The Lodge at Kukui‘ula - Cottage 11From $1,301/night · Sleeps 6
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 25
Koloa Vacation Rentals Map
The Lodge at Kukui‘ula - Cottage 11From $1,301/night · Sleeps 6
Kukuiula Makai Cottage #22 By Parrish KauaiFrom $1,584/night · Sleeps 12
Hale Ailani by Alekona Kauai: 4BR Poipu Luxury Home, AC, Pool, SpaFrom $1,628/night · Sleeps 10
Kainani Vacation Home 10: 5 BR Ocean View Home with PoolFrom $1,665/night · Sleeps 11
4 Bedroom Ocean View Home w/Private PoolFrom $2,708/night · Sleeps 8
Kahalawai 15 by Alekona Kauai: Luxury 6BR Ocean View Estate in KukuiulaFrom $2,972/night · Sleeps 12
August Sale!! Top-Floor Ocean Views, Walk to Brennecke's BeachFrom $140/night · Sleeps 4
August Sale!! Remodeled Tropical Poipu Studio with Pool - Walk to the BeachFrom $145/night · Sleeps 2
New Listing! Kahala Poipu Kai 212, Great LocationFrom $169/night · Sleeps 4
August Sale!! Walk to Poipu Beaches From a Roomy Condo with Wraparound LanaiFrom $186/night · Sleeps 4
Kiahuna Plantation at Poipu Beach - Ocean ViewFrom $199/night · Sleeps 7
Incredible REMODELED condo-bonus-peak ocean view, AC available!!From $199/night · Sleeps 4
Marriott's Waiohai Beach Club with the Beauty of Kauai at OUR Poipu ResortFrom $199/night · Sleeps 8
Lawai Beach ResortFrom $199/night · Sleeps 6
Island View - Marriott's Waiohai Beach Club: 2 Bedroom - Gorgeous Beach access!From $199/night · Sleeps 4
Kauanoe O Koloa 713 New Development Coming 2025!From $199/night · Sleeps 6
Regency Villas 212 Lush Garden By Suite ParadiseFrom $199/night · Sleeps 6
August Sale!! Poipu Condo Minutes to Kiahuna Beach with Pool & Hot TubFrom $201/night · Sleeps 4
Top-Floor Oceanfront Condo with Panoramic Views & Heated PoolFrom $208/night · Sleeps 6
Relax in Paradise – Studio at Sheraton Kauai ResortFrom $221/night · Sleeps 2
*NEW* Flexible Two-Bedroom Poipu Stay Near Brennecke'sFrom $224/night · Sleeps 4
*New* Fall Special Ocean-View Poipu Condo with Bonus Loft Near the BeachFrom $244/night · Sleeps 6
Pili Mai at Poipu - Condo on Kiahuna Golf Course - Pool, Spa, AC, Walk to BeachFrom $253/night · Sleeps 6
August Sale!! First-Floor Poipu Condo with Ocean View, W/D & Outdoor PoolFrom $260/night · Sleeps 4
Ocean View Lanai + Covered Alfresco Dining | Near Poipu Beach | Hale PōmaikaʻiFrom $272/night · Sleeps 8
Luxe Kauai 1BR Retreat | A/C & Beach AccessFrom $274/night · Sleeps 4
August Sale!! Tranquil Poipu Condo with Pools, Hot Tub & Grill Near the BeachFrom $277/night · Sleeps 6
Summer Deal Poipu 3BR Condo Near Kiahuna Beach Resort PoolFrom $290/night · Sleeps 8
Aloha Dream | Beach Access | Pool | Private PatioFrom $295/night · Sleeps 5
The Poipu Penthouse at Prince Kuhio Condominiums #402From $300/night · Sleeps 5
Kiahuna Plantation Resort 303 Garden View 1 BDFrom $300/night · Sleeps 4
Aloha Sky | Pool | Hot tub | Beach AccessFrom $308/night · Sleeps 5
Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach NearbyFrom $312/night · Sleeps 6
From $1,301/night
The Lodge at Kukui‘ula - Cottage 11
Nestled along the breathtaking south shore of Kaua'i, Cottage 11 at the prestigious Lodge at Kukui'ula offers an unparalleled Hawaiian escape. This...
From $1,584/night
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with...
From $1,628/night
Hale Ailani by Alekona Kauai: 4BR Poipu Luxury Home, AC, Pool, Spa
New to the rental market, Kukuiʻula Vacation Home 30 is a refined island retreat set within the sought-after Kukuiʻula neighborhood in Poipu.This...
From $1,665/night
Kainani Vacation Home 10: 5 BR Ocean View Home with Pool
Kainani Vacation Home 10 is a spacious Poipu retreat with ocean and golf course views and nearly 4,700 square feet of indoor–outdoor living space....
From $2,708/night
4 Bedroom Ocean View Home w/Private Pool
*Please note that this private home requires a minimum stay of 30 nights for bookings online. If you are interested in a shorter stay, please call...
From $2,972/night
Kahalawai 15 by Alekona Kauai: Luxury 6BR Ocean View Estate in Kukuiula
This single-story 6-bedroom Kukui'ula luxury estate is designed for effortless indoor–outdoor living and elevated island comfort. The expansive great...
From $140/night
August Sale!! Top-Floor Ocean Views, Walk to Brennecke's Beach
Summary:Two lanais give this top-floor corner condo a lovely rhythm: one for the first cup of coffee, another for dinner after the beach. At Kahala...
From $145/night
August Sale!! Remodeled Tropical Poipu Studio with Pool - Walk to the Beach
Summary:Make a simple base for sunny South Shore days at this fully remodeled Prince Kuhio studio, a short walk from the beach in Poipu. Sleeping...
From $169/night
New Listing! Kahala Poipu Kai 212, Great Location
Welcome to Kauai Kahala at Poipu Kai 212, your perfect tropical retreat in the heart of Koloa's most sought-after oceanside resort community. This...
From $186/night
August Sale!! Walk to Poipu Beaches From a Roomy Condo with Wraparound Lanai
Summary:Start the morning on your wraparound lanai, stroll to Shops at Kukui'ula for coffee or the Wednesday farmers market, then decide which South...
From $199/night
Kiahuna Plantation at Poipu Beach - Ocean View
Newly remodeled historic plantation era Hawaiian style with breathtaking ocean views. The amazing view from both the upstairs and downstairs lanai...
From $199/night
Incredible REMODELED condo-bonus-peak ocean view, AC available!!
Beautiful condo-oceanfront complex! Simply paradise!Aloha and welcome to paradise! We are located on Kauai's beautiful south shore known for it's...
From $199/night
Marriott's Waiohai Beach Club with the Beauty of Kauai at OUR Poipu Resort
MARRIOTT'S WAIOHAI BEACH CLUB WITH THE BEAUTY OF KAUAI AT OUR POIPU RESORT a premium vacation resort. Located on Poipu Beach, we offer a spacious...
From $199/night
Lawai Beach Resort
Lawai Beach Resort is a timeshare resort in Kauai, HI. Guests can enjoy being steps from clear blue lagoon waters and the best snorkeling...
From $199/night
Island View - Marriott's Waiohai Beach Club: 2 Bedroom - Gorgeous Beach access!
The Waiohai Beach Club is beautifully landscaped with waterfalls and lagoons, lush tropical plants, and the sandy shores of Poipu Beach steps away....
From $199/night
Kauanoe O Koloa 713 New Development Coming 2025!
Kauanoe O Koloa is located alongside the magical Kiahuna golf course in the heart of Po‘ipu. This private condo encompasses Kaua‘i living at its...
From $199/night
Regency Villas 212 Lush Garden By Suite Paradise
Regency Villas 212 – Your Spacious Kauai Getaway for Work, Play, and Family TimeWelcome to Regency Villas 212, a beautifully upgraded retreat...
From $201/night
August Sale!! Poipu Condo Minutes to Kiahuna Beach with Pool & Hot Tub
Summary:Give the kids a sandy bottom pool to look forward to after a morning at Kiahuna Beach, then take your own turn in the hot tub before dinner...
From $208/night
Top-Floor Oceanfront Condo with Panoramic Views & Heated Pool
Wake up to the sound of waves and a sea breeze drifting through your top-floor lanai at Poipu Shores 403A. This oceanfront 2-bedroom, 2-bath condo...
From $221/night
Relax in Paradise – Studio at Sheraton Kauai Resort
Due to damage sustained during the recent hurricane activity in Hawaii, this resort is currently closed while assessment and recovery efforts are...
From $224/night
*NEW* Flexible Two-Bedroom Poipu Stay Near Brennecke's
Summary:Bring the kids, bring another couple, or make it a quieter four-person escape. This 932-square-foot Kahala at Poipu Kai condo has two...
From $244/night
*New* Fall Special Ocean-View Poipu Condo with Bonus Loft Near the Beach
Summary:Take in the Pacific from the kitchen, lanai, and primary suite, then let the trade winds remind you why Poipu feels so easy. This...
From $253/night
Pili Mai at Poipu - Condo on Kiahuna Golf Course - Pool, Spa, AC, Walk to Beach
Luxury 1,300 sf ground floor condo right on the 9th hole at Kiahuna Golf Club in Poipu. Private lanai overlooking the fairway and south shore...
From $260/night
August Sale!! First-Floor Poipu Condo with Ocean View, W/D & Outdoor Pool
Summary:Open the doors to ocean breezes and make sunset part of the plan at this first-floor corner condo by the sea in Poipu. The spacious...
From $272/night
Ocean View Lanai + Covered Alfresco Dining | Near Poipu Beach | Hale Pōmaikaʻi
Pōmaikaʻi means good fortune in Hawaiian, and a few minutes on the lanai here makes the name feel earned. Hale Pōmaikaʻi sits on Kauai's sunny south...
From $274/night
Luxe Kauai 1BR Retreat | A/C & Beach Access
Escape to our luxe island retreat at Kiahuna Plantation Resort in sunny Poipu, Kauai. This beautifully refreshed first-floor condo is surrounded by...
From $277/night
August Sale!! Tranquil Poipu Condo with Pools, Hot Tub & Grill Near the Beach
Summary:Walk to Poipu Beach with the kids, then return to a home base built for the slower parts of a Kauai vacation: a pool dip, a soak in the hot...
From $290/night
Summer Deal Poipu 3BR Condo Near Kiahuna Beach Resort Pool
Pili Mai 4K | Luxury Ground Floor Condo Near Poipu Beach and Kiahuna Golf CourseWelcome to Pili Mai 4K, your perfect home base for an unforgettable...
From $295/night
Aloha Dream | Beach Access | Pool | Private Patio
Escape to a beautifully updated condo in Kiahuna Plantation, where island comfort meets resort-style living. Relax on your private lanai, unwind by...
From $300/night
The Poipu Penthouse at Prince Kuhio Condominiums #402
New owner & listingTop floor Poipu penthouse with massive rooftop lanai and balcony overlooking the ocean and mountains. On the 4th floor at Prince...
From $300/night
Kiahuna Plantation Resort 303 Garden View 1 BD
Steps from the golden sands of Kauai’s most famous beach, this condo combines cottage charm with modern comfort. Ideal for up to four guests, it’s a...
From $308/night
Aloha Sky | Pool | Hot tub | Beach Access
Escape to a beautifully updated condo in Kiahuna Plantation, where island comfort meets resort-style living. Relax on your private lanai, unwind by...
From $312/night
Kaua‘i 2BR Ocean-View Escape – Lanai Living, Full Kitchen & Poipu Beach Nearby
This resort has been impacted by recent hurricane activity in Hawaii. Conditions and resort operations can change as recovery efforts continue. We...