Rusty Sunrise by Alekona Kauai: 3BR Home Walking Distance to the Grand Hyatt and Shipwreck BeachFrom $666/night · Sleeps 10
Old Koloa and Poipu Rentals
Koloa Vacation Rentals
Koloa Vacation Rentals – Historic Charm Meets Island Luxury
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 stay 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 right 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.
Rental Listings
Koloa Vacation Rentals Listings
Map View · Page 13
Koloa Vacation Rentals Map
Rusty Sunrise by Alekona Kauai: 3BR Home Walking Distance to the Grand Hyatt and Shipwreck BeachFrom $666/night · Sleeps 10
Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean viewFrom $765/night · Sleeps 8
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes.From $266/night · Sleeps 4
Poipu Dream Location only 3 Houses from Poipu Beach Park! with Air ConditioningFrom $300/night · Sleeps 2
Pili Mai 12b by Alekona Kauai: 3 Bedroom 3 Bathroom Condo with Ocean ViewFrom $385/night · Sleeps 8
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.From $425/night · Sleeps 6
"Beach Vibes in Poipu" Remodeled, Ocean view, AC, and Washer Dryer - Rare FindFrom $469/night · Sleeps 4
Kiahuna Ocean View Ground Floor- in Unit Washer/dryerFrom $524/night · Sleeps 4
Great Location - Air Conditioned Ocean View Condo on Ground Floor with PoolFrom $250/night · Sleeps 2
Poipu Kapili 50 by Alekona Kauai: Ocean & Pool View 1 Bedroom w ACFrom $330/night · Sleeps 3
Lani Kai Cottage by Alekona Kauai: 2br Oceanfront w/ AC - TVNC 1120From $1,609/night · Sleeps 4
Sunny Villa Poipu BeachFrom $224/night · Sleeps 2
Book NOW. 10 MIN Walk to Poipu Beach 2 Bedroom with AIR and a Community PoolFrom $315/night · Sleeps 6
Baby Beach Bungalow - Beautiful Bungalow Steps from BeachFrom $465/night · Sleeps 5
3 Bed 3 Bath Suite in Sunny Poipu with Modern Stainless Kitchen AC, Pool & GymFrom $315/night · Sleeps 6
Poipu condo with AC, pool and beach access summer dealsFrom $187/night · Sleeps 4
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near BeachesFrom $686/night · Sleeps 6
Poipu Penthouse W/ 2 Beaches & Resort Amenities!From $749/night · Sleeps 8
Updated ocean view retreat near Poipu Beach; A/C, pool, gym and restaurants.From $299/night · Sleeps 4
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront EstateFrom $3,527/night · Sleeps 14
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!From $379/night · Sleeps 5
Bright beach condo #231 - Updated and steps to the beach!From $223/night · Sleeps 4
Manualoha 806 – Remodeled 2BR Condo; AC, Pools, Tennis & Beach NearbyFrom $301/night · Sleeps 6
Hale Makalea by Alekona Kauai: Luxury 3br Home w Private Pool, AC, close to shopping and beachesFrom $799/night · Sleeps 10
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much moreFrom $286/night · Sleeps 4
Hale Kahili Ohana: 3 BR Villa w/Pool + Vivid ViewsFrom $675/night · Sleeps 6
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/CFrom $800/night · Sleeps 6
Pili Mai 11I: Tropical Condo w/ Fairway Views, AC, Shared Pool & JacuzziFrom $346/night · Sleeps 6
Pili Mai 7M: Delightful Poipu Condo w/ Shared Pool & Spa, Near Beaches & MoreFrom $317/night · Sleeps 6
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic ClubFrom $339/night · Sleeps 4
Hula House: Luxury Kukui'ula Villa with Superb AmenitiesFrom $2,250/night · Sleeps 14
500 feet to the 🌊, 1000 feet 🏝 and 🐢From $295/night · Sleeps 2
Modern, Recently Updated, Walk to Beach, AC, Private Lanai + Pool, Sauna, TennisFrom $410/night · Sleeps 6
From $666/night
Rusty Sunrise by Alekona Kauai: 3BR Home Walking Distance to the Grand Hyatt and Shipwreck Beach
Privacy and seclusion are the highlights of the Rusty Sunrise vacation rental, a palatial three bedroom and four and a half bath luxury home in the...
From $765/night
Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view
Beautiful Kiahuna Golf Village 3 Bedroom Home with Ocean Views *Fully Furnished* - Enjoy the serenity and privacy of the Milo Hae Hale. This...
From $266/night
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes.
Brand new A/C just installed. Remodeled and upgraded just for you! Unit 48 (building 9) is in a peaceful and secluded location of the sprawling 35...
From $300/night
Poipu Dream Location only 3 Houses from Poipu Beach Park! with Air Conditioning
Walk 100 yards (one minute) and you are at Poipu Beach Park! Just step from the blue waters of the Pacific off Poipu Beach. The Hibiscus suite is a...
From $385/night
Pili Mai 12b by Alekona Kauai: 3 Bedroom 3 Bathroom Condo with Ocean View
A vacation rental condo located just a stone's throw from Poipu's best attractions, Pili Mai 12B is where your search for the perfect Poipu condo...
From $425/night
Hale Mano - TVNC 5047 - A mod beach cottage on the sunny, south side.
Hale Mano (The House of Sharks) is a 3-bedroom, 2-bath home built in 1963 from solid California redwood. Located on a cute residential street, it's...
From $469/night
"Beach Vibes in Poipu" Remodeled, Ocean view, AC, and Washer Dryer - Rare Find
Experience island living at its finest at our beautifully remodeled ground-floor condo in the heart of sunny Poipu, Kauai! Located in the highly...
From $524/night
Kiahuna Ocean View Ground Floor- in Unit Washer/dryer
Welcome to our beach bungalow on the sunny south shore of Kauai! Our ground-floor, one-bedroom, one-bath condo is located on the Kiahuna Plantation,...
From $250/night
Great Location - Air Conditioned Ocean View Condo on Ground Floor with Pool
Welcome to our Air Conditioned ( in Kitchen, Bedroom & Front room ) Kauai Paradise. We completed a total Kitchen & Bathroom renovation update August...
From $330/night
Poipu Kapili 50 by Alekona Kauai: Ocean & Pool View 1 Bedroom w AC
Poipu Kapili is home to ideal oceanfront condos. The location of Poipu Kapili Condo #50 is in the midst of the impeccably maintained luxury 52 villa...
From $1,609/night
Lani Kai Cottage by Alekona Kauai: 2br Oceanfront w/ AC - TVNC 1120
Updated with modern touches, the Lani Kai Cottage vacation rental in Poipu is just steps from the ocean and enjoys stunning ocean views from the...
From $224/night
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...
From $315/night
Book NOW. 10 MIN Walk to Poipu Beach 2 Bedroom with AIR and a Community Pool
Nestled in the heart of Poipu, this charming 2-bedroom vacation home offers the perfect escape for your Hawaiian getaway. Imagine yourself relaxing...
From $465/night
Baby Beach Bungalow - Beautiful Bungalow Steps from Beach
Discover Baby Beach Bungalow I – Your Perfect Kauai RetreatNestled in the highly sought-after Baby Beach neighborhood along Ho'ona Road, Baby Beach...
From $315/night
3 Bed 3 Bath Suite in Sunny Poipu with Modern Stainless Kitchen AC, Pool & Gym
Summary:Our Moku Hale, or “Island Home,” is peacefully nestled on the Kiahuna Golf Course with stunning views from each private lanai; the front...
From $187/night
Poipu condo with AC, pool and beach access summer deals
Why You’ll Love This Poipu Condo on Kaua‘iIf you’re searching for a spacious, air-conditioned condo in sunny Poipu, this beautifully appointed...
From $686/night
Poipu Kai B111: Lovely Gardenview Villa w/Shared Pool, Spa & AC, Near Beaches
Welcome to Villas at Poipu Kai B111 by Gather, a luxurious three-bedroom, three-bath retreat on Kauai’s sunny south shore. Located in the heart of...
From $749/night
Poipu Penthouse W/ 2 Beaches & Resort Amenities!
Summary:This stunning top floor penthouse, located in the Villas at Poipu Kai resort community, will make you wish you could stay forever. Spend your...
From $299/night
Updated ocean view retreat near Poipu Beach; A/C, pool, gym and restaurants.
A Perfect Day in Paradise...Greet the morning with freshly brewed coffee on your spacious lanai with expansive garden and ocean views from this top...
From $3,527/night
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
Paradisio Ho'o Kumu is a premier oceanfront estate on Kauai's South Shore, offering six air-conditioned bedroom suites, a private pool and spa, and...
From $379/night
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!
Aloha! We warmly welcome you to our amazing condo! A 5 minute walk to the best beach on always-sunny south shore of Kauai. It just doesn't get better...
From $223/night
Bright beach condo #231 - Updated and steps to the beach!
Welcome to our beach house #231 at Kiahuna Plantation! Get ready to relax and enjoy this updated and spacious 1 bedroom, 1 bath condo on Kauai’s...
From $301/night
Manualoha 806 – Remodeled 2BR Condo; AC, Pools, Tennis & Beach Nearby
Manualoha 806 by Destination Kauai – Your Poipu RetreatE komo mai! Step into a relaxing island escape at this beautifully remodeled, multi-level...
From $799/night
Hale Makalea by Alekona Kauai: Luxury 3br Home w Private Pool, AC, close to shopping and beaches
This home is a true Poipu gem. Located in the Poipu Beach Estates neighborhood, this home features a spacious open floor plan with a covered lanai....
From $286/night
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Welcome to Sunny Poipu Beach! Enjoy this ground floor, newly decorated condo and relax on your private lanai while being steps to the sand. Surf...
From $675/night
Hale Kahili Ohana: 3 BR Villa w/Pool + Vivid Views
For those desiring larger accommodations, Hale Kahili Ohana is able to be combined with Hale Kahili Nui for a Hale Kahili 8 Bedroom Estate...
From $800/night
Kiahuna Lani at Poipu: Brand New Pool! Tropical Luxury on the Golf Course w/ A/C
Kiahuna Lani at Poipu is a 3-bedroom luxury retreat in the exclusive Wainani community on Kauai's sunny south shore. This 1,942 square foot home...
From $346/night
Pili Mai 11I: Tropical Condo w/ Fairway Views, AC, Shared Pool & Jacuzzi
Modern island living comes to life at Pili Mai 11I, a newly constructed two-story townhome tucked along the 9th fairway of the Kiahuna Golf Course in...
From $317/night
Pili Mai 7M: Delightful Poipu Condo w/ Shared Pool & Spa, Near Beaches & More
Welcome to Pili Mai 7M, a beautifully designed single-story, ground-floor condo located in the heart of Poipu, Kauai. Overlooking the scenic Kiahuna...
From $339/night
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic Club
Summary:Two-story condo with beautiful mountain views, portable A/C in both bedrooms, and quick access to Poipu Beach, Brennecke’s, and area dining....
From $2,250/night
Hula House: Luxury Kukui'ula Villa with Superb Amenities
Hula House is a luxury 6-bedroom estate in Kukui'ula's prestigious Kula Makai area, offering over 6,000 square feet of resort-style indoor-outdoor...
From $295/night
500 feet to the 🌊, 1000 feet 🏝 and 🐢
The most incredible location, nestled among the trees and flowers, over an acre to overlook, and stunning sunsets, and the famous Poipu Beach is just...
From $410/night
Modern, Recently Updated, Walk to Beach, AC, Private Lanai + Pool, Sauna, Tennis
Summary:Beautifully renovated 2-bedroom, 2-bath designer cottage with split A/C, chef’s kitchen, private lanai, and full access to resort amenities —...