Sheraton Kauai - 1BRFrom $638/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
Map View · Page 29
Koloa Vacation Rentals Map
Sheraton Kauai - 1BRFrom $638/night · Sleeps 4
Sheraton Kauai Resort - 2BRFrom $648/night · Sleeps 5
Hale Kolea by Alekona Kauai: 2BR Ocean View Cottage w AC, TVNC #5025From $658/night · Sleeps 2
Sheraton Kauai Resort Villas 2 bedroom 2 bath villaFrom $667/night · Sleeps 6
Island Escape – 2BR Lockoff Villa at Sheraton Kaua‘i ResortFrom $674/night · Sleeps 6
Hale Imaka by Alekona Kauai: 4BR home in Poipu KaiFrom $694/night · Sleeps 10
Kiahuna Plantation 150 AC FULLY remodeledFrom $697/night · Sleeps 2
Sheraton Kauai - 2BR LockoffFrom $701/night · Sleeps 6
Aston Poipu Kai | Private House | Walk to Beach | Pools | Tennis | Peaceful ResoFrom $710/night · Sleeps 6
Aston Poipu Kai Kauai 412 | Lush Garden Views – Pool & Hot TubFrom $716/night · Sleeps 4
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 KitchenFrom $731/night · Sleeps 8
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island ViewFrom $776/night · Sleeps 8
Special Lawai Beach Resort- 2 bedroomFrom $800/night · Sleeps 6
Marriott's Beachfront Waiohai Resort + Resort Amenities includedFrom $800/night · Sleeps 8
*New* Fall Special Poipu Waterfront Home with Athletic Club PerksFrom $816/night · Sleeps 8
Kukui'ula Bungalow 1AFrom $839/night · Sleeps 2
Private Poipu Retreat with Rooftop Ocean Views, Hot Tub and Outdoor LivingFrom $847/night · Sleeps 8
Family Retreat: 2BR Villa at Sheraton Kaua‘i ResortFrom $853/night · Sleeps 6
OceanView Marriott Waiohai beach club 2BDRM villa, Full Resort AccessFrom $870/night · Sleeps 8
2BDR Oceanview Suite, Point at Poipu HawaiiFrom $889/night · Sleeps 6
Brennecke Beach Bungalow By Parrish I Steps to Beach!From $896/night · Sleeps 8
Koloa Kauai 2 Bedroom Sleeps 6From $900/night · Sleeps 6
Koloa Kauai 2 Bedroom Sleeps 6From $910/night · Sleeps 6
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family FriendlyFrom $921/night · Sleeps 8
2BR Ocean View at Waiohai Beach Club – Poipu Beach ParadiseFrom $931/night · Sleeps 8
Kukui'ula Bungalow 1BFrom $933/night · Sleeps 2
2 Lawai Beach Resort, Pool, Beachfront, Balcony!From $942/night · Sleeps 6
Sheraton Kaua'i Resort Villas 2-bedroom villa with WiFi, AC in lovely KoloaFrom $1,124/night · Sleeps 6
Koloa Kauai 3 Bedroom Condo Sleeps 6From $1,134/night · Sleeps 6
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-SideFrom $1,197/night · Sleeps 10
Marriott's Waiohai Beach Club Resort + Resort Amenities IncludedFrom $1,200/night · Sleeps 8
Luxury Villa in Sunny Poipu with a heated pool, A/C and open floor plan.From $1,200/night · Sleeps 8
The Lodge at Kukui‘ula - Bungalow 5From $1,201/night · Sleeps 2
From $638/night
Sheraton Kauai - 1BR
Aloha and welcome to beautiful Poʻipū Beach on Kauaʻi's sunny southern shore. Enjoy a relaxing island escape surrounded by tropical landscapes, ocean...
From $648/night
Sheraton Kauai Resort - 2BR
Escape to Kaua‘i's beautiful southern coast with a relaxing stay near Po‘ipū Beach. Surrounded by tropical landscapes and stunning ocean scenery,...
From $658/night
Hale Kolea by Alekona Kauai: 2BR Ocean View Cottage w AC, TVNC #5025
Why Guests Love Hale KoleaDesigned with couples, newlyweds, and anniversary getaways in mind, this intimate cottage provides the perfect setting to...
From $667/night
Sheraton Kauai Resort Villas 2 bedroom 2 bath villa
I can’t use my ownership this year because I have a new puppy. My loss is your gain! Spend Thanksgiving in paradise!Ideally located on exquisite...
From $674/night
Island Escape – 2BR Lockoff Villa at Sheraton Kaua‘i Resort
Due to damage sustained during the recent hurricane activity in Hawaii, this resort is currently closed while assessment and recovery efforts are...
From $694/night
Hale Imaka by Alekona Kauai: 4BR home in Poipu Kai
Hale Imaka is a spacious four-bedroom, three-bathroom vacation home in the popular Poipu Kai neighborhood, thoughtfully designed for families and...
From $697/night
Kiahuna Plantation 150 AC FULLY remodeled
Summary:Kiahuna Plantation 150 is a beautifully remodeled, ground-floor retreat with sage-green cabinetry, tropical botanical walls, a king bed, and...
From $701/night
Sheraton Kauai - 2BR Lockoff
Escape to Kaua‘i's beautiful southern coast with a relaxing stay near Po‘ipū Beach. Surrounded by tropical landscapes and stunning ocean scenery,...
From $710/night
Aston Poipu Kai | Private House | Walk to Beach | Pools | Tennis | Peaceful Reso
E Komo Mai (welcome) to Aston at Poipu Kai. Welcome to Lanai Villas 28, a spacious and private retreat offering the comfort of a standalone home in...
From $716/night
Aston Poipu Kai Kauai 412 | Lush Garden Views – Pool & Hot Tub
Pool Enhancement Project NoticeTo enhance our amenities, the Regency Association of Apartment Owners will be conducting a pool resurfacing project...
From $731/night
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 Kitchen
Summary:Poipu Crater Ohana combines two adjoining townhome-style condos—PC23 and PC24—creating a 4-bedroom, 4-bath retreat that sleeps 8. Enjoy two...
From $776/night
Discover Paradise at Marriott’s Waiohai Beach Club - 2 Bedroom Island View
This resort has been impacted by recent hurricane activity in Hawaii. Conditions and resort operations can change as recovery efforts continue. We...
From $800/night
Special Lawai Beach Resort- 2 bedroom
Welcome to your tropical sanctuary on Kauai’s sun-drenched South Shore! Located directly across from the world-famous Lawai Beach, our condo at the...
From $800/night
Marriott's Beachfront Waiohai Resort + Resort Amenities included
Book with Chairman owners! This marvelous beach resort in Koloa is perfect for your escape. Access to Resort Amenities is included for our guests....
From $816/night
*New* Fall Special Poipu Waterfront Home with Athletic Club Perks
Summary:Make the lanai the center of the trip: grill dinner with the water in view, let the kids play outside, and keep beach time on your own...
From $839/night
Kukui'ula Bungalow 1A
Kukui'ula Bungalow 1A is a beautiful one-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. It offers luxurious accommodations and exclusive...
From $847/night
Private Poipu Retreat with Rooftop Ocean Views, Hot Tub and Outdoor Living
Private Poipu Retreat with Rooftop Ocean Views, Hot Tub and Outdoor LivingEscape to your own private retreat in beautiful Poipu. Recently updated...
From $853/night
Family Retreat: 2BR Villa at Sheraton Kaua‘i Resort
Due to damage sustained during the recent hurricane activity in Hawaii, this resort is currently closed while assessment and recovery efforts are...
From $870/night
OceanView Marriott Waiohai beach club 2BDRM villa, Full Resort Access
Welcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's...
From $889/night
2BDR Oceanview Suite, Point at Poipu Hawaii
The Point at Poipu Koloa, HawaiiFlowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the...
From $896/night
Brennecke Beach Bungalow By Parrish I Steps to Beach!
Brennecke Beach Bungalow places you just steps from Kauai’s most iconic South Shore beaches, where sun, surf, and sea turtles set the rhythm of your...
From $900/night
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Surrounded by the beautiful Kiahuna Golf Course with views of the...
From $910/night
Koloa Kauai 2 Bedroom Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab!Flowing waterfalls, a crystal clear Koi pond, and hundreds of...
From $921/night
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of...
From $931/night
2BR Ocean View at Waiohai Beach Club – Poipu Beach Paradise
*This resort has been impacted by recent hurricane activity in Hawaii. Conditions and resort operations can change as recovery efforts continue. We...
From $933/night
Kukui'ula Bungalow 1B
Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui'ula, Bungalow 1B allows guests to experience golf-view...
From $942/night
2 Lawai Beach Resort, Pool, Beachfront, Balcony!
Your home away from home in Koloa with 2 bedrooms. This fantastic resort features a king bed and a twin bed, plus a cozy living room with a sofa bed...
From $1,124/night
Sheraton Kaua'i Resort Villas 2-bedroom villa with WiFi, AC in lovely Koloa
Welcome to this charming villa in Koloa. This amazing property features 2 bedrooms with king beds, 2 bathrooms (one with a soaking tub, and both with...
From $1,134/night
Koloa Kauai 3 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Settle in and immerse yourselves in the beauty and wonder of Kauai...
From $1,197/night
Poipu Shores Ohana - Two Ocean-Front Condos Side-by-Side
Summary:Two ground-floor oceanfront condos rented together, offering side-by-side living just feet from the water. Enjoy panoramic ocean views from...
From $1,200/night
Marriott's Waiohai Beach Club Resort + Resort Amenities Included
Book with Chairman owners! This marvelous beach resort in Koloa is perfect for your escape. Access to Resort Amenities is included for our guests....
From $1,200/night
Luxury Villa in Sunny Poipu with a heated pool, A/C and open floor plan.
Welcome to your private Poipu retreat on the lush fairways of Kiahuna Golf Course, with distant ocean views. This beautifully designed 4 bed, 4.5...
From $1,201/night
The Lodge at Kukui‘ula - Bungalow 5
Experience the ultimate Hawaiian getaway at Lodge at Kukui'ula Bungalow 5, a luxurious one-bedroom retreat nestled within the stunning Kukui'ula...