Search Deals onOlowalu Vacation Packages
Olowalu Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Kihei Kai Nani
Price was $1,727, price is now $1,279 per person
$1,279
per person
Sep 13 - Sep 20
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free parking, a garden, and concierge services. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Great communication with owner. The bedroom has a queen bed and there is a queen size sofa bed. Air conditioner unit in the living room only. The plenty of dish and cook wear. Washer and dryer in unit. Beach is literally across the street and 2 others on both sides. Kamaole I beach has best water clarity for snorkeling. Building 10 is super quiet.
Reviewed on May 16, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $4,738, price is now $3,090 per person
$3,090
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
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

Aston Maui Hill
Price was $2,268, price is now $1,646 per person
$1,646
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this aparthotel in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Kihei Boat Ramp are located nearby.
Good space for the money!
Reviewed on Jul 10, 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Save 100% on your flight
Price was $3,999, price is now $2,914 per person
$2,914
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy free WiFi, 9 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Wailea Beach and Grand Wailea are located nearby.
Beautiful property, amazing pools and wonderful service.
Reviewed on Jul 9, 2026

Palms at Wailea Maui
Save 100% on your flight
Price was $2,174, price is now $1,598 per person
$1,598
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this golf aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach South are located nearby.
Our condo was beautiful the pool was great and the views were lovely. Exceeded all expectations, Would stay again.
Reviewed on Jun 27, 2026

Lumeria Maui Educational Retreat Center
Price was $2,607, price is now $1,943 per person
$1,943
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this boutique hotel in Makawao. Enjoy free breakfast, onsite spa services, and a garden. Popular attractions Haliʻimaile Farmer's Market and Maui Gold Pineapple Farm are located nearby.
Calm and peaceful
Reviewed on Jul 10, 2026

Mana Kai Maui- Official Onsite Rental
Save 100% on your flight
Price was $3,427, price is now $2,560 per person
$2,560
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach hotel in Kihei. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the property condition in our reviews. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
The room was nice and clean. The staff was friendly. Loved the view from the balcony. Only downfall was a few ants. Overall, great stay and experience. May bought in the future.
Reviewed on Jul 8, 2026

Signature Residences at Maui Banyan
Save 100% on your flight
Price was $1,708, price is now $1,290 per person
$1,290
per person
Sep 11 - Sep 18
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Book a stay at this business-friendly condo in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
The place was not stocked up well and the appliances like coffee machine were dirty. Things were minimally maintained abd the beach equipment was so dirty and smelly, I had yo wash the beach towels before using it and beach chairs wete all stained and smelly. But overall it was clean.
Reviewed on Jul 6, 2026
Olowalu Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Olowalu Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Aug 26 - Wed, Aug 26
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$136 Roundtrip, found 6 hours ago
$136
Roundtrip
found 6 hours ago

Mon, Aug 24 - Tue, Sep 1
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 6 hours ago
$198
Roundtrip
found 6 hours ago

Tue, Jul 21 - Sat, Jul 25
HNL
Daniel K. Inouye Intl.
LNY
Lanai
$229 Roundtrip, found 12 hours ago
$229
Roundtrip
found 12 hours ago

Tue, Oct 20 - Mon, Nov 9
LAX
Los Angeles Intl.
OGG
Kahului
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
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