South Shore Vacation Packages
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Top South Shore Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Banyan Harbor Resort
Nawiliwili
Price was CA $1,505, price is now CA $994 per person
CA $994
per person
Oct 24 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
8.6/10 Excellent! (1,072 reviews)
Very friendly staff,
closed to the airport and the Cruise ship port.
Reviewed on Aug. 30, 2025
Plantation Hale Suites
Waipouli
Price was CA $4,125, price is now CA $2,249 per person
CA $2,249
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
8/10 Very Good! (1,645 reviews)
The room was gorgeous. Everything we needed was right there for us! The property was all clean and well kept. The beach was a short walk away and it was perfect. Loved this stay!
Reviewed on Aug. 30, 2025
1 Hotel Hanalei Bay
Price was CA $8,393, price is now CA $5,220 per person
CA $5,220
per person
Oct 24 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
9.2/10 Wonderful! (229 reviews)
Probably best spot on the island to stay. If you have the funds
Reviewed on Aug. 25, 2025
Aston Islander on the Beach
Waipouli
Price was CA $1,590, price is now CA $1,051 per person
CA $1,051
per person
Oct 24 - Oct 29
found 8 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Lihue (LIH)
8.6/10 Excellent! (1,012 reviews)
Nice property, but the wifi was terrible and I was unable to work as planned. It went down repeatedly and definitely affected my plans. If you dont need reliable wifi, this place may work for you. No elevators for getting luggage to higher floors, so be prepared to do stairs. I wouldn't take my elderly parents here. Theres a walking trail right outside of the oceanfront rooms where people are frequently looking in just a few feet away from your room, so you dont get privacy or an open view of just the ocean. If id known all the above prior to booking, i cant say i would have chosen this place. There is shopping close by, and restaurants, so that was nice.
Reviewed on Aug. 27, 2025
Where to stay in South Shore
Find the best South Shore areas and neighborhoods for the activities you enjoy most. Learn more about South Shore
Poipu
9 out of top 10 points of interest in this area
4.5/5(29 area reviews)
Boasting high-end hotels, resorts, and two main shopping centers, Poʻipū offers a luxurious stay. Explore attractions like Allerton Garden, Mahaulepu Beach, and Spouting Horn for a memorable experience.
South Shore Hotel Deals
Koloa Landing Resort at Poipu, Autograph Collection
2641 Poipu Rd, Koloa, HI
Fully refundableReserve now, pay when you stay
The price is CA $926 per night from Sep 28 to Sep 29
CA $926
CA $1,092 total
Sep 28 - Sep 29
includes taxes & fees
Grand Hyatt Kauai Resort and Spa
1571 Poipu Road, Koloa, HI
The price is CA $917 per night from Sep 26 to Sep 27
CA $917
CA $1,171 total
Sep 26 - Sep 27
includes taxes & fees
Sheraton Kauai Resort Villas
2440 Hoonani Road, Koloa, HI
Fully refundableReserve now, pay when you stay
The price is CA $449 per night from Sep 3 to Sep 4
CA $449
CA $530 total
Sep 3 - Sep 4
includes taxes & fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Discover the most popular places to visit in South Shore
Poipu Beach
Visit one of the world’s best beaches, with coves of white sand and clear water decorating the Sunny South Side.
Lawai Beach
If a restful vacation is part of your travel plans, Lawai Beach might be the perfect place to seek out during your trip to Koloa. Discover the beautiful sunsets and shops in this romantic area.
Shipwreck Beach
Why not spend a carefree afternoon at Shipwreck Beach during your travels in Koloa? Amble around this romantic area's seaside, or seek out the snorkeling spots.
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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.