regularly since ...

Reviewed on 2 Dec, 2025

Four Seasons Resort Maui at Wailea
Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is S$1,216 per night from 20 Jan to 21 Jan
S$1,216
20 Jan - 21 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Everything was great. We would totally stay again.

Reviewed on 7 Dec, 2025

Grand Wailea Maui, A Waldorf Astoria Resort
See all 5,282 properties in South 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.

Popular places to visit

Keawakapu Beach showing landscape views, tropical scenes and a beach

Keawakapu Beach North

This secluded beach is a true gem on the Hawaiian coastline, perfect for those looking to leave the world behind and escape to a tranquil paradise.

Keawakapu Beach North
Makena Beach State Park which includes a sandy beach

Makena State Park Beach

Choose from three different beaches, each with its own character, along this unspoilt stretch of Maui’s southern shoreline.

Makena State Park Beach

Shops at Wailea

You can enjoy retail therapy at Shops at Wailea during your stay in Kihei. Wander the beautiful beaches or discover the beautiful sunsets in this romantic area.

Shops at Wailea

Frequently asked questions

Can I cancel my flight booking to South Maui due to COVID-19?
Our handy Customer Service Portal is where you can find useful information about cancelling or changing your flight due to COVID-19. Before booking your tickets, it's a good idea to read the terms and conditions of your preferred airline too.
What's the best way to find cheap flights to South Maui that have flexible change policies?
At Expedia, we've been channeling our inner yoga master to get you the most flexible airfares around town. Just click on "No change fee" right under the filter heading "Flexible change policies" to find your dream flight to South Maui.
What are some of the general tips for travellers to South Maui during the COVID-19 outbreak?
With new restrictions and safety precautions to follow, travel looks a lot different right now. These are some handy things to know before you pack your suitcase for South Maui:
  • Investigate if any travel restrictions apply to your destination and origin before booking your flight. Also check if there are any requirements you'll have to follow on arrival, such as installing a contact tracing app.
  • Wear a face mask even during airport screening. A TSA employee will ask you to temporarily lower your mask to verify your identity.
  • Rather than handing a TSA agent your boarding pass, position it straight on the reader yourself. When that's done, hold it up for inspection.
  • You can take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be removed for screening.
  • Empty everything from your pocket, like your phone and wallet, and put them in your carry-on rather than into bins. This will reduce handling during screening.
  • Separate any food you have for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to handle and inspect your belongings.

Which airlines fly to South Maui?
Organise your seat with Hawaiian Airlines and then start putting together your South Maui must-do list. This popular airline offers 1202 flights each month to Kahului Airport (OGG), a major gateway.
How can I find cheap tickets to South Maui?
A great strategy for scoring cheap fares is to be flexible with your travel dates. Begin with searching for your flight to South Maui, then click on the "flexible dates" link to compare prices for nearby days. Another good tip? Book ahead of time. For an idea of fares, was the best price for a flight to South Maui in the last seven days.
How much is a flight to South Maui?
There were lots of low-cost fares for the taking in the last seven days, with the cost of a return airfare to South Maui varying between and . Many lucky holiday makers scored one-way tickets from () for as low as .
What are the most popular airports to fly into in South Maui?
The main entryway to South Maui, about 3826 flights taxi into Kahului Airport (OGG) every month. Look for the best deal, reserve your seat and prepare to soak up the best of this fantastic region.
When is the cheapest time to fly to South Maui?
Flying on a Tuesday, followed by a Monday, is generally the best way to secure the cheapest airfare. Steer clear of weekends if possible, because Saturday is typically the most expensive day. Spend the money you saved having fun in South Maui instead!
How much is a plane ticket to South Maui?
Fares ranged from to in the last seven days. When you're ready to book, we're ready to help you lock in a great deal to South Maui.
Which airlines with flights to South Maui employ COVID-19 cleanliness policies?
As people start travelling once again, most commercial airlines have introduced social distancing and other necessary actions to cut down the spread of COVID-19. Here are just a few examples:
  • Hawaiian Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.