South Shore Adventure Holidays

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Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Kaua'i Resort Lihue

The Royal Sonesta Kaua'i Resort Lihue

€1,798
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.2/10 Wonderful! (1,287 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

€4,275
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.2/10 Wonderful! (371 reviews)
This is a bucket-list hotel that does not disappoint, from the beautiful rooms to the amazing views, the large pools, and access to the beach. If you need a vacation and want a true experience of relaxation, this is the hotel for you.

Reviewed on 9 Aug 2026

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

Poipu
€2,258
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.6/10 Exceptional! (1,008 reviews)
The place was so clean. From the amenities to our room. It was perfect. The front desk attendant Bree was so helpful and kind. Nikki at the bar made the entire stay.

Reviewed on 15 Aug 2026

Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

Poipu
€2,535
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.4/10 Exceptional! (1,003 reviews)
Service excellent!

Reviewed on 15 Aug 2026

The Lodge at Kukui’ula

The Lodge at Kukui’ula

Poipu
€4,843
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.2/10 Wonderful! (20 reviews)
Very pricey but worth it. The property is truly magical. Everyone is cheery and extremely helpful with any questions you have about the property or the island in general. Kukui'ula does not disappoint!

Reviewed on 23 Jul 2026

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Price found within the past 48 hours. Click for updated prices.
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

€4,275
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.2/10 Wonderful! (371 reviews)
This is a bucket-list hotel that does not disappoint, from the beautiful rooms to the amazing views, the large pools, and access to the beach. If you need a vacation and want a true experience of relaxation, this is the hotel for you.

Reviewed on 9 Aug 2026

Timbers Kauai Ocean Club & Residences

Timbers Kauai Ocean Club & Residences

€4,421
per person
30 Sept - 7 Oct
found 5 hours ago
Return direct flight included
Chicago (ORD) to Lihue (LIH)
9.6/10 Exceptional! (35 reviews)
Choose other resorts. The amenities for this resort are not worth the money. There is only one restaurant and its not open all the time. The beach is 1/2 mile walk. The beach is not just for this property but for many others. Staff is very friendly, but not much they can do about the issues.

Reviewed on 17 Jun 2026

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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.