Koloa Vacation Rentals – Historic Charm Meets Island Luxury

Koloa, nestled on Kauai’s sunny South Shore, offers a unique blend of rich history and modern comfort. Known as the site of Hawaii’s first sugar plantation, this charming town features preserved plantation-era architecture, boutique shops, and local eateries, providing visitors with an authentic Hawaiian experience.

Vacation rentals in Koloa range from restored plantation cottages to luxurious villas, many equipped with modern amenities such as gourmet kitchens, private pools, and spacious lanais. Whether you're seeking a romantic getaway or a family retreat, Koloa's accommodations cater to diverse preferences and group sizes.

Just a short drive from Koloa lies Poipu, renowned for its pristine beaches, world-class golf courses, and vibrant marine life. Poipu's vacation rentals offer oceanfront condos, upscale resorts, and private homes, providing easy access to activities like snorkeling, surfing, and sunbathing.

Explore the historic charm of Koloa and the coastal beauty of Poipu for a memorable Kauai vacation.

Browse and book your Koloa vacation rental below, and don't forget to explore our Poipu vacation rentals for more options.

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Elegant 4-Bedroom Kauai Vacation Home with Pool
Elegant 4-Bedroom Kauai Vacation Home with Pool
Elegant 4-Bedroom Kauai Vacation Home with Pool

Elegant 4-Bedroom Kauai Vacation Home with Pool

5-bath vacation home offers a perfect blend of luxury, comfort, and convenience in a quiet, upscale neighborhood on Kauai. Spanning 2,234 square feet, this bright and airy residence features four spacious bedrooms, each with plush king-size beds dressed in high-end Frette linens, providing a restful retreat after a day exploring the island.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,173 
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Beautiful Kiahuna Golf Course Condo with Ocean Views
Beautiful Kiahuna Golf Course Condo with Ocean Views
Beautiful Kiahuna Golf Course Condo with Ocean Views

Beautiful Kiahuna Golf Course Condo with Ocean Views

Discover this stunning new condo nestled on the 9th fairway of the Kiahuna Golf Course. Its prime location offers breathtaking distant ocean and mountain views, perfect for a relaxing getaway. Step onto the spacious lanai to soak in sunsets and enjoy the fresh outdoor air.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $614 
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Polu Paradise Luxury Condo in Poipu Kauai
Polu Paradise Luxury Condo in Poipu Kauai
Polu Paradise Luxury Condo in Poipu Kauai

Polu Paradise Luxury Condo in Poipu Kauai

Welcome to Polu Paradise, a luxurious condo nestled in the sunny paradise of Poipu, Kauai. Located within the desirable Pili Mai complex, this spacious three-bedroom, three-bathroom unit comfortably sleeps up to eight guests, making it ideal for families or groups seeking a relaxing island getaway.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,258 
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Luxury 5-Bedroom Kauai Vacation Home with Pool
Luxury 5-Bedroom Kauai Vacation Home with Pool
Luxury 5-Bedroom Kauai Vacation Home with Pool

Luxury 5-Bedroom Kauai Vacation Home with Pool

5-bath compound offers a perfect blend of comfort and luxury for an unforgettable Kauai vacation.
Designed with elegance and practicality in mind, the home comfortably sleeps 10 guests, featuring four bedrooms with plush king-size beds dressed in luxurious Frette linens, and a separate ohana cottage with one bedroom and a full bath for additional privacy.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,574 
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Beautiful Ocean View Condo Near Poipu Beach
Beautiful Ocean View Condo Near Poipu Beach
Beautiful Ocean View Condo Near Poipu Beach

Beautiful Ocean View Condo Near Poipu Beach

Escape to paradise with this beautifully furnished, fully renovated condominium offering breathtaking ocean views just steps from the pristine sands of Poipu Beach. Spanning 640 sq ft, this suite comfortably sleeps up to four guests with a plush king size bed and a cozy sofa bed, making it ideal for romantic getaways or family vacations.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $596 
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Hale O Ke Akamai: Elegant 4BR Kauai Retreat
Hale O Ke Akamai: Elegant 4BR Kauai Retreat
Hale O Ke Akamai: Elegant 4BR Kauai Retreat

Hale O Ke Akamai: Elegant 4BR Kauai Retreat

Welcome to Hale O Ke Akamai, meaning "House of Art" in Hawaiian, where stunning design meets relaxed island living. This private single-level 4-bedroom home offers a perfect blend of comfort and style in the prestigious Kiahuna Golf Village, designed by Robert Trent Jones, Jr.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,196 
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Spacious Jungle-Inspired End Unit Near Beach & Pool
Spacious Jungle-Inspired End Unit Near Beach & Pool
Spacious Jungle-Inspired End Unit Near Beach & Pool

Spacious Jungle-Inspired End Unit Near Beach & Pool

Step into this open and airy end unit that offers a unique jungle-inspired atmosphere with floor-to-ceiling cathedral windows in the living and dining areas. The layout features two levels: the upstairs hosts the living and dining spaces, while the bedrooms are located on the first floor for added privacy.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $772 
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Spacious Multi-Unit Family Home Near Poipu Beach
Spacious Multi-Unit Family Home Near Poipu Beach
Spacious Multi-Unit Family Home Near Poipu Beach

Spacious Multi-Unit Family Home Near Poipu Beach

Discover this expansive 5500 sq ft residence in the heart of Poipu Beach, ideal for large families or groups. The property features seven bedrooms and eight bathrooms across four separate units, offering flexibility and privacy for everyone. The upstairs unit includes 3 bedrooms and 2 bathrooms, providing stunning ocean views.

  • 8 bedroom
  • 7 bathroom
  • Sleeps 22
Hawaii> Koloa
from $2,214 
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Renovated Oceanview Two-Story Condo in Poipu
Renovated Oceanview Two-Story Condo in Poipu
Renovated Oceanview Two-Story Condo in Poipu

Renovated Oceanview Two-Story Condo in Poipu

Experience a beautifully renovated, fully equipped two-story condo in Poipu with stunning ocean views. The condo features elegant koa laminate flooring and modern furnishings throughout. Located walk-up style with no elevators, it offers convenience and privacy.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Koloa
from $950 
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Luxury 8-Bedroom Villa in Poipu Beach Estates
Luxury 8-Bedroom Villa in Poipu Beach Estates
Luxury 8-Bedroom Villa in Poipu Beach Estates

Luxury 8-Bedroom Villa in Poipu Beach Estates

Discover the exquisite Hale Kahili 8 Bedroom Estate in Poipu Beach Estates, a perfect retreat for large groups seeking comfort and style. This stunning property features two contemporary villas nestled on a lush 1-acre lot, offering unobstructed views of the ocean, mountains, and vibrant sunsets.

  • 8 bedroom
  • 8 bathroom
  • Sleeps 16
Hawaii> Koloa
from $3,656 
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Alihi Lani Oceanfront Kauai Vacation Rental
Alihi Lani Oceanfront Kauai Vacation Rental
Alihi Lani Oceanfront Kauai Vacation Rental

Alihi Lani Oceanfront Kauai Vacation Rental

Experience the charm of Alihi Lani, a small but highly acclaimed six-unit complex praised as a 'Real Gem' by the Ultimate Kauai Guidebook. This premier second-floor oceanfront condo offers unobstructed views of the Pacific Ocean, just steps from the pounding surf.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $622 
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Charming Hale Milo in Kukuiula with Tropical Views
Charming Hale Milo in Kukuiula with Tropical Views
Charming Hale Milo in Kukuiula with Tropical Views

Charming Hale Milo in Kukuiula with Tropical Views

5 bathroom home nestled in Kukuiula's lush Kaulu neighborhood. This distinctive island retreat offers a warm, inviting ambiance with handcrafted details and vibrant tropical landscaping that create a truly immersive island experience.
Inside, the airy primary suite features a private enclosed lanai, a cozy desk area, and an outdoor garden shower, perfect for relaxing after a day at the nearby beaches.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Koloa
from $814 
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Remodeled Kiahuna Oceanfront Condo with A/C
Remodeled Kiahuna Oceanfront Condo with A/C
Remodeled Kiahuna Oceanfront Condo with A/C

Remodeled Kiahuna Oceanfront Condo with A/C

Discover this beautifully remodeled 1 bedroom, 1 bathroom condo nestled inside the stunning Kiahuna Oceanfront Resort. Recently upgraded, the unit offers modern furnishings, all-new appliances, and a fresh, inviting atmosphere. It features air conditioning in both the living room and bedroom, a rare find in the area, ensuring your comfort during warm island days.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $688 
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Poipu Beach Modern Condo with Ocean Access
Poipu Beach Modern Condo with Ocean Access
Poipu Beach Modern Condo with Ocean Access

Poipu Beach Modern Condo with Ocean Access

Welcome to your ideal vacation spot on the South Shore of Kauai in the charming beach town of Poipu. This well-appointed, modern, beach-inspired condo offers a perfect blend of comfort and convenience for your Hawaiian getaway. Located just a five-minute walk along the scenic greenway to Poipu's beautiful beaches, you can easily indulge in activities like sunbathing, surfing, snorkeling, or simply strolling along the shoreline.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $461 
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Hale Kai Ocean View Beach Home in Kauai
Hale Kai Ocean View Beach Home in Kauai
Hale Kai Ocean View Beach Home in Kauai

Hale Kai Ocean View Beach Home in Kauai

Welcome to Hale Kai, a charming oceanfront home in Kauai that means "ocean house" in Hawaiian. From every room, enjoy breathtaking views of the coastline and pristine white sand beaches, making it an ideal retreat for relaxation and family fun.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $1,197 
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Renovated Oceanview Condo Steps from Kiahuna Beach
Renovated Oceanview Condo Steps from Kiahuna Beach
Renovated Oceanview Condo Steps from Kiahuna Beach

Renovated Oceanview Condo Steps from Kiahuna Beach

Experience the best of Poipu Beach in this beautifully remodeled top-floor corner condo in building 7, one of the smallest with only 6 units, offering privacy and breathtaking ocean views. Located just steps from the sandy shores of Kiahuna Beach, this unit combines comfort with convenience.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $744 
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Stylish 3BR Condo with Ocean & Mountain Views in Poipu
Stylish 3BR Condo with Ocean & Mountain Views in Poipu
Stylish 3BR Condo with Ocean & Mountain Views in Poipu

Stylish 3BR Condo with Ocean & Mountain Views in Poipu

Welcome to Pili Mai by Gather, your ideal island retreat nestled on the scenic Kiahuna Golf Course in sunny Poipu, Kauai. This contemporary and stylish second-story 3-bedroom, 3-bath condo offers breathtaking panoramic views of distant mountains and the ocean, providing a luxurious and relaxing Hawaiian escape for up to six guests.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $715 
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Oceanfront Poipu Beach 1BR Condo with Pool & Gym
Oceanfront Poipu Beach 1BR Condo with Pool & Gym
Oceanfront Poipu Beach 1BR Condo with Pool & Gym

Oceanfront Poipu Beach 1BR Condo with Pool & Gym

Experience the serenity of this second-floor oceanfront condo in Poipu. The spacious one-bedroom offers a California King bed, a queen sofa sleeper, and modern amenities including A/C, fully equipped kitchen, and linens. Step onto the lanai to enjoy breathtaking sunsets, watch sea turtles, seasonal whales, and surfers.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $560 
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Beautiful 2-Bedroom Poipu Kai Condo with Beach Access
Beautiful 2-Bedroom Poipu Kai Condo with Beach Access
Beautiful 2-Bedroom Poipu Kai Condo with Beach Access

Beautiful 2-Bedroom Poipu Kai Condo with Beach Access

Welcome to your dream Hawaiian getaway in this beautifully renovated 2-bedroom, 2-bath condo located within the lush gardens of Regency at Poipu Kai. This tropical oasis offers an inviting open floor plan that seamlessly combines the living, dining, and kitchen areas into a bright, airy space perfect for relaxing and entertaining.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $484 
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Sunny Poipu Beach Condo with Private Lanai and Free Wi-Fi
Sunny Poipu Beach Condo with Private Lanai and Free Wi-Fi
Sunny Poipu Beach Condo with Private Lanai and Free Wi-Fi

Sunny Poipu Beach Condo with Private Lanai and Free Wi-Fi

Welcome to your perfect Hawaiian getaway at Sunny Poipu Beach! This ground-floor, newly decorated condo offers a comfortable, airy space just steps from the sand. The oversized lanai features a dining table and lounge chairs, ideal for relaxing after a day on the beach.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $775 
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Kilohana at Poipu: Luxury Kauai Vacation Home
Kilohana at Poipu: Luxury Kauai Vacation Home
Kilohana at Poipu: Luxury Kauai Vacation Home

Kilohana at Poipu: Luxury Kauai Vacation Home

Experience the ultimate Kauai getaway at Kilohana at Poipu, a private and tranquil vacation residence nestled in the heart of Kiahuna Golf Village and the renowned Robert Trent Jones, Jr. golf course. This single-story home offers approximately 2,600 square feet of luxurious living space with a thoughtful indoor/outdoor design centered around a heated swimming pool and courtyard, making it ideal for both relaxation and entertaining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $1,338 
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Luxury Kukui'ula Ocean View Villa with Private Pool
Luxury Kukui'ula Ocean View Villa with Private Pool
Luxury Kukui'ula Ocean View Villa with Private Pool

Luxury Kukui'ula Ocean View Villa with Private Pool

Welcome to Hale Kailanai Nui at Kukui'ula, a stunning newly built luxury home designed for memorable multigenerational gatherings or large groups. This spacious retreat comfortably sleeps over 20 guests and offers breathtaking partial ocean views along with scenic mountain and golf course vistas.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 20
Hawaii> Koloa
from $2,855 
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Luxury 4-Bedroom Kauai Villa Near Poipu Beach
Luxury 4-Bedroom Kauai Villa Near Poipu Beach
Luxury 4-Bedroom Kauai Villa Near Poipu Beach

Luxury 4-Bedroom Kauai Villa Near Poipu Beach

Pili Mai 13B offers a luxurious island retreat with stunning views of rolling greens and the distant ocean from its spacious lanai and bedroom windows. Located in the exclusive Pili Mai resort, this 4-bedroom, two-level suite boasts plantation-style architecture, newly furnished interiors, Merbau wood floors, koa cabinets, and a gourmet kitchen with modern appliances and central A/C.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,164 
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Luxury Poipu Kauai Villa with Pool and Beach Access
Luxury Poipu Kauai Villa with Pool and Beach Access
Luxury Poipu Kauai Villa with Pool and Beach Access

Luxury Poipu Kauai Villa with Pool and Beach Access

Discover this stunning 3-bedroom luxury villa located in the Villas at Poipu Kai community on the beautiful island of Kauai. Spanning approximately 1,600 square feet, this spacious home offers a perfect blend of comfort, elegance, and island charm.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $988 
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Luxury Poipu Beach Estates Home with Pool & Golf Views
Luxury Poipu Beach Estates Home with Pool & Golf Views
Luxury Poipu Beach Estates Home with Pool & Golf Views

Luxury Poipu Beach Estates Home with Pool & Golf Views

This charming and spacious South Shore home offers the perfect Hawaiian retreat. Nestled on the 18th fairway of Kiahuna Golf Course and just half a mile from stunning beaches, Pomaika'i—meaning "Good Fortune"—is an idyllic vacation haven. 5 bathrooms that comfortably sleep up to ten guests.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,436 
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Luxury 4BR Condo at Pili Mai Resort Poipu
Luxury 4BR Condo at Pili Mai Resort Poipu
Luxury 4BR Condo at Pili Mai Resort Poipu

Luxury 4BR Condo at Pili Mai Resort Poipu

5-bathroom condo located in the exclusive Pili Mai Resort in Poipu. Featuring two master bedrooms with en suite bathrooms, the property offers upgraded amenities including central A/C, Marbau flooring, granite countertops, and Bosch appliances.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,114 
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Spacious Poipu Kauai Beach House with Pool
Spacious Poipu Kauai Beach House with Pool
Spacious Poipu Kauai Beach House with Pool

Spacious Poipu Kauai Beach House with Pool

Located in the desirable Bayview neighborhood of the upscale Poipu Kai Resort on Kauai's sunny South Shore, this spacious 3,800 sqft two-story home offers a perfect blend of comfort and convenience for your island getaway. Guests enjoy access to the resort's pool and tennis courts, while just a short stroll along the tropical walkway brings you to Poipu Beach Park and Brennecke's Beach, ideal for sunbathing, swimming, and snorkeling.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $986 
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Luxury 2BR Condo Near Poipu Beach Kauai
Luxury 2BR Condo Near Poipu Beach Kauai
Luxury 2BR Condo Near Poipu Beach Kauai

Luxury 2BR Condo Near Poipu Beach Kauai

PILI MAI 15F AT KOLOA KAI VACATION RENTALS
Discover a blend of island charm and modern comfort at Pili Mai 15F, a spacious two-bedroom, two-and-a-half-bath condo nestled in the heart of Poipu. Overlooking the lush Kiahuna Golf Course, this home offers stunning mountain views and a prime location close to Poipu’s top attractions.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $569 
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Luxury Kukui'ula Villa with Pool and Ocean Views
Luxury Kukui'ula Villa with Pool and Ocean Views
Luxury Kukui'ula Villa with Pool and Ocean Views

Luxury Kukui'ula Villa with Pool and Ocean Views

From the striking stone-pillared entry to the enchanting backyard banyan tree, Hale Ohana Hau'oli exudes irresistible island charm. Inside and out, this Kukui'ula villa showcases beautifully curated details: contemporary furnishings in soothing shades of sand, sea, and caramel; stunning wall art; and distinctive fixtures throughout.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 9
Hawaii> Koloa
from $1,765 
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Luxurious Poipu Villa at BlueTideVillas with Modern Upgrades
Luxurious Poipu Villa at BlueTideVillas with Modern Upgrades
Luxurious Poipu Villa at BlueTideVillas with Modern Upgrades

Luxurious Poipu Villa at BlueTideVillas with Modern Upgrades

Welcome to BlueTideVillas, a highly acclaimed and recently upgraded vacation destination in Poipu, Kauai. This spacious (over 1830 sq ft), two-story villa offers a luxurious and comfortable retreat with modern furnishings and thoughtful amenities.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,157 
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Hale Aouli Renovated Home in Poipu Kai Resort
Hale Aouli Renovated Home in Poipu Kai Resort
Hale Aouli Renovated Home in Poipu Kai Resort

Hale Aouli Renovated Home in Poipu Kai Resort

Welcome to Hale Aouli, a beautifully renovated five-bedroom, three-bathroom home nestled in Lanai Villas within the Poipu Kai Resort. This spacious two-story residence offers a split floor plan, making it ideal for families or groups of all sizes.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Koloa
from $1,444 
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Modern 2BR Hawaii Condo Near Poipu Beach
Modern 2BR Hawaii Condo Near Poipu Beach
Modern 2BR Hawaii Condo Near Poipu Beach

Modern 2BR Hawaii Condo Near Poipu Beach

Pili Mai 7H is a beautifully appointed two-bedroom, two-and-a-half-bathroom condo nestled on the picturesque Kiahuna Golf Course, offering stunning views of the mountains and distant ocean. This modern Hawaiian retreat is perfect for families or groups up to six, providing a spacious and comfortable environment that combines island charm with contemporary amenities.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $464 
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Luxury Hilltop Villa Hale Makani Nui in Poipu
Luxury Hilltop Villa Hale Makani Nui in Poipu
Luxury Hilltop Villa Hale Makani Nui in Poipu

Luxury Hilltop Villa Hale Makani Nui in Poipu

Immerse yourself in the beauty and tranquility of this exquisite hilltop villa, Hale Makani Nui, also known as the House of Strong Wind, located in the prestigious Poipu Beach Estates. Perched atop a gently sloping lot, this property offers breathtaking panoramic views of the ocean, vibrant sunsets, mountains, and possibly whale sightings during the season, creating a truly majestic backdrop for your Hawaiian escape.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,060 
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Luxurious 3BR Condo in Poipu with Ocean Views
Luxurious 3BR Condo in Poipu with Ocean Views
Luxurious 3BR Condo in Poipu with Ocean Views

Luxurious 3BR Condo in Poipu with Ocean Views

Pili Mai is the newest development on Kauai's south shore, situated adjacent to the scenic Poipu Kiahuna Champion Golf Course. This second-story, three-bedroom, three-bath condo offers a perfect blend of comfort and style for your dream vacation.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $976 
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Luxury Hale Leimomi in Poipu Hawaii
Luxury Hale Leimomi in Poipu Hawaii
Luxury Hale Leimomi in Poipu Hawaii

Luxury Hale Leimomi in Poipu Hawaii

In this sparkling new villa, laid-back comfort harmonizes beautifully with luxurious appointments and upscale amenities. Covering 3,902 square feet, Hale Leimomi combines the elegance of a 4-star resort with the relaxed charm of an island hideaway.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,144 
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Luxury Poipu Townhome with Ocean & Golf Views
Luxury Poipu Townhome with Ocean & Golf Views
Luxury Poipu Townhome with Ocean & Golf Views

Luxury Poipu Townhome with Ocean & Golf Views

Experience the best of Kauai at Nani Ka Hale, a beautifully appointed townhome in the newest Pili Mai community in Poipu. This spacious condo spans the second and third floors, offering stunning distant ocean views from the living room, dining area, lanai, upstairs loft, and master bedroom.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $456 
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Luxury 3BR Condo with Ocean & Golf Views in Kauai
Luxury 3BR Condo with Ocean & Golf Views in Kauai
Luxury 3BR Condo with Ocean & Golf Views in Kauai

Luxury 3BR Condo with Ocean & Golf Views in Kauai

Welcome to Pili Mai, a stylish and contemporary 3-bedroom, 3-bathroom condo nestled on the scenic Kiahuna Golf Course on Kauai's south side. Perfect for up to 6 guests, this second-story unit combines modern comfort with breathtaking views of lush golf greens and distant ocean vistas.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $788 
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Spacious 4-Bedroom Condo Near Poipu Beaches
Spacious 4-Bedroom Condo Near Poipu Beaches
Spacious 4-Bedroom Condo Near Poipu Beaches

Spacious 4-Bedroom Condo Near Poipu Beaches

This spacious three-story condo offers a comfortable and convenient retreat in Poipu. The second and third floors feature four bedrooms, including two luxurious master suites on the main floor. Upstairs, two bedrooms with twin XL beds can be converted into King beds, each equipped with Smart TVs for entertainment.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,223 
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Poipu Oceanfront Ground Floor Condo with A/C
Poipu Oceanfront Ground Floor Condo with A/C
Poipu Oceanfront Ground Floor Condo with A/C

Poipu Oceanfront Ground Floor Condo with A/C

Experience the best of Poipu in this beautifully remodeled ground floor corner unit located in exclusive Bld 11, just steps from the pristine Poipu Beach. As the only oceanfront condos in Poipu, it offers stunning views and easy beach access.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 5
Hawaii> Koloa
from $805 
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Remodeled 1BR Kiahuna Plantation Condo with Ocean Access
Remodeled 1BR Kiahuna Plantation Condo with Ocean Access
Remodeled 1BR Kiahuna Plantation Condo with Ocean Access

Remodeled 1BR Kiahuna Plantation Condo with Ocean Access

Experience the comfort and beauty of our latest addition to Kiahuna Plantation, condo #87, a fully remodeled 1-bedroom unit perfect for family or romantic retreats. Updated as of August 2023, this ground-floor condo offers modern amenities and a prime location within the resort.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $741 
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Modern 3-Bedroom Condo Near Kiahuna Golf Course
Modern 3-Bedroom Condo Near Kiahuna Golf Course
Modern 3-Bedroom Condo Near Kiahuna Golf Course

Modern 3-Bedroom Condo Near Kiahuna Golf Course

Discover Pili Mai 15A, a beautifully updated three-bedroom condo nestled within the scenic Kiahuna Golf Course. Surrounded by lush greenery, mountain vistas, and distant ocean views, this property offers a perfect blend of modern comfort and Hawaiian charm.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $578 
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Luxury Kukui'ula Villa with Infinity Pool & Ocean Views
Luxury Kukui'ula Villa with Infinity Pool & Ocean Views
Luxury Kukui'ula Villa with Infinity Pool & Ocean Views

Luxury Kukui'ula Villa with Infinity Pool & Ocean Views

Located in the prime Kukui'ula neighborhood of sunny Poipu, this exquisite villa offers breathtaking views of rolling hills, lush orchards, and the sparkling ocean beyond. Hale Ho'uluulu is designed for comfort and elegance, featuring 5 spacious bedrooms and 5½ baths across two bright, airy levels, accommodating up to 12 guests.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,834 
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Lei Ohana at Koloa Kai Vacation Rental
Lei Ohana at Koloa Kai Vacation Rental
Lei Ohana at Koloa Kai Vacation Rental

Lei Ohana at Koloa Kai Vacation Rental

Experience the ultimate Kauai escape at Lei Ohana, a spacious ranch-style retreat in Poipu offering over 3,000 sq ft of comfort and privacy. Nestled in a peaceful neighborhood, this home provides a perfect blend of relaxation and convenience, just minutes from pristine beaches like Poipu Beach and Brennecke's.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Koloa
from $1,532 
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Family-Friendly Ocean View Condo at Pili Mai 13C
Family-Friendly Ocean View Condo at Pili Mai 13C
Family-Friendly Ocean View Condo at Pili Mai 13C

Family-Friendly Ocean View Condo at Pili Mai 13C

Discover the perfect family getaway at Pili Mai 13C, a spacious and modern condo offering breathtaking ocean and mountain views on Kauai's beautiful south shore. Surrounded by the Kiahuna Golf Course, this condo combines comfort and convenience, just minutes from pristine beaches, shopping, and dining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $499 
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Sugar Mill Cottage in Poipu with Beach Access
Sugar Mill Cottage in Poipu with Beach Access
Sugar Mill Cottage in Poipu with Beach Access

Sugar Mill Cottage in Poipu with Beach Access

Experience the perfect Kauai getaway at Sugar Mill Cottage, nestled in the heart of Poipu Kai Resort. This beautifully upgraded, one-level home offers approximately 1,400 square feet of comfortable living space, ideal for families or friends seeking a relaxing retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $503 
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Luxury Makanui Estate with Ocean & Mountain Views
Luxury Makanui Estate with Ocean & Mountain Views
Luxury Makanui Estate with Ocean & Mountain Views

Luxury Makanui Estate with Ocean & Mountain Views

Makanui Estate at Koala Kai offers a luxurious and spacious retreat in Poipu, Kauai, perfect for family or group vacations. The estate features stunning ocean and mountain views, a main home with three bedrooms, and a separate two-story guesthouse for added privacy.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 17
Hawaii> Koloa
from $1,509 
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Luxury Poipu Penthouse Villa with Tropical Views
Luxury Poipu Penthouse Villa with Tropical Views
Luxury Poipu Penthouse Villa with Tropical Views

Luxury Poipu Penthouse Villa with Tropical Views

Experience the ultimate Kauai getaway in our luxurious Poipu Penthouse Villa, a spacious 2,000 sq ft residence designed for comfort and style. The villa is elegantly furnished with Tommy Bahama plantation-style decor, creating a relaxed yet sophisticated atmosphere throughout.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,164 
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Luxury Poipu Villa with Pool and Modern Amenities
Luxury Poipu Villa with Pool and Modern Amenities
Luxury Poipu Villa with Pool and Modern Amenities

Luxury Poipu Villa with Pool and Modern Amenities

Welcome to your perfect Kauai getaway in the luxurious Pili Mai resort, built in 2019 with a stunning plantation-style design, lush tropical gardens, and top-tier amenities. This spacious, single-floor condo—unit 14-J—offers an accessible, step-free layout with a fully equipped granite and stainless steel kitchen featuring ample counter space and a large central island with casual seating, ideal for family meals and entertaining.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $697 
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Luxury Hale Keaka at Kukuiula in Koloa
Luxury Hale Keaka at Kukuiula in Koloa
Luxury Hale Keaka at Kukuiula in Koloa

Luxury Hale Keaka at Kukuiula in Koloa

5-bath estate in Koloa, Hawaii, accommodating up to 14 guests seeking an exquisite south shore Kaua'i retreat.
Step into Hale Keaka at Kukuiula, a brand-new luxury estate that seamlessly combines contemporary decor with breathtaking ocean and golf course views.

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

Hawaiian Plantation Style Home on Kiahuna Golf Course

This beautiful Hawaiian Plantation Style residence, thoughtfully designed by a local architect, is situated on the 8th fairway of Kiahuna Golf Course, offering scenic views of Haupu Mountain. The home features a spectacular gourmet kitchen perfect for culinary enthusiasts, a spacious pantry, outdoor BBQ lanai, and a fresh herb garden to inspire outdoor dining experiences.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 9
Hawaii> Koloa
from $1,097 
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