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

Worldmark Kihei
Save 100% on your flight
Price was $1,570, price is now $1,174 per person
$1,174
per person
Nov 10 - Nov 15
found 20 hours ago
Roundtrip flight included
Los Angeles (LAX) to Kahului (OGG)
Stay at this hotel in Kihei. Enjoy free parking, a fitness center, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park are located nearby.

Maui Beach Vacation Club
Save 100% on your flight
Price was $2,203, price is now $1,444 per person
$1,444
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach aparthotel in Kihei. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters are located nearby.

Maui Banyan Vacation Club
Save 100% on your flight
Price was $2,444, price is now $1,626 per person
$1,626
per person
Oct 24 - Oct 31
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
Na
Reviewed on Aug 30, 2026

Wailea Beach Villas
Save 100% on your flight
Price was $4,767, price is now $3,414 per person
$3,414
per person
Nov 26 - Nov 29
found 12 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Kahului (OGG)
Book a stay at this luxury aparthotel in Kihei. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Wailea Beach and Grand Wailea are located nearby.

Lahaina Shores Beach Resort By Castle
Price was $1,666, price is now $1,216 per person
$1,216
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach apartment in Lahaina. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Kaanapali Beach and Whalers Village are located nearby.
Not close to the beach!! It's a far walk n that beach has lil to no coastline =(
Reviewed on Aug 27, 2026

The Kalama Residence
Save 100% on your flight
Price was $6,090, price is now $4,501 per person
$4,501
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Wailea Beach and Cove Park are located nearby.
The property was clean and nice. It did need some maintenance, but it was in good condition for its age. We liked how it was stocked to make our stay more comfortable.
Reviewed on Jan 4, 2026

Kihei Surfside - Maui Condo & Home
Price was $2,211, price is now $1,643 per person
$1,643
per person
Oct 17 - Oct 24
found 11 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Wailea Beach and Keawakapu Beach North are located nearby.
We booked this room because we had planned a family trip for my mother's 60th birthday and traveled with 3 other families that also booked rooms in the same building.
As soon as we walked in we noticed the disgusting carpet that is stained, worn, wrinkled and just felt disgusting to step on. Then the pullout couch was old and broken. Just touching the cushions felt like we needed to wash our hands. Then the bedroom comforter and bed was disgusting and old. Looked orginal from 1980's same with all the furniture in the room was just old and grungy. My allergies which are not bad we're completely triggered every night with the musty nasty mix of humid carpet and old furniture and bed sheet smell. It was terrible. Then they do not provide any beach towels and only provided 5 shower towels for a 5 night 6 day stay. We had to email for more shower towels which they brought 3. Even the coffee machine was old and gross. The drapes are old and gross and had to call maintenance because the cord to pull them up and down broke. Just over all terrible place to stay!
On the flip side, the other family rooms were completely updated, beautiful, smelt clean, and comfortable.
This owner clearly doesn't care to upkeep or care about customer experience. We paid really good money for this unit and the only reason I gave two stars is because of the view.
I would not recommend to anyone. Save your money and poor experience.
Reviewed on Jul 29, 2026

Palms at Wailea Maui
Save 100% on your flight
Price was $3,010, price is now $2,279 per person
$2,279
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
We had an amazing time. We were close to the shops and beaches. The kids loved the pool and we had a beautiful view of the ocean. We would definitely stay there again.
Reviewed on Aug 12, 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.

Tue, Dec 1 - Tue, Dec 1
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$145 Roundtrip, just found
$145
Roundtrip
just found

Sun, Sep 27 - Sat, Oct 10
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago

Mon, Nov 9 - Wed, Nov 11
OAK
Oakland Intl.
OGG
Kahului
$261 Roundtrip, just found
$261
Roundtrip
just found

Mon, Nov 2 - Tue, Nov 10
SFO
San Francisco Intl.
OGG
Kahului
$261 Roundtrip, found 3 hours ago
$261
Roundtrip
found 3 hours ago
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