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.
koolkondo Ohana House with Pool by the beach
Welcome to koolkondo where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it all. You will absolutely enjoy your home away from home with VIP concierge style services in modern island luxury!Aloha and...
Spectacular Oceanfront Corner Unit Condo at Kuhio Shores
Closest complex to the water in Poipu, this corner unit in Kuhio Shores is situated on the third floor. Repeat guests come year after year to enjoy our air conditioned oceanfront condo. Whether it's to be lulled to sleep by the sound of the waves, relaxing on the lanai...
Poipu Luxury Farmhouse: NEW Estate with Access to Pool & Pickleball
Welcome to our Luxury Farmhouse, perfect for large groups or families. Just a half mile from the beach, this property features 5 bedrooms, 4 baths, 2 family rooms, and 1.5 kitchens. Enjoy open shared spaces, private lanais, well-equipped kitchens, spacious baths, A/C...
Hale Ohana - Beautiful 'House of the Family' - Poipu Beach - sleeps 6
Hale Ohana, meaning "family house," is nestled in a charming neighborhood, just a 10-minute walk from the stunning crystal blue waters and sandy beaches of the Poipu Beach Resort area. Enjoy activities like surfing, swimming, bodyboarding, sunbathing, snorkeling, and...
A Beautiful Condo at the Waters Edge with a Great View
This beautiful condo is at the waters edge in Poipu Beach situated on the third floor. It has a fantastic, unobstructed view of a beautiful bay and the ocean. Taking full advantage of cooling trade winds, this vacation rental is on the end of the complex, which provides...
Honu La'e - 4 Bedroom, 4 Bath Ocean Front Vacation Home in Poipu with A/C
Perfect for your custom Poipu vacation, Honu La`e has 4 bedroom 4 bathrooms. Located near Koloa Landing in the heart of Kauai’s scenic South Shore, Honu La`e is close to ocean activities including world class body surfing, several surf breaks, snorkeling and swimming....
Kahala 414 - Private Two-Bedroom Condo in Poipu Kai
KAHALA 414 AT KOLOA KAI VACATION RENTALSSpacious Two-Bedroom Ground-Floor Retreat in Poipu Kai ResortWelcome to Kahala 414, a relaxing and well-appointed two-bedroom, two-bathroom condo located in the heart of the beautiful Poipu Kai Resort. This ground-floor retreat...
Kiahuna - Ocean View - Ground Floor on Great Lawn with AC!
Aloha and welcome to your dream vacation destination in Kauai! Let me introduce you to our cozy beach bungalow, located in the sunny south shore of the island. You'll be staying in Building 27 and entering unit #175, an oceanview condo on the Kiahuna "Great Lawn." This...
Kauai Exclusive - Poipu Makani Lani - Private Home w/ Pool, Spa & AC
Named "Heavenly Breezes" for a reason, Poipu Makani Lani is a 4-bedroom, 3.5-bathroom custom home that is perfectly perched on the Kiahuna Golf Course's first hole. This modern single-level home offers three luxury master suites and a guest suite creating ultimate...
Oceanfront * Air Conditioned * Top Floor * Large Lanai * Updated!
As Owners who live here five months of the year we pride ourselves in providing all the amenities one could possibly want to make your visit enjoyable, including air conditioning throughout. We have often been told that staying in our condo is like being on a cruise...
Aloha Spacious Villa w/ AC & Garden, Walk to Beach
Five minutes on foot from Poipu Beach, our 1550-square-foot, fully air-conditioned, two-bedroom, two-bathroom unit is situated on the ground floor amid verdant tropical landscaping. Savor a private lanai with a private barbecue and outdoor dining in addition to large...
*NEW Poipu 2BR Retreat|Pool|AC & Athletic Club
Discover luxury in the serene Poipu Beach Estates with our charming 2br/1ba cottage. Enjoy farmhouse-inspired design, full kitchen with KitchenAid appliances, and quartz countertops. Relax in A/C-cooled bedrooms or on the lanai. Exclusive access to Poipu Beach Athletic...
The Penthouse at Poipu Shores 406A, Oceanfront With Best View in Poipu, A/C
3 Bedrooms, 3 Bathrooms, Living Room, Separate Dining Room, Full Kitchen, LaundryThe Penthouse at Poipu Shores is the corner unit on the top floor, and is only a few feet from the ocean. Originally built for the developer, it is the largest condo at Poipu Shores (2200...
Kauai Exclusive - Pane Makai Dolphin Suite - Steps to the Beach!
With ample room and durable bamboo decor, this plantation-style beach suite is less than a minute's walk to the beach. This spacious, air-conditioned home sleeps up to eight people and is the perfect gathering place for family, friends, and loved ones. This 3,000 square...
Cute 4br Bungalow steps to the Ocean
Welcome to our Nalo Road Bungalow, a picturesque home situated just a few blocks from Poipu Beach Park and steps from the ocean. You will love views from the large covered lanai that has plenty of space for relaxing and socializing with friends. The great room is...
Nihi Kai 203 Poipu Poolside - Ocean Views, w/AC
NIHI KAI 203 AT KOLOA KAI VACATION RENTALSPolynesian-Inspired Luxury in the Heart of PoipuWelcome to Nihi Kai 203, where the beauty of Kauai meets the comforts of modern living. This beautifully remodeled 2-bedroom, 2-bathroom condo offers a luxurious retreat with...
Kiahuna Plantation Ocean View Beautiful, REMODELED, Steps to the beach!
We are excited to share with you our remodeled Kiahuna Plantation Condo with new kitchen, bathroom, living room and more! Kiahuna Plantation is the perfect beach vacation getaway for young families, couples and active travelers. Located in beautiful Poipu on the...
Bamboo Beach Studio in Poipu with Ocean View
Property TMK # 2-6-005-022-0091Come and Experience Kauai's Sunny South Shore and Beautiful Beaches. Towering Eucalyptus Trees form the Famous Arch known as The Tunnel of Trees as it Welcomes our Visitors and Marks the Official Entrance into Koloa & Poipu. The Seaview at...
Nihi Kai #602 - Beautiful Garden View; Just Minutes to the Beach!
Welcome back to paradise!!Rates shown in Sept and Oct reflect the 20% discount.This beautiful 2-bedroom 2-bath home is located at Nihi Kai Villas, one of the nicest resorts on Kauai's south shore. Beautifully decorated, immaculately maintained, and offering one of the...
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a quiet street in the beautiful Kiahuna Golf Village, close to beaches restaurants and shopping. This 3700 square foot...
Spacious Poipu-Kai 2BR Condo: A/C, Pool Access, and Prime Kaua'i Location
Why you'll Love this condo:Located in coveted Poipu-Kai in the Heart of Sunny Poipu on the Southernmost tip of Kaua'i, this VERY spacious 2-bedroom 2-bath condo features all the comforts and conveniences of home plus amenities including outdoor grills, access to 3...
AC OCEANFRONT END-CORNER UNIT NOTHING BUT OCEAN AND TURTLES, B201
Views don't get any better than this. Watch endless PACIFIC OCEAN. Turtles, Dolphins, whales during whale season and other ocean activities. 2 bedrooms, 1 1/2 bath. lanai . Ground floor unit makes for easy access. Oceanfront pool. It has to be one of the most awesome...
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Three bedrooms, 1 King bed, 1 Queen bed, 2 Twin beds, 3 full bathrooms, upgrades, washer and dryer in unit, ground floor lanai, single car garage, near BBQ's, wonderful views, great complex amenities.Relax and enjoy the expansive fairway views right from the ground...
Oceanfront Corner Remodeled Central Air, Crashing Surf, Great Sunsets, 72' Lanai
***Totally Remodeled and Best Location in Poipu*** Makahuena #5203 Oceanfront Corner Suite provides "Front Row" 180 degree views of the Pacific Ocean and the Kauai coastline with a luxurious tropical design and decor. Central Air Conditioning. Watch whales and turtles...
Affordable Luxury in tranquil setting. Walk to beaches, pool, tennis & dining.
Step through the door of Hale Mahina Kauai and feel the aloha. The great room is the center of the home and opens onto the expansive screened lanai and the tranquil garden in the private back yard beyond. Both the kitchen and master bedroom also open to the lanai which...
Pili Mai 7M: Delightful Poipu Condo w/ Shared Pool & Spa, Near Beaches & More
This single-story, ground-floor condo opens to the scenic Kiahuna Golf Course, with ocean views beyond. Its newly constructed floor plan features central air conditioning and three spacious bedrooms, each with a television and its own full bath. Pili Mai 7M has an...
Kuhio Shores Oceanfront Corner Unit
Beautiful oceanfront Poipu condo in the closest complex to the water. This ground floor corner unit in Kuhio Shores offers stunning ocean views from every room, with the seawall and water just steps from your lanai. This condo features one bedroom with a king bed,...
Great OCEAN VIEW... Walk to beach and GRAND HYATT....NEW RENOVATION FOR 2024
Newly RENOVATED baths and kitchen...stunning. Absolutely one of the BEST VIEWS, in Poipu Sands, from this second floor OCEAN VIEW condo. Poipu Sands is a low density condo development, featuring wide open green lawns leading down to the ocean. This unit has the largest...
Poipu Palms #102 Oceanfront, pool, near beach
Part of the intimate Poipu Palms condo community, this tropical property stuns with incredible ocean views. Out on the private lanai, gather with your ohana to sip on a cool drink and let the ocean breezes lull you into complete relaxation mode.Whip up meals in the...
Lovely Ocean View Second Floor End Unit, Great Views, Tennis Club Included
Unit 25 has certain attributes that make it especially desirable. It has recently been remodeled to improve the white water views while keeping the unique Kiahuna style redwood trim throughout. This is a second floor unit, which provides more privacy than the ground...
Family friendly condo near beach
This 'Regency at Poipu Kai,' non-smoking, two bedroom, two bath, garden view condo is centrally located in the Poipu area. The lush green surroundings are accentuated with palm trees, ginger, and hibiscus. This secluded, very private condo is a ground-floor unit with...
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.
**Update: As of 5/1/23, both A/C systems in the home are fully functional**Located on the South side of Kaua'i in Po'ipu, this architecturally delightful slate roofed 3,332 sq. ft. home has spectacular views of the blue Pacific waters. Makalae is a truly intricate and...
Steps from Poipu Beach, Full A/C, beautiful Manualoha condo w/Ground Floor Entry
Located in the premier Manualoha community of Poipu Kai resort, our 2 bedroom, 2 bath townhouse style condo is a short downhill stroll to the beach with a fabulous ocean-front pool, a tennis center with 8 courts and landscaped grounds with access to all nearby...
Daydream Believer, House, 4 bed, 3 bath, sleeps 13
DAYDREAM BELIEVER AT KOLOA KAI VACATION RENTALSMountain Views, Steps from Shipwreck Beach, and Room for the Whole OhanaWelcome to Daydream Believer, where the spirit of aloha and family come together in a spacious, mountain-view retreat just a five-minute walk from...
Hale Mahana Kai: 3BR Oceanfront Kukuiula Bay Home
With its exceptional shoreline location, Hale Mahana Kai is among our spacious, Kauai oceanfront rentals so close to the water that the sound of the waves is heard in every room. Located near the end of the road, overlooking Kukui`ula Bay and beach as well as a short...
Kuhio Shores 417, Oceanfront, Amazing Ocean View
Kuhio Shores is on the sunny South Shore of Poipu Beach and is small and quiet. It extends out into the ocean so that there is water on each side. Our condo has an expansive ocean view from wall-to-wall, floor-to-ceiling windows in the living room and dining room. The...
Kahala 621 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
E Komo Mai — Welcome to Kahala 621!Located in the premier Poipu Kai Resort on Kauai's sunny south shore, Kahala 621 offers distant ocean views and lush tropical landscaping. Just steps from a scenic greenbelt walking path and minutes from popular beaches like...
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
A truly stunning oceanfront resort property offering six air-conditioned bedroom suites as well as pool, spa and access to Kukuiula beach park right across the street. Resort living at its best, this casually elegant, island-style private home offers ocean and coastline...
Live TOP Floor OceanFRONT. Relax & Sleep to Sounds of the Surf; AC or Tradewinds
Our fourth-floor, south shore condo is right ON the ocean so you have unobstructed views. You see "nothing but ocean" --and hear the sound of the surf-- as soon as you open your front door.This attractive, comfortable condo --with all the makings of "home"-- boasts a...
Hale Lani Kai By Parrish Kauai: steps from Poipu Beach with AC, great family vac
Enjoy this prime Poipu location and be only steps from popular Poipu Beach Park and Brennecke's beach! Nestled along a private side road with only access to the neighboring homes, you will enjoy being in the heart of Poipu Beach yet love the privacy and seclusion of...
Family Home Near Beach, Free Fitness Club, TVNCU#5050
Ala Muku ~ Kauai Vacation Home Near Famous Poipu Beach, sleeps 8, Free Fitness Club Membership.* No resort fees, no administrative fees. Compare and Save* Quiet neighborhood, great for families, 2 master suites* Fitness Club Included: Workout - Waterslide - Sports -...
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the Family
Located in one of Poipu's newest and exclusive neighborhoods Kukuiula Makai Cottage #8 is one of the South Shores spectacular homes. With distant ocean views and over 4,000 square feet of living space with a private pool, this oasis can be your home away from home while...
1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym
This beautiful 1-bdrm Kiahuna Plantation top floor condo has vaulted ceilings, partial ocean views, and a central property location. With Poipu beach a short 3-min walk away, this condo is an ideal haven to relax between outings to the beach, hikes, and all the amazing...
Sunny Villa Poipu Beach
Beautiful POIPU on the sunny south side of KAUAI!"Special" for inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Also enjoy our brand new outdoor pro putting green and putting holes...
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star !!!
By following strict cleaning and disinfecting guidelines, we are doing our best to have our guests stay safe while on vacation in our condo! This beautiful, fully air conditioned, 1620 sq' Poipu Kai Regency Villas condo is very spacious with two stories and an open loft...
Kiahuna Ohana Hale By Parrish Kauai-AC, pool, spa, distant ocean views!
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo and private swimming pool are the focal point of this fabulous outdoor living space. The home has plenty of shade and sun...
Oceanfront Two Bedroom Condo
Breathtaking Pacific ocean views when you walk in the door. Located only 30ft from the shoreline. Our ground floor unit has direct access to the sea. Full remodel in 2021. Our condo is fully air conditioned and has all the amenities you could ask for. A gourmet kitchen...
Private & Serene Cottage Poipu Beach TVNC #4209
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by private walls and fence. Located on Kauai's sunny and warm Southern shore is an easy 10 min walk or slow 3 minute drive...
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!
Welcome to our island home! Discover the ultimate getaway at the Garden Island Oasis at the Regency at Poipu Kai, nestled in the heart of the enchanting Poipu Beach area on the south shore of Kauai. This beautiful property is renowned for its lush landscapes and...
Ocean View, affordable luxury 2 bedroom condo
This lovely ocean view condo with park and mountain views is the perfect place to relax and enjoy the island. Wake up in the morning in a comfortable bed to a beautiful sunrise overlooking the ocean . Have your coffee/tea on the lanai while enjoying amazing mountain...