
South Shore Vacation Packages
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4.0-star property
Kiahuna Plantation Resort Kauai by OUTRIGGER
Poipu
8.4/10 Very Good! (1,032 reviews)
Aug 21 - Aug 28
7 night stay
Chicago (CHI) to Lihue (LIH)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,058, price is now $2,136 per person
$2,136
per person
found 1 day ago
The location was perfect. We loved that it had easy beach access. We were disappointed that our condo didn’t have air conditioning. Also, the TV was missing from the master bedroom. The condo was not clean and seemed rundown. The beds and pillows were very uncomfortable. There were bugs and geckos inside and they made a mess. Since there was a cleaning fee we would have expected the condo to be clean. All that being said, we did enjoy our time in Kauai.
Reviewed on Jul 13, 2026

4.5-star property
Grand Hyatt Kauai Resort and Spa
Poipu
9.4/10 Exceptional! (1,000 reviews)
Aug 21 - Aug 28
7 night stay
Chicago (CHI) to Lihue (LIH)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $5,743, price is now $3,955 per person
$3,955
per person
found 1 day ago
The hotel rooms need a refresher for the amount they charge. Food at the pool is poor. The upscale restaurants are very good. Staff is friendly and my wife said the spa massage was very good. Paid $22 for a premium margarita and was given slushed iced water. Location is probably one of the best on the island. Unfortunately, I will not be staying here again.
Go out to Koloa for food and drinks.
Reviewed on Jul 15, 2026

4.5-star property
Ko'a Kea Resort on Po'ipu Beach
Poipu
9.4/10 Exceptional! (1,003 reviews)
Aug 21 - Aug 28
7 night stay
Chicago (CHI) to Lihue (LIH)
United • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,340, price is now $2,356 per person
$2,356
per person
found 1 day ago
We had the absolute best stay at the Koa Kea. We loved how the resort is on the smaller side, and you can easily walk out of your room and to the pool, beach, or to some nearby businesses (little fish, puka dog, surf shop..). The staff was super friendly and accommodating as well. I also loved being greeted with real leis, chocolate for our honeymoon, and wine in the room when we arrived! The pool bar had some yummy food, and good drinks. The sunrise yoga was fantastic as well. We stayed here for our honeymoon and actually preferred it to the first half of our trip, when we stayed at Hotel 1 Hanalei. Again, we loved how small and intimate Koa Kea felt, and it had a calm, relaxing vibe with mostly adults staying at the property. We already can't wait to come back again for an anniversary in the future.
Reviewed on Jul 6, 2026
Top rated hotels for your South Shore vacation package

Koloa Landing Resort at Poipu, Autograph Collection
2641 Poipu Rd Koloa HI
Free Cancellation
Reserve now, pay when you stay
1.76 mi from city center
$608 nightly
The price is $722 total per night
$722 total
Aug 9 - Aug 10
Total with taxes and fees
At Koloa Landing Resort at Poipu, Autograph Collection, guests enjoy 3 outdoor pools, a children's pool, and a 24-hour gym. Valet parking is available for USD 12 per day. The front desk is staffed 24 hours a day to help with luggage storage and tours/tickets. Other amenities at this luxury hotel include 5 hot tubs, free WiFi in public areas, and a conference center.

Sheraton Kauai Resort Villas
2440 Hoonani Road Koloa HI
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
$321 nightly
The price is $381 total per night
$381 total
Jul 19 - Jul 20
Total with taxes and fees
Guests staying at Sheraton Kauai Resort Villas enjoy features like 2 outdoor pools, a gym, and a convenience store. Valet parking is offered for USD 62.83 per day. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a vending machine and barbecue grills.

Grand Hyatt Kauai Resort and Spa
1571 Poipu Road Koloa HI
Free Cancellation
Reserve now, pay when you stay
2.68 mi from city center
$1,201 nightly
The price is $1,426 total per night
$1,426 total
Jul 17 - Jul 18
Total with taxes and fees
Grand Hyatt Kauai Resort and Spa features a golf course, a full-service spa, and 3 outdoor pools. You can put free parking to good use if you drive. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this beach hotel include a lazy river, a 24-hour gym, and a sauna.
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.
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- Princeville Botanical Gardens
- Anne Knudsen Park
- North Shore Kauai Vacations
- Kauai Lagoons Golf Club
- Makawehi Lithified Cliffs
- Hanapepe Vacations
- Hanalei National Wildlife Refuge
- Kaua'i's Hindu Monastery
- Kekaha Vacations
- Lihue-Koloa Forest Reserve Vacations
- Kealia Forest Reserve
- Pohaku-Ho'ohanau and Pohaku Piko
- Kauai Vacations
- Huleʻia National Wildlife Refuge
- Kapaa Vacations
- Kadavul Hindu Temple
- Waimea Vacations
- Poipu Beach
- Iraivan Temple
- Trihealth Ayurveda
- Lihue Vacations
- Hanalei Vacations
- Port Allen Vacations
- Hanalei Beach Park
- Kuilau Ridge Trail
- Hanamaulu Beach Park
- Cjm Country Stables
- Koloa Vacations
- Poipu Kai Tennis Center
- Hoʻopulapula Haraguchi Rice Mill









