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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Poipu Shores 107A Corner Unit, Oceanfront

Reviews (5)

Summary:Poipu Shores 107A Short Walk to BeachesThe Space:POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

500 Feet to the Ocean!

Reviews (4)

The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189

Reviews (2)

Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 KOLOA, Hawaii

MA-1205 - Ocean Views AC

Summary:Ocean-view Poipu retreat with views from every room, fully remodeled interiors, split A.C. in the living room and both bedrooms, resort pool and hot tub, and walkable access to Poipu Beach, Brennecke’s, Shipwreck’s Beach, and the coastal path.The Space:Makahuena...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Tropical 2BR Partial Ocean View Villa at The Point at Poipu

Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Cozy 2-bedroom in awesome Koloa with AC in bedrooms and various resort amenities

Welcome to this gorgeous timeshare in Koloa. This perfect two-bedroom retreat features a queen bed and a two twin bed, plus a cozy living room with a full bed pull out sofa for extra comfort. Guests enjoy two bathrooms, including one with a relaxing jetted bathtub. The...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Kauai Modern Luxury •Near Beach •A/C •Golf Views •WiFi •Huge Kitchen •Sleeps 12

• New Poipū luxury with central A/C• Sunrise/sunset golf views from relaxing lanai• Huge modern fully stocked kitchen + high-end appliances• High end furniture from Restoration hardware• Comfortable mattresses + extra linens if needed• Spacious dining + fast WiFi with...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 12
📍 Koloa, Hawaii

Spacious Poipu Home with Guest House, Resort-Style Outdoor Living & Pool!

Welcome to an exceptional luxury retreat in the prestigious Poipu Beach Estates, tucked away on a quiet cul-de-sac just minutes from world-class beaches, shopping, and dining. Designed for both relaxation and entertaining, this stunning island retreat offers expansive...

🛏 6 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 11
📍 Koloa, Hawaii

New! Studio Suite with Pool by Beach with AC

Presenting Bird of Paradise Suite! Relax and replenish at this unique and tranquil getaway. Quiet studio retreat with king bed, AC, private lanai and delightful heated saltwater pool. Semi private backyard is shared only with identical sister suite.Conveniently steps...

🛏 Studio
🛁 1 Bathroom
👤 Sleeps 2
📍 Koloa, Hawaii

Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby

Discover the perfect blend of island comfort and spacious living in this two-bedroom, two-bath villa at The Point at Poipu on Kauaʻi’s sunny south shore. Ideal for families or friends traveling together, the residence includes a master bedroom with a king bed and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Oceanfront Poipu Palms #101 - Stunning Views, Pool, Trade Winds, Ground Floor

Reviews (1)

Welcome to Poipu Palms #101, a rare ground-floor oceanfront corner condo in one of Poipu’s most peaceful and beautifully situated boutique complexes. With just 12 units, Poipu Palms offers an intimate coastal retreat. Watch sea turtles and whales from the sundeck right...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle

Reviews (2)

Welcome to your peaceful Poipu Beach retreat — 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 calm, breezy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

Family friendly condo w/ private lanai, shared hot tub & pool - close to beach

Kahala 914Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Kahala at Poipu Kai resort, your perfect getaway in beautiful Koloa, HI! This charming condo offers a blend...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu

Reviews (3)

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...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Koloa, Hawaii

5BR Ocean View Home close to shopping, dining, beaches

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,...

🛏 5 Bedrooms
🛁 6 Bathrooms
👤 Sleeps 11
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Kahala 633 – Ocean-View 1BR Near the Beach

Reviews (1)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Koloa, Hawaii

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 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor

Reviews (1)

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...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Wainani Sunset Estate

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...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

3 Bedroom Cottage - Platinum

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

Dream Vacation Home in Koloa

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...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

3 Bedroom Cottage - Platinum

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...

🛏 3 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

2 Bedroom Cottage - Platinum

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,...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Koloa, Hawaii

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...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Lodge at Kukui'ula Villa 10

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,...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Lodge at Kukui'ula Villa 6

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...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Lodge at Kukui'ula Villa 5

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...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

Lodge at Kukui'ula Villa 4

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...

🛏 4 Bedrooms
🛁 5 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Koloa, Hawaii

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...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Koloa, Hawaii

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