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.
Koloa, located on Kauai's sun-drenched South Shore, blends plantation-era charm with upscale vacation comfort. As the site of Hawaii's first sugar plantation, this historic town retains its cultural heritage through preserved architecture, small-town streets, and local artisan shops.
About Koloa Vacation Rentals
Vacation rentals in Koloa include beautifully restored plantation cottages, spacious homes, and luxury villas equipped with modern comforts like private lanais, chef-style kitchens, and resort-style amenities. Whether you're planning a romantic retreat or a multigenerational stay, Koloa accommodations cater to all types of travelers.
Key Features of Koloa Rentals
- Charming plantation homes and modern villas with private lanais
- Access to shopping, restaurants, and heritage walking trails
- Short drive to Poipu Beach, hiking trails, and golf courses
- Family-friendly and couple-ready options with local flair
- Close proximity to Kauai's sunny coastal attractions
Nearby Attractions & Local Highlights
- Stroll the Koloa Heritage Trail and learn about the town's plantation history
- Explore the beaches, dining, and snorkeling opportunities in Poipu
- Play a round at the nearby Kukuiolono or Poipu Bay Golf Course
- Visit the Spouting Horn blowhole and the National Tropical Botanical Garden
Why Stay in Koloa?
Staying in Koloa offers the perfect balance between cultural immersion and resort-style relaxation. It's a convenient home base for discovering Kauai's South Shore, with easy access to both natural and historical treasures. For travelers wanting proximity to beaches but a quieter, more historic setting than Poipu, Koloa is an ideal fit.
Browse and book your Koloa vacation rental below to enjoy the best of Kauai's heritage and hospitality on the South Shore.
Riverfront condo across from ocean. Sleeps 6
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 living rooms featuring a sofa bed each, ideal for extra company. The bathroom includes a relaxing bathtub with shower and a...
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab!Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make This resort appear the stuff of dreams. Nestled in over twenty acres of lush tropical gardens overlooking...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
Hale O‘Kapeka – Spacious 3BR Poipu Home with Ocean Views & Hawaiian Soul
Welcome to Hale O‘Kapeka, a beautifully cared-for home that blends island soul with everyday comfort. Located in the heart of sunny Poipu, this spacious three-bedroom, two-bath retreat invites you to relax, unwind, and experience Kauaʻi with intention. With nearly 2,000...
New Listing 3 Bedroom on the Golf Course in sunny Poipu
Welcome to Pili Mai 7I, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this multi-level retreat is just minutes from Poipu Beach, shopping, and dining. Designed with classic plantation-style charm,...
Pili Mai 6I – Golf Course Views, Distant Ocean Views, Central A/C
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 central A/C, a gourmet kitchen, two private lanais, and modern island design. Enjoy resort-style pools, fitness center, and...
Welcome to Poipu Palms #101, a rare ground-floor oceanfront corner condo in one of Poipu’s most peaceful boutique complexes. With just 12 units, enjoy an intimate coastal retreat. Watch turtles and whales from the sundeck, relax on the oversized lanai at sunset, and...
Marriott's Waiohai Beach Club in perfect Koloa 2 bedroom Sleeps 6
Welcome to Hawaiʻi's Garden Isle, Kauaʻi. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poʻipū Beach, widely considered one of America's...
Regency at Poipu Kai 123 By Parrish Kauai - Short walk to Beach
The Regency at Poipu Kai offers some of Kauai’s most refined condo accommodations on the South Shore. Fully air-conditioned and beautifully furnished, each villa features stylish interiors and modern amenities—delivering relaxed island living just minutes from Poipu...
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Enjoy a relaxed island retreat in this spacious two-bedroom, two-bath garden-view villa at The Point at Poipu on Kauaʻi’s sunny south shore. Designed for families or groups who want comfort and space, the villa features a master bedroom with a king-size bed and en-suite...
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Welcome to your peaceful Poipu Beach retreat The Palm House — a perfectly located, ground-floor walkout condo just a short 3-minute stroll through lush, tropical gardens to the shoreline. Set in one of the most walkable and convenient areas of Poipu, this home offers a...
Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu
Be one of the very first guests to stay in this brand-new-to-market vacation rental.Welcome to Koloa Shore Cottage — your peaceful escape at the historic Koloa Landing area in sunny Poipu, also known as Whalers Cove. Step outside and take in breathtaking views of the...
Kainani Vacation Home 10: 5 BR Ocean View Home with Pool
Welcome to Kainani Vacation Home 10- where trade winds, golden sunsets, and effortless island living come together in one stunning home. With ocean and golf course views, nearly 4,700 square feet of indoor-outdoor living, and a layout designed for gathering, relaxing,...
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
Escape the ordinary and embrace the extraordinary at Marriott’s Waiohai Beach Club, where stunning natural beauty and endless fun await. Nestled on the golden shores of Kauai, this two-bedroom villa offers the perfect family getaway, combining all the comforts of home...
Hilton's Point at Poipu - Luxury 2 Bedroom Villa
Weeks are offered on a Friday, Saturday, and Sunday check-in & out in SEVEN NIGHT INCREMENTS.The REQUEST TO BOOK feature is a request for a reservation, not a confirmed stay. Please do not reserve your airfare until you have communicated with us and we have accepted the...
Spacious, family friendly Waikomo Streams condo with pool - walk to Baby Beach
Waikomo Stream Villas 131Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical paradise in Poipu, HI! This charming condo is nestled amidst lush landscaping and...
Kahala 633 – Ocean-View 1BR Near the Beach
Summary:Top-floor 1-bedroom condo with ocean views overlooking Brennecke’s Beach and the Poipu Kai greenbelt. Features vaulted ceilings, private lanai, portable A/C in the bedroom, full kitchen, washer/dryer, beach gear, and access to Poipu Kai pools, tennis courts, and...
New listing! Poipu Condo with Pool, Jacuzzi, Gym
Welcome to your Kauai paradise at "Kauai Pili Mai 15F," a stunning 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poi'pu. This beautifully designed property offers a perfect blend of comfort and luxury, ideal for families or groups of friends seeking a...
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
Marriott Waiohai Beach Club: 2 bedroom Villa oceanfront resort on Poipu Beach
Marriott's Waiohai Beach Club - 2 Bedroom, 2 Bath, Full Kitchen, sleeps 8. Full Resort Access.Units assigned upon check-in. Full access to the resort’s services and amenities are included with every reservation. Located on the beautiful Poipu beach on the island of...
2/2 BEACHFRONT RESORT w AC, Poipu Bch, Kiahuna Gardenview, Pool/Gym/Courts
AC throughout the condo. This is the only condo resort in Poipu on a sandy beach! Other condos are on a rocky shoreline or a long walk or drive to the beach. This beautiful and spacious 2-level garden view condo has a full sized kitchen with everything you need to feel...
HGVC Point At Poipu 2 Bed 2 Bath Unit
PLEASE DO NOT RELY ON CALENDAR FOR AVAILABILITY! THIS IS A TIMESHARE RESORT AND THEREFORE DATES COME AND GO EVERY DAY. PLEASE USE "ASK OWNER A QUESTION" BUTTON FIRST TO INQUIRE ABOUT AVAILABILITY. DO NOT SEND A BOOKING REQUEST BEFORE CONFIRMING YOUR DESIRED DATES ARE...
Family Retreat: 2BR Villa at Sheraton Kaua‘i Resort
Located on Kaua‘i’s sunny South Shore, the 2-Bedroom Villa at Sheraton Kaua‘i Resort is the perfect choice for families or groups seeking space, comfort, and direct access to Po‘ipū Beach. With approximately 1,100 square feet of living space, this villa comfortably...
Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Beautiful new renovation to this charming two bedroom 2 bath, ground floor condo. The living and dining areas are spacious and breezy, just steps from the pool. Generous kitchen for cooking fabulous meals, and the lanai looks out over the ocean with a great view of...
Welcome to Wainani Sunset Estate – your island home away from home. This retreat features four suites with walk-in closets, en-suite baths, and split AC. Cook and gather in the open kitchen and dining area, then step outside to the lanai with BBQ, lounge, and fire-pit...
The three-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
Pili Mai 6M by Gather: Garden-View Condo w/ Lanai & Beach Access
Tucked along the Kiahuna Golf Course in sunny Poipu, Pili Mai 6M blends resort comfort with Kauai’s signature indoor-outdoor ease. This single-level, three-bedroom, three-bath condo offers 1,478 square feet of bright, air-conditioned living space framed by golf-course...
Welcome to your dream vacation home in Koloa, Hawaii! Nestled in a serene and picturesque setting, Villa 8 offers a luxurious escape for up to eight guests. This stunning 4-bedroom, 4.5-bathroom villa boasts a spacious 3,200 square feet of living space, perfect for...
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of comfort and luxury, accommodating up to six guests. Each bedroom features a plush king-sized bed, ensuring a restful night's...
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends. Each bedroom is equipped with a plush king-sized bed,...
4 Bedroom Ocean View Home w/Private Pool
*Please note that this private home requires a minimum stay of 30 nights for bookings online. If you are interested in a shorter stay, please call our reservations team to discuss options.Feel a sense of serenity wash over you the moment you step inside your Hale Malie...
Villa 15 at The Lodge at Kukui'ula on Kaua'i
Villa 15 at The Lodge at Kukui'ula on Kaua'i is an exquisite, luxury retreat that combines the best of tropical living with world-class amenities. Located within the prestigious Kukui'ula resort on Kaua'i's south shore, this stunning villa provides an unparalleled...
Welcome to Lodge at Kukui'ula Villa 10, your private island retreat on the sunny south shore of Kaua‘i. Blending laid back elegance with modern comfort, this four-bedroom villa offers a serene escape surrounded by the beauty of Hawai'i's lush landscape, sparkling ocean,...
Welcome to the Lodge at Kukui'ula Villa 6, a luxurious haven tucked away on Kauai's stunning South Shore. This spacious four-bedroom, four and a half-bathroom villa offers the perfect blend of contemporary elegance and island charm, making it an ideal retreat for...
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
This stunning villa provides barefoot elegance and comfortable accommodations for up to eight guests across four bedrooms. Three bedrooms are found in the primary home, with a fourth bedroom located in the detached 'ohana, providing a private oasis for guests who choose...
The Lodge at Kukui‘ula - Villa 3
Vacationing in Villa 3 at The Lodge at Kukui'ula offers a luxurious experience nestled in the heart of Kaua'i's stunning South Shore. This exceptional accommodation provides guests with an authentic Hawaiian retreat featuring sophisticated plantation-style architecture...
The Lodge at Kukui‘ula - Villa 2
The four-bedroom villas at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf–designed golf course, sprawling spa...
The Lodge at Kukui‘ula - Cottage 15
The two-bedroom cottages at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling spa...
The Lodge at Kukui‘ula - Cottage 12B
Cottage 12B at The Lodge at Kukui'ula on Kaua'i offers luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf–designed golf course, sprawling spa and wellness...
The Lodge at Kukui‘ula - Cottage 12
Welcome to The Lodge at Kukui'ula Cottage 12, a serene and luxurious getaway nestled in the heart of Kaua'i's stunning South Shore. This charming three-bedroom cottage combines Hawaiian elegance with modern amenities, providing the perfect setting for relaxation and...
The Lodge at Kukui‘ula - Cottage 11
Nestled along the breathtaking south shore of Kaua'i, Cottage 11 at the prestigious Lodge at Kukui'ula offers an unparalleled Hawaiian escape. This exquisite three-bedroom accommodation provides a perfect blend of luxury, comfort, and authentic island living.As a guest...
The Lodge at Kukui‘ula - Cottage 10
Cottage 10 at The Lodge at Kukui'ula is a private sanctuary nestled on Kauai’s sun-drenched south shore. This charming three-bedroom cottage blends classic Hawaiian style with modern luxury, creating a warm and inviting retreat perfect for couples, families, or small...
The Lodge at Kukui‘ula - Cottage 7
Escape to an extraordinary Hawaiian sanctuary nestled in the breathtaking South Shore of Kaua'i within a private 1000-acre resort community. Cottage 7 at the prestigious Lodge at Kukui'ula offers a perfect blend of luxury, comfort, and authentic island living.This...
The Lodge at Kukui‘ula - Cottage 5
Welcome to The Lodge at Kukui'ula's Cottage 5, an enchanting escape nestled in the heart of Kaua'i's lush South Shore. This exquisite three-bedroom cottage combines modern luxury with island charm, offering the perfect retreat for those seeking peace, comfort, and...
The Lodge at Kukui‘ula - Cottage 3
This spacious three-bedroom vacation rental cottage on Kaua'i features one main house with two primary bedrooms and a stand-alone one-bedroom 'ohana. Situated within easy walking distance of the amenities of The Club at Kukui'ula, Cottage 3 has a prime location for...
The Lodge at Kukui‘ula - Bungalow 15
Step into the pinnacle of tropical luxury and comfort when vacationing in a two-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. Guests staying at Bungalow 15 enjoy privileged access to the esteemed amenities of The Club at Kukuiʻula. This exclusive enclave along...
The Lodge at Kukui‘ula - Bungalow 14
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
The Lodge at Kukui‘ula - Bungalow 12
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
The Lodge at Kukui‘ula - Bungalow 11
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua‘i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...