South Shore Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top South Shore vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Castle Kiahuna Plantation & Beach Bungalows
Poipu
8/10 Very Good! (1,030 reviews)
Oct 26 - Nov 1
6 night stay
Burbank (BUR) to Lihue (LIH)
United • Non-stop roundtrip • Coach
Price was $1,514, price is now $1,130 per person
$1,130
per person
found 1 day ago
Staff very friendly,helpful. Cable TV seems to be a challenge- had maintenance come to reset twice...This happened on Maui as well two years ago.
Reviewed on Sep 9, 2023
4.5-star property
Ko'a Kea Resort on Po'ipu Beach
Poipu
9.4/10 Exceptional! (1,003 reviews)
Nov 28 - Dec 4
6 night stay
Denver (DEN) to Lihue (LIH)
Southwest Airlines • Non-stop • Coach
Lihue (LIH) to Denver (DEN)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,049, price is now $2,111 per person
$2,111
per person
found 1 day ago
We loved that we could walk to the beach very easily. There are daily activities like yoga, ukulele lessons, etc. The pool and hot tub were nice especially after a day of hiking or surfing. The staff was great, they gave great recommendation on places to see on the island. There was only 2 downsides, one was how expensive the food at the restaurant is in comparison to other places around the island, including other resort restaurants. Second is that the parking is $40/day unless you park the car along the main road and walk back to the resort, which we were never told and figured out ourselves the second to last day we were there. Nonetheless this is a perfect place if you want a relaxing quiet space to vacation. It does not get rowdy, that’s not the vibe as all.
Reviewed on Mar 26, 2025
4.5-star property
Grand Hyatt Kauai Resort and Spa
Poipu
9.4/10 Exceptional! (1,005 reviews)
Nov 28 - Dec 4
6 night stay
Denver (DEN) to Lihue (LIH)
Southwest Airlines • Non-stop • Coach
Lihue (LIH) to Denver (DEN)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $3,216, price is now $2,311 per person
$2,311
per person
found 1 day ago
Liked everything nothing to dislike!
Reviewed on May 19, 2025
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
$531 nightly
The price is $626 total per night
$626 total
Sep 28 - Sep 29
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.
Pool
Hot Tub
Sheraton Kauai Resort
2440 Hoonani Rd, Koloa, HI
Free Cancellation
Reserve now, pay when you stay
2.08 mi from city center
$393 nightly
The price is $463 total per night
$463 total
Oct 4 - Oct 5
Total with taxes and fees
Guests staying at Sheraton Kauai Resort enjoy access to 2 outdoor pools, a 24-hour gym, and a hot tub. Valet parking is available for USD 30 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage and concierge services. Other amenities at this beach resort include conference space, a 24-hour business center, and a computer station.
Pool
Hot Tub
Sheraton Kauai Resort Villas
2440 Hoonani Road, Koloa, HI
Free Cancellation
Reserve now, pay when you stay
2.05 mi from city center
$327 nightly
The price is $386 total per night
$386 total
Sep 24 - Sep 25
Total with taxes and fees
Guests staying at Sheraton Kauai Resort Villas enjoy features like 2 outdoor pools, a gym, and a convenience store. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include barbecue grills and a vending machine.
Pool
Parking included
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.
