A rocky shoreline with a sunset over the ocean.

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Our top choices for South Shore holiday homes

1. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.4 out of 10, Exceptional, (83 reviews)
"Property was comfortable, clean, and easy to find. Would stay here again. Host provided lots of extra amenities."
United States
Melissa C.
The price is £343
includes taxes & fees
15 Oct - 16 Oct
An Affordable Alternative to Expensive Accommodations in Poipu

2. An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu
Poipu
9.2 out of 10, Wonderful, (114 reviews)
"Had a great stay! We really liked the unit and the location. Everything was clean and comfy, and the host was super friendly. Would definitely stay here again."
United States
Myranda S.
The price is £393
includes taxes & fees
24 Sept - 25 Sept
An Affordable Alternative to Expensive Accommodations in Poipu

3. *NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Poipu
10.0 out of 10, Exceptional, (23 reviews)
"The house was beautiful, the location was great! And getting to go to the athletic club was such a wonderful bonus. Would absolutely stay here again!!!"
United States
Camille H.
The price is £518
includes taxes & fees
24 Sept - 25 Sept
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

4. 🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Poipu
9.4 out of 10, Exceptional, (33 reviews)
"The property is very quiet and a good place to stay. We enjoyed the beach, the athletic club, hiking and snorkeling within walking distance of the home. Kalapaki Joe's is highly recommended for lunch and supper. The feral chickens are delightful. The common are was great for watching a movie in the evening."
United States
Mary M.
The price is £430
includes taxes & fees
23 Sept - 24 Sept
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

5. Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates
Poipu
9.8 out of 10, Exceptional, (151 reviews)
"Quiet, private, clean home! Have stayed here twice now and recommend it to anyone going to the island. Has everything you need for a comfy stay."
United States
Madison H.
The price is £444
includes taxes & fees
11 Oct - 12 Oct
Hale Minoaka | Private Cottage w/ A/C & Bikes in Poipu Beach Estates

6. *NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC
Poipu
6.0 out of 10, (1 review)
The price is £566
includes taxes & fees
28 Sept - 29 Sept
*NEW 2BD Luxe Beach Cottage |Pool PickleB Gym| AC

7. *NEW Estate 5BR Retreat|Pool|AC & PickleBall

*NEW Estate 5BR Retreat|Pool|AC & PickleBall
Poipu
10.0 out of 10, Exceptional, (7 reviews)
"We loved this place. It was a wonderful place for all seven of us. The club house was a great place to end our day being lazy around the pool."
United States
Margaret G.
The price is £1,198
includes taxes & fees
21 Sept - 22 Sept
*NEW Estate 5BR Retreat|Pool|AC & PickleBall

8. Great news! Our three bedroom now has air conditioning!

Great news! Our three bedroom now has air conditioning!
Poipu
9.6 out of 10, Exceptional, (127 reviews)
"Really loved our stay. Great location, nice, spacious house. Would definitely recommend. "
United States
Ryan N.
The price is £818
includes taxes & fees
23 Sept - 24 Sept
Great news! Our three bedroom now has air conditioning!

9. Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194
Poipu
9.8 out of 10, Exceptional, (119 reviews)
"Location was great "
United States
Karen G.
The price is £1,258
includes taxes & fees
21 Sept - 22 Sept
Unaffected by Hurricane-Private 4 BR Luxury Home in Poipu - Sleeps 10 TVNC#1194

10. Ocean 500 Feet

Ocean 500 Feet
Poipu
8.0 out of 10, Very good, (3 reviews)
"the property was very clean and quiet. walk distance to the beautiful beach. "
United States
Yuxia H.
The price is £770
includes taxes & fees
21 Sept - 22 Sept
Ocean 500 Feet

11. Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22
Poipu
10.0 out of 10, Exceptional, (5 reviews)
"Everything as advertised and more! Beautiful house with beautiful views. Property manager and owner were both very helpful and accommodating! "
United States
Aaron B.
The price is £4,676
includes taxes & fees
14 Oct - 15 Oct
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22

12. Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean

Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"It was a beautiful, well maintained property and we couldn’t have asked for more. "
United States
Karey K.
The price is £1,578
includes taxes & fees
21 Sept - 22 Sept
Stunning 270° Hapuʻu Mtn Views • Walk to Beach • Pool • A/C • Sleeps 12 • Ocean

13. Luxe Oceanview Getaway w/ Heated Pool & Epic Sunrise (As Seen on TV)

Luxe Oceanview Getaway w/ Heated Pool & Epic Sunrise (As Seen on TV)
Poipu
10.0 out of 10, Exceptional, (3 reviews)
"Nice property in a convenient location. Clean and well equipped. Owner, Ning, was very accommodative, over and above, very pleasant. Property manager, Evan, was excellent in taking care of our needs. The house has four proper bedrooms and allows up to 12 people. The fifth bedroom is really an enclosed patio/sunroom and okay for kids but not sleeping adults. We had 11 adults so a bit of a shuffle on sleeping arrangements. Otherwise, we had a great experience."
United States
Khashayar A.
The price is £1,911
includes taxes & fees
10 Oct - 11 Oct
Luxe Oceanview Getaway w/ Heated Pool & Epic Sunrise (As Seen on TV)

14. *NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
The price is £848
includes taxes & fees
23 Sept - 24 Sept
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC

15. *NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC

*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Poipu
9.8 out of 10, Exceptional, (9 reviews)
"Great stay , close to beach with in walking distance or drive. Very clean would stay again."
United States
Brad G.
The price is £1,451
includes taxes & fees
7 Oct - 8 Oct
*NEW 5BD Luxe Beach Estate |Pool, PickleB, Gym| AC

16. *NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC

*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC
Poipu
10.0 out of 10, Exceptional, (8 reviews)
"The farmhouse and cottage were lovely. The property fit our family perfectly and had everything we needed. Highly recommend!"
United States
Derrick F.
The price is £2,221
includes taxes & fees
24 Sept - 25 Sept
*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC

17. Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi

Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi
Princeville
9.4 out of 10, Exceptional, (132 reviews)
"This is a great place to stay, in a great area on the island. The condo had everything we needed, and is decorated nicely with Hawaiian charm. "
United States
Kevin M.
The price is £439
includes taxes & fees
21 Sept - 22 Sept
Island Vibes! / 2BR 2BA Princeville Townhouse / Walk to Beach / Fast WiFi

18. *New* Fall Deal Princeville 2BR Retreat with Pool, Hot Tub and Lanai

*New* Fall Deal Princeville 2BR Retreat with Pool, Hot Tub and Lanai
Princeville
The price is £658
includes taxes & fees
25 Sept - 26 Sept
*New* Fall Deal Princeville 2BR Retreat with Pool, Hot Tub and Lanai

19. Cycle or Walk to Hanalei Bay

Cycle or Walk to Hanalei Bay
Hanalei
10.0 out of 10, Exceptional, (75 reviews)
"Place was nice!"
United States
Carley
The price is £1,145
includes taxes & fees
23 Sept - 24 Sept
Cycle or Walk to Hanalei Bay

20. Peaceful Hawaiian Hideout Minutes to Hanalei town!

Peaceful Hawaiian Hideout Minutes to Hanalei town!
Princeville
10.0 out of 10, Exceptional, (4 reviews)
"Thalia was a lovely home. Beautifully renovated and everything was nice, new and clean. Great location for north shore exploration. Close to Hanalei and Princeville. Communication and courtesy were great. Would stay again!"
United States
Bobette N.
The price is £511
includes taxes & fees
21 Sept - 22 Sept
Peaceful Hawaiian Hideout Minutes to Hanalei town!
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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Top South Shore Hotel Reviews

Find out more about South Shore

South Shore Holiday Homes information

Number of reviews
887
Accommodation
464 Holiday Homes
Lowest Price
£343
Highest Price
£4,676

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