Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach ParkFrom $550/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
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach ParkFrom $550/night · Sleeps 4
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury HomeFrom $510/night · Sleeps 4
Poipu Beach Plantation Style CottageFrom $585/night · Sleeps 4
New Custom Hawaiian Cottage - Poipu Beach- Koloa, HiFrom $700/night · Sleeps 4
A/C throughout spacious clean comfortable main floor condo with lush garden viewFrom $285/night · Sleeps 4
Ocean Front Condo with AC, Watch Sea Turtles from Our LanaiFrom $364/night · Sleeps 4
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C!From $258/night · Sleeps 2
Ocean View 3BR at Makahuena | Lanai, Pool, ACFrom $348/night · Sleeps 8
Fabulous Location near Shipwreck Beach and Grand Hyatt ResortFrom $239/night · Sleeps 2
Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool, Jacuzzi & ACFrom $1,140/night · Sleeps 10
Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!From $359/night · Sleeps 4
BEST Ocean Mountain Views, AC, Heated Pool, PickleballFrom $425/night · Sleeps 5
Regency 111 Defines Comfort & Spaciousness. Lovely Furniture & FurnishingsFrom $345/night · Sleeps 6
Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location.From $510/night · Sleeps 5
Spacious 2BR Poipu Retreat w/ AC, Lanais & Resort AmenitiesFrom $303/night · Sleeps 4
STUNNING OCEANFRONT * Poipu's Best View * New Air Conditioning throughoutFrom $1,104/night · Sleeps 6
Plantation Style Studio & Courtyard Garden In KoloaFrom $165/night · Sleeps 2
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beachFrom $302/night · Sleeps 4
Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!From $218/night · Sleeps 6
STUNNING OCEANFRONT PENTHOUSE 2Bd/2Ba *Fully Renovated, Pool * Poipu Palms KoloaFrom $513/night · Sleeps 4
The Catbird Seat -Closest Vacation Home To Poipu Beach - 100 Ft Away!!! Pool!!From $639/night · Sleeps 4
Now Booking! Enjoy your next vacation in our newly remodeled condo! Pool, A/C!From $232/night · Sleeps 2
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club accessFrom $809/night · Sleeps 8
Oceanfront Remodeled Luxury Penthouse / Cooling Trades & A/C / LIGHT & BRIGHTFrom $349/night · Sleeps 2
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our viewsFrom $711/night · Sleeps 6
ALL BOOKINGS Sep 15th to Nov 24th will be donated to Hurricane Lowell victims.From $706/night · Sleeps 8
Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!From $325/night · Sleeps 4
Kiahuna Plantation Oceanfront Renovated Ground floor Steps to ocean W/D in unitFrom $619/night · Sleeps 4
Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the FamilyFrom $1,075/night · Sleeps 6
Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!From $575/night · Sleeps 7
The hidden gem of Poipu.From $222/night · Sleeps 2
Charming CottageFrom $290/night · Sleeps 5
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - PoolsFrom $854/night · Sleeps 12
From $550/night
Stunning 2 Bedroom Luxury Cottage 300 feet from Poipu Beach Park
Koloa, Hawaii
★★★★★ 10.0/10 · 300 reviews
TMK: 4-2-8-018-005-0001-000This custom designed Hawaiian plantation style cottage is located just off the Brennecke's beach side of Poipu Beach Park,...
From $510/night
Coco Cottage at Poipu Beach - 2BR/2BA, Luxury Home
Koloa, Hawaii
★★★★★ 10.0/10 · 275 reviews
Coco Cottage at Poipu Beach is a classic, sugar plantation-style home located on the sunny south shore of Kauai. Completely rebuilt, it offers...
From $585/night
Poipu Beach Plantation Style Cottage
Koloa, Hawaii
★★★★★ 10.0/10 · 258 reviews
This custom designed Hawaiian plantation style cottage is located just steps from Poipu Beach Park and Brennecke’s beach on a quiet dead end street....
From $700/night
New Custom Hawaiian Cottage - Poipu Beach- Koloa, Hi
Koloa, Hawaii
★★★★★ 10.0/10 · 245 reviews
The Sea Glass Cottage offers an unforgettable Garden Isle vacation. This custom-designed Hawaiian style Cottage is located just steps from Poipu...
From $285/night
A/C throughout spacious clean comfortable main floor condo with lush garden view
Koloa, Hawaii
★★★★★ 10.0/10 · 233 reviews
Waikomo Stream Villas is an intimate 3.9 acre resort consisting of beautiful tropical plants, a pool, and wading pool. Waikomo Stream Villas is...
From $364/night
Ocean Front Condo with AC, Watch Sea Turtles from Our Lanai
Koloa, Hawaii
★★★★★ 10.0/10 · 228 reviews
Visit our remodeled ocean front get-away. The unit has been remodeled from top to bottom, from ceiling to floor. The master bedroom features a...
From $258/night
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C!
Koloa, Hawaii
★★★★★ 10.0/10 · 207 reviews
This beautiful upstairs 1 bedroom Ohana is located in Poipu Beach Estates just minutes from all sunny Poipu has to offer. A perfect retreat for a...
From $348/night
Ocean View 3BR at Makahuena | Lanai, Pool, AC
Koloa, Hawaii
★★★★★ 10.0/10 · 197 reviews
E Komo Mai, Welcome to The Makahuena 2102!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on...
From $239/night
Fabulous Location near Shipwreck Beach and Grand Hyatt Resort
Koloa, Hawaii
★★★★★ 10.0/10 · 181 reviews
We purchased this lovely ground floor garden view condo in April, 2013. This condominium has a large master bedroom with A/C. The master bedroom has...
From $1,140/night
Ho'ohu Nani: Private Ocean View Estate in Poipu with Pool, Jacuzzi & AC
Koloa, Hawaii
★★★★★ 10.0/10 · 181 reviews
Ho'ohu Nani is a luxurious 4-bedroom estate with ocean views, located near Poipu Beach on Kauai's sunny south shore. This spacious retreat features...
From $359/night
Large Poipu Kai Condo with Air Conditioning in Perfect Location for Everything!
Koloa, Hawaii
★★★★★ 10.0/10 · 176 reviews
This condo is a spacious 1,400 square foot air conditioned condo with oversized windows and two lanais to help guests enjoy the surrounding beauty of...
From $425/night
BEST Ocean Mountain Views, AC, Heated Pool, Pickleball
Koloa, Hawaii
★★★★★ 10.0/10 · 175 reviews
Inquire about reimbursement for qualifying Trip Cancellation Insurance. Note cancellation policy.Unit 833 at Nihi Kai Villas: The best view in Poipu!...
From $345/night
Regency 111 Defines Comfort & Spaciousness. Lovely Furniture & Furnishings
Koloa, Hawaii
★★★★★ 10.0/10 · 173 reviews
*Completely refurbished corner unit with high ceilings and over 1300 square feet of living space with new and comfortable furniture.*Master bedroom...
From $510/night
Alihi Lani 3 is a Luxury Condo with Amazing Views in a Prime Location.
Koloa, Hawaii
★★★★★ 10.0/10 · 169 reviews
Summary:Luxury Home, Amazing Views, Excellent Location. Ocean Views Include: Brilliant Blue Skies and Sun Sparkled Water.The Space:You will love this...
From $303/night
Spacious 2BR Poipu Retreat w/ AC, Lanais & Resort Amenities
Koloa, Hawaii
★★★★★ 10.0/10 · 167 reviews
E Komo Mai — Welcome to Mala Pua Regency 610!Discover your perfect island retreat in this beautifully appointed 2-bedroom, 2-bath ground-floor condo...
From $1,104/night
STUNNING OCEANFRONT * Poipu's Best View * New Air Conditioning throughout
koloa, Hawaii
★★★★★ 10.0/10 · 161 reviews
Words cannot describe the incredible view from this penthouse condo. It's mesmerizing!! You'll hear the waves crash below you along the coastline and...
From $165/night
Plantation Style Studio & Courtyard Garden In Koloa
Koloa, Hawaii
★★★★★ 10.0/10 · 158 reviews
COUNTY APPROVED PERMIT # Z-IV-2015- 25TMK # 2-6-013-046-0000Come and Experience Kauai's Sunny South Shore & Beautiful Beaches. Towering Eucalyptus...
From $302/night
Rare Find w/ 2 AC! Newly renovated condo #128, ground flr, 3-4 min walk to beach
Koloa, Hawaii
★★★★★ 10.0/10 · 158 reviews
Brand New AC in living room and bedroom. One of very few units in Kiahuna with 2 ACs.Fully remodeled 1b/1b condo inside the stunning Kiahuna Resort....
From $218/night
Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
Koloa, Hawaii
★★★★★ 10.0/10 · 155 reviews
If you are looking for a beautiful, spacious, incredibly clean, affordable condo with fantastic amenities located right in the heart of Poipu….you've...
From $513/night
STUNNING OCEANFRONT PENTHOUSE 2Bd/2Ba *Fully Renovated, Pool * Poipu Palms Koloa
Koloa, Hawaii
★★★★★ 10.0/10 · 153 reviews
This magnificent end unit Penthouse was completely remodeled with everything new just a couple years ago! The Pacific Ocean stretches out as far as...
From $639/night
The Catbird Seat -Closest Vacation Home To Poipu Beach - 100 Ft Away!!! Pool!!
Koloa, Hawaii
★★★★★ 10.0/10 · 152 reviews
The Catbird Seat private paradise home is the closest location to Poipu Beach and Brennecke Beach of ANY vacation rental. 2 Bedrooms sleep 4. Your...
From $232/night
Now Booking! Enjoy your next vacation in our newly remodeled condo! Pool, A/C!
Koloa, Hawaii
★★★★★ 10.0/10 · 151 reviews
New listing and availability just opened for this brand newly remodeled, stunning studio condo! Our condo is perfect for a honeymoon stay or romantic...
From $809/night
5 Star, Great for Families, 4BD w/AC, HTD Pool, Poipu Beach Athletic Club access
Koloa, Hawaii
★★★★★ 10.0/10 · 151 reviews
Hale O Ke Akamai is Hawaiian for "House of Art" which is evident when stepping inside. Be sure to view video located at the end of photos (slide #3)....
From $349/night
Oceanfront Remodeled Luxury Penthouse / Cooling Trades & A/C / LIGHT & BRIGHT
Koloa, Hawaii
★★★★★ 10.0/10 · 146 reviews
Discounted Summer Rates & additional discount for stays of 7 days or more.Why Reserve this Condo? Spectacular Ocean Views from this Condo! Light,...
From $711/night
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Koloa, Hawaii
★★★★★ 10.0/10 · 146 reviews
Located in one of the finest resorts on Kauai, with only 60 units on five beautifully-landscaped acres of Poipu Kapili, this is the perfect home for...
From $706/night
ALL BOOKINGS Sep 15th to Nov 24th will be donated to Hurricane Lowell victims.
Koloa, Hawaii
★★★★★ 10.0/10 · 145 reviews
Honu House is located in sunny Poipu on the south shore of Kauai. This home was completed in March of 2019. Honu House is an open concept home with...
From $325/night
Rare find w/ 2 AC, 2 min walk to beach, Remodeled #151, ground floor!
Koloa, Hawaii
★★★★★ 10.0/10 · 143 reviews
New shortened cancellation policy! Book before it's gone! New ownership! New A/C in both Living and Bedroom! One of the only units in Kiahuna with...
From $619/night
Kiahuna Plantation Oceanfront Renovated Ground floor Steps to ocean W/D in unit
Koloa, Hawaii
★★★★★ 10.0/10 · 141 reviews
Guest to pay onsite management Castle Resorts direct at check in/out for required checkout cleaning fee. Full check out cleaning for 1 bedroom units...
From $1,075/night
Kilohana At Poipu By Parrish Kauai - Private Pool with AC - Great for the Family
Koloa, Hawaii
★★★★★ 10.0/10 · 136 reviews
Kilohana at Poipu is a private tranquil vacation home nestled in the center of Kiahuna Golf Village and the Robert Trent Jones, Jr. golf course. This...
From $575/night
Perfect family home with A/C! Amazing location, a short walk to Poipu beaches!
Koloa, Hawaii
★★★★★ 10.0/10 · 134 reviews
This private ranch-style home is located in the Lanai Villas section of Poipu Kai Resort. What makes this house special is the enclosed tropical...
From $222/night
The hidden gem of Poipu.
Koloa, Hawaii
★★★★★ 10.0/10 · 131 reviews
Waikomo Stream Villas is the best kept secret in the Poipu area. An idyllic garden oasis tucked away on Kauai's sunny side, offering a premier...
From $290/night
Charming Cottage
Koloa, Hawaii
★★★★★ 10.0/10 · 129 reviews
TVR 4181: Charming cottage above historic Koloa Town, about 20 minutes from Lihue airport.Front door opens into expansive screened-in lanai with...
From $854/night
Luxurious Poipu condo - Walk to multiple beaches - Central AC - Wifi - Pools
Koloa, Hawaii
★★★★★ 10.0/10 · 129 reviews
Welcome to your slice of paradise in Poipu!Nestled in the prestigious Regency @ Poipu Kai Resort, our newly furnished, air-conditioned, 5-bedroom...