Beautiful - Modern Manualoha 3bdr/3 bath with ACFrom $615/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 14
Koloa Vacation Rentals Map
Beautiful - Modern Manualoha 3bdr/3 bath with ACFrom $615/night · Sleeps 10
Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club MembershipFrom $323/night · Sleeps 6
Pili Mai 3B: Luxury Condo w/hot tub & pool, near beaches, golf & dining!From $409/night · Sleeps 10
Ocean View - Pili Mai 12G - 2 Bedroom Suite Sleep 8 - AC, Pool & Fitness CenterFrom $420/night · Sleeps 8
Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.From $562/night · Sleeps 8
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/CFrom $499/night · Sleeps 6
Hale Ilikai - Luxury Oceanfront Home on Poipu CoastlineFrom $1,976/night · Sleeps 12
Hale Mahana Kai: 3BR Oceanfront Kukuiula Bay HomeFrom $1,012/night · Sleeps 8
Captivating Views W/Kitchen and Lanai-Poipu ShoresFrom $659/night · Sleeps 6
Hale Kahili: 8BR Ocean View Estate w/Pools+Spa!From $2,445/night · Sleeps 16
BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to BeachFrom $299/night · Sleeps 4
Aloha Villa: AC, Garden, Short Walk to Poipu BeachFrom $306/night · Sleeps 5
NEW! Ocean View, Minutes to Beach - Nihi Kai 806From $317/night · Sleeps 6
Home Of The Cherished Seacoast By Parrish Kauai- oceanfront & walk to Poipu BeacFrom $848/night · Sleeps 4
Beautiful ground floor unit at Kiahuna plantation with A/C.From $299/night · Sleeps 4
Kahala 414 - Private Two-Bedroom Condo in Poipu KaiFrom $307/night · Sleeps 4
New! Upgraded Kiahuna 425 Plus Athletic ClubFrom $151/night · Sleeps 4
The Plumeria Retreat by Gather - Poipu 4BR Home w/ Golf & Mountain Views, SleepsFrom $912/night · Sleeps 10
Nalo Bungalow by Alekona Kauai: Cute 4br w AC steps to the OceanFrom $559/night · Sleeps 7
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/CFrom $372/night · Sleeps 4
5BR Poipu villa, sleeps 12, walk to beachFrom $743/night · Sleeps 12
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the FamilyFrom $1,078/night · Sleeps 8
Kauai Exclusive - Poipu Makani Lani - Private Home w/ Pool, Spa & ACFrom $1,331/night · Sleeps 8
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to BeachFrom $1,899/night · Sleeps 10
Poipu Sands 214 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning BeachesFrom $338/night · Sleeps 4
Villa Kai Lani - Oceanfront Poipu Home with Pool, Spa & ACFrom $3,934/night · Sleeps 12
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning BeachesFrom $380/night · Sleeps 4
Poipu Ohana Hale! Beautifully Updated Single Family Home with Enough Space for the Entire Family.From $924/night · Sleeps 6
Beautiful Poipu 2 bdrm Ocean View Suite!From $419/night · Sleeps 6
Kukuiula Cottage #36 By Parrish Kauai - Exclusive private neighborhoodFrom $916/night · Sleeps 9
Prince Kuhio #205, Ocean View, sunny south shore Poipu areaFrom $201/night · Sleeps 2
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!From $315/night · Sleeps 4
BEAUTIFUL BREATH-TAKING Ocean and Sunset Views w/ AC, Upscale Furnishing, & Art.From $339/night · Sleeps 6
From $615/night
Beautiful - Modern Manualoha 3bdr/3 bath with AC
This fabulous large rare 3 bedroom, 3 bath unit is in the popular Manualoha complex at Poipu Kai Resort. Ground floor corner unit is steps from the...
From $323/night
Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club Membership
Summary:Top-floor two-bedroom, two-bath loft-style condo with air conditioning and Poipu Beach Athletic Club access. Spacious layout with a private...
From $409/night
Pili Mai 3B: Luxury Condo w/hot tub & pool, near beaches, golf & dining!
Poipu's south shore holds its sun long after the rest of Kauai clouds over, and the Kiahuna Golf Course runs green toward the mountains just past the...
From $420/night
Ocean View - Pili Mai 12G - 2 Bedroom Suite Sleep 8 - AC, Pool & Fitness Center
Summary:The sparkling new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. Rolling hills of golf course greens surround...
From $562/night
Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.
Summary:Escape to paradise in this spacious Poipu house, perfect for large families! Enjoy a huge private yard, a relaxing lanai for dining, and a...
From $499/night
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor.The unit is on two levels and...
From $1,976/night
Hale Ilikai - Luxury Oceanfront Home on Poipu Coastline
Hale Ilikai is a luxury 5-bedroom oceanfront estate in Poipu on Kauai's south shore, offering sweeping coastline views, central A/C, a private...
From $1,012/night
Hale Mahana Kai: 3BR Oceanfront Kukuiula Bay Home
Hale Mahana Kai is a deluxe 3-bedroom, 3.5-bath oceanfront retreat on Kauai's South Shore, set so close to the water you can hear the waves in every...
From $659/night
Captivating Views W/Kitchen and Lanai-Poipu Shores
Where the sky meets the sea, this oceanfront hideaway offers an enchanting blend of natural beauty and vibrant sunset hues. This oceanfront townhouse...
From $2,445/night
Hale Kahili: 8BR Ocean View Estate w/Pools+Spa!
This spacious, sparkling compound offers ideal large-group accommodations in an idyllic setting. Two elegant new villas nestle on an expansive 1-acre...
From $299/night
BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach
Brand new 24,000 BTU AC installed in the living room March 2023.The perfect Hawaiian getaway at this ground floor 1-bedroom condo with private lanai,...
From $306/night
Aloha Villa: AC, Garden, Short Walk to Poipu Beach
Summary:Just a five-minute walk from Poipu Beach, our 1,550-square-foot, fully air-conditioned, two-bedroom, two-bathroom villa is situated on the...
From $317/night
NEW! Ocean View, Minutes to Beach - Nihi Kai 806
Experience the epitome of family-friendly vacationing at Nihi Kai 806, just a stone's throw away from the pristine Poipu Beach and Brennecke's Beach....
From $848/night
Home Of The Cherished Seacoast By Parrish Kauai- oceanfront & walk to Poipu Beac
Our Kauai cottages include this one across from the world famous Brennecke Beach and steps from sunny Poipu Beach. Hale Kahakai Punahele (The House...
From $299/night
Beautiful ground floor unit at Kiahuna plantation with A/C.
Aloha and welcome to paradise at Kiahuna Plantation Unit 86, a stunningly remodeled one-bedroom, one-bath condo on Kauai’s sunny south shore in Poipu...
From $307/night
Kahala 414 - Private Two-Bedroom Condo in Poipu Kai
Summary:Ground-floor two-bedroom retreat in Poipu Kai Resort, just a short walk to Poipu Beach, Brennecke’s, Shipwreck Beach, and nearby dining and...
From $151/night
New! Upgraded Kiahuna 425 Plus Athletic Club
Stay cool and comfortable at Kiahuna Plantation #425, a newly renovated one-bedroom Kauai Rare Find with A/C at Kiahuna Plantation – Newly Upgraded...
From $912/night
The Plumeria Retreat by Gather - Poipu 4BR Home w/ Golf & Mountain Views, Sleeps
The Plumeria Retreat at Poipu — a golf course home with ocean views in the heart of Koloa Set on a quiet cul-de-sac with golf course views on one...
From $559/night
Nalo Bungalow by Alekona Kauai: Cute 4br w AC steps to the Ocean
Welcome to our Nalo Road Bungalow, a picturesque home situated just a few blocks from Poipu Beach Park and steps from the ocean. You will love views...
From $372/night
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna...
From $743/night
5BR Poipu villa, sleeps 12, walk to beach
This 5 bedroom condo is a roomy and centrally air conditioned home with plenty of space for your whole crew. This sub development is called Regency...
From $1,078/night
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the Family
Located in one of Poipu's newest and exclusive neighborhoods Kukuiula Makai Cottage #8 is one of the South Shores spectacular homes. With distant...
From $1,331/night
Kauai Exclusive - Poipu Makani Lani - Private Home w/ Pool, Spa & AC
Summary:Named "Heavenly Breezes" for a reason, Poipu Makani Lani is a 4-bedroom, 3.5-bathroom custom home that is perfectly perched on the Kiahuna...
From $1,899/night
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to Beach
Serendipity Kauai is a fully remodeled 4-bedroom, 3-bath retreat set in a lush tropical garden just steps from the Poipu Kai greenbelt. With multiple...
From $338/night
Poipu Sands 214 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Summary:Ground-floor retreat overlooking the Poipu Kai greenbelt, just steps from Shipwreck Beach. Poipu Sands 214 features two primary suites with...
From $3,934/night
Villa Kai Lani - Oceanfront Poipu Home with Pool, Spa & AC
Villa Kai Lani is a stunning oceanfront estate on Kauai's Poipu Beach coastline offering panoramic views, a private pool and spa, and accommodations...
From $380/night
Poipu Sands 116 - Ground-Floor Condo with Pool & Hot Tub Access, Steps from Stunning Beaches
Summary:Ground-floor ocean-view condo just steps from Shipwreck Beach. Poipu Sands 116 offers a spacious two-bedroom layout, private lanai, pool and...
From $924/night
Poipu Ohana Hale! Beautifully Updated Single Family Home with Enough Space for the Entire Family.
Summary:Wake up to ocean and mountain views in this newly remodeled 3BR Ohana Hale on the sunny south shore in Poipu, Kauai. Just minutes away from...
From $419/night
Beautiful Poipu 2 bdrm Ocean View Suite!
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 $916/night
Kukuiula Cottage #36 By Parrish Kauai - Exclusive private neighborhood
This luxury Kauai vacation rental is located in the newest resort community of Kukuiula. This fabulous home has lovely garden views from the main...
From $201/night
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and fully equipped with everything you...
From $315/night
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!
Ocean and garden view 2Br 2Ba condo across from Poipu Beach in Kauai, Hawaii. Some of the best and safest swimming, snorkeling, surfing, and boogie...
From $339/night
BEAUTIFUL BREATH-TAKING Ocean and Sunset Views w/ AC, Upscale Furnishing, & Art.
Enjoy Breath-Taking Beautiful Ocean views w/ AC, Upscale Furnishing, & Art.Our spacious split level condo offers incredible and unobstructed ocean...