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 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
Nothing

Reviewed on Sep 11, 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

Sheraton Kauai Coconut Beach Resort

Sheraton Kauai Coconut Beach Resort

Waipouli
CA $1,672
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
8.8/10 Excellent! (1,006 reviews)
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)
Perfect vacation rental and great hospitality from the property staff. All the features within the condo made this vacation experience feel like a home away from home. Would recommend to our friends and family and can’t wait to book another trip back.

Reviewed on Sep 11, 2026

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5* Cheap holidays in South Shore

Price found within the past 48 hours. Click for updated prices.
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

Timbers Kauai Ocean Club & Residences

Timbers Kauai Ocean Club & Residences

CA $8,606
per person
Oct 13 - Oct 20
found 19 hours ago
Roundtrip non-stop 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

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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 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Lihue (LIH)
8.4/10 Very good! (1,141 reviews)
Nothing

Reviewed on Sep 11, 2026

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 17 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
found 11 hours ago
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

Waimea Plantation Cottages, a Coast Resort

Waimea Plantation Cottages, a Coast Resort

CA $1,498
per person
Oct 22 - Oct 26
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
9.2/10 Wonderful! (1,003 reviews)
Club Wyndham Bali Hai Villas

Club Wyndham Bali Hai Villas

CA $1,115
per person
Oct 22 - Oct 26
found 24 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Lihue (LIH)
8.6/10 Excellent! (941 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.