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

Maui Banyan Vacation Club
Price was $1,624, price is now $1,255 per person
$1,255
per person
Oct 5 - Oct 10
found 1 day 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.
Excellent property, check-in/out was easy (they let me check in early), great location, parking extremely easy every day.
Only thing to plan for that is different from some other rentals: don’t expect anything to already be in the kitchen as far as foo/spices/condiments or things like that. Some places will at least have salt & pepper non-perishable essentials like that, maybe umbrellas or chairs, this place did not so do just be prepared to bring everything you plan to need (bathroom has the basics though: shampoo/conditioner, soap, towels etc.).
Great stay, very satisfied and would more than happily repeat.
Reviewed on Aug 3, 2026

Hotel Wailea, Relais & Chateaux - Adults Only
Save 100% on your flight
Price was $5,621, price is now $2,993 per person
$2,993
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
This is a super nice adult only hotel. Nice and quiet. Staff is wonderful. On point. Hotel car service is excellent with luxury cars available. The room is nice. Large and spacious. My only critique is that the restaurant has a limited menu. But selection is great. Highly recommend.
Reviewed on Jul 25, 2026

Wailea Beach Villas
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Price was $4,222, price is now $2,736 per person
$2,736
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Luxury condo right on Wailea beach with restaurants and shops nearby. I loved the beach view adult only pool, and that it was crowded.
Reviewed on Jul 31, 2026

Lahaina Shores Beach Resort By Castle
Save 100% on your flight
Price was $2,143, price is now $1,425 per person
$1,425
per person
Sep 23 - Sep 30
found 5 hours 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.

Grand Champions
Save 100% on your flight
Price was $2,762, price is now $2,011 per person
$2,011
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) 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.
We loved it be back again
Reviewed on Jul 18, 2026

Wailea Grand Champions - Maui Condo & Home
Save 100% on your flight
Price was $1,897, price is now $1,410 per person
$1,410
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Kahului (OGG)
Book a stay at this golf condo in Kihei. Enjoy free WiFi, 5 outdoor tennis courts, and cable TV channels. Popular attractions Wailea Beach and Shops at Wailea are located nearby.

Maui Beach Vacation Club
Price was $2,167, price is now $1,637 per person
$1,637
per person
Oct 5 - Oct 10
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 beach locale. 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.
Very pretty and helpful
Reviewed on Aug 5, 2026

Fairmont Kea Lani Maui
Price was $2,369, price is now $1,831 per person
$1,831
per person
Oct 21 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Kahului (OGG)
Book a stay at this luxury resort in Kihei. Enjoy 3 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Wailea Beach and Wailea Blue Golf Course are located nearby.
Kaupakulua Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Kaupakulua Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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
$147 Roundtrip, just found
$147
Roundtrip
just found

Sun, Aug 23 - Sat, Aug 29
HNL
Daniel K. Inouye Intl.
JHM
West Maui
$257 Roundtrip, found 18 hours ago
$257
Roundtrip
found 18 hours ago

Wed, Nov 11 - Wed, Nov 11
LAX
Los Angeles Intl.
OGG
Kahului
$331 Roundtrip, just found
$331
Roundtrip
just found

Tue, Oct 20 - Tue, Oct 27
PDX
Portland Intl.
OGG
Kahului
$341 Roundtrip, found 3 days ago
$341
Roundtrip
found 3 days ago
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