Kiahuna 216 At Koloa Kai Ocean View PBAC AccessFrom $374/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
Loading rental map…
Map View · Page 27
Koloa Vacation Rentals Map
Kiahuna 216 At Koloa Kai Ocean View PBAC AccessFrom $374/night · Sleeps 4
Romantic Ocean View Suite with Pool & LanaiFrom $376/night · Sleeps 6
Coastal Retreat with Pool, BBQ & Ocean ViewsFrom $376/night · Sleeps 6
Kauai South Shore Escape | 2BR Ocean ViewsFrom $376/night · Sleeps 6
Oceanview 2BR Escape in KauaiFrom $376/night · Sleeps 6
Kiahuna Plantation Resort 307 Royal Garden 1 BDFrom $377/night · Sleeps 4
Regency at Poipu Kai 823 | Spacious 3BR Townhome Near Poipu BeachFrom $381/night · Sleeps 10
Tropical 2BR Partial Ocean View Villa at The Point at PoipuFrom $391/night · Sleeps 6
Kiahuna Plantation Resort Ocean View 1 BedroomFrom $391/night · Sleeps 4
Kiahuna Plantation Resort 112 Royal Garden Vw 1BFrom $391/night · Sleeps 4
Pili Mai 6F by Alekona Kauai - 2BR Condo access to fitnessFrom $398/night · Sleeps 4
Poipu Sands 325 Spacious 2BR Ocean View CondoFrom $401/night · Sleeps 6
Aston at Poipu Kai | Walk to Beach | 2 Pools | Private Lanai | TennisFrom $401/night · Sleeps 4
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island ComfortFrom $404/night · Sleeps 6
Kiahuna Plantation Resort 82 Royal Garden 1 BDFrom $407/night · Sleeps 4
Oceanview 2BR Retreat in KauaiFrom $408/night · Sleeps 6
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island ComfortFrom $408/night · Sleeps 6
Kiahuna Hale Kai IIFrom $417/night · Sleeps 6
Sheraton Kaua‘i Resort Villas | One-Bedroom VillaFrom $418/night · Sleeps 4
Pili Mai 10F - AC, On the Golf CourseFrom $420/night · Sleeps 6
Kauai South Shore Escape with Spacious 2BR at Poipu Resort RetreatFrom $432/night · Sleeps 6
Kiahuna Plantation Resort 132 Ocean View 1 BedroomFrom $433/night · Sleeps 4
Sweeping Ocean Views | Aston Poipu Kai Kauai 232 – Pool & Hot TubFrom $443/night · Sleeps 4
Kiahuna Plantation Resort 71 Ocean View 1 BedroomFrom $443/night · Sleeps 4
Kuhio Shores 207 – Oceanfront with AC - Living at Its BestFrom $444/night · Sleeps 4
Kiahuna Plantation Resort 177 Ocean View 1 BedroomFrom $447/night · Sleeps 4
Kuhio Shores 407From $450/night · Sleeps 6
Spacious 3BR Garden-Level Villa with Central A/C & LanaiFrom $454/night · Sleeps 6
Sheraton Kaua‘i Resort Villas | Two-Bedroom VillaFrom $455/night · Sleeps 6
Kiahuna Plantation Resort 190 Ocean View 1 BedroomFrom $470/night · Sleeps 4
Kiahuna Plantation Resort 162 Ocean View 1 BedroomFrom $472/night · Sleeps 2
Aston Poipu Kai Kauai 114 | Garden View Retreat – Pool & Hot TubFrom $476/night · Sleeps 6
Direct Oceanfront Sunset View 2BR Retreat +A/CFrom $480/night · Sleeps 6
From $374/night
Kiahuna 216 At Koloa Kai Ocean View PBAC Access
Koloa, Hawaii
Summary:Top-floor ocean-view retreat in Poipu’s only beachfront condominium resort. Kiahuna 216 offers spacious island living, A/C in the living...
From $376/night
Romantic Ocean View Suite with Pool & Lanai
Koloa, Hawaii
Enjoy peaceful mornings on your private balcony or patio, spend afternoons by the heated pool, and explore Kauai’s beaches, hiking trails, golf...
From $376/night
Coastal Retreat with Pool, BBQ & Ocean Views
Koloa, Hawaii
Experience the beauty of Kauai's sunny south shore from this spacious island-style two-bedroom suite. Surrounded by tropical gardens and just moments...
From $376/night
Kauai South Shore Escape | 2BR Ocean Views
Koloa, Hawaii
🌊 The SpaceEnjoy a spacious open living and dining area where you can relax after a day of exploring the island. Step outside to your private balcony...
From $376/night
Oceanview 2BR Escape in Kauai
Koloa, Hawaii
Escape to Kauai's sunny south shore and enjoy breathtaking ocean views from this spacious island retreat. Surrounded by lush tropical gardens and...
From $377/night
Kiahuna Plantation Resort 307 Royal Garden 1 BD
Koloa, Hawaii
This airy second-floor condo provides plenty of space to unwind, with tranquil garden views and gentle island breezes – an ideal retreat for two.Unit...
From $381/night
Regency at Poipu Kai 823 | Spacious 3BR Townhome Near Poipu Beach
Koloa, Hawaii
New Listing! Welcome to Regency at Poipu Kai 823, a spacious 3-bedroom, 3-bathroom townhome designed for families and groups looking to experience...
From $391/night
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Koloa, Hawaii
This resort has been impacted by recent hurricane activity in Hawaii. Conditions and resort operations can change as recovery efforts continue. We...
From $391/night
Kiahuna Plantation Resort Ocean View 1 Bedroom
Koloa, Hawaii
Take in stunning ocean views from this bright and breezy one-bedroom condo on Kauai’s most famous beach. Perfect for couples or small families, it...
From $391/night
Kiahuna Plantation Resort 112 Royal Garden Vw 1B
Koloa, Hawaii
Relax in this ground floor garden-view condo, where cottage-style warmth meets island tranquility. Located near Kauai’s most beloved beach, it’s a...
From $398/night
Pili Mai 6F by Alekona Kauai - 2BR Condo access to fitness
Koloa, Hawaii
Just moments from Poipu's most popular beaches, restaurants, and shops, Pili Mai 6F offers the perfect home base for your Kauai getaway. This...
From $401/night
Poipu Sands 325 Spacious 2BR Ocean View Condo
Koloa, Hawaii
Summary:Poipu Sands 325 is a spacious 2-bedroom, 2-bath ocean-view condo in the heart of Poipu Kai, ideally located next to the Grand Hyatt Kauai and...
From $401/night
Aston at Poipu Kai | Walk to Beach | 2 Pools | Private Lanai | Tennis
Koloa, Hawaii
Welcome to Kahala 523, a bright and inviting condo located within the desirable Poipu Kai Resort on Kauai's sunny south shore. Perfectly positioned...
From $404/night
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Koloa, Hawaii
This resort has been impacted by recent hurricane activity in Hawaii. Conditions and resort operations can change as recovery efforts continue. We...
From $407/night
Kiahuna Plantation Resort 82 Royal Garden 1 BD
Koloa, Hawaii
Nestled among tropical gardens, this 2nd floor cottage-style condo offers a quiet, comfortable stay just moments from the beach. Ideal for couples or...
From $408/night
Oceanview 2BR Retreat in Kauai
Koloa, Hawaii
Experience the beauty of Kauai's sunny south shore from this spacious oceanview retreat. Surrounded by lush tropical gardens and just moments from...
From $408/night
Garden-View 2BR at The Point – Bright Poipu Villa with Lanai & Island Comfort
Koloa, Hawaii
This resort has been impacted by recent hurricane activity in Hawaii. Conditions and resort operations can change as recovery efforts continue. We...
From $417/night
Kiahuna Hale Kai II
Koloa, Hawaii
Experience the beauty of Kauai from Kiahuna Hale Kai II, our 2-bedroom oceanview retreat located in the heart of the iconic Kiahuna Plantation Resort...
From $418/night
Sheraton Kaua‘i Resort Villas | One-Bedroom Villa
Koloa, Hawaii
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...
From $420/night
Pili Mai 10F - AC, On the Golf Course
Koloa, Hawaii
Summary:Spacious 3-bedroom retreat overlooking the Kiahuna Golf Course in sunny Poipu. Pili Mai 10F offers central air conditioning, a peaceful...
From $432/night
Kauai South Shore Escape with Spacious 2BR at Poipu Resort Retreat
Koloa, Hawaii
Hawaii Hurricane Update: - No storm alert or damage assessment has been published by this property.- Po'ipu and the South Shore were the hardest-hit...
From $433/night
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
Koloa, Hawaii
This ocean-view one-bedroom 1st floor condo offers front-row access to Kauai’s most famous beach. With cozy living spaces and all the comforts of...
From $443/night
Sweeping Ocean Views | Aston Poipu Kai Kauai 232 – Pool & Hot Tub
Koloa, Hawaii
Welcome to Kahala 232, a comfortable and inviting condo located within the desirable Poipu Kai Resort on Kauai's sunny south shore. With easy access...
From $443/night
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
Koloa, Hawaii
Enjoy sweeping ocean views and island comfort in this one-bedroom 2nd floor condo on Kauai’s most beloved beach. Ideal for relaxing getaways, it’s a...
From $444/night
Kuhio Shores 207 – Oceanfront with AC - Living at Its Best
Koloa, Hawaii
Summary:Wake up to panoramic Pacific Ocean views at Kuhio Shores 207, a beautifully updated one-bedroom oceanfront condominium in sunny Poipu. Watch...
From $447/night
Kiahuna Plantation Resort 177 Ocean View 1 Bedroom
Koloa, Hawaii
Relax and take in sweeping ocean and south shore views from this bright, comfortable second-floor end unit. Enjoy cool breezes and the comfort of air...
From $450/night
Kuhio Shores 407
Koloa, Hawaii
Summary:Oceanfront condo w/ A/C, elevator, coastline views, lanai, hot tub, pool, tennisThe Space:Perched on the top floor of Kuhio Shores, this...
From $454/night
Spacious 3BR Garden-Level Villa with Central A/C & Lanai
Koloa, Hawaii
Summary:Enjoy effortless island living at Pili Mai 14J, a spacious garden-level villa offering single-floor living with no steps. This beautifully...
From $455/night
Sheraton Kaua‘i Resort Villas | Two-Bedroom Villa
Koloa, Hawaii
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...
From $470/night
Kiahuna Plantation Resort 190 Ocean View 1 Bedroom
Koloa, Hawaii
Wake up to shimmering unobstructed ocean views in this one-bedroom condo, located steps from the beach on Kauai’s scenic coast. Ideal for travelers...
From $472/night
Kiahuna Plantation Resort 162 Ocean View 1 Bedroom
Koloa, Hawaii
Soak in beautiful ocean views from this 2nd floor private one-bedroom retreat on Kauai’s most famous beach. Cozy, charming, and well-located, it’s...
From $476/night
Aston Poipu Kai Kauai 114 | Garden View Retreat – Pool & Hot Tub
Koloa, Hawaii
E Komo Mai (welcome) to Aston at Poipu Kai. Welcome to Kahala 114, a comfortable and well-located ground-floor condo offering easy island living...
From $480/night
Direct Oceanfront Sunset View 2BR Retreat +A/C
Koloa, Hawaii
WE’RE OPEN & WELCOMING GUESTS WITH ALOHA – KAUA'I STRONG ║ Stay at Hale i Lani – Your “Home in Heaven” at The Makahuena 5-102 ║ ♥ One of only six...