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Browse Select South Shore Holiday Homes

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (53)
"Loved our Bungalow style accommodations! Very comfortable and loved screened in lanai.Can was a great host! Perfect location, walkable to Poipu Beach area. "
The price is £307
includes taxes & fees
11 Jul - 12 Jul
An Affordable Alternative to Expensive Accommodations in Poipu

An Affordable Alternative to Expensive Accommodations in Poipu

9.2 out of 10, Wonderful, (98)
"Great unit in a fantastic location!"
The price is £326
includes taxes & fees
11 Jul - 12 Jul
An Affordable Alternative to Expensive Accommodations in Poipu

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

9.8 out of 10, Exceptional, (13)
"We had a great stay. The house is very close to Poipu beach, and they provided all of the beach accessories we needed. The house had the basics and stayed cool in the evenings - we didn't even need to turn on the AC. We would definitely stay here again."
The price is £419
includes taxes & fees
4 Jul - 5 Jul
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠

4 Bedrooms, Newly AC, 3.5 bathrooms,Deluxe, Sleeps 10, Oceanfront Pool, Private

9.6 out of 10, Exceptional, (129)
"Location, location, location. And this place has location (and amenities). We loved our stay here. You are literally right on the ocean, and you also have a great pool right on the ocean. Did I mention this place is right on the ocean? Seriously, you can’t beat the views and sounds of this place. We will absolutely stay here again."
The price is £2,160
includes taxes & fees
1 Jul - 2 Jul
4 Bedrooms, Newly AC, 3.5 bathrooms,Deluxe, Sleeps 10, Oceanfront Pool, Private

Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194

9.0 out of 10, Wonderful, (6)
"Amazing location. Lovely rental near the beach. Close to shopping and restaurants. Plenty of room and privacy for a group of 5 adults."
The price is £1,262
includes taxes & fees
27 Jul - 28 Jul
Great Rate Upgraded 4 Bedroom Luxury Poipu Home sleeps 10- Baby Beach TVNC#1194

Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

9.8 out of 10, Exceptional, (112)
"This home was exactly what we needed to stay comfortably with 8 adults!! Walking distance to baby beach and easy quick drive to restaurants, shopping, and Poipu Beach. Would highly recommend! "
The price is £1,187
includes taxes & fees
29 Jun - 30 Jun
Great Rates Private 4 BR Luxury Home in Poipu - Baby Beach Sleeps 10 TVNC#1194

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

9.8 out of 10, Exceptional, (20)
"Wonderful experience, would definitely stay again."
The price is £647
includes taxes & fees
22 Jul - 23 Jul
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club

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

10.0 out of 10, Exceptional, (3)
"The house was great for our entire family to stay. We were surprised with how much room we had given that the trip consisted of 12 of us in 4 separate family units. The house had everything we needed for supplies both whether we were at the house or at the beach. It was so close to several beaches and shopping. We couldn't be happier with our choice of accomodations."
The price is £2,147
includes taxes & fees
1 Jul - 2 Jul
*NEW 7BD Farmhouse Estate |Pool, PickleB, Gym| AC

Brand New 4BR Poipu Beach Estates Home

10.0 out of 10, Exceptional, (1)
"We just returned from an unforgettable stay at this beautiful vacation house and I can’t say enough good things about it! From the moment we arrived, everything exceeded our expectations. The house was spotless—truly immaculate in every way. It was clear that cleanliness is a top priority for the hosts, and it made us feel right at home.Everything in the house felt brand new, from the stylish furniture to the modern appliances. It was such a treat to stay somewhere so fresh and thoughtfully...
The price is £1,583
includes taxes & fees
13 Jul - 14 Jul
Brand New 4BR Poipu Beach Estates Home

Charming 3br Coastal Cottage in Kukuiula

9.6 out of 10, Exceptional, (13)
"Everything was great in the house, as listed. We loved the kitchen ! Also, loved the outdoor shower too."
The price is £1,495
includes taxes & fees
17 Jul - 18 Jul
Charming 3br Coastal Cottage in Kukuiula

Luxurious 4BR/3.5BA House: AC, Short Walk To Beach

10.0 out of 10, Exceptional, (15)
"Great location, lots of extra items including chairs, cart for the beach."
The price is £1,222
includes taxes & fees
6 Jul - 7 Jul
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach

Pristine 3br Ocean and Mountain View Home in Kukuiula

10.0 out of 10, Exceptional, (34)
"Everything about this property is amazing. We enjoyed every minute of our stay."
The price is £1,579
includes taxes & fees
5 Jul - 6 Jul
Pristine 3br Ocean and Mountain View Home in Kukuiula

Poipu Beach House with AC in Bayview Resort-Steps to Beach & Grand Hyatt

10.0 out of 10, Exceptional, (198)
"Enjoyed our stay. House was very well equipped including beach equipment and boards. Upstairs balcony was the center of our activities. "
The price is £771
includes taxes & fees
25 Jul - 26 Jul
Poipu Beach House with AC in Bayview Resort-Steps to Beach & Grand Hyatt

Luxury 3br Poipu Estates Home w Private Pool

9.8 out of 10, Exceptional, (27)
"Our all time favorite island, the house was perfect for our needs and would be great for 2 couples and children. Exactly as described peaceful, beautiful, private.."
The price is £1,545
includes taxes & fees
11 Jul - 12 Jul
Luxury 3br Poipu Estates Home w Private Pool

Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach

9.8 out of 10, Exceptional, (42)
"Very nicely appointed and well maintained home. We had everything we could possibly need regarding equipment"
The price is £1,507
includes taxes & fees
16 Jul - 17 Jul
Custom Home Walking Distance to the Grand Hyatt and Shipwreck Beach

Ocean 500 Feet

9.0 out of 10, Wonderful, (2)
"the property was very clean and quiet. walk distance to the beautiful beach. "
The price is £764
includes taxes & fees
28 Jun - 29 Jun
Ocean 500 Feet

Plantation-style home w Private Pool

9.4 out of 10, Exceptional, (21)
"The home was great for our trip. Only 3 of the 4 bedrooms have air conditioning however and they are locked so you can’t adjust the temperature. Somewhat disappointing."
Plantation-style home w Private Pool

New Renovated April 2025 Charming Apartment In Delightful Kiahuna with AC,

The price is £641
includes taxes & fees
28 Jun - 29 Jun
New Renovated April 2025 Charming Apartment In Delightful Kiahuna with AC,

Poipu Kai 3 Bedroom with Pool and Spa steps to Shipwreck Beach

10.0 out of 10, Exceptional, (6)
"Great family place to stay! Amazing pool and spa in the backyard with all the entertainment needs for our family of 6. The door shower was a highlight, nice and hot!"
The price is £1,361
includes taxes & fees
28 Jun - 29 Jun
Poipu Kai 3 Bedroom with Pool and Spa steps to Shipwreck Beach

Charming apartment in delightful Koloa with fitness room, AC, WiFi

The price is £586
includes taxes & fees
22 Jul - 23 Jul
Charming apartment in delightful Koloa with fitness room, AC, WiFi
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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