Wailea-Makena Holidays

Photo by Raul Munguia

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Wailea-Makena 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 5 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 5 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 5 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 5 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 5 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

Top hotels in Wailea-Makena

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$1,133 per night from 7 Jan to 8 Jan
S$1,133
7 Jan - 8 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
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
Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

4.5 out of 5
3700 Wailea Alanui Dr Kihei HI
The price is S$1,062 per night from 9 Jan to 10 Jan
S$1,062
9 Jan - 10 Jan, 2026
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
It was a great place to stay with my family for my 4-year-old twin's birthday, and there were a lot of activities to do such as yoga, pilates, kids activities, and among all other things. Not to mention the road trip that we’ve taken to Hana, which was very nice and fun.

Reviewed on 12 Dec, 2025

Wailea Beach Resort - Marriott, Maui
See all 2,868 properties in Wailea-Makena
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

3/5(1 review)

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

What to do in Wailea-Makena

Te Au Moana Luau at the Wailea Beach Marriott Resort

Te Au Moana Luau at the Wailea Beach Marriott Resort

S$278
per adult
92% of travellers recommend
Te Au Moana Luau at the Wailea Beach Marriott Resort
Molokini Island

Maui Snorkeling Adventure to Molokini and Turtle Town

S$207
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Road to Hana Tour- Book your unforgettable Maui Adventure now and take home memories for a lifetime!

Maui: Road to Hana Adventure with Farm to Table Lunch

S$336
per adult
90% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
See all activities in Wailea-Makena

Frequently asked questions

Can I cancel my flight booking to Wailea-Makena due to COVID-19?
In these challenging times, many airlines are offering more flexibility. Go to our Customer Service Portal for useful information about amending or cancelling your booking due to COVID-19.
What's the best way to find cheap flights to Wailea-Makena that have flexible change policies?
At Expedia, we've been channeling our inner contortionist to get you the most flexible fares in town. Just tick the "No change fee" box directly below the filter subheading "Flexible change policies" to find the best flights to Wailea-Makena.
What are some of the general tips for travellers to Wailea-Makena during the COVID-19 outbreak?
With new rules, restrictions and safety measures to follow, travel looks a lot different nowadays. Here's what you should know before you get on that plane to Wailea-Makena:
  • Before committing to anything, see if any travel restrictions apply — in both your origin and destination. Keep informed with the latest updates by checking government travel advisories.
  • Keep your face mask on even during airport screening. A TSA officer will ask you to adjust your mask for identification purposes.
  • To minimize the risk of cross-contamination, place your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • You can now take one container of hand sanitizer up to 12 oz (350 ml) in your hand luggage. This will need to be taken out for X-ray scanning.
  • Place any personal items (keys, wallet and phone) in your carry-on rather than a bin to reduce handling during the screening process.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Wailea-Makena?
Let Hawaiian Airlines take you there. This well-known carrier operates 1202 flights every month to Kahului Airport (OGG), a Wailea-Makena gateway.
How can I find cheap tickets to Wailea-Makena?
You'll always walk away with a fabulous deal with Expedia, but our "flexible dates" search function makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see a list of prices for nearby days. was the lowest price for a flight to Wailea-Makena in the last seven days.
How much is a flight to Wailea-Makena?
If you were jetting one way from (), you could've nabbed a cheap fare for just in the last seven days. Round-trip flights to Wailea-Makena ranged from only to during this same period.
What are the most popular airports to fly into in Wailea-Makena?
Kahului Airport (OGG) is the main point of entry for many headed to Wailea-Makena. Approximately 3826 flights every month touch down at this airport.
When is the cheapest time to fly to Wailea-Makena?
Consider jetting off earlier in the week to nab the best deal to Wailea-Makena. Tuesday is generally the most economical day to depart, followed by Monday. Saturday often has the highest fares. This is because a lot of travellers prefer to start their break on a weekend.
How much is a plane ticket to Wailea-Makena?
In the last seven days, plane tickets to Wailea-Makena cost between and . Prices depend on a number of things, particularly the time of departure, carrier, cabin class and when the fare is booked.
Which airlines with flights to Wailea-Makena employ COVID-19 cleanliness policies?
While flying during the COVID-19 pandemic can be slightly overwhelming, airlines are doing all they can to protect the well-being of customers and crew. Here are a few carriers that have implemented changes:
  • 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.

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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. 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.