Olowalu Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Olowalu

Fairmont Kea Lani Maui
Fairmont Kea Lani Maui
4.5 out of 5
4100 Wailea Alanui Dr, Kihei, HI
The price is S$1,049 per night from 4 Dec to 5 Dec
S$1,049
includes taxes & fees
4 Dec - 5 Dec
9.2/10 Wonderful! (1,004 reviews)
"World class resort with the Aloha spirit."

Reviewed on 24 Nov,2024

Fairmont Kea Lani Maui
Aston Kaanapali Shores
Aston Kaanapali Shores
3.5 out of 5
3445 Lower Honoapiilani Hwy, Lahaina, HI
The price is S$633 per night from 28 Nov to 29 Nov
S$633
includes taxes & fees
28 Nov - 29 Nov
8.4/10 Very Good! (3,352 reviews)
"Several people we visited were “owners” at AKS and were very friendly; one even said “thank you for staying at Shores; I hope you make the choice to stay here again.” The view out our balcony of the pool area and the ocean from afar was beautiful."

Reviewed on 25 Nov,2024

Aston Kaanapali Shores
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$1,262 per night from 30 Nov to 1 Dec
S$1,262
includes taxes & fees
30 Nov - 1 Dec
9.6/10 Exceptional! (1,003 reviews)
"The staff is very friendly and dining options are amazing! The resort has so many complimentary activities to participate, would be visiting again."

Reviewed on 24 Nov,2024

Four Seasons Resort Maui at Wailea
See all 11,702 properties in Olowalu
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 an Olowalu holiday package cost?
The cheapest Olowalu holiday package is , so your dream getaway can become a reality — without breaking the bank. Combine flights, hotels and car rentals to customize a package that’s perfect for you.
How do I get a cheap travel package to Olowalu?
If you love getting a great deal, combine your bookings into an Olowalu holiday package. Whether you’re looking for flights, hotels, activities or rental cars, you can book them all in one place. You’ll have loads of choice at your fingertips as well. Expedia has more than 550 airlines and 1,000,000 properties globally to choose from. Fly with who you prefer, stay where you like and save precious dollars — now that’s the ideal getaway!
Where should I stay in Olowalu?
With interesting attractions such as Launiupoko Beach Park and Ukumehame Beach Park in this area, see if you can find a hotel near either one. Mile Marker 14 Beach is another Olowalu hot spot that pulls the crowds.
How far in advance should I book my Olowalu holiday?
It can be tricky to know exactly when the best time is to book your trip to Olowalu. But usually the earlier you book, the more affordable the prices. Sometimes, you can book your flights and hotels nearly 12 months before your departure date. If you’re considering a last-minute getaway, no need to panic! There are plenty of fantastic bargains popping up on Expedia all the time.
What does an Expedia Olowalu travel package include?
That depends on what you want. If you’re travelling by yourself, you might decide to bundle hotels and flights. Bringing the whole family to Olowalu? A travel package that includes flights, hotels and rental cars might suit you better. Expedia gives you the flexibility to build your own travel package.
What should I know before booking an Olowalu travel package?
Whether it’s relaxation or adventure you’re after, an Olowalu holiday package lets you organise your escape your way. Plus, you’ll score great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with an Olowalu Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines around the world. Our holiday packages give you the flexibility to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Olowalu holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to cancel or alter your Olowalu holiday package at no cost if you’ve booked in the last 24 hours. For bookings older than that, you can still make changes, but your airline, hotel or car rental company may charge a fee. Want more information? Visit our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

* 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.