
South Shore Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Photo by Dan Sherman
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Beach vacation packages in South Shore
Price found within the past 48 hours. Click for updated prices.

Kiahuna Plantation Resort Kauai by OUTRIGGER
Poipu
Save 100% on your flight
Price was ¥386,131, price is now ¥255,448 per person
¥255,448
per person
Jul 19 - Jul 23
found 7 hours ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
8.4/10 Very Good! (1,021 reviews)
beautiful place with a succulent garden and an orchid garden.
Reviewed on Jun 2, 2026

1 Hotel Hanalei Bay
Save 100% on your flight
Price was ¥908,258, price is now ¥560,807 per person
¥560,807
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Lihue (LIH)
9.2/10 Wonderful! (348 reviews)
Probably the nicest view I have ever experienced at a resort. The entire property is stunning.
The food was excellent , especially so at Welina Terrace. They could use a little work on the service, no major complaints, but a few hiccups. The staff is very friendly and makes every effort for there guest's. The rooms are nice, but are quite small. For me, the beds were too soft.
The views are so stunning at this property , that any minor deficiencies are immediately forgotten.
Reviewed on Jun 1, 2026

Waipouli Beach Resorts & Spa Kauai by OUTRIGGER
Waipouli
Save 100% on your flight
Price was ¥587,964, price is now ¥381,277 per person
¥381,277
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Lihue (LIH)
8.8/10 Excellent! (1,002 reviews)
The property and unit were great! We loved the pool and being across from Safeway! The full kitchen and patio table were great for breakfasts and dinners. The bbqs are immaculate! I honestly thought others don’t even use them but it’s actually that the staff keeps them so clean. You can’t really swim at the beach out front which isn’t the most ideal but we watched the sunrise from the beach every morning. The adirondack and sun chairs provided on the beach are great. The the location allows you to easily explore all the different areas of the island. Definitely recommend this property and location!
Reviewed on Jun 1, 2026

Grand Hyatt Kauai Resort and Spa
Poipu
Save 100% on your flight
Price was ¥716,462, price is now ¥490,680 per person
¥490,680
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Lihue (LIH)
9.4/10 Exceptional! (1,003 reviews)
Beautiful pools and Spa, great local shuttle service. Our room did have some issues but they fixed it. Highly recommend
Reviewed on Jun 2, 2026

Don't see what you're looking for?
See all available trips from San Francisco to South Shore
View all trips5* Beach vacations in South Shore
Price found within the past 48 hours. Click for updated prices.

1 Hotel Hanalei Bay
Save 100% on your flight
Price was ¥908,258, price is now ¥560,807 per person
¥560,807
per person
Aug 26 - Aug 31
found 1 day ago
Roundtrip flight included
Osaka (OSA) to Lihue (LIH)
9.2/10 Wonderful! (348 reviews)
Probably the nicest view I have ever experienced at a resort. The entire property is stunning.
The food was excellent , especially so at Welina Terrace. They could use a little work on the service, no major complaints, but a few hiccups. The staff is very friendly and makes every effort for there guest's. The rooms are nice, but are quite small. For me, the beds were too soft.
The views are so stunning at this property , that any minor deficiencies are immediately forgotten.
Reviewed on Jun 1, 2026

Timbers Kauai Ocean Club & Residences
Price was ¥1,520,482, price is now ¥1,520,482 per person
¥1,520,482
per person
Jul 6 - Jul 13
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Lihue (LIH)
9.8/10 Exceptional! (34 reviews)
Perfection! I couldn’t imagine a better place than here! From the luxurious accommodation, to the stunning infinity pools, the farm to table restaurants and wonderful staff! This place is a cut above most places I stay! I got super lucky to find this perfect spot of paradise!
Reviewed on Aug 10, 2025
4 Night Beach vacations in South Shore
Price found within the past 48 hours. Click for updated prices.

Kauai Inn
Nawiliwili
Price was ¥231,802, price is now ¥167,663 per person
¥167,663
per person
Jul 19 - Jul 23
found 7 hours ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
9.2/10 Wonderful! (1,358 reviews)
Loved the peacocks cats and chickens breakfast was good and service and friendliness excellent
Reviewed on Jun 2, 2026

Kiahuna Plantation Resort Kauai by OUTRIGGER
Poipu
Save 100% on your flight
Price was ¥386,131, price is now ¥255,448 per person
¥255,448
per person
Jul 19 - Jul 23
found 7 hours ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
8.4/10 Very Good! (1,021 reviews)
beautiful place with a succulent garden and an orchid garden.
Reviewed on Jun 2, 2026

The Cliffs at Princeville by ResorTime
Save 100% on your flight
Price was ¥267,018, price is now ¥186,034 per person
¥186,034
per person
Jul 19 - Jul 23
found 7 hours ago
Roundtrip flight included
San Francisco (SFO) to Lihue (LIH)
9/10 Wonderful! (28 reviews)
One night stay at this place for our backpacking trip. Love the location and cleanliness. Didn’t have much daylight left by the time we settle down for the night. Took a little stroll to take a glimpse of what’s left of the sunset. It sure was beautiful.
Reviewed on May 5, 2026
Don't see what you're looking for?
See all available trips from San Francisco to South Shore
View all trips* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
