South Shore Luxury Vacations

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Top Luxury vacation packages in South Shore

Price found within the past 48 hours. Click for updated prices.
Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER

Poipu
Save 100% on your flight
¥304,318
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
8.4/10 Very Good! (1,067 reviews)
My family and I really enjoyed this gorgeous condo. The resort does not have its own pool, but you get access to an athletic club across the street. The pool, hot tub, gym, slide, restaurant was really neat. Unfortunately for us, a large group of rude tourists came in yelling and knocking chairs and screaming in our ears and just carrying on like they owned the place and everyone else was in the way. We didn’t go back.

Reviewed on Sep 16, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

Save 100% on your flight
¥812,820
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

Poipu
Save 100% on your flight
¥335,473
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
9.4/10 Exceptional! (1,004 reviews)
Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

Poipu
Save 100% on your flight
¥364,840
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Lihue (LIH)
9.6/10 Exceptional! (1,000 reviews)
Beautiful property! Amazing pool, good margaritas, nice cute coffee shop with snacks and nice fitness center. Loved the location … close to so much!

Reviewed on Sep 21, 2026

Timbers Kauai Ocean Club & Residences

Timbers Kauai Ocean Club & Residences

Save 100% on your flight
¥636,152
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Jun 17, 2026

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5* Luxury vacations in South Shore

Price found within the past 48 hours. Click for updated prices.
Timbers Kauai Ocean Club & Residences

Timbers Kauai Ocean Club & Residences

Save 100% on your flight
¥636,152
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) 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 Jun 17, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

Save 100% on your flight
¥812,820
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
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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.