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.
New Listing! Poolside Poi'pu Condo - 2BR Kahala
Poolside Poi'pu Condo - 2BR Kahala at Poipu KaiExperience the best of Poipu in this perfectly positioned condo with the convenience of poolside living and easy beach access. This bright, modern 2-bedroom retreat features travertine floors, granite countertops, and...
Christmas Week - Marriott Waiohai Hawaii!
Marriott Waiohai at Poipu Beach Kauai.Elegantly appointed, spacious two-bedroom Poipu Beach villas can easily accommodate up to six guests. Poipu beach resort's amenities include three outdoor pools, five whirlpool spas, fitness center, game room & daily activities....
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
- Nicely appointed, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean. AC in living area- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with...
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Regency 211 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single shower Bedroom 2: queen bedSecond bathroom: full bath with shower/tub comboLivingroom sofabed: 1AC: Portable AC in...
Kiahuna Plantation Resort 217 Ocean View 1 Bedroom
- Third floor unit with ocean views and air conditioning- Bright and airy tropical ambience- Luxury vinyl flooring throughout- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster,...
Poipu Kai Kahala 921 - One-bedroom Garden View
Poipu Kai Kahala 921 - One-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedBathroom: full bath ensuiteOccupancy: 2AC: noneLaundry: in condoCoffee maker: BrewTV: livingroom and bedroomThis highly sought-after property is located on the island...
Kiahuna Plantation Resort 116 Partial Ocean 2BD 2B
- Nicely appointed, newly furnished, two-story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean - Walk-up, no elevators- Carpet in living, dining and bedroom areas with tile in kitchen and baths- Full kitchen with...
Sheraton Kaua‘i Resort Villas | Studio 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,...
Poipu Kai Regency 412 - Two-bedroom Garden View
Poipu Kai Regency 412 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tub comboBedroom 2: 2 TwinsSecond bathroom: full bath with shower/tub comboSleeps: 4 peopleAC: NoneLaundry: in...
Bungalow 10 at Kukui‘ula – Kauai Luxury with Spa, Golf & Organic Farm
Indulge in the opulent comfort of the two-bedroom bungalows at The Lodge at Kukui’ula on Kaua’i, offering privileged access to the esteemed amenities of The Club at Kukui’ula. This exclusive enclave along Kaua'i's southern coast boasts an 18-hole Tom Weiskopf...
Sheraton Kaua‘i Resort Villas | Two-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,...
KP13-Beachfront-AC-WD-Pool-Perfect Location -Sunsets-KP13
Unit #13 is a beautifully situated, top-floor located in Building 3 of Kiahuna Plantation Resort in Poipu. This unit offers a private retreat with ocean views, making it an ideal choice. This condo does not have AC at this time but we also own #9 with AC.Guests have...
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
POIPU SHORES OHANA AT KOLOA KAI RENTALSOceanfront Luxury for Your Hawaiian GetawayWelcome to Poipu Shores Ohana, where two beautiful condos, 101A and 102A, come together to provide the ultimate vacation experience. Nestled along the stunning southern coast of Kauai,...
Kiahuna Plantation Resort 192 Oceanfront 1 Bedroom
- Ground floor condo with lanai opening onto an oceanfront lawn- Kitchen has granite countertops and includes full stove top and oven, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware- Bedroom with 1 king bed- Queen...
BEACH SIDE Condo w/POOL at Lawai Beach Resort!
Summary:Welcome to our spacious 1-bedroom residence boasting a tranquil garden, a refreshing pool, and picturesque lanais offering partial views of the mesmerizing ocean.The Space:The bedroom is equipped with a luxurious king-size bed, ensuring a comfortable and restful...
Kiahuna Plantation Resort 150 Royal Garden 1 BD
- First floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Tile throughout- Full kitchen with tile countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker,...
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...
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...
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...
Fantastic snorkeling sunsets and whale watching.
Full kitchen large master bedroom and bath on the fourth floor often Banyon bldg at Lawai Beach Resort. Fantastic snorkeling and beautiful sunsets with a 5 star restaurant across the street. Available only through 03/03/07 through 03/28/2026
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...
Ohana Retreat - Private Pool, Sleeps 29
OHANA RETREAT AT KOLOA KAI VACATION RENTALSYour Ultimate Group Getaway in PoipuWelcome to Ohana Retreat, a one-of-a-kind vacation rental in Poipu that can accommodate up to 28 guests, making it the perfect haven for large family reunions, retreats, or multi-family...
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...
Penthouse with Panoramic Ocean Views From Private Lanais
Welcome to your dream getaway on the Garden Isle! This top-floor penthouse in the heart of world famous Poipu Beach offers the perfect blend of luxury, comfort, and island charm. With soaring vaulted ceilings, four spacious bedrooms, and 3.5 baths, this retreat is...
Beautiful Marriott Waiohai Beach Club - 2 BD - Sleeps 8
Experience the unparalleled magic of Hawaii Find your home away from home in Kauai in our comfortable villa accommodations, which are equipped with full kitchens, separate living/dining areas, washer/dryers and furnished lanais boasting island or ocean views. Master...
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...
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...
Gorgeous one-bedroom OV condo at Kiahuna!
New Listing on VRBO:This fabulous one-bedroom Unit # 11 is located on the second floor in building three. It is an upstairs middle unit with vaulted ceilings and iconic sunrises and sunsets off your deck. The unit has all the amenities of home. Including a full kitchen,...
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...
Poipu tropical garden view w/AC. No stairs!
One of Poipu’s hidden gems best kept secrets. Waikomo Stream Villas is a lush garden resort location on the sunny south side of Kauai. The condo is centrally located to shops and restaurants. It is conveniently located within walking distance to the beach , shops and...
Marriott Waiohai Beach Club - 2 Bedroom Villa Oceanview!n Sleeps 8 - 2 Bathrooms
Marriott's Waiohai Beach Club is a beachfront resort in the Poipu area of Koloa, Kauai, Hawaii. Guest rooms and two-bedroom vacation rental villas provide comfort and island style on your next trip to Hawaii. Guest rooms offer a king bed and sofa bed for added space....
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...
Beautiful 2-bedroom condo on the ocean with WiFi, AC, fitness room
Many recreational amenities, including an outdoor pool, a sauna, and a fitness center. Additional amenities at this resort include complimentary wireless internet access, concierge services, and a picnic area.Enjoy Honu Cove Bar & Grill serving guests of Hilton Vacation...
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;...
Stunning Ocean View One-Bedroom unit at Kiahuna Plantation!
New Listing on VRBO!This fabulous one-bedroom Unit, #11, is located on the second floor in Building Three. It is an upstairs middle unit with vaulted ceilings and iconic sunrises and sunsets off your deck. The unit has all the amenities of home. Including a full...
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...