
Olowalu Vacation Packages
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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!
Top Olowalu Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Royal Lahaina Bungalows & Spa
Price was CA $2,192, price is now CA $1,628 per person
CA $1,628
per person
Sep 5 - Sep 10
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Kahului (OGG)
8/10 Very good! (17 reviews)
Not a bad place for a 2-3 day stay! However, front desk staff could’ve been better in providing the only thing that they’re for — the service with a smile; the gentleman who checked us in absolutely had not patience in listening to his guests at all - let alone greeting guests with a SMILE!
Reviewed on Jul 2, 2026

Grand Champions
Wailea
Price was CA $2,754, price is now CA $2,022 per person
CA $2,022
per person
Sep 11 - Sep 18
found 1 hour ago
Roundtrip non-stop flight included
Calgary (YYC) to Kahului (OGG)
9.2/10 Wonderful! (5 reviews)
Grand Champions exceeded every expectation. The property is beautifully maintained with lush tropical landscaping that instantly sets the tone for a relaxing Maui getaway. The unit was spotless, well-appointed, and had everything we needed — the kitchen was fully equipped, the beds were comfortable, and the lanai was the perfect spot for morning coffee.
The location in Wailea is unbeatable: quiet and private, yet minutes from world-class beaches, restaurants, and Shops at Wailea. The pools were pristine and never crowded, and the grounds feel more like a resort than a condo complex.
Check-in was seamless and communication with the host was prompt and professional throughout. We’d absolutely stay here again and recommend it to anyone looking for a comfortable, upscale base to explore South Maui. Mahalo!
Reviewed on Apr 20, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Wailea
Price was CA $7,605, price is now CA $5,644 per person
CA $5,644
per person
Sep 18 - Sep 25
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Kahului (OGG)
9.4/10 Exceptional! (1,000 reviews)
The property was beautiful and well maintained. Lush garden spaces. Pool area and loungers being available along with poolside service was great. Room was large and felt very private. Overall quiet property and relaxing stay. Beach picnic excursion was great as well!
Reviewed on Jul 8, 2026

Deluxe Oceanside Resort Vistas
Central Kihei
Price was CA $2,373, price is now CA $1,836 per person
CA $1,836
per person
Sep 22 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Kahului (OGG)
9.6/10 Exceptional! (4 reviews)
It is a nice 1 bedroom suite with sleeping for 5 including a sofa bed. They have all the amenities available including beach chairs, towels, beach umbrellas. Also the kitchen is full stocked with pots and table ware along with coffee and other condiments. The AC was great, and so was the internet and cable ready. We used our own accts for netflix and prime. Cleaning supplies were also plentiful along with a vacum. They also had an ironing board laundry detergent, hair dryer and plenty of toiletries. They had some board games to keep the kids entertained. The balcony had a neat ocean view with nice patio furniture. It is in a very convienient location wuth a nice ocean view and plenty of parking. The kids borrowed some golf clubs for some 4 hole course. The bbq facilities were also great and clean. We will definitely come back for another stay. Also the neigborhood is pretty safe.
Reviewed on Jun 16, 2026
Olowalu Hotel Deals

Grand Wailea Maui, A Waldorf Astoria Resort
3850 Wailea Alanui Drive Kihei HI
The price is CA $1,147 per night from Jul 25 to Jul 26
CA $1,147
CA $1,453 total
Jul 25 - Jul 26
includes taxes & fees
8.8/10 Excellent! (1,012 reviews)
"Beautiful property, amazing pools and wonderful service."
Reviewed on Jul 9, 2026

Four Seasons Resort Maui at Wailea
3900 Wailea Alanui Drive Kihei HI
The price is CA $1,904 per night from Jul 25 to Jul 26
CA $1,904
CA $2,352 total
Jul 25 - Jul 26
includes taxes & fees
9.6/10 Exceptional! (1,005 reviews)
"Excellent staff and service!"
Reviewed on Jul 8, 2026

Aston Kaanapali Shores
3445 Lower Honoapiilani Hwy Lahaina HI
Fully refundableReserve now, pay when you stay
The price is CA $360 per night from Jul 13 to Jul 14
CA $360
CA $469 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (4,175 reviews)
"Did not expect or was notified of Beach contamination sign which ruined the mood."
Reviewed on Jul 11, 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.
What to do in Olowalu

Myths of Maui Luau at the Royal Lahaina Resort
CA $240
per adult
86% of travellers recommend

Maui: Molokini & Turtle Town Snorkel & Waterslide Adventure
CA $293
per adult
94% of travellers recommend

Maui Ocean Center All Day Admission Ticket
CA $79
per adult
90% of travellers recommend
Frequently asked questions
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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.








