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 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Welcome to Hiki Moe Hale by GatherNestled in the exclusive Kukui'ula Subdivision on Kauai's breathtaking South Shore, Hiki Moe Hale by Gather is a luxurious 4-bedroom, 4.5-bathroom retreat offering the perfect blend of comfort, elegance, and resort-style living. Located...
NEW 4 BR Ocean view home in Poipu
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical...
Sheraton Kaua‘i Resort Villas | One-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 for 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 An additional savings...
Walk To The Beach! Family Friendly 2 Bedroom Condo in Kauai - Sleeps 6!
The Point at Poipu, located on Kauai’s picturesque south shore, offers a serene oceanfront escape. Nestled between lush gardens and the sparkling Pacific, the resort features spacious condo-style accommodations with fully equipped kitchens, private lanais, and modern...
Oceanview 1 Bedroom at Lawai Beach Resort, modern and updated!
Our newly updated ocean view condo on the 2nd floor of Lawai Beach Resort is ready for you!Recently updated with chevron flooring, new bathroom vanity, refreshed kitchen cabinets (new appliances coming in October), all new furniture...we are ready to host you!Lawai...
Lodge at Kukui'ula Cottage 15 - Luxury Plantation-Style Retreat
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...
Kiahuna Plantation 029 By Parrish Kauai
Kiahuna Plantation Resort is the only beachfront condominium resort in Poipu. The plantation style architecture is surrounded by over thirty acres of lagoons, lily and koi ponds, swaying palms, tropical flowers, fruit trees, orchids, and plumeria trees accented by...
koolkondo 2597 Halalu Compound
2597 Halalu CompoundWelcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Complete with a one bedroom Guest house, it is tucked away in a serene,...
Kiahuna Plantation Resort Garden View 1 Bedroom
Garden View 1 Bedroom- Spacious condo with balcony features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa bed in living area- 880 sqft/82 sqm-...
Hale Kai'opua - Modern Kauai Retreat with Private Pool & Lanai
Welcome to Hale Kai‘opua at Kukui'ulaNestled in the picturesque town of Poipu in the exclusive Kukui'ula community, Hale Kai‘opua is a luxurious 3-bedroom, 3.5-bathroom retreat offering breathtaking ocean and golf course views. Built in 2024, this modern home blends...
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Located in Koloa, this charming air-conditioned condo is a dream. This one-bedroom sanctuary with an amazing lanai, is a one-minute grass-covered walk to the beach. WiFi is provided during your stay. A bedroom featuring a cozy California king bed, ample drawers, and...
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in Poipu
PILI MAI 8K AT KOLOA KAI VACATION RENTALSSpacious Comfort with Ocean & Golf Views in PoipuExperience elevated island living at Pili Mai 8K, a beautifully appointed three-bedroom, three-bathroom condo located on the second floor of Kauai’s premier Poipu resort...
The Point at Poipu Kauai, Hawaii-HGVC Resort & Spa
You won't want to leave this charming, one-of-a-kind place. Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the...
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with laid-back island charm. Designed with a modern aesthetic, the home features clean architectural lines, curated...
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...
Tropical Oceanside Oasis - A bright and spacious studio on the beach!
Bask in the sunshine & aloha while relaxing in our bright, spacious & serene studio. The property boasts lush, tropical surroundings filled with swaying coconut trees, birds of paradise, orchids & koi ponds. This comfortable, airy top-floor unit is a stone's throw from...
Kiahuna Plantation Resort 63 Royal Garden 1 BD
- Second floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Luxury vinyl flooring in kitchen, bath and hallway and carpet in bedroom and living area- Full kitchen with quartz countertops and backsplash includes full...
New Listing! Poipu Townhome with Pool and Gym
Wake up to beautiful mountain and palm views at this Pili Mai townhome in Poipu. Experience everything Kauai's South Shore offers with easy access to golf, beaches, and shopping.Prime Location and AmenitiesLocated alongside Kiahuna Golf Course, just steps from Poipu...
Hale Hui Kai By Parrish Kauai - Central Poipu Location
Welcome to Hale Hui Kai, your Gathering Place by the Sea. This spacious three-bedroom plus den retreat in the heart of Poipu Beach Estates. Designed for families and friends to come together, this inviting home combines the ease of island living with modern comforts,...
Kiahuna Plantation Resort 303 Garden View 1 BD
- Private, lower floor condo with expansive garden views from spacious lanai including the Moir Gardens below- Tiled flooring throughout with cozy carpet in the bedroom- Kitchen and appliances newly refreshed and includes full size glass top stove with oven, microwave,...
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
New Remodeled May 2025 1-bed.Apartment in Kiahuna with AC and fiber internet.
Located in Koloa, enjoy what this 1-bedroom apartment has to offer. Guests can take advantage of the fitness room, iron, hair dryer, AC, heating, and WiFi during their stay. The cozy bedroom provides a nice retreat after a day of exploring. Make your holiday one for the...
Cozy 1-bedroom condo with AC, WiFi in peaceful Koloa
Discover this awesome 1-bedroom gem in Koloa. This cozy condo offers a living room with a sofa bed, perfect for extra guests. Enjoy amenities like an iron, hair dryer, AC and fully equiped kitchen to make your stay comfortable. Stay connected with WiFi and take...
Point at Poipu Kauai Oceanfront Condo 2 BR fully equipped in Oceanfront Resort.
This oceanfront Resort provides a magnificent view of the Pacific Ocean. The Point at Poipu Resort is located in the South Shore of Kauai, Hawaii. The resort is a large family-oriented oceanfront property with significant amenities. It is managed by the Hilton Vacation...
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Partial Ocean View 2 Bedroom 2 Bath- Spacious split-level condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevator- Sofa bed in living area- Rollaway bed 20 USD per night-...
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
- Second floor end unit with lanai overlooking the twin bridges and out to the ocean- Walk-up, no elevator- kitchen includes updated appliances, granite countertops and backsplash, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware...
Lodge at Kukui'ula Bungalow | 1A
Kukui'ula Bungalow 1A is a beautiful one-bedroom bungalow at The Lodge at Kukui’ula on Kaua’i. It 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...
Kukuiula Makai Cottage #12: Plantation-Style 2BR Retreat in Poipu
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this...
Relaxed Suite Near Shipwreck Beach + Parking & Pool Access + Kitchen
Experience oceanfront serenity with stunning views, spacious rooms, full kitchen, private balcony, and in-room laundry—ideal for couples and families. Snorkel nearby, hike the Mahaulepu Trail, or spot turtles at Poipu Beach. Relax in our large outdoor pool. Whether...
Kiahuna Plantation Resort 232 Royal Garden View De
- First floor end unit with lanai that walks out to the lawn- Bright and airy tropical ambience- Tile throughout unit- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware and tableware;...
Luxury Poipu Kai 3 Bedroom Villa with Pool and Tennis!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Enjoy tropical foliage and pool views with an exceptional level of luxury at this 1800 square foot villa. This stunning 3 bedroom, 3 bathroom condo offers all of the comforts of home...
Maluhia at Wainani - New Poipu Home with Private Pool & AC
Maluhia at Wainani is a fresh and stylish modern villa with all the amenities one desires while on vacation. Tucked back away in the quiet part of Poipu, but still perfectly located near the beach, this home is the idea vacation spot. Centrally located in Poipu Beach...
Kiahuna Plantation Resort 82 Royal Garden 1 BD
- 2nd floor condo with lanai- Walk-up, no elevators- Kitchen includes granite countertops, full stove top and oven, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware- Bedroom with 1 king bed- Queen sofa bed in living...
Lodge at Kukui'ula Villa 10 w/Private Plunge Pool
Welcome to Lodge at Kukuiʻula Villa 10, your private island retreat on the sunny south shore of Kauaʻi. Blending laid back elegance with modern comfort, this four-bedroom villa offers a serene escape surrounded by the beauty of Hawaiʻi’s lush landscape, sparkling...
Kiahuna Plantation Resort 318 Partial Ocean 1 BD
- Private, third floor, end unit condo with partial ocean view and Moir Gardens below from spacious lanai- Walk-up, no elevators- Tiled flooring with cozy carpet in living and bedrooms- Kitchen and appliances newly refreshed and includes full size stove, oven,...
Kiahuna Plantation Resort 403 Garden View 1 BD
- First floor walk out unit with garden view - Bright and airy tropical ambience- luxury vinyl plank throughout- Full kitchen with quartz countertops, includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster,...
Pili Mai 13M - Golf Course Villa in Poipu by Coldwell Banker
Pili Mai 13M - Golf Course Villa in PoipuThis beautiful, ground-floor villa in exclusive Pili Mai Resort combines modern luxury with all the conveniences of Poi'pu.Nestled within the exclusive Pili Mai Resort, this lovingly maintained 3-bedroom, 3-bathroom sanctuary...
Scenic Kauai Stay Near Allerton Garden + Free Pool Access + Kitchen
Experience oceanfront serenity with stunning views, spacious rooms, a full kitchen, a private balcony, and in-room laundry—ideal for couples and families. Snorkel nearby, hike the Mahaulepu Trail, or spot turtles at Poipu Beach. Relax in our large outdoor pool....
Kiahuna Plantation Resort 162 Ocean View 1 Bedroom
- Second floor condo with lanai overlooking the great lawn and out to the ocean- Walk-up, no elevators- Tropical beach décor and original artwork by Robin McCoy throughout- Tile and wood flooring throughout- Updated kitchen includes Corian countertops and stainless...
Kiahuna Plantation Resort 190 Ocean View 1 Bedroom
- Second floor condo with lanai overlooking the beach and ocean- Private stairway and entrance lanai- Walk-up, no elevators- Bright and airy with Tropical beach décor- Tile and carpet flooring throughout- Updated appliances in kitchen includes granite countertops,...
Kiahuna Plantation Resort Royal Garden 1 Bedroom
Royal Garden View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa sleeper in living area- 880 sqft/82 sqm-...
Hana Hou Hale Pacific Ocean Front Villa and Guest House
Poipu Hana Hou Hale & Ohana is THE vacation home of your dreams. Situated in sunny Poipu, with first-class views of the sparkling Pacific, this picturesque home is equipped with everything you need for an unforgettable stay on Kauai. Enjoy uninterrupted sunrise and...
*NEW 3BD Luxe Beach Estate |Pool, PickleB, Gym| AC
Welcome to our stunning 5 bedroom, 4 bathroom estate, perfectly designed for large groups or families. Centrally located in the serene Poipu Beach Estates, this property is just a half mile from the beach, offering a blend of luxury, comfort, and convenience. Our...
Hale Kai - Brand New Kukui'ula Luxury Home with Pool & Spa
Nestled in the exclusive Kukui'ula neighborhood in Poipu, this stunning, brand new luxury home offers the perfect blend of comfort, elegance, and island charm. With 4 bedrooms and 4.5 bathrooms, this meticulously designed residence comfortably accommodates up to 10...
Aloha Escape-Oceanview-Newly Updated
Unwind in Koloa at this delightful condo. This cozy space features 1 bedroom with a comfortable king bed, a living room with a sofa bed, pack n play, and twin blow up mattress, and bathroom. Newly updated with a beautiful modern coastal design with an old surf touch....
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell Banker
Your Kauai Home Base at MakahuenaWelcome to your south shore retreat! This 2-bedroom condo at the Makahuena offers everything you need for a memorable Kauai vacation—clean, well-equipped accommodations in an unbeatable location.The condo is tucked on a lower level...
New Listing! Treetop Getaway with Athletic Club
Paradise Awaits with Exclusive Beach Club Access - Kiahuna PlantationWake up to tropical breezes and treetop living at this peaceful 3rd-floor retreat, featuring a private lanai with lush garden views, all just a short stroll to Kiahuna Beach.Your Poipu Escape Includes:...
Kiahuna Plantation Resort Partial Ocean 1 Bedroom
Partial Ocean View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed in bedroom- Queen sofa sleeper in living area- 880 sqft/82...