Luxury Poipu Beach House Sleeps 8 with Central ACFrom $525/night · Sleeps 8
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
Luxury Poipu Beach House Sleeps 8 with Central ACFrom $525/night · Sleeps 8
Poipu Kapili 6 by Alekona Kauai: Oceanfront Corner Condo w ACFrom $720/night · Sleeps 4
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!From $444/night · Sleeps 6
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠From $241/night · Sleeps 6
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health ClubFrom $242/night · Sleeps 4
Nihi Kai 200 By Parrish KauaiFrom $602/night · Sleeps 4
Kahala 412 - Private One-Bedroom Condo in Poipu KaiFrom $268/night · Sleeps 4
Modern Island Chic W/Kitchen and Lanai–Poipu ShoresFrom $629/night · Sleeps 4
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!From $352/night · Sleeps 8
Pane Makai Poipu Beach House - Steps to the Beach!From $2,450/night · Sleeps 24
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beachFrom $632/night · Sleeps 12
Nakoa Kai in Sunny Poipu with PoolFrom $572/night · Sleeps 6
New Listing! Adorable Renovated 2 BR in PoipuFrom $262/night · Sleeps 6
2-Bedroom Garden/Ocean Views - split system AC!From $333/night · Sleeps 6
Hale Nani By Parrish Kauai: oceanfront & sunset views with AC, walk to the beachFrom $551/night · Sleeps 5
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu CoastlineFrom $1,600/night · Sleeps 6
Kahala 433 by Destination Kauai - 1BD, Walk To Beach, Portable A/CFrom $217/night · Sleeps 2
Poipu Kai Resort Vacation Condo in Koloa!From $297/night · Sleeps 6
Poipu Poolside Paradise with Ocean views!From $473/night · Sleeps 6
Daydream Believer, House, 4 bed, 3 bath, sleeps 13From $608/night · Sleeps 13
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & laFrom $458/night · Sleeps 4
Hale Ani: Oceanfront Kauai Vacation Home - Steps Poipu Beach!From $962/night · Sleeps 6
Ahe Lani By Parrish Kauai - charming cottage steps from Lawai BeachFrom $353/night · Sleeps 4
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amazFrom $1,189/night · Sleeps 8
Nihi Kai 510 - Garden w/ Ocean Peek View/AC/Walk to BeachesFrom $580/night · Sleeps 6
Garden-Beach-Gym-Pool-Turtles on Poipu Beach #228From $211/night · Sleeps 4
Poipu condo with stream views and pool access summer dealsFrom $292/night · Sleeps 2
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and BeachFrom $300/night · Sleeps 4
Kiahuna Paradise condo with A/CFrom $280/night · Sleeps 4
Kiahuna Ohana Hale By Parrish Kauai with Private PoolFrom $1,018/night · Sleeps 8
Beautiful Condo that offers a truly Hawaiian experience: Waikomo Streams 121From $182/night · Sleeps 4
Gorgeous Penthouse w/ AC, Steps from the Beach!From $424/night · Sleeps 4
Beautiful Mediterranean Architecture 4 BR Home in PoipuFrom $974/night · Sleeps 14
From $525/night
Luxury Poipu Beach House Sleeps 8 with Central AC
Koloa, Hawaii
★★★★★ 9.6/10 · 36 reviews
This new custom home has 3 large bedrooms & 2.5 baths, perfect for larger parties or families to stay together on their vacation. The house has...
From $720/night
Poipu Kapili 6 by Alekona Kauai: Oceanfront Corner Condo w AC
Koloa, Hawaii
★★★★★ 9.6/10 · 36 reviews
Designed to take advantage of the cool trade winds and showcase Kauai's natural beauty, Poipu Kapili Condo #6 is the oceanfront condo you have been...
From $444/night
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!
Koloa, Hawaii
★★★★★ 9.6/10 · 35 reviews
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our recently remodeled...
From $241/night
🏝 Private Home, Large Lanai -2 Minute Walk to Poipu Beach! 🐠
Koloa, Hawaii
★★★★★ 9.6/10 · 34 reviews
Welcome to Kipuka Hale, a beautiful designed, newly renovated home. Located in a quiet, stunning neighborhood just two minutes to the world famous...
From $242/night
Ground-Floor Beachside 1BR Retreat with Private Patio, Lawn, Pool & Health Club
Koloa, Hawaii
★★★★★ 9.6/10 · 32 reviews
Escape to our newly remodeled 1-bedroom, 1-bath condo, perfect for couples or small families seeking a beachside getaway. Located on the ground floor...
From $602/night
Nihi Kai 200 By Parrish Kauai
Koloa, Hawaii
★★★★★ 9.6/10 · 31 reviews
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards...
From $268/night
Kahala 412 - Private One-Bedroom Condo in Poipu Kai
Koloa, Hawaii
★★★★★ 9.6/10 · 30 reviews
Summary:Spacious ground-floor condo in Poipu Kai’s Kahala complex, just a short walk to Poipu Beach and Brennecke’s. This 1-bedroom retreat includes...
From $629/night
Modern Island Chic W/Kitchen and Lanai–Poipu Shores
Koloa, Hawaii
★★★★★ 9.6/10 · 30 reviews
Poipu Shores 307a: Imagine waking up to the soothing sound of the ocean and ending your day with a front row seat to nature’s most spectacular sunset...
From $352/night
Garden Island Oasis - Regency 424 at Poipu Kai. 3 bedrooms - Walk to the beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 28 reviews
Welcome to our island home! Discover the ultimate getaway at the Garden Island Oasis at the Regency at Poipu Kai, nestled in the heart of the...
From $2,450/night
Pane Makai Poipu Beach House - Steps to the Beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 28 reviews
Pane Makai is a spacious 6,000 square foot Hawaiian-style beach house in sunny Poipu, just steps from world-famous Poipu Beach. Perfect for large...
From $632/night
Beautiful spacious 5 bedroom condo with AC in the heart of Poipu, walk to beach
Koloa, Hawaii
★★★★★ 9.6/10 · 27 reviews
Spacious condo in Regency complex of Poipu Kai resort. Next to walking path to beaches, dining, walk to shopping. Great for families, or couples who...
From $572/night
Nakoa Kai in Sunny Poipu with Pool
Koloa, Hawaii
★★★★★ 9.6/10 · 26 reviews
Nestled in the back of a private cul-de-sac, this exquisite three-bedroom vacation home is located in the heart of sunny Poipu, walking distance to...
From $262/night
New Listing! Adorable Renovated 2 BR in Poipu
KOLOA, Hawaii
★★★★★ 9.6/10 · 25 reviews
Newly Renovated Coastal 2-Bedroom with Ocean Views at MakahuenaThe perfect home base for your Kaua'I vacation, this freshly renovated 2-bedroom...
From $333/night
2-Bedroom Garden/Ocean Views - split system AC!
Koloa, Hawaii
★★★★★ 9.6/10 · 23 reviews
Welcome to your slice of paradise! After your long journey, we know you will be ready to unwind. To make your arrival extra special, we have prepared...
From $551/night
Hale Nani By Parrish Kauai: oceanfront & sunset views with AC, walk to the beach
Koloa, Hawaii
★★★★★ 9.6/10 · 23 reviews
Designed perfectly to take advantage of its location, Hale Nani is among our wonderful Kauai oceanfront rentals with two ocean view bedroom suites...
From $1,600/night
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu Coastline
Koloa, Hawaii
★★★★★ 9.6/10 · 23 reviews
Hale O Ka Nalu Po'i is a breathtaking oceanfront estate on 1.4 secluded acres in sunny Poipu. Overlooking tide pools and a hidden beach often visited...
From $217/night
Kahala 433 by Destination Kauai - 1BD, Walk To Beach, Portable A/C
Koloa, Hawaii
★★★★★ 9.6/10 · 22 reviews
E Komo Mai — Welcome to Kahala 433 at Poipu Kai ResortEscape to your peaceful South Shore retreat at beautiful Poipu Kai Resort. Surrounded by lush...
From $297/night
Poipu Kai Resort Vacation Condo in Koloa!
Koloa, Hawaii
★★★★★ 9.6/10 · 22 reviews
Get that island breeze in your hair at this lovely 2-bedroom, 2-bathroom vacation rental in Regency Villas at Poipu Kai! With community amenities...
From $473/night
Poipu Poolside Paradise with Ocean views!
Koloa, Hawaii
★★★★★ 9.6/10 · 21 reviews
Free access to Poipu Beach Athletic Club.Rental car at a reasonable rate.Enjoy the sound of the waves from your own lanai. Watch the sunset and...
From $608/night
Daydream Believer, House, 4 bed, 3 bath, sleeps 13
Koloa, Hawaii
★★★★★ 9.6/10 · 20 reviews
Summary:Spacious 4-bedroom, 3-bath home sleeping up to 13, just a short walk to Shipwreck Beach, Poipu Beach Park, and the community pool. Enjoy two...
From $458/night
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & la
Koloa, Hawaii
★★★★★ 9.6/10 · 19 reviews
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an...
From $962/night
Hale Ani: Oceanfront Kauai Vacation Home - Steps Poipu Beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 17 reviews
Hale Ani is a deluxe 3-bedroom, 2-bath oceanfront retreat just steps from Poipu and Brennecke Beach. This single-level home features a spacious great...
From $353/night
Ahe Lani By Parrish Kauai - charming cottage steps from Lawai Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 14 reviews
"Heavenly Breeze" also know as Ahe Lani is a quaint 2 bedroom cottage located near two of the best beaches in Poipu. Lawai Beach is to your left and...
From $1,189/night
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amaz
Koloa, Hawaii
★★★★★ 9.6/10 · 14 reviews
A dramatic choice from our Kauai oceanfront rentals is this home perched high above the sparkling blue Pacific Ocean. Meaning “The House of...
From $580/night
Nihi Kai 510 - Garden w/ Ocean Peek View/AC/Walk to Beaches
Koloa, Hawaii
★★★★★ 9.6/10 · 13 reviews
Summary:Enjoy garden views and a peek of the ocean at Nihi Kai 510, a fully air-conditioned 2BR/2BA condo just a short walk to Poipu Beach and...
From $211/night
Garden-Beach-Gym-Pool-Turtles on Poipu Beach #228
Koloa, Hawaii
★★★★★ 9.6/10 · 12 reviews
Mahalo for checking out our unit with Kauai Island Homes!IMPORTANT: The pool and hot tub at Poipu Athletic Club will be renovated Sept 9-Oct 15....
From $292/night
Poipu condo with stream views and pool access summer deals
Koloa, Hawaii
★★★★★ 9.6/10 · 12 reviews
Welcome to Waikomo Stream Villas #422 — a peaceful tropical treehouse-style retreat located in the heart of Poipu, one of Kauai’s most sought-after...
From $300/night
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 12 reviews
Summary:Beautiful ground-floor one-bedroom retreat with ocean views and a private lanai. Poipu Sands 312 features recent renovations, vibrant island...
From $280/night
Kiahuna Paradise condo with A/C
Koloa, Hawaii
★★★★★ 9.6/10 · 11 reviews
Kiahuna plantation unit 120 in Building 18.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very...
From $1,018/night
Kiahuna Ohana Hale By Parrish Kauai with Private Pool
Koloa, Hawaii
★★★★★ 9.6/10 · 11 reviews
Enjoy true island living in this spacious 4,300 square foot home overlooking the 10th fairway of the Kiahuna Golf Course. The large covered gazebo...
From $182/night
Beautiful Condo that offers a truly Hawaiian experience: Waikomo Streams 121
Koloa, Hawaii
★★★★★ 9.6/10 · 10 reviews
Welcome to Waikomo Streams 121, a peaceful one-bedroom condominium tucked within the lush grounds of Waikomo Streams in Koloa on Kauai’s sunny south...
From $424/night
Gorgeous Penthouse w/ AC, Steps from the Beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 10 reviews
Newly updated unit w/ AC. Historic plantation-era Hawaiian style right by the ocean. Very romantic and relaxed place, great for your next Ohana...
From $974/night
Beautiful Mediterranean Architecture 4 BR Home in Poipu
Koloa, Hawaii
★★★★★ 9.6/10 · 10 reviews
This Poipu vacation rental is a spacious 4-bedroom luxury home in the exclusive Kiahuna Golf Village community. Just one mile from world-famous Poipu...