AC Ocean Views- Steps to beachFrom $338/night · Sleeps 4
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 9
Koloa Vacation Rentals Map
AC Ocean Views- Steps to beachFrom $338/night · Sleeps 4
New Listing! 3 bed AC POOL GYM IN SUNNY POIPUFrom $445/night · Sleeps 8
Hale Hui Kai By Parrish Kauai - Central Poipu LocationFrom $604/night · Sleeps 8
3 Bedroom Penthouse W/Private Lanai–Poipu ShoresFrom $825/night · Sleeps 6
Penthouse with Panoramic Ocean Views From Private LanaisFrom $907/night · Sleeps 8
4BR I Ground Floor Luxury Penthouse at The Villas | F100From $919/night · Sleeps 8
Hale Akea by Alekona Kauai: Charming 3br Cottage w AC, Ocean Views, Spa, large yardFrom $935/night · Sleeps 7
Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resortFrom $947/night · Sleeps 8
Maluhia at Wainani - New Poipu Home with Private Pool & ACFrom $1,207/night · Sleeps 7
Hale o ka Nene: Luxury 6BR Estate with Pool, Spa & Golf ViewsFrom $2,678/night · Sleeps 15
The Lodge at Kukui‘ula - Villa 1From $2,744/night · Sleeps 8
Prince Kuhio 110 - Ground Floor Portable ACFrom $242/night · Sleeps 4
Manualoha 303 - Ground Floor with Free Poipu Beach Athletic Club MembershipFrom $319/night · Sleeps 4
Poipu Crater 20 - A/C, Close to Beaches, Shopping, Golf and RestaurantsFrom $345/night · Sleeps 4
New Remodeled May 2025 1-bed.Apartment in Kiahuna with AC and fiber internet.From $350/night · Sleeps 4
New Listing! Exquisite Golf Course SanctuaryFrom $359/night · Sleeps 6
Poipu Kapili 21 By Parrish Kauai- central Poipu locationFrom $379/night · Sleeps 4
Cozy 3bd/3b Beach Retreat, Sleeps 10, AC, WiFi, Fam-Friendly in fantastic KoloaFrom $512/night · Sleeps 10
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BAFrom $608/night · Sleeps 6
Kukui'ula Villa 8: Oceanview Condo w/AC/Private Lanai, Walk to Shops/RestaurantsFrom $653/night · Sleeps 6
The Lodge at Kukui‘ula - Bungalow 8From $1,134/night · Sleeps 2
Lei Ohana - Private Pool, Separate Guest HouseFrom $1,664/night · Sleeps 12
Hale A Kai - Oceanfront Luxury Estate in Poipu with Pool & ACFrom $2,087/night · Sleeps 6
Hale Pakika at Kukui'ula: Exclusive 5BR Estate with Private Pool, Golf & Ocean VistasFrom $2,364/night · Sleeps 12
Hale Kai'opua - Modern Kauai Retreat with Private Pool & LanaiFrom $2,427/night · Sleeps 8
Hale Kai - Brand New Kukui'ula Luxury Home with Pool & SpaFrom $2,500/night · Sleeps 10
Lodge at Kukui'ula Villa 7From $2,545/night · Sleeps 8
Seaside Serenity in HawaiiFrom $300/night · Sleeps 2
Breathtaking Part. Ocean View in Kauai!From $383/night · Sleeps 6
Ocean Views W/Lanai, WiFi, Cable, Fans–KIA #2179From $431/night · Sleeps 4
3BR I Luxury in Paradise l Beaches, Golf, ShoppingFrom $470/night · Sleeps 6
Aston Poipu Kai Kauai 814 | Garden View Haven – Pool & Hot TubFrom $523/night · Sleeps 6
Kiahuna Plantation Resort 203 Ocean View 2 BD 2 BAFrom $653/night · Sleeps 6
From $338/night
AC Ocean Views- Steps to beach
Experience beachside living in this top-floor 1-bedroom condo at Kiahuna Plantation, Poipu Beach, Kauai. Enjoy ocean views and cooling trade winds...
From $445/night
New Listing! 3 bed AC POOL GYM IN SUNNY POIPU
Welcome to Pili Mai 8A, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this...
From $604/night
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...
From $825/night
3 Bedroom Penthouse W/Private Lanai–Poipu Shores
Nestled along the shoreline, this serene haven offers sweeping ocean vistas and mesmerizing sunset displays that will leave you in awe. Step inside...
From $907/night
Penthouse with Panoramic Ocean Views From Private Lanais
**4BR Oceanview Poipu Penthouse with Elevator**Welcome to your dream getaway on the Garden Isle. Perfectly positioned in the heart of world famous...
From $919/night
4BR I Ground Floor Luxury Penthouse at The Villas | F100
Summary:F100 | TA-018-220-0320-02Wake up in paradise at Villa F100, part of the exclusive Villas at Poipu Kai. Enjoy tranquil garden views from your...
From $935/night
Hale Akea by Alekona Kauai: Charming 3br Cottage w AC, Ocean Views, Spa, large yard
Nestled within Kukuiʻula, one of Kauaʻi's most sought-after South Shore communities, Hale 'Akea is a private island retreat designed for...
From $947/night
Marriott Waiohai Beach Club: luxury 2 bedroom on Poipu Beach oceanfront resort
Please choose a Friday through Sunday check-in and enjoy a seven-night stay.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a...
From $1,207/night
Maluhia at Wainani - New Poipu Home with Private Pool & AC
Maluhia at Wainani is a modern villa located in a tranquil part of Poipu, offering the ideal vacation spot just minutes from the beach. This...
From $2,678/night
Hale o ka Nene: Luxury 6BR Estate with Pool, Spa & Golf Views
Hale o ka Nene is a 6-bedroom, 6.5-bath luxury estate on Kauai's south shore, designed to host up to 15 guests in style. Overlooking the golf course,...
From $2,744/night
The Lodge at Kukui‘ula - Villa 1
Villa 1 at The Lodge at Kukui'ula is a discerning traveler’s dream vacation home in Koloa, Kaua'i. With three bedrooms in the main house featuring a...
From $242/night
Prince Kuhio 110 - Ground Floor Portable AC
Summary:Escape to Prince Kuhio's most lush garden resort — koi ponds, waterfalls, and tropical bridges set the scene for your beautifully remodeled...
From $319/night
Manualoha 303 - Ground Floor with Free Poipu Beach Athletic Club Membership
Summary:Enjoy a relaxing garden-view retreat just steps from Poipu Beach. Manualoha 303 features a ground-floor layout, tropical décor, bedroom A/C,...
From $345/night
Poipu Crater 20 - A/C, Close to Beaches, Shopping, Golf and Restaurants
Summary:Poipu Crater 20 - A/C, Close to Beaches, Shopping, Golf and RestaurantsThe Space:Hurricane Lowell Update (9/9/26): Our thoughts are with...
From $350/night
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...
From $359/night
New Listing! Exquisite Golf Course Sanctuary
Exquisite Golf Course Villa: A Private Island Sanctuary with access to Poipu Beach Athletic Club!Welcome to Wainani Villas, where refined elegance...
From $379/night
Poipu Kapili 21 By Parrish Kauai- central Poipu location
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style...
From $512/night
Cozy 3bd/3b Beach Retreat, Sleeps 10, AC, WiFi, Fam-Friendly in fantastic Koloa
Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10...
From $608/night
Kiahuna Plantation Resort 76 Ocean View 2 BD 2 BA
Wake up to the sights and sounds of the Pacific in this two-bedroom ocean view condo. Just steps from the shoreline, it’s an ideal home base for your...
From $653/night
Kukui'ula Villa 8: Oceanview Condo w/AC/Private Lanai, Walk to Shops/Restaurants
Escape to Kukui'ula Villa #8 by Gather and settle into a refined island retreat in the heart of Poipu. This second-level villa blends chic...
From $1,134/night
The Lodge at Kukui‘ula - Bungalow 8
Discover the luxurious Lodge at Kukui'ula Bungalow 8, a stunning one-bedroom retreat nestled in the heart of Kaua'i's most exclusive resort...
From $1,664/night
Lei Ohana - Private Pool, Separate Guest House
Summary:Lei Ohana is a spacious Poipu retreat with a private pool, 3 bedrooms + den, and a separate guesthouse studio. Perfect for families and...
From $2,087/night
Hale A Kai - Oceanfront Luxury Estate in Poipu with Pool & AC
Hale A Kai is a 3-bedroom oceanfront luxury estate in Poipu on Kauai's south shore. This two-story plantation-style retreat features sweeping ocean...
From $2,364/night
Hale Pakika at Kukui'ula: Exclusive 5BR Estate with Private Pool, Golf & Ocean Vistas
Hale Pakika at Kukui'ula is a luxury 5-bedroom, 5.5-bath estate on Kauai's south shore, offering ocean views and a serene location off the first tee...
From $2,427/night
Hale Kai'opua - Modern Kauai Retreat with Private Pool & Lanai
Hale Kai'opua at Kukui'ula is a luxurious 3-bedroom vacation rental located in Kauai's exclusive Kukui'ula community, offering stunning ocean and...
From $2,500/night
Hale Kai - Brand New Kukui'ula Luxury Home with Pool & Spa
Hale Kai is a brand new 4-bedroom luxury retreat in Poipu's premier Kukui'ula neighborhood. Sleeping up to 12 guests, this elegant Kauai estate...
From $2,545/night
Lodge at Kukui'ula Villa 7
Look no further! This four-bedroom villa at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award winning...
From $300/night
Seaside Serenity in Hawaii
About this spaceDiscover our island oasis in Koloa!, Hawaii Nestled in a tranquil and tropical paradise, our upgraded unit at Kiahuna Plantation...
From $383/night
Breathtaking Part. Ocean View in Kauai!
The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the sands of Shipwreck Beach & is secluded...
From $431/night
Ocean Views W/Lanai, WiFi, Cable, Fans–KIA #2179
Recently remodeled and redecorated, this bright and breezy 'home away from home' will make you want to return each year. This 880 square foot space...
From $470/night
3BR I Luxury in Paradise l Beaches, Golf, Shopping
Summary:B211 |TA-018-220-0320-02Experience luxury and comfort in Villa B211 – a beautifully designed 3-bedroom, 3-bathroom retreat with 1,600 sq ft...
From $523/night
Aston Poipu Kai Kauai 814 | Garden View Haven – Pool & Hot Tub
Welcome to Kahala 814, a comfortable and inviting condo located within the sought-after Poipu Kai Resort on Kauai's sunny south shore. Surrounded by...
From $653/night
Kiahuna Plantation Resort 203 Ocean View 2 BD 2 BA
This airy two-bedroom condo features ocean views and island charm, just moments from the sand. A peaceful, well-equipped retreat for families or...