Wailea-Makena Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €185 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 €739 per night from 12 Apr to 13 Apr
€739
12 Apr - 13 Apr
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
The property is a true gem boasting expansive lush flora and fauna with multiple pools creating a swimmer's paradise. The various coves and levels including a waterpark and adult pool add to its allure. The expansive beach offers breathtaking views shared with the Four Seasons. Our room was exquisitely ...

Reviewed on 11 Mar 2026

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 €1,012 per night from 19 Mar to 20 Mar
€1,012
19 Mar - 20 Mar
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
The staff is wonderful. We were there for our anniversary and we got complimentary upgrade to executive room, complimentary chocolate dipped strawberry to make it more special. The resort itself is magnificent, the pools are splendid. They have thier own cove which is great to snorkel. We also get ...

Reviewed on 16 Mar 2026

Four Seasons Resort Maui at Wailea
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is €1,156 per night from 17 Apr to 18 Apr
€1,156
17 Apr - 18 Apr
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Staff was incredibly welcoming and helpful. Bar/restaurant staff were amazing. Pools were clean and poolside servers were very friendly. Overall an amazing property with wonderful staff

Reviewed on 16 Mar 2026

Fairmont Kea Lani Maui
See all 2,938 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

Makena Beach State Park which includes a beach

Makena State Park Beach

3/5(1 review)

Three distinct, undeveloped beaches and a dormant volcano crater form this scenic southern region of Maui.

Makena State Park Beach
Pineapple creme brûlée! #foodporn #delicious

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

Makena Golf Course

Play a round of golf in Kihei at Makena Golf Course, and enjoy other activities such as snorkelling. Amble around this romantic area's beautiful beaches and enjoy its seafood restaurants.

Makena Golf Course

What to do in Wailea-Makena

2-Hour Whale Watch(s)

2-Hour Whale Watch Tour from Ma'alaea Harbor

€43
per adult
90% of travellers recommend
2-Hour Whale Watch Tour from Ma'alaea Harbor
Molokini Island

Maui Snorkeling Adventure to Molokini and Turtle Town

€138
per adult
90% of travellers recommend
Maui Snorkeling Adventure to Molokini and Turtle Town
Maui: Road to Hana Adventure with Farm to Table Lunch

Maui: Road to Hana Adventure with Farm to Table Lunch

€223
per adult
92% 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.

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.