koolkondo 2597 Halalu CompoundFrom $1,181/night · Sleeps 16
South Shore Rentals in Poipu
Poipu Vacation Rentals
Poipu Vacation Rentals – Oceanfront Escapes on Kauai's Sunny South Shore
Poipu is home to the popular Poipu Beach Park, which offers calm waters for swimming, a natural wading pool for kids, and excellent snorkeling opportunities. The nearby Spouting Horn blowhole and Allerton Garden showcase the area's natural wonders and cultural history. The region enjoys abundant sunshine year-round, making it a right base for outdoor adventures.
Many Poipu rentals are within walking distance to shops, restaurants, and beach paths, including the Shops at Kukui'ula. With its balance of luxury, comfort, and access to nature, Poipu is ideal for couples, families, and solo travelers alike.
Key Features of Poipu Vacation Rentals
- 1- to 3-bedroom condos, townhomes, and villas with full kitchens
- Private lanais, ocean or garden views, and tropical surroundings
- Resort-style amenities: pools, hot tubs, BBQ areas, and tennis courts
- Close to Kiahuna Golf Club and beachfront trails
- Walkable to restaurants, markets, and Brennecke's Beach
What Makes Poipu Unique
- Consistently sunny weather on Kauai's southern coast
- Eclectic mix of modern resorts and traditional Hawaiian charm
- Great snorkeling, surfing, and beachcombing at Kiahuna Beach
- Proximity to Waimea Canyon and the South Shore scenic drive
Nearby Attractions & Suggestions
- Visit the iconic Spouting Horn blowhole and overlook
- Explore McBryde Tropical Botanical Garden
- Take a sunset sail from Port Allen or snorkel on a catamaran tour
- Browse art galleries and dine at Koloa Town
From sunrise beach walks to stargazing from your lanai, Poipu vacation rentals offer comfort, convenience, and the spirit of aloha in one of Kauai's most beloved coastal towns.
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Poipu Vacation Rentals Listings
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Poipu Vacation Rentals Map
koolkondo 2597 Halalu CompoundFrom $1,181/night · Sleeps 16
Hale Hanohano by Gather: Luxury Poipu Estate w/ Pool, Spa, Lanais & Ocean ViewsFrom $2,127/night · Sleeps 16
New Listing! Treetop Getaway with Athletic ClubFrom $151/night · Sleeps 2
August Sale!! Walk to Baby Beach From a Family-Friendly Condo with PoolFrom $184/night · Sleeps 6
Restful, beautiful one-bedroom ocean view condo in Sunny PoipuFrom $213/night · Sleeps 4
Kahala 723 “Apana O Lani” – 2 Lanais, King Bed, Island SerenityFrom $217/night · Sleeps 4
Aloha Escape-Oceanview-Newly UpdatedFrom $238/night · Sleeps 5
1302 Seaside | Oceanview•Pool•Spa•WhalesFrom $250/night · Sleeps 8
Walk to Poipu Beach | Garden Condo | AC, Pools, Hot Tub & TennisFrom $295/night · Sleeps 5
New listing! Lovely Poipu Condo with Gym and PoolFrom $301/night · Sleeps 8
Riverfront condo across from ocean. Sleeps 6From $314/night · Sleeps 8
Ocean and Sunset Views - Poipu - A/C - Pool - W/D -Walk to beaches -Fun in SunFrom $314/night · Sleeps 4
Kahala 633 – Ocean-View 1BR Near the BeachFrom $349/night · Sleeps 4
Regency 620 - Beautiful 3 Bedroom Overlooking Regency PoolFrom $421/night · Sleeps 6
Poipu 1940s Beach Cottage - Outdoor ShowersFrom $435/night · Sleeps 5
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in PoipuFrom $508/night · Sleeps 6
Aloha Kai | AC | Pool & Hot Tub | Beach AccessFrom $558/night · Sleeps 5
Beautiful Marriott's Waiohai Beach Resort + Resort Amenities includedFrom $665/night · Sleeps 8
4BR Kii Hale at Kukuiʻula | Pool, Spa & Golf ViewsFrom $1,014/night · Sleeps 10
The Lodge at Kukui‘ula - Bungalow 7From $1,578/night · Sleeps 4
Poipu Ground-Floor Gem | New A/C, Sleeps 6, Walk to Shopping & DiningFrom $193/night · Sleeps 6
Summer Deal Poipu Golf Villa with Pool Hot Tub and Beach AccessFrom $214/night · Sleeps 8
1 Bedroom Ground Floor Condo in Sunny Poipu with Tropical Gardens, AC and Pool!From $223/night · Sleeps 5
Luxury 2-bedroom condo with AC in charming KoloaFrom $278/night · Sleeps 4
Stunning Ocean View Condo on the beach w AC, Kiahuna Plantation, Poipu BeachFrom $300/night · Sleeps 4
Topical ocean front 2-bedroom condo with AC in charming KoloaFrom $303/night · Sleeps 5
Walk to Poipu Beach, Grand Hyatt & Brennecke's/Poipu Kai Charming CondoFrom $319/night · Sleeps 4
New! Studio Suite with Pool by Beach with ACFrom $323/night · Sleeps 2
*NEW* 180-Degree Pacific Views from Your Poipu LanaiFrom $362/night · Sleeps 4
Nihi Kai Villas 700 Ocean Views ACFrom $372/night · Sleeps 4
Kiahuna 183 AC, Ground Floor Ocean View PBACFrom $381/night · Sleeps 4
KP241 Ground & 2nd FL Lanai - Beach•Pool•GymFrom $384/night · Sleeps 6
Pili Mai 6I – Golf Course Views, Distant Ocean Views, Central A/CFrom $397/night · Sleeps 8
From $1,181/night
koolkondo 2597 Halalu Compound
Koloa, Hawaii
★★★★★ 3 reviews
2597 Halalu CompoundWelcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect...
From $2,127/night
Hale Hanohano by Gather: Luxury Poipu Estate w/ Pool, Spa, Lanais & Ocean Views
Koloa, Hawaii
★★★★★ 3 reviews
A statement of island elegance in Koloa’s sun-drenched Poipu district, Hale Hanohano at Kukuiula is a 6-bedroom, 5.5-bath luxury estate designed for...
From $151/night
New Listing! Treetop Getaway with Athletic Club
Koloa, Hawaii
★★★★★ 2 reviews
Paradise Awaits with Exclusive Beach Club Access - Kiahuna PlantationWake up to tropical breezes and treetop living at this peaceful 3rd-floor...
From $184/night
August Sale!! Walk to Baby Beach From a Family-Friendly Condo with Pool
Koloa, Hawaii
★★★★★ 2 reviews
Summary:Walk the family to Baby Beach in the morning, cool off in the pool after lunch, and let dinner stretch out on the lanai among the gardens....
From $213/night
Restful, beautiful one-bedroom ocean view condo in Sunny Poipu
Koloa, Hawaii
★★★★★ 2 reviews
Welcome to your Kauai escape! This inviting one-bedroom is located just steps from the beach, offering an ideal home base for relaxation and...
From $217/night
Kahala 723 “Apana O Lani” – 2 Lanais, King Bed, Island Serenity
Koloa, Hawaii
★★★★★ 2 reviews
Kahala 723 – “Apana O Lani” (Piece of Heaven)Welcome to Kahala 723, affectionately named “Apana O Lani,” meaning “Piece of Heaven.” This beautiful...
From $238/night
Aloha Escape-Oceanview-Newly Updated
Koloa, Hawaii
★★★★★ 2 reviews
Unwind in Koloa at this delightful condo. This cozy space features 1 bedroom with a comfortable king bed, a living room with a sofa bed, pack n play,...
From $250/night
1302 Seaside | Oceanview•Pool•Spa•Whales
Poipu, Hawaii
★★★★★ 2 reviews
Mahalo for checking out our unit with Kauai Island Homes! NEWLY INSTALLED AC SYSTEMWelcome to MA 1302, Seaside Oasis at Makahuena in sunny Poipu, a...
From $295/night
Walk to Poipu Beach | Garden Condo | AC, Pools, Hot Tub & Tennis
Koloa, Hawaii
★★★★★ 2 reviews
Spacious Garden Condo with Loft – Walk to Poipu & Brennecke's BeachEscape to the beauty of Poipu and enjoy a relaxing stay in this spacious...
From $301/night
New listing! Lovely Poipu Condo with Gym and Pool
Koloa, Hawaii
★★★★★ 2 reviews
Spacious South Shore Condo with Mountain Views and Resort AmenitiesDiscover this sophisticated 1,576 sq. ft. two-level retreat in Pili Mai, offering...
From $314/night
Riverfront condo across from ocean. Sleeps 6
Koloa, Hawaii
★★★★★ 2 reviews
This memorable condo is the perfect home base for your trip to Poipu. Guests will find one comfortable bedroom with a king bed and two spacious...
From $314/night
Ocean and Sunset Views - Poipu - A/C - Pool - W/D -Walk to beaches -Fun in Sun
Koloa, Hawaii
★★★★★ 2 reviews
Experience exceptional ocean views and sunsets from this extraordinary lanai. You can watch seasonal dolphins and whales, and the shifting colors of...
From $349/night
Kahala 633 – Ocean-View 1BR Near the Beach
Koloa, Hawaii
★★★★★ 2 reviews
Summary:Top-floor 1-bedroom condo with ocean views overlooking Brennecke’s Beach and the Poipu Kai greenbelt. Features vaulted ceilings, private...
From $421/night
Regency 620 - Beautiful 3 Bedroom Overlooking Regency Pool
Koloa, Hawaii
★★★★★ 2 reviews
Summary:Top-floor 3-bedroom, 3-bath home in Poipu Kai with central A/C, vaulted ceilings, two private balconies, and access to Regency pools and hot...
From $435/night
Poipu 1940s Beach Cottage - Outdoor Showers
Poipu, Hawaii
★★★★★ 2 reviews
Mahalo for checking out our unit with Kauai Island Homes!Welcome to Poipu Aloha Shack, a restored 1940s cottage blending classic Hawaii charm with...
From $508/night
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in Poipu
Koloa, Hawaii
★★★★★ 2 reviews
Summary:Spacious 3-bedroom, 3-bath condo at Pili Mai overlooking the Kiahuna Golf Course with distant ocean views. This single-level home features...
From $558/night
Aloha Kai | AC | Pool & Hot Tub | Beach Access
Koloa, Hawaii
★★★★★ 2 reviews
Escape to a beautifully updated condo in Kiahuna Plantation, where tropical comfort meets resort-style living. Relax on your private lanai with ocean...
From $665/night
Beautiful Marriott's Waiohai Beach Resort + Resort Amenities included
Koloa, Hawaii
★★★★★ 2 reviews
Book with Chairman owners! This marvelous beach resort in Koloa is perfect for your escape. Access to Resort Amenities is included for our guests....
From $1,014/night
4BR Kii Hale at Kukuiʻula | Pool, Spa & Golf Views
Poipu, Hawaii
★★★★★ 2 reviews
Summary:TA-101-738-2400-01Kii Hale at Kukuiʻula is a beautifully designed 4BR, 4BA retreat for up to 10 guests in one of Kauai’s most exclusive...
From $1,578/night
The Lodge at Kukui‘ula - Bungalow 7
Koloa, Hawaii
★★★★★ 2 reviews
Bungalow 7 is a spacious ocean-view vacation home along Kaua'i's ideal southern coastline. It is the only two-story bungalow in our collection,...
From $193/night
Poipu Ground-Floor Gem | New A/C, Sleeps 6, Walk to Shopping & Dining
Koloa, Hawaii
★★★★★ 1 reviews
Summary:Ground-floor comfort at Waikomo Stream Villas 502 in Poipu, Kauai. This spacious one-bedroom condo sleeps 6 with two sleeper sofas and...
From $214/night
Summer Deal Poipu Golf Villa with Pool Hot Tub and Beach Access
Koloa, Hawaii
★★★★★ 1 reviews
Pili Mai 13M - Golf Course Villa in PoipuThis beautiful, ground-floor villa in exclusive Pili Mai Resort combines modern luxury with all the...
From $223/night
1 Bedroom Ground Floor Condo in Sunny Poipu with Tropical Gardens, AC and Pool!
Koloa, Hawaii
★★★★★ 1 reviews
Summary:Welcome to your sunny South Shore escape at Waikomo Stream Villas 200—where modern comfort meets lush tropical beauty in the heart of Poipu....
From $278/night
Luxury 2-bedroom condo with AC in charming Koloa
Koloa, Hawaii
★★★★★ 1 reviews
Escape to this delightful condo in picturesque Koloa. With two comfortable bedrooms, including a king bed and two twin beds, guests find plenty of...
From $300/night
Stunning Ocean View Condo on the beach w AC, Kiahuna Plantation, Poipu Beach
Koloa, Hawaii
★★★★★ 1 reviews
Brand new upgraded 1-bedroom condo with AC, upper level for amazing views! The space features a beautiful king bed and a cozy sofa bed, perfect for...
From $303/night
Topical ocean front 2-bedroom condo with AC in charming Koloa
Koloa, Hawaii
★★★★★ 1 reviews
Get ready to relax in this luxury 2-bedroom condo in Koloa. The space features a king bed and a queen bed, perfect for a small group or family....
From $319/night
Walk to Poipu Beach, Grand Hyatt & Brennecke's/Poipu Kai Charming Condo
Koloa, Hawaii
★★★★★ 1 reviews
Experience Poipu like a local in this adorable 1-bedroom 1-bath condo. Relax in a comfortable Cariloha king bed with AC with additional sleeping...
From $323/night
New! Studio Suite with Pool by Beach with AC
Koloa, Hawaii
★★★★★ 1 reviews
Presenting Bird of Paradise Suite! Relax and replenish at this unique and tranquil getaway just steps from the Grand Hyatt. Quiet studio retreat with...
From $362/night
*NEW* 180-Degree Pacific Views from Your Poipu Lanai
Koloa, Hawaii
★★★★★ 1 reviews
Summary:Take breakfast onto the lanai and watch the Pacific fill the horizon from one end to the other. This second-floor Kuhio Shores condo sleeps...
From $372/night
Nihi Kai Villas 700 Ocean Views AC
Koloa, Hawaii
★★★★★ 1 reviews
Summary:Spacious ocean-view 2-bedroom, 2.5-bath condo at Nihi Kai Villas in sunny Poipu — just a short walk to Brennecke’s Beach and Poipu Beach...
From $381/night
Kiahuna 183 AC, Ground Floor Ocean View PBAC
Koloa, Hawaii
★★★★★ 1 reviews
Summary:Kiahuna Plantation 183 is a ground-floor, 1-bedroom ocean-view condo in Poipu’s only true beachfront condominium resort. Just steps from...
From $384/night
KP241 Ground & 2nd FL Lanai - Beach•Pool•Gym
Koloa, Hawaii
★★★★★ 1 reviews
Mahalo for checking out our unit with Kauai Island Homes!IMPORTANT: The pool and hot tub at Poipu Athletic Club will be renovated Sept 9-Oct 15....
From $397/night
Pili Mai 6I – Golf Course Views, Distant Ocean Views, Central A/C
Koloa, Hawaii
★★★★★ 1 reviews
Summary:Spacious 3-bedroom, 2.5-bath two-story condo at Pili Mai overlooking the Kiahuna Golf Course with distant ocean and sunset views. Features...