Koloa Vacation Rentals – Historic Charm Meets Island Luxury

Koloa vacation rentals blend historic charm with modern comfort on Kauai's sunny South Shore. Stay in restored plantation homes or luxury villas, just minutes from Poipu's beaches, golf, and shopping.

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Hale Lo'i House: Luxury + comfort in sunny Poipu!
Hale Lo'i House: Luxury + comfort in sunny Poipu!
Hale Lo'i House: Luxury + comfort in sunny Poipu!

Hale Lo'i House: Luxury + comfort in sunny Poipu!

5-bath house has everything you could possibly need for a flawless vacation—and luxurious perks galore. Located in a quiet, upscale neighborhood, this charming tropical hideaway is close to some of Kauai’s best beaches, shops, restaurants, and other irresistible attractions.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,173
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Luxury condo with central A\/C and golf and ocean views
Luxury condo with central A\/C and golf and ocean views
Luxury condo with central A\/C and golf and ocean views

Luxury condo with central A/C and golf and ocean views

Come and discover our beautiful new condo on the 9th fairway of the Kiahuna Golf course. Our brand new condo is set in the perfect location to see both distant ocean views and distant mountain views. We have a beautiful lanai where you can catch the sun setting and enjoy letting the outside in.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $614
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Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC
Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC

Condo in beautiful Poipu - 3Bd, 3Ba, pool, hot tub & AC

Polu (means blue in Hawaiian) Paradise is a Luxury condo located in sunny Poipu, Kauai at Pili Mai condo complex. One assigned parking space within close distance to main floor condo with A/C. Three bedrooms and 3 Bathrooms, sleeps up to 8 guests (2 California king beds, 4 twin size bunk beds).

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,258
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Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu
Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu
Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu

Hale Lo'i + Cottage: 5BR home +pool in Sunny Poipu

5-bath compound has everything you’ll need for a flawless vacation—and luxurious perks galore, including a swimming pool and an outdoor lava-rock shower. 5-bath house, and a separate ohana cottage with one bedroom and a full bath. Located in a quiet, upscale neighborhood, this charming tropical hideaway is close to some of Kaua‘i’s best beaches, shops, restaurants, and other irresistible attractions.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,574
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Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated
Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated
Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated

Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated

Paradise is at your doorstep from this beautifully furnished, completely renovated condominium with a wide-open ocean view and just steps across a manicured lawn to the beach. Tropical colors dazzle both outside and within this 640 sqf suite sleeping up to four in 1 King and 1 Sofa Bed.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $596
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5 Star, Great for Families, 4BD w\/AC, HTD Pool, Poipu Beach Athletic Club access
5 Star, Great for Families, 4BD w\/AC, HTD Pool, Poipu Beach Athletic Club access
5 Star, Great for Families, 4BD w\/AC, HTD Pool, Poipu Beach Athletic Club access

5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access

Hale O Ke Akamai is Hawaiian for "House of Art" which is evident when stepping inside. Be sure to view video located at the end of photos (slide #3). Private single-level 4 bedroom home with AC provides the Aloha spirit in the beautiful and tranquil setting of Kiahuna Golf Village designed by Robert Trent Jones, Jr.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,196
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Gorgeous Kiahuna unit - fully remodeled Fall 2022!!
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!
Gorgeous Kiahuna unit - fully remodeled Fall 2022!!

Gorgeous Kiahuna unit - fully remodeled Fall 2022!!

Open, airy and perfect location. You will feel like you're in the jungle with the floor to ceiling cathedral windows in the open living and dining room/kitchen.
End unit with no one above or below you! Two floors with living and eating space upstairs and bedrooms on first floor.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $772
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Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA
Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA
Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA

Kiahuna Plantation Resort 213 Ocean View 2 BD 2 BA

- Fully renovated, Air conditioned, two story condo with beds and baths downstairs and living areas upstairs looking out to the ocean
- Walk-up, no elevators
- Koa laminate flooring throughout
- Full kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware and tableware
- Master bedroom with 1 king bed
- Second Bedroom with 2 twin beds
- Daybed for one in the living room
- Both bathrooms with shower and vanity with granite countertop
- 1564 square feet/145 square meters
- Maximum 6 persons including children and infants
- Ceiling fans in bedrooms and living room
- TV with cable channels and telephone/voicemail in living room
- In-room safe, Iron and board, hairdryer
- Complimentary Wi-Fi and self-parking
- Crib on request at no charge
- BBQ grills for guest use
- Self-laundry facilities on property (credit/debit card or Apple pay)
- Beach Activity Desk
- Guest access to Poipu Beach Athletic Club for use of tennis courts, swimming pool and fitness center
- Non-smoking in condo and on lanai; Resort conforms to the State of Hawaii Smoke-Free Law
- Mandatory Cleaning Charge
- Mandatory Damage Protection Charge
- Children 17 years and under are free when sharing room with parent(s) utilizing existing beds

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Koloa
from $950
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Hale Kahili: 8BR Ocean View Estate w\/Pools+Spa!
Hale Kahili: 8BR Ocean View Estate w\/Pools+Spa!
Hale Kahili: 8BR Ocean View Estate w\/Pools+Spa!

Hale Kahili: 8BR Ocean View Estate w/Pools+Spa!

This spacious, sparkling compound offers ideal large-group accommodations in an idyllic setting. Two elegant new villas nestle on an expansive 1-acre lot, with views that might have been plucked from a rack of curated postcards: glittering swatches of ocean, craggy mountains picturesquely wreathed in mist, vibrant sunsets, lofty palm trees, opulent greenery.

  • 8 bedroom
  • 8 bathroom
  • Sleeps 16
Hawaii> Koloa
from $3,656
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Alihi Lani 4: Full A\/C - top floor Ocean Views! Upgraded throughout
Alihi Lani 4: Full A\/C - top floor Ocean Views! Upgraded throughout
Alihi Lani 4: Full A\/C - top floor Ocean Views! Upgraded throughout

Alihi Lani 4: Full A/C - top floor Ocean Views! Upgraded throughout

ALIHI LANI. This small, six unit complex called a 'Real Gem' by the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The front landscaped area also has two gas grills and comfy lawn furniture. We are named 'Premier Hosts' by VRBO and won the Trip Advisor Excellence award and have been #1 on TA for years.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $622
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Hale Milo: Charming Garden Cottage in Sunny Poipu!
Hale Milo: Charming Garden Cottage in Sunny Poipu!
Hale Milo: Charming Garden Cottage in Sunny Poipu!

Hale Milo: Charming Garden Cottage in Sunny Poipu!

5BA home in Kukui'ula’s leafy Kaulu neighborhood. Lovely island-style details and pleasant surprises abound, from the expansive lanai overlooking a lush, colorful display of tropical foliage and magnificent trees, to the alfresco waterfall showers, to the extra-spacious full baths with their retro-chic pedestal sinks and tasteful vintage furnishings—to name a few.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Koloa
from $814
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Rare find w\/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Rare find w\/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Rare find w\/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!

Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!

New shortened cancellation policy! Book before it's gone! New ownership!

New A/C in both Living and Bedroom! One of the only units in Kiahuna with Air Conditioning in both rooms!

1bd/1b newly remodeled condo inside beautiful Kiahuna oceanfront resort.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $688
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Poipu Paradise Beach Condo
Poipu Paradise Beach Condo
Poipu Paradise Beach Condo

Poipu Paradise Beach Condo

Welcome to the South Shore of the Garden Island of Kauai and beach town of Poipu! Your stay at our well appointed modern beach inspired condo will be a wonderful place for your Hawaii vacation. Just a short 5 min walk on the greenway to Poipu's beaches for activities ranging from leisurely strolls and sun bathing to surfing and snorkeling your access to the sun and surf is right out the door.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $461
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Hale Kai - Best Value Beachfront Home Steps from Beach
Hale Kai - Best Value Beachfront Home Steps from Beach
Hale Kai - Best Value Beachfront Home Steps from Beach

Hale Kai - Best Value Beachfront Home Steps from Beach

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Hale Kai in Hawaiian means “ocean house” as there are spectacular views of the coastline and a white sand beach from every room. This home sleeps four with two bedrooms, two bathrooms and laundry facilities. , DVD, stereo, and a fully equipped kitchen.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $1,197
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New Remodel & Rare Find #35 w\/ Oceanview, AC, and corner unit! Look no further!
New Remodel & Rare Find #35 w\/ Oceanview, AC, and corner unit! Look no further!
New Remodel & Rare Find #35 w\/ Oceanview, AC, and corner unit! Look no further!

New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!


It's all about the location, views, and our new remodeled unit! Located in building 7, one of the smaller buildings with only 6 condos, you are in the heart of this oceanfront resort and steps from the beach!

Remodeled kitchen and bathroom, all new flooring throughout, new bedroom furniture, new living and dining room furniture, brand new 55" Smart TV, new art and accessories!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $744
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Pili Mai by Gather: Stylish 3BR Condo w\/ Pool, Lanai & Scenic Views
Pili Mai by Gather: Stylish 3BR Condo w\/ Pool, Lanai & Scenic Views
Pili Mai by Gather: Stylish 3BR Condo w\/ Pool, Lanai & Scenic Views

Pili Mai by Gather: Stylish 3BR Condo w/ Pool, Lanai & Scenic Views

Welcome to Pili Mai by Gather

Discover your perfect island retreat at Pili Mai by Gather, a modern and stylish 3-bedroom, 3-bathroom condo located on the scenic Kiahuna Golf Course in sunny Poipu on Kauai’s south shore. With picturesque panoramic mountain and distant ocean views, this second-story abode comfortably sleeps up to six guests and offers contemporary design, brand-new plush furnishings, high-speed internet, and air conditioning throughout for a luxurious and relaxing Hawaiian getaway.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $715
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New Listing | Remodeled | AC | Pool & Hot Tub | Walk to Poipu Beach | Regency
New Listing | Remodeled | AC | Pool & Hot Tub | Walk to Poipu Beach | Regency
New Listing | Remodeled | AC | Pool & Hot Tub | Walk to Poipu Beach | Regency

New Listing | Remodeled | AC | Pool & Hot Tub | Walk to Poipu Beach | Regency

BRAND NEW LISTING!

Aloha! Welcome to your dream getaway in this tropical 2-bedroom, 2-bath, 3-lanai unit with air conditioning. Get ready to soak in the Aloha! Recently updated, this inviting tropical retreat features an open floor plan that combines the living, dining, and kitchen areas into a clean, modern space—perfect for a relaxing Hawaiian escape.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $484
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Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more

Welcome to Sunny Poipu Beach! Enjoy this ground floor, newly decorated condo and relax on your private lanai while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips. Fast 200mgb Wifi, fully stocked kitchen, free parking, 24 hour no hassle check in with key-card, king size bed, full bathroom and oversized lanai with dining table and lounge chairs on the lanai too.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $775
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Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family
Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family
Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family

Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family

Kilohana at Poipu is a private tranquil vacation home nestled in the center of Kiahuna Golf Village and the Robert Trent Jones, Jr. golf course. This single-level home has a spacious indoor/outdoor living layout centered around a heated swimming pool and courtyard, perfect for entertaining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $1,338
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Spectacular View Home for 20! Ocean, Mountain, golf views! 5min from Poipu beach
Spectacular View Home for 20! Ocean, Mountain, golf views! 5min from Poipu beach
Spectacular View Home for 20! Ocean, Mountain, golf views! 5min from Poipu beach

Spectacular View Home for 20! Ocean, Mountain, golf views! 5min from Poipu beach

Brand new listing on VRBO; I'm a Super host for the past 2 years on Airbnb!

This newly constructed luxury home sleeps 20+; it's perfection for multigenerational gatherings, vacationing with a few families or large groups. Partial ocean views sits backing the Kukui’ula golf course encompassing gorgeous mountain views.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 20
Hawaii> Koloa
from $2,855
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Pili Mai 13B 4Bedroom AC POOL
Pili Mai 13B 4Bedroom AC POOL
Pili Mai 13B 4Bedroom AC POOL

Pili Mai 13B 4Bedroom AC POOL

Pili Mai 13B is your perfect Island home… With views of rolling greens and distant ocean views from the lanai and bedroom windows. While the entrancing Ha’upu Mountains greet you with Aloha. Pili Mai is an exclusive resort that provides a wonderful escape while still being near Poipu Beach and Koloa town.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,164
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Spacious Poolside Villa | Gourmet Kitchen, Lanai
Spacious Poolside Villa | Gourmet Kitchen, Lanai
Spacious Poolside Villa | Gourmet Kitchen, Lanai

Spacious Poolside Villa | Gourmet Kitchen, Lanai

Summary:
-1,600sq ft of living space
-Master suite with king bed, master bath with walk in dual head shower, double sinks, and separate soaking tub
-2nd bedroom suite with king bed, attached bathroom with walk in dual head shower
-3rd bedroom contains two twin beds
-3rd bathroom located in the hallway
-Spacious private lanai
-Full gourmet kitchen
-Dining area
-washer and dryer
-Wireless internet
-Flat screen TV's
-AC

The Space:
Discover our newly opened luxury Poolside Villas, a haven of convenience and comfort since December 2008.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $988
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Pomaika'i : New Poipu Villa w\/Pool+Spa Near Beach
Pomaika'i : New Poipu Villa w\/Pool+Spa Near Beach
Pomaika'i : New Poipu Villa w\/Pool+Spa Near Beach

Pomaika'i : New Poipu Villa w/Pool+Spa Near Beach

This lovely, spacious South Shore home is the epitome of a laid-back vacation villa: located on the 18th fairway of the Kiahuna Golf Course, splashed with sunlight, canopied by blue skies, surrounded by tropical greenery. With its shimmering turquoise pool and whirlpool spa, the dazzling back garden feels like an intimate private resort, while the leisurely indoor-outdoor flow—enhanced by elegant furnishings and artistic touches—invites relaxation, recreation, and entertaining.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,436
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Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center
Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center
Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center

Kauai Exclusive - Pili Mai 7B - Four Bedroom Suite - AC, Pool & Fitness Center

5-bathroom condo features two master bedrooms with En Suite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops and Bosch appliances, a washer, dryer and much more!

The sparkling new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,114
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Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard
Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard
Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard

Poipu Prime Location near Hyatt - Well-Appointed Home with Hot Tub in Courtyard

Located in the Bayview Neighborhood of the upscale Poipu Kai Resort here on the sunny South Shore of Kauai, our guests have access to the Poipu Kai Resort pool and tennis courts.

This 3,800 sqft two-story home is just a short stroll west along the tropical walkway to Poipu Beach Park and Brenneckes Beach, and east to Shipwrecks Beach and the Grand Hyatt Kauai, featuring cafes, restaurants, sushi bar, local music, and their relaxing Anara Spa.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $986
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Pili Mai 15F - 2 bedroom\/2 bath, ground floor
Pili Mai 15F - 2 bedroom\/2 bath, ground floor
Pili Mai 15F - 2 bedroom\/2 bath, ground floor

Pili Mai 15F - 2 bedroom/2 bath, ground floor

PILI MAI 15F AT KOLOA KAI VACATION RENTALS

Modern Luxury in the Heart of Poipu

Discover the perfect blend of island charm and contemporary comfort at Pili Mai 15F, a spacious two-bedroom, two-and-a-half-bathroom condo overlooking the lush Kiahuna Golf Course.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $569
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Simply Irresistible: Spacious, Charming Kukui'ula Villa w\/Geometric Pool+Spa!
Simply Irresistible: Spacious, Charming Kukui'ula Villa w\/Geometric Pool+Spa!
Simply Irresistible: Spacious, Charming Kukui'ula Villa w\/Geometric Pool+Spa!

Simply Irresistible: Spacious, Charming Kukui'ula Villa w/Geometric Pool+Spa!

From the striking stone-pillared entry to the enchanting backyard banyan tree, this delightful Kukui'ula villa radiates an irresistible island-style ambience. Indoors and out, Hale Ohana Hau'oli teems with beautifully curated details: tasteful contemporary furnishings in shades of sand, sea, and caramel; exquisite wall art; and distinctive fixtures, to name a few.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 9
Hawaii> Koloa
from $1,765
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3BR\/3BA Villa: Central A\/C! Short Walk To Beach!
3BR\/3BA Villa: Central A\/C! Short Walk To Beach!
3BR\/3BA Villa: Central A\/C! Short Walk To Beach!

3BR/3BA Villa: Central A/C! Short Walk To Beach!

Welcome to BlueTideVillas! This unit not only boasts among the BEST reviews in all of Kauai but is also newly upgraded to enhance your stay from April, 2024, onwards.

Nestled in the heart of Poipu, this VERY spacious (1830+ square feet) villa is a newly remodeled and decorated gem.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,157
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5 Bed 3 Bath Home in Poipu Kai
5 Bed 3 Bath Home in Poipu Kai
5 Bed 3 Bath Home in Poipu Kai

5 Bed 3 Bath Home in Poipu Kai

Hale Aouli is a beautiful newly renovated five-bedroom and three-bathroom custom home located in beautiful Lanai Villas in the Poipu Kai Resort. ​​​​​​​From the home, you will find walking paths to Poipu's finest beaches, restaurants, tennis courts, pool, and spa.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Koloa
from $1,444
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Ground-Floor Pili Mai Condo With Central AC, Shared Pool & Hot Tub, Golf Course
Ground-Floor Pili Mai Condo With Central AC, Shared Pool & Hot Tub, Golf Course
Ground-Floor Pili Mai Condo With Central AC, Shared Pool & Hot Tub, Golf Course

Ground-Floor Pili Mai Condo With Central AC, Shared Pool & Hot Tub, Golf Course

Pili Mai 7H

Our calendar is updated in real-time & our nightly rates are accurately displayed. '

Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai is the next big thing in Hawaiian living.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $464
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Hale Makani Nui: Sea-View Hilltop Villa Near Beaches
Hale Makani Nui: Sea-View Hilltop Villa Near Beaches
Hale Makani Nui: Sea-View Hilltop Villa Near Beaches

Hale Makani Nui: Sea-View Hilltop Villa Near Beaches

This lovely hilltop villa, Hale Makani Nui, or House of Strong Wind, is delightfully elevated, in every sense of the word. Its picturesque placement at the crown of a gently sloping lot gives an enchanting estate-like feel to the entire property, while also providing expansive sea-and-sunset views.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,060
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Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,
Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,
Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,

Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,

Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course.

Your dream vacation is waiting at this second story, 3 bedroom, 3 bath spacious condo. The lanai gives plenty of outdoor space to enjoy outdoor living for dining, lounging and gazing at the expansive tropical destination set before you.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $976
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Hale Leimomi: Luxurious Comfort + Pool + Views!
Hale Leimomi: Luxurious Comfort + Pool + Views!
Hale Leimomi: Luxurious Comfort + Pool + Views!

Hale Leimomi: Luxurious Comfort + Pool + Views!

In this sparkling new villa, laid-back comfort harmonizes—beautifully—with the ultimate in luxurious appointments & upscale amenities. Extraordinarily spacious, with 3,902 square feet under roof, Hale Leimomi combines the elegance of a 4-star resort hotel with the relaxed appeal of an island hideaway.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,144
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Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A\/C
Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A\/C
Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A\/C

Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A/C

Relax and enjoy modern living at Kauai’s newest townhome community, Pili Mai! This condo, also known as Nani Ka Hale, is located on the second and third floor of the building. It overlooks the lush greens of Kiahuna Golf Course and offers stunning distant ocean views from the living room, dining room, lanai, upstairs loft, and the upstairs master bedroom.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $456
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Pili Mai 11K: Luxury Condo w\/ Community Pool, Hot Tub, AC & Ocean\/Golf Views
Pili Mai 11K: Luxury Condo w\/ Community Pool, Hot Tub, AC & Ocean\/Golf Views
Pili Mai 11K: Luxury Condo w\/ Community Pool, Hot Tub, AC & Ocean\/Golf Views

Pili Mai 11K: Luxury Condo w/ Community Pool, Hot Tub, AC & Ocean/Golf Views

Welcome to Pili Mai, the modern and stylish abode that is sure to fill your next Hawaiian vacation with comfort and relaxation. Situated on the scenic Kiahuna Golf Course on the south side of Kauai with picturesque panoramic mountain views and the ocean just beyond, this 3 bedroom, 3 bathroom home sleeps up to 6 people in a clean and contemporary designed second-story condo with brand new plush furniture, high-speed internet and air conditioning throughout.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $788
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Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset\/ Golf Course View
Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset\/ Golf Course View
Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset\/ Golf Course View

Poipu Pili Mai 9B, Flexible Cancellation, 4 bdrm, AC, Sunset/ Golf Course View

This is a 3 story building with our 2 story unit located on second and third floors with entry to condo up a flight of stairs. We have four bedrooms, 2 on the second story (the condo's main floor) which are Master suites. While upstairs on the third floor there are two more bedrooms each with 2 Twin XL beds that can be converted into King beds.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,223
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Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel
Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel
Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel

Sunny Side Waves-Beachfront Property-Ground Floor, Corner Unit-Sleeps 5-Remodel

Remodeled ground floor, corner unit in exclusive Bld 11. Steps from Poipu Beach! Only oceanfront condos in Poipu! One of only few air conditioned units (located in bedroom)! New cal-king bed in primary bedroom, queen sleeper sofa & twin in the living room.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Koloa
from $805
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Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach
Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach
Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach

Newly remodeled with AC, gorgeous ground floor condo 87, 3 min walk to beach

Newest addition to our Kiahuna Plantation condos! We just purchased and started renting condo #87. For reviews, please look up our other units - VRBO 1300156, 1587209, and 2160974

Dual AC in living room and bedroom.

Fully remodeled 1bd/1b condo inside the stunning Kiahuna Plantation Resort.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $741
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Ground-Floor Condo w\/Shared Pool, Hot Tub, Free WiFi, and Central AC
Ground-Floor Condo w\/Shared Pool, Hot Tub, Free WiFi, and Central AC
Ground-Floor Condo w\/Shared Pool, Hot Tub, Free WiFi, and Central AC

Ground-Floor Condo w/Shared Pool, Hot Tub, Free WiFi, and Central AC

Pili Mai 15A

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Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai is the next big thing in Hawaiian living.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $578
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Hale Ho'ouluulu: New Poipu Villa w\/Pool\/Ocean View
Hale Ho'ouluulu: New Poipu Villa w\/Pool\/Ocean View
Hale Ho'ouluulu: New Poipu Villa w\/Pool\/Ocean View

Hale Ho'ouluulu: New Poipu Villa w/Pool/Ocean View

Wherever you look, this stunning Kukui'ula villa inspires admiration, and sparks delight. First, there’s the expansive view: an enchanting parfait of rolling hills and verdant orchards in the foreground, the glittering sea beyond, and impossibly blue skies overhead.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,834
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Lei Ohana - Private Pool, Separate Guest House
Lei Ohana - Private Pool, Separate Guest House
Lei Ohana - Private Pool, Separate Guest House

Lei Ohana - Private Pool, Separate Guest House

LEI OHANA AT KOLOA KAI VACATION RENTALS

A Private Island Retreat in Poipu

Escape to Lei Ohana, a luxurious ranch-style home offering over 3,000 square feet of spacious living on Kauai’s sunny south shore. Nestled in a tranquil residential neighborhood in Poipu, this stunning retreat combines privacy, comfort, and proximity to the island’s best attractions.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Koloa
from $1,532
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Oceanview Condo w\/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A\/C
Oceanview Condo w\/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A\/C
Oceanview Condo w\/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A\/C

Oceanview Condo w/Athletic Club Access, Shared Pool, Hot Tub, Free WiFi, & A/C

Pili Mai 13C

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Ready to experience Hawaii as a family? Feel right at home in 13C, even when miles away in the middle of the blue Pacific. We are big on family and if you are too, then we're sure this place will be a worthy candidate for your fun-filled vacation!

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $499
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Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l
Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l

Sugar Mill Cottage at Poipu Kai By Parrish Kauai - short walk to beach & quiet l

Sugar Mill Cottage is located in the heart of the Poipu Kai Resort community. It is the perfect location for beach access to either Shipwrecks beach or Poipu Beach park. A short stroll in either direction will take you to sun and sand!

Enjoy the air conditioned bedrooms and the upgraded premier interior with plenty of indoor and outdoor space to relax and unwind.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $503
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Makanui Estate - AC, Sleeps 17
Makanui Estate - AC, Sleeps 17
Makanui Estate - AC, Sleeps 17

Makanui Estate - AC, Sleeps 17

MAKANUI ESTATE AT KOLOA KAI VACATION RENTALS

A Private Paradise for Your Kauai Escape

Welcome to Makanui Estate, a luxurious retreat in the heart of Poipu offering breathtaking ocean views, serene mountain backdrops, and spacious accommodations for your family or group.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 17
Hawaii> Koloa
from $1,509
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Elegant Poolside Penthouse w Private Elevator
Elegant Poolside Penthouse w Private Elevator
Elegant Poolside Penthouse w Private Elevator

Elegant Poolside Penthouse w Private Elevator

Summary:
Experience elegance in our Poipu Penthouse Villa, boasting luxury designer furnishings and gourmet kitchens. Stay cool with central A/C and enjoy elevator access directly into F300. Relax amidst tropical views and exceptional luxury in our Poolside Villas at The Villas at Poipu Kai.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,164
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Elegant Pili Mai 14-J: Spacious 3BR Villa with Pools, A\/C, and Beach Proximity
Elegant Pili Mai 14-J: Spacious 3BR Villa with Pools, A\/C, and Beach Proximity
Elegant Pili Mai 14-J: Spacious 3BR Villa with Pools, A\/C, and Beach Proximity

Elegant Pili Mai 14-J: Spacious 3BR Villa with Pools, A/C, and Beach Proximity

The Resort:
Pili Mai was built in 2019 and features plantation-style design, cobblestone drives, tropical gardens, a large swimming pool, a children's pool, spa, and an air-conditioned fitness room. 8 miles to Lawai Beach, and 2 miles to Shipwreck Beach.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $697
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Hale Keaka: Luxury Modern Estate w\/ Pool, Outdoor Showers, Hot Tub & Ocean Views
Hale Keaka: Luxury Modern Estate w\/ Pool, Outdoor Showers, Hot Tub & Ocean Views
Hale Keaka: Luxury Modern Estate w\/ Pool, Outdoor Showers, Hot Tub & Ocean Views

Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views

5BA estate in Koloa, Hawaii, perfect for up to 14 guests seeking a sumptuous south shore Kauaʻi vacation.

Step into Hale Keaka at Kukuiula, a brand-new luxury estate harmoniously blending contemporary decor with breathtaking views of the ocean and golf course.

  • 6 bedroom
  • 6 bathroom
  • Sleeps 14
Hawaii> Koloa
from $3,912
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NEW! Luxury Plantation Home on Kiahuna Golf Course
NEW! Luxury Plantation Home on Kiahuna Golf Course
NEW! Luxury Plantation Home on Kiahuna Golf Course

NEW! Luxury Plantation Home on Kiahuna Golf Course

About this space
This gorgeous Hawaiian Plantation Style home designed by a local architect, resides on the 8th fairway of Kiahuna Golf Course with views of Haupu Mountain.
Spectacular Gourmet Kitchen , chefs will enjoy !

Poipu features many beaches to indulge in surfing , kayaking , snorkeling, scuba , ocean aerobics, fishing, or sunbathe, relishing the fabulous tropical breezes .

  • 4 bedroom
  • 2 bathroom
  • Sleeps 9
Hawaii> Koloa
from $1,097
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Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches

Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches

POIPU SANDS 116 AT KOLOA KAI VACATION RENTALS

A Tropical Retreat with Stunning Ocean Views

Welcome to Poipu Sands 116, a spacious 1,353-square-foot ground-floor condo nestled on the sunny south shore of Kauai. Featuring breathtaking ocean views, easy access to Shipwreck Beach, and proximity to Poipu’s best shopping and dining, this vacation rental offers the perfect blend of relaxation and adventure.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $530
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Poipu Hidden Gem – Oceanfront Elegance at Makahuena Point
Poipu Hidden Gem – Oceanfront Elegance at Makahuena Point
Poipu Hidden Gem – Oceanfront Elegance at Makahuena Point

Poipu Hidden Gem – Oceanfront Elegance at Makahuena Point

Welcome Poipu's Hidden Gem! This amazing home offers 3 bedrooms and 3 bathrooms on the ocean with incredible views of Poipu!
Imagine your vacation experience in this gorgeous location with unparalleled and unobstructed 200°+ views. This spacious home consists of a 2-story layout with high ceilings.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $2,362
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