Wailea Holidays

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Price found within the past 48 hours. Click for updated prices.
  • View from room
    Jul 13 - Jul 19

    Mana Kai Maui- Official Onsite Rental + Flight

    South Kihei
    6 nights
    3.5 star property
    9.0/10 - Wonderful (1,015 reviews)
    "This was an unforgettable holiday and it all started when we arrived. The staff were amazing and especially Juliet was by far the best personal that I have ever dealt with on any holiday a true professional at here job , thank you"
    Reviewed June 6, 2026
    Return • Houston (IAH) - Maui (OGG)
    IAH - OGG • 1 stop OGG - IAH • 1 stop
    €1,561
    €1,175
    per traveller
    found 19 hours ago
    Mana Kai Maui- Official Onsite Rental
  • Suite, 2 Bedrooms | Living area
    Jul 13 - Jul 19

    Maui Beach Vacation Club + Flight

    North Kihei
    6 nights
    2.5 star property
    8.4/10 - Very good (883 reviews)
    "It’s been a week and no response from anyone at Maui Vacation club. The listing is inaccurate. I had to spend 3000$ to find alternative accommodation since this place was horrible. They ruined my vacation and have yet to give me a refund for booking a stay and having to leave due to the conditions of the property. Do not ruin your trip."
    Reviewed June 9, 2026
    Return • Houston (IAH) - Maui (OGG)
    IAH - OGG • 1 stop OGG - IAH • 1 stop
    €2,345
    €1,495
    per traveller
    found 19 hours ago
    Maui Beach Vacation Club
  • 9 outdoor pools, pool cabanas (surcharge), pool loungers
    Jul 13 - Jul 19

    Grand Wailea Maui, A Waldorf Astoria Resort + Flight

    Wailea
    6 nights
    5.0 star property
    8.8/10 - Excellent (1,014 reviews)
    "Loved the view!"
    Reviewed June 8, 2026
    Return • Houston (IAH) - Maui (OGG)
    IAH - OGG • 1 stop OGG - IAH • 1 stop
    €3,606
    €2,652
    per traveller
    found 19 hours ago
    Grand Wailea Maui, A Waldorf Astoria Resort
  • 2 outdoor pools
    Jul 13 - Jul 19

    Hana-Maui Resort, a Destination by Hyatt Residence + Flight

    Hana Town Center
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "We loved the view, the sound of the ocean, the clouds in the sky, the very laid back atmosphere. The bungalow was fabulous."
    Reviewed June 4, 2026
    Return • Houston (IAH) - Maui (OGG)
    IAH - OGG • 1 stop OGG - IAH • 1 stop
    €2,555
    €1,895
    per traveller
    found 19 hours ago
    Hana-Maui Resort, a Destination by Hyatt Residence
  • Outdoor pool
    Jul 13 - Jul 19

    Hampton Inn & Suites Maui North Shore + Flight

    Kahului
    6 nights
    3.0 star property
    9.2/10 - Wonderful (247 reviews)
    "We stayed in Hampton inn Maui north shore. We opted for ocean facing with refrigerator and microwave. The stay was very nice and the staff were friendly. It hosts a private beach right behind the property. Very convenient to travel west and east of Maui"
    Reviewed June 3, 2026
    Return • Houston (IAH) - Maui (OGG)
    IAH - OGG • 1 stop OGG - IAH • 1 stop
    €1,783
    €1,370
    per traveller
    found 19 hours ago
    Hampton Inn & Suites Maui North Shore

Where to stay in Wailea

Find the best Wailea areas and neighborhoods for the activities you enjoy most. Learn more about Wailea
South Kihei

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 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 €850 per night from 25 Jun to 26 Jun
€850
25 Jun - 26 Jun
includes taxes & fees
8.8/10 Excellent! (1,014 reviews)
"Loved the view!"

Reviewed on 8 Jun 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 €1,029 per night from 7 Jul to 8 Jul
€1,029
7 Jul - 8 Jul
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"Absolutely beautiful! Staff were all friendly and attentive. We really appreciated the cleanliness, amenities, and high level of service."

Reviewed on 25 May 2026

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 €720 per night from 13 Jun to 14 Jun
€720
13 Jun - 14 Jun
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Good"

Reviewed on 8 Jun 2026

Wailea Beach Resort - Marriott, Maui
See all 1,226 properties in Wailea
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.

Frequently asked questions

How much does a Wailea holiday package cost?
The most affordable Wailea package is , so your dream holiday can become a reality — without it costing a fortune. Combine flights, hotels, car rentals and more to custom build a package that matches your travelling style.
How do I get a cheap travel package to Wailea?
Crafting your own Wailea holiday package with Expedia is the easiest way to save. We have access to more than 550 airlines and 1,000,000 properties across the globe. With such an extensive range to select from, you'll have no trouble pulling together your ideal escape.
Where should I stay in Wailea?
A holiday in Wailea isn't complete without checking out Wailea Beach, Kamaole Beach Park and Makena State Park Beach. Spend your nights close to these top sights and make sightseeing easy.
What are the top hotels in Wailea?
Lock in a room at Ocean And Golf Course View 3 Bed. It's one of this area's most sought-after hotels. Another top-rated option in Wailea is Wailea Ekahi 36b One Of The Best Locations In Wailea.
How far in advance should I book my Wailea holiday?
While prices change from time to time, we generally recommend booking your spot as soon as possible. Most international fares can be compared on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Wailea occasionally appear in the weeks prior to departure.
What does an Expedia Wailea travel package include?
Car rentals, hotels and flights — we connect you to the very best deals. All you'll have to do is decide on your preferred combination. Once you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it simple to craft an awesome Wailea getaway.
What should I know before booking a Wailea travel package?
You'll pick up amazing savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything in one spot makes trip planning much easier. So why waste time or money? Whether you're organising an upscale romantic escape or a budget family adventure, browse our holiday packages today.
If I'm not able to travel, can I cancel my Wailea holiday package?
Yes, you can. We realise life doesn't always go to plan, so we're here to help if you need to make changes to your Wailea holiday package. It may be possible to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Visit our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Popular places to visit

Makena State Park Beach

Makena State Park Beach

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

Makena State Park Beach
Shops at Wailea

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

Things to do

Maui: Road to Hana Adventure with Farm to Table Lunch

Maui: Road to Hana Adventure with Farm to Table Lunch

€223
per adult
94% of travellers recommend
Maui: Road to Hana Adventure with Farm to Table Lunch
Sail Maui 'Alihilani Sunset Sail

Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea

€90
per adult
96% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure

€159
per adult
94% of travellers recommend
Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
See all activities in Kihei
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.