Hale Kahanalu "House by the Surf"From $130/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
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Koloa Vacation Rentals Map
Hale Kahanalu "House by the Surf"From $130/night · Sleeps 4
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot TubFrom $1,323/night · Sleeps 12
NEW LISTING! Treetop Poipu Condo Pool and GymFrom $151/night · Sleeps 4
New listing! Poipu 3br Retreat with Pool and GymFrom $275/night · Sleeps 6
Poipu tropical garden view w/AC. No stairs!From $305/night · Sleeps 3
NANEA - Kauai Oceanfront Luxury Home with ACFrom $2,592/night · Sleeps 8
New Listing - 2 Bedroom, AC, Pool, Gym In PoipuFrom $281/night · Sleeps 6
Poipu Kapili 40 by Alekona Kauai: 1br Ocean View Condo w ACFrom $293/night · Sleeps 3
Island Style W/Ocean View, Lanai and Fans–KiahunaFrom $539/night · Sleeps 4
Ka Hui Ana: 4 BR Kukui'ula Luxury Home with Ohana & PoolFrom $1,015/night · Sleeps 12
Walk to Poipu Beach • 4BR + Bonus • PoolFrom $893/night · Sleeps 10
Poipu Ground Floor Ease w/Kitchen – Kiahuna 2089From $329/night · Sleeps 4
Poipu Shores 107A Corner Unit, OceanfrontFrom $552/night · Sleeps 6
500 Feet to the Ocean!From $842/night · Sleeps 8
Beautiful 8 brs for 22 near Poipu Beach Park!From $1,885/night · Sleeps 16
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get AwayFrom $448/night · Sleeps 4
Kiahuna Plantation Resort Royal Garden 2 BedroomFrom $608/night · Sleeps 6
*New* Bright Poipu Condo With Garden Lanai Near Two BeachesFrom $231/night · Sleeps 6
4205 Oceanview | Pool•Spa•Tennis•WhalesFrom $218/night · Sleeps 6
August Sale!! Ground-Floor Poipu Condo with Ocean Views, Pool & Beach AccessFrom $220/night · Sleeps 3
*New* Pacific and Prince Kuhio Surf from PoipuFrom $349/night · Sleeps 2
Honu Kai Villas #2 By Parrish KauaiFrom $630/night · Sleeps 5
Kiahuna #44 • A/C • REMODELED & UPDATED Ground-Floor End Unit • 2 Min to BeachFrom $349/night · Sleeps 4
New Private Oceanfront Corner Retreat by Lawai BeachFrom $196/night · Sleeps 2
NEW Ground-Floor Poipu 3BR with Central AC and LanaiFrom $232/night · Sleeps 6
New Top-Floor Poipu 3BR for Big Family Beach DaysFrom $183/night · Sleeps 8
*New* Pacific Views from a Poipu Clifftop Home for FourteenFrom $704/night · Sleeps 14
Recently upgraded 3-bedroom ocean and mountain views!From $450/night · Sleeps 6
*New* Walk to Kiahuna Beach from a Poipu Garden RetreatFrom $159/night · Sleeps 4
*NEW* Air-Conditioned Poipu Retreat, 100 Yards from Brennecke'sFrom $324/night · Sleeps 6
*NEW* Freshly Renovated Poipu Condo with Ocean and Pool ViewsFrom $281/night · Sleeps 6
New Fall Deal Poipu 3BR with Central AC Near Poipu BeachFrom $210/night · Sleeps 8
*NEW* Ground-Floor Poipu 2BR with Pool, Hot Tub and GymFrom $281/night · Sleeps 6
From $130/night
Hale Kahanalu "House by the Surf"
Koloa, Hawaii
★★★★★ 8.0/10 · 13 reviews
Just 175 yards from Poipu Beach, this location offers unbeatable access to one of Hawaii’s most celebrated shorelines.Poipu Beach was ranked the #1...
From $1,323/night
Hiki Moe Hale by Gather: Elegant 4BR Oasis w/ Pool & Hot Tub
Koloa, Hawaii
★★★★★ 8.0/10 · 5 reviews
Welcome to Hiki Moe Hale at Kukui’ula, an elegant 4-bedroom, 4.5-bath Kaua‘i sanctuary set within the prestigious Kukui‘ula community on the island’s...
From $151/night
NEW LISTING! Treetop Poipu Condo Pool and Gym
Koloa, Hawaii
★★★★★ 8.0/10 · 4 reviews
Top Floor Corner Unit at Kiahuna Plantation with Poi'pu Beach Athletic Club Access Prime Location on Kauai's Sunny South Shore! Your vacation awaits...
From $275/night
New listing! Poipu 3br Retreat with Pool and Gym
Koloa, Hawaii
★★★★★ 8.0/10 · 3 reviews
Poipu Retreat with Mountain Views and Resort-Style AmenitiesDiscover this breathtaking second-story sanctuary in the prestigious Pili Mai resort,...
From $305/night
Poipu tropical garden view w/AC. No stairs!
Koloa, Hawaii
★★★★★ 8.0/10 · 3 reviews
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...
From $2,592/night
NANEA - Kauai Oceanfront Luxury Home with AC
Koloa, Hawaii
★★★★★ 8.0/10 · 3 reviews
Nanea is a luxury 4-bedroom oceanfront estate on Kauai's south shore, offering 300 feet of direct ocean frontage and uninterrupted views from every...
From $281/night
New Listing - 2 Bedroom, AC, Pool, Gym In Poipu
Koloa, Hawaii
★★★★★ 8.0/10 · 2 reviews
Welcome to your slice of paradise at Pili Mai 2H, where the allure of sunny Poipu meets the tranquility of island living. Perched amidst the lush...
From $293/night
Poipu Kapili 40 by Alekona Kauai: 1br Ocean View Condo w AC
Koloa, Hawaii
★★★★★ 8.0/10 · 2 reviews
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the...
From $539/night
Island Style W/Ocean View, Lanai and Fans–Kiahuna
KOLOA, Hawaii
★★★★★ 8.0/10 · 1 reviews
Kiahuna Planation and Beach Bungalows #2072: Settle-in under tall ceilings, stunning ocean views, and a spacious open-concept design in this vacation...
From $1,015/night
Ka Hui Ana: 4 BR Kukui'ula Luxury Home with Ohana & Pool
Koloa, Hawaii
★★★★★ 8.0/10 · 1 reviews
Ka Hui Ana is a contemporary 4-bedroom, 4.5-bath retreat in Kauai's prestigious Kukui'ula community. Ideal for families and groups up to 12, each...
From $893/night
Walk to Poipu Beach • 4BR + Bonus • Pool
Koloa, Hawaii
★★★★★ 7.8/10 · 8 reviews
Stay in the heart of Poipu — just a 5-minute walk to the beach. Our spacious, family-friendly home is perfectly located near Brennecke’s and Poipu...
From $329/night
Poipu Ground Floor Ease w/Kitchen – Kiahuna 2089
KOLOA, Hawaii
★★★★★ 7.8/10 · 7 reviews
Soak in tropical sights and scents of flowers and fruit trees from a private ground floor lanai that flows onto the grounds. This deluxe 880sf island...
From $552/night
Poipu Shores 107A Corner Unit, Oceanfront
Koloa, Hawaii
★★★★★ 7.2/10 · 5 reviews
Summary:Poipu Shores 107A Short Walk to BeachesThe Space:Hurricane Lowell Update (9/9/26): Our thoughts are with everyone on Kauai still recovering...
From $842/night
500 Feet to the Ocean!
Koloa, Hawaii
★★★★★ 6.6/10 · 4 reviews
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all...
From $1,885/night
Beautiful 8 brs for 22 near Poipu Beach Park!
Koloa, Hawaii
★★★★★ 10.0/10 · 2 reviews
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms for 20 in Poipu Kai is located only 200...
From $448/night
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Koloa, Hawaii
★★★★★ 8.0/10 · 1 reviews
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...
From $608/night
Kiahuna Plantation Resort Royal Garden 2 Bedroom
Koloa, Hawaii
★★★★★ 8.0/10 · 1 reviews
This charming split-level two-bedroom condo features tranquil garden views and a relaxed island vibe. Located near the shoreline, it’s perfect for...
From $231/night
*New* Bright Poipu Condo With Garden Lanai Near Two Beaches
Koloa, Hawaii
★★★★★ 4.0/10 · 1 reviews
Summary:The sliding doors open to a garden-view lanai, a welcome place to slow down before the next Poipu beach outing. This one-bedroom, one-bath...
From $218/night
4205 Oceanview | Pool•Spa•Tennis•Whales
Koloa, Hawaii
★★★★★ 159 reviews
Mahalo for checking out our unit with Kauai Island Homes!Welcome to MA 4205 at Makahuena in sunny Poipu, a comfortable 2BR, 2BA condo with beautiful...
From $220/night
August Sale!! Ground-Floor Poipu Condo with Ocean Views, Pool & Beach Access
Koloa, Hawaii
★★★★★ 134 reviews
Summary:Walk out for coffee on the private lanai, then take the short stroll to Shipwreck Beach from this ground-floor Poipu Sands condo in Poipu Kai...
From $349/night
*New* Pacific and Prince Kuhio Surf from Poipu
Koloa, Hawaii
★★★★★ 130 reviews
Summary:The real luxury here is sitting on the lanai with the Pacific and Prince Kuhio's surf break in front of you. This one-bedroom Kuhio Shores...
From $630/night
Honu Kai Villas #2 By Parrish Kauai
Koloa, Hawaii
★★★★★ 130 reviews
Honu Kai Villas is a small boutique resort with only four units located just steps from Brennecke beach and Poipu Beach Park. Enjoy beautiful Kauai...
From $349/night
Kiahuna #44 • A/C • REMODELED & UPDATED Ground-Floor End Unit • 2 Min to Beach
Koloa, Hawaii
★★★★★ 122 reviews
HURRICANE LOWELL UPDATE — SEPTEMBER 2026Kiahuna Plantation and the Poipu area are actively recovering from Hurricane Lowell. Unit 44 fared well, and...
From $196/night
New Private Oceanfront Corner Retreat by Lawai Beach
Koloa, Hawaii
★★★★★ 119 reviews
Summary:Settle into the shade of your corner-unit lanai and watch the surf, open sky, and occasional sea life move across the view. This one-bedroom...
From $232/night
NEW Ground-Floor Poipu 3BR with Central AC and Lanai
Koloa, Hawaii
★★★★★ 103 reviews
Summary:Make the South Shore easy: a morning at Poipu Beach, an afternoon in the shared pool or hot tub, and dinner together on your private lanai....
From $183/night
New Top-Floor Poipu 3BR for Big Family Beach Days
Koloa, Hawaii
★★★★★ 87 reviews
Summary:Give the whole crew a proper South Shore landing place: three bedrooms, room for eight, and a lanai for the part of the evening when nobody...
From $704/night
*New* Pacific Views from a Poipu Clifftop Home for Fourteen
Koloa, Hawaii
★★★★★ 81 reviews
Summary:Bring the whole family to a lava-rock clifftop above the Pacific, where the waves are the soundtrack and every lanai has a reason to linger....
From $450/night
Recently upgraded 3-bedroom ocean and mountain views!
Koloa, Hawaii
★★★★★ 78 reviews
Recently renovated 3-bedroom condo with spectacular views located on the 3rd floor.The first level offers an open and welcoming layout with a...
From $159/night
*New* Walk to Kiahuna Beach from a Poipu Garden Retreat
Koloa, Hawaii
★★★★★ 74 reviews
Summary:Start with bare feet in the grass, then make the short walk to Kiahuna Beach for a morning in the sand. This one bedroom, one bath Kiahuna...
From $324/night
*NEW* Air-Conditioned Poipu Retreat, 100 Yards from Brennecke's
Koloa, Hawaii
★★★★★ 73 reviews
Summary:Walk about 100 yards to Brennecke's Beach for a morning in the waves, then come back to three lanais, air conditioning, and room for the...
From $281/night
*NEW* Freshly Renovated Poipu Condo with Ocean and Pool Views
Koloa, Hawaii
★★★★★ 72 reviews
Summary:Come back from a Poipu beach day to a condo refreshed from top to bottom in 2025, then put your feet up on the sunny lanai facing garden and...
From $210/night
New Fall Deal Poipu 3BR with Central AC Near Poipu Beach
Koloa, Hawaii
★★★★★ 69 reviews
Summary:Spend the morning in the water at Poipu Beach, come back to cool central air conditioning, then take your sunset drink out to the lanai. This...
From $281/night
*NEW* Ground-Floor Poipu 2BR with Pool, Hot Tub and Gym
Koloa, Hawaii
★★★★★ 65 reviews
Summary:Park a few steps from the front door, drop the beach bags, and settle into a ground-floor Poipu stay built for an easy family week. This...