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

Maui Banyan Vacation Club
Price was $3,336, price is now $2,324 per person
$2,324
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Good. Well equipped, microwave and kitchen. Standing shower. Clise to kamaole beaches
Reviewed on Oct 12, 2026

Hotel Wailea Maui
Save 100% on your flight
Price was $12,115, price is now $6,991 per person
$6,991
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
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

Maui Beach Vacation Club
Save 100% on your flight
Price was $3,780, price is now $2,463 per person
$2,463
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Loved the location
Reviewed on Oct 21, 2026

Kihei Surfside - Maui Condo & Home
Save 100% on your flight
Price was $4,856, price is now $3,452 per person
$3,452
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Kauhale Makai - Maui Condo & Home
Price was $4,189, price is now $2,979 per person
$2,979
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach condo in Kihei. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Wailea Beach and Waipuilani Park are located nearby.
Beautiful room, spacious and comfortable
Reviewed on Nov 8, 2025

The Ocean View Residence
Price was $4,355, price is now $3,165 per person
$3,165
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Book a stay at this beach apartment in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Charley Young Beach are located nearby.
no
Reviewed on Sep 28, 2026

Kihei Akahi - Maui Condo & Home
Price was $3,808, price is now $2,773 per person
$2,773
per person
Dec 26 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kahului (OGG)
Stay at this condo in Kihei. Enjoy free WiFi, 2 outdoor pools, and laundry facilities. Popular attractions Wailea Beach and Kamaole Beach Park 2 are located nearby.
AC did not work.
Reviewed on Sep 26, 2026

Grand Champions
Price was $4,718, price is now $3,453 per person
$3,453
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Kahului (OGG)
Book a stay at this golf resort in Kihei. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Wailea Beach and Shops at Wailea are located nearby.
Nothing
Reviewed on Sep 30, 2026
Kahoolawe Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Kahoolawe 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, Jan 12 - Tue, Feb 2
HNL
Daniel K. Inouye Intl.
OGG
Kahului
$123 Roundtrip, just found
$123
Roundtrip
just found

Tue, Feb 9 - Tue, Feb 9
OAK
Oakland Intl.
OGG
Kahului
$306 Roundtrip, found 1 day ago
$306
Roundtrip
found 1 day ago

Mon, Feb 8 - Wed, Feb 24
SFO
San Francisco Intl.
OGG
Kahului
$312 Roundtrip, found 3 hours ago
$312
Roundtrip
found 3 hours ago

Tue, Jan 5 - Mon, Jan 11
SJC
Norman Y. Mineta San Jose Intl.
OGG
Kahului
$344 Roundtrip, found 2 hours ago
$344
Roundtrip
found 2 hours ago
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