Olowalu Vacations from $1,056
Book a Hotel + Flight or Car together to unlock savings
Your Olowalu Vacation
Get ready to experience Olowalu on your own terms with a custom Olowalu vacation package! Discovering the best parts of this city is simpler with a base in a neighborhood such as Wailuku Heights, which is good for views, among other things. Ready to venture out and explore? West Maui Mountains, Launiupoko Beach Park and Puamana Beach Park are some of the best places to visit during a trip to Olowalu. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Olowalu vacation plans into action!
The Latest Olowalu vacation packages
Price found within the past 48 hours. Click for updated prices.
Hotel Wailea Maui
Wailea
$2,467
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to Kahului (OGG)
9.4/10 Exceptional! (1,002 reviews)
Hotel Wailea was paradise! The grounds and the room were beautiful and clean. The customer service was EXCELLENT!!!! My husband and I didn’t want to leave. If you are looking for an adult only relaxing experience, I HIGHLY recommend Hotel Wailea. You will not be disappointed!
Reviewed on Oct 19, 2026
The Residences at Kamaole Sands Resort
South Kihei
$2,376
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
10/10 Exceptional! (5 reviews)
Bonus was there were beach chairs, towels and an umbrella. We only used two chairs as our family were busy snorkeling or boarding away while 1-2 sat out and rested. Clean, right down from beach park 3...stocked pantry got some add-ons and pots and pans enough to allow us making most of our meals. Great times and great communication from host. Thanks! Lucas
Reviewed on Aug 30, 2026
What to do in Olowalu
Myths of Maui Luau at the Royal Lahaina Resort
$169
per adult
86% of travellers recommend
Akialoa Sunset Sail with Open Bar & Delicious Appetizers from Ma'alaea
$104
per adult
96% of travellers recommend
Road to Hana Maui Tour: Self-Guided Audio Drive
$17
per traveler
84% of travellers recommend
Olowalu Hotel Deals
Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
$240 nightly
$285 total
Oct 28 - Oct 29
Total with taxes and fees
Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
$813 nightly
$965 total
Nov 1 - Nov 2
Total with taxes and fees
Royal Lahaina Resort & Bungalows
2780 Kekaa Dr Lahaina HI
Fully refundableReserve now, pay when you stay
$266 nightly
$315 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (1,926 reviews)
"Staff"
Reviewed on Oct 19, 2026
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.
Find the Best Olowalu Vacation Packages
Olowalu Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Kahului Airport (OGG) |
Population | 80 |
Max Temp Winter | 75ºF |
Max Temp Summer | 80ºF |
Top Sights | Kaanapali Beach, Black Rock and Kahekili Beach |
More vacations you might like
Frequently asked questions
How much does an Olowalu vacation package cost?
Offering great value package deals from $1,056 on Expedia, you'll be thrilled with how little a vacation to Olowalu costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Olowalu?
If you'd like to book a cheap Olowalu vacation package, consider visiting in October, November and December. You'll usually find lower rates on accommodations and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Olowalu?
The ideal length of your Olowalu vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to tick off all the major sights and explore some hidden spots along the way.
How to find the best Olowalu package deals?
Start your search for an Olowalu package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Olowalu package deal right away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Olowalu adventure underway.
Is it cheaper to book an Olowalu vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still have the freedom to create a personalized Olowalu vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Olowalu?
Land incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Olowalu escape.
How to plan a trip to Olowalu?
- Choose your dates: The things you plan to do in Olowalu and your preferred season can help you decide when to get away.
- Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Olowalu.
- Use Expedia's trip planning tool to discover Olowalu: Research every aspect of your trip to Olowalu with this handy planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
- Decide your trip length: Think about how much time you'd like to spend exploring Olowalu. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
- Combine your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Olowalu vacation package for you.
- Book activities and experiences in advance: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the highlights of Olowalu. Find all the fun things to do in Olowalu with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Olowalu vacation packages?
Your Olowalu getaway is meant to be a relaxing escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.
Explore a world of travel with Expedia
- Hotels in Kahului
- All-Inclusive in Lahaina
- Resorts in Lahaina
- Hotels in Wailuku
- 3 Star Hotels in Kaanapali
- Condos in Olowalu
- 5 Star Hotels in Lahaina
- Hotels in Kihei
- Downtown Lahaina Hotels
- Apartments in Lahaina
- Hotels in Kaanapali
- Hilton Hotels in Lahaina
- Ocean View in Lahaina
- Outrigger Hotels in Lahaina
- Delta Air Lines Salt Lake City (SLC) to Kahului (OGG) flights
- Flights to Kaanapali
- Regionalia Venezuela Honolulu (HNL) to Kapalua (JHM) flights
- Flights to Kapalua
- Flights from Honolulu (HNL) to Kapalua (JHM)
- Flights to Wailuku
- Flights to Kihei
- Flights from Los Angeles (LAX) to Kahului (OGG)
- Hawaiian Airlines Los Angeles (LAX) to Kahului (OGG) flights
- Flights to Kahului
- Flights to Olowalu
- Flights from Los Angeles (LAX) to Kapalua (JHM)
- Visit Wailea
- West Maui All Inclusive Vacation Packages
- Kokomo Vacations
- Wailea Vacations
- Maui Tropical Plantation
- Where to stay in West Maui Mountains
- Kahana Vacations
- Lahaina Vacations
- Central Maui All Inclusive Vacation Packages
- Visit Wailuku
- Where to stay in Kihei
- West Maui All Inclusive Vacation Packages
- Where to stay in Makawao
- Visit Kapalua
- Where to stay in Kahului
- Napili Vacations
- Central Maui All Inclusive Vacation Packages
- Where to stay in Lahaina
- Visit Kahului
- West Maui All Inclusive Vacation Packages
- Kahului Vacations
- Kaanapali Beach
- Central Maui All Inclusive Vacation Packages
- Central Maui All Inclusive Vacation Packages
- Kaanapali All Inclusive Vacation Packages
- Visit Honokowai
- Where to stay in Kapalua
- Visit Downtown Lahaina
- Central Maui All Inclusive Vacation Packages
- Drums of the Pacific Lū‘au
- Visit Kihei
- Visit Maui
- Visit Kahakuloa
- Kaanapali Vacations
- Where to stay in Maui
- Visit Kaanapali
- Where to stay in West Maui
- Kapalua Vacations
- Maalaea Harbor
- Kihei Vacations
- Where to stay in Wailuku
- Where to stay in Paia
- West Maui All Inclusive Vacation Packages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.