South Shore Cheap Vacations

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Flight and Cheap hotel deals in South Shore

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $1,172
per person
Nov 27 - Nov 30
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $7,251
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
The staff was extremely welcoming, friendly, informative, and hospitable.

Reviewed on Sep 5, 2026

Koloa Landing Resort at Poipu, Autograph Collection

Koloa Landing Resort at Poipu, Autograph Collection

Poipu
CA $3,312
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.6/10 Exceptional! (1,000 reviews)
Kiahuna Plantation Resort Kauai by OUTRIGGER

Kiahuna Plantation Resort Kauai by OUTRIGGER

Poipu
CA $2,996
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
8.4/10 Very good! (1,062 reviews)
I have stayed in Kauai many times. This was the best place I’ve stayed. It was within walking distance to the beach and restaurants. I also love the fact you could use the gym across the street. I will definitely stay again. Very pleased with the overall complex

Reviewed on Aug 31, 2026

Grand Hyatt Kauai Resort and Spa

Grand Hyatt Kauai Resort and Spa

Poipu
CA $4,646
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.4/10 Exceptional! (1,002 reviews)
Loved the property and the stay, except the drinks. The drinks were very poor quality. However, upon completion of our stay we discovered that our 7 night stay was ineligible for Grand Hyatt Rewards. We received a very limited number of points we spent. We spend thousands of dollars on a dream vacation and received virtually nothing through the reward program. Very disappointed with our World of Hyatt experience.

Reviewed on Sep 8, 2026

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5* Cheap holidays in South Shore

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

Timbers Kauai Ocean Club & Residences

CA $5,619
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) 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

CA $7,251
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
The staff was extremely welcoming, friendly, informative, and hospitable.

Reviewed on Sep 5, 2026

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3 Night Cheap holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
OUTRIGGER Kauaʻi Beach Resort & Spa

OUTRIGGER Kauaʻi Beach Resort & Spa

CA $1,172
per person
Nov 27 - Nov 30
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
Ko'a Kea Resort on Po'ipu Beach

Ko'a Kea Resort on Po'ipu Beach

Poipu
CA $1,716
per person
Nov 27 - Nov 30
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
9.4/10 Exceptional! (1,004 reviews)
Sheraton Kauai Coconut Beach Resort

Sheraton Kauai Coconut Beach Resort

Waipouli
CA $1,522
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lihue (LIH)
8.8/10 Excellent! (1,006 reviews)
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4 Night Cheap holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
Aston Islander on the Beach

Aston Islander on the Beach

Waipouli
CA $986
per person
Oct 27 - Oct 31
just found
Roundtrip flight included
Vancouver (YVR) to Lihue (LIH)
8.6/10 Excellent! (1,006 reviews)
Beautiful place to stay while visiting Kauai very close to shops and restaurants staff was pleasant and very helpful.

Reviewed on Sep 10, 2026

1 Hotel Hanalei Bay

1 Hotel Hanalei Bay

CA $5,495
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Lihue (LIH)
9.2/10 Wonderful! (381 reviews)
The staff was extremely welcoming, friendly, informative, and hospitable.

Reviewed on Sep 5, 2026

Waimea Plantation Cottages, a Coast Resort

Waimea Plantation Cottages, a Coast Resort

CA $1,498
per person
Oct 22 - Oct 26
found 13 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (1,003 reviews)
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More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.