One-Bedroom Condo with A/C and Fantastic Ocean ViewsFrom $240/night · Sleeps 2
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 11
Koloa Vacation Rentals Map
One-Bedroom Condo with A/C and Fantastic Ocean ViewsFrom $240/night · Sleeps 2
Dreamy 2 Bedroom Condo on Kiahuna Beach in Poipu! With AC! Unit 140From $395/night · Sleeps 6
Family friendly condo near beachFrom $477/night · Sleeps 5
Kiahuna Plantation Ocean View Beautiful, REMODELED, Steps to the beach!From $425/night · Sleeps 4
Quiet ground floor end unit best location in Wai Komo, spacious and comfortable.From $265/night · Sleeps 3
Intimate and Elegant Kiahuna Partial Ocean View_A/CFrom $315/night · Sleeps 3
Family Home Near Beach, Free Fitness Club, TVNCU#5050From $439/night · Sleeps 8
KAUAI KONG QUARTERS OCEANVIEW 2 Bdrm 2 KINGS 1 TWIN. NextDoor2Hyatt Dining&Bars.From $540/night · Sleeps 5
Charming Blue & White Beach Bungalow! A/C washer/dryer. Partial Ocean View!From $363/night · Sleeps 4
One-Bedroom Condominium at Kiahuna Plantation, Ocean-Front Property, Poipu KauaiFrom $250/night · Sleeps 4
Beautiful Views, Walk To Beaches And RestaurantsFrom $1,350/night · Sleeps 12
Hale Ohana - Beautiful 'House of the Family' - Poipu Beach - sleeps 6From $290/night · Sleeps 8
Oceanfront Two Bedroom CondoFrom $540/night · Sleeps 6
Poipu 2BR 2BA - Ocean View Lanai - Full AC - Walk to BeachFrom $375/night · Sleeps 6
Kuhio Shores #412 - Amazing Panoramic Top Floor Views and A/C!From $472/night · Sleeps 2
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy BedFrom $196/night · Sleeps 6
Beaches, Eats, Shops, Trees, Flowers, Frogs, Birds: Go Native!From $180/night · Sleeps 2
Best Value - Beautiful remodel - Whole Unit A/C - Ocean Views - Best locationFrom $337/night · Sleeps 4
Luxurious 2BR/2BA in Poipu, Kauai: Island Paradise Awaits at Nihi Kai 507From $359/night · Sleeps 6
Pili Mai Family Condo 14L, 4 bedroom, 3.5 bath, Central AC, Spacious LanaiFrom $330/night · Sleeps 8
Pili Mai Family Condo 5K, 3 Bedroom, 3 Bath, Mountain View, Large LanaiFrom $223/night · Sleeps 8
Great OCEAN VIEW... Walk to beach and GRAND HYATT....NEW RENOVATION FOR 2024From $328/night · Sleeps 4
Alihi Lani #1: 2 BR Condo in Poipu with Ocean ViewsFrom $476/night · Sleeps 4
Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully RenovatedFrom $485/night · Sleeps 2
Deluxe Ocean View Ground Floor.... Renovated..Walk to the Hyatt and Beach...A/CFrom $318/night · Sleeps 2
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.From $1,184/night · Sleeps 10
Ocean View - Steps to Beach - Perfect for couples. Prince Kuhio unit 2-9.From $230/night · Sleeps 2
Kuhio Shores 417, Oceanfront, Amazing Ocean ViewFrom $479/night · Sleeps 4
2-Story Oceanview Home w/ AC, Walk to Poipu Beach!From $1,358/night · Sleeps 13
Hale Hapuna | Poipu Panoramic Ocean, Mountain & Coastline ViewsFrom $1,425/night · Sleeps 16
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around LanaiFrom $223/night · Sleeps 6
Remodeled Oceanview Townhome: Luxurious End-Unit w/ Stunning Views & Pool AccessFrom $387/night · Sleeps 6
Poipu Beach Top Floor Prime Ocean View Condo w/ Pool, Tennis, Exercise RoomFrom $385/night · Sleeps 4
From $240/night
One-Bedroom Condo with A/C and Fantastic Ocean Views
Our Prince Kuhio 206 condominium is a charming one-bedroom unit that has been recently updated. This vacation retreat features slab granite counters,...
From $395/night
Dreamy 2 Bedroom Condo on Kiahuna Beach in Poipu! With AC! Unit 140
This beautiful 2 bedroom/2 bath 2-story beachy, tropical treehouse-feel condo is located on the 35 acres of impeccably landscaped tropical gardens of...
From $477/night
Family friendly condo near beach
This 'Regency at Poipu Kai,' non-smoking, two bedroom, two bath, garden view condo is centrally located in the Poipu area. The lush green...
From $425/night
Kiahuna Plantation Ocean View Beautiful, REMODELED, Steps to the beach!
We are excited to share with you our remodeled Kiahuna Plantation Condo with new kitchen, bathroom, living room and more! Kiahuna Plantation is the...
From $265/night
Quiet ground floor end unit best location in Wai Komo, spacious and comfortable.
This is the best south shore Kauai location, it is in a mature tropical setting with a small stream winding through the property. Our pathways are...
From $315/night
Intimate and Elegant Kiahuna Partial Ocean View_A/C
For the ultimate tropical vacation, Kiahuna Resort is unsurpassed. Lush gardens; classic low-rise Hawaiian architecture; world class beaches; and...
From $439/night
Family Home Near Beach, Free Fitness Club, TVNCU#5050
Ala Muku ~ Kauai Vacation Home Near Famous Poipu Beach, sleeps 8, Free Fitness Club Membership.* No resort fees, no administrative fees. Compare and...
From $540/night
KAUAI KONG QUARTERS OCEANVIEW 2 Bdrm 2 KINGS 1 TWIN. NextDoor2Hyatt Dining&Bars.
** Update: Kauai local residents in tourism are ahead of schedule on the Lowell clean up and recovery. 83% of power is back up. Many beaches are...
From $363/night
Charming Blue & White Beach Bungalow! A/C washer/dryer. Partial Ocean View!
This condo is decorated and furnished with a comfortable tropical, 'home-away-from-home' feel. Since it is family-owned, we take great pride in...
From $250/night
One-Bedroom Condominium at Kiahuna Plantation, Ocean-Front Property, Poipu Kauai
One-bedroom garden-view condominium at Kiahuna Plantation in Poipu Beach, Koloa, Kauai. On the sunny side of Kauai. Unit number 428 in building 41...
From $1,350/night
Beautiful Views, Walk To Beaches And Restaurants
Poipu Vista Villa is a custom designed home in Poipu Kai Resort. Ocean and mountain views are just the beginning for this Hawaiian paradise. The...
From $290/night
Hale Ohana - Beautiful 'House of the Family' - Poipu Beach - sleeps 6
Hale Ohana, meaning “family home,” is a simple, welcoming island retreat nestled in a quiet residential neighborhood just a short 10-minute walk from...
From $540/night
Oceanfront Two Bedroom Condo
Breathtaking Pacific ocean views when you walk in the door. Located only 30ft from the shoreline. Our ground floor unit has direct access to the sea....
From $375/night
Poipu 2BR 2BA - Ocean View Lanai - Full AC - Walk to Beach
Located in the premier Manualoha community of Poipu Kai resort, our 2 bedroom, 2 bath condo offers over 1300 square feet and is a short downhill...
From $472/night
Kuhio Shores #412 - Amazing Panoramic Top Floor Views and A/C!
This one bedroom one bath oceanfront unit is on the fourth floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting a sandy bay this...
From $196/night
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. The perfect place to get away for...
From $180/night
Beaches, Eats, Shops, Trees, Flowers, Frogs, Birds: Go Native!
Waikomo Stream Villas is a lovely SMALL RESORT property in the heart of POIPU'S BEST SHOPPING, DINING, AND BEACHES. A mature TROPICAL GARDEN with...
From $337/night
Best Value - Beautiful remodel - Whole Unit A/C - Ocean Views - Best location
Spectacular remodel. All living areas have been upgraded. Whole unit air conditioning and oversized king bedroom. Ocean views + best Poipu...
From $359/night
Luxurious 2BR/2BA in Poipu, Kauai: Island Paradise Awaits at Nihi Kai 507
Welcome to Your Tropical Retreat at Nihi Kai 507!Step into relaxation and luxury in this beautifully remodeled and professionally decorated 2BR/2BA...
From $330/night
Pili Mai Family Condo 14L, 4 bedroom, 3.5 bath, Central AC, Spacious Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Spacious living is found in this...
From $223/night
Pili Mai Family Condo 5K, 3 Bedroom, 3 Bath, Mountain View, Large Lanai
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. The perfect place to get away for...
From $328/night
Great OCEAN VIEW... Walk to beach and GRAND HYATT....NEW RENOVATION FOR 2024
Newly RENOVATED baths and kitchen...stunning. Absolutely one of the BEST VIEWS, in Poipu Sands, from this second floor OCEAN VIEW condo. Poipu Sands...
From $476/night
Alihi Lani #1: 2 BR Condo in Poipu with Ocean Views
Alihi Lani #1 is a luxurious ground-floor oceanview condo in a private boutique community on Kauai's sunny south shore. This spacious corner unit...
From $485/night
Kiahuna Plantation #21 -- Prime Ocean View; Ground Floor; Beautifully Renovated
Paradise is at your doorstep from this beautifully furnished, completely renovated condominium with a wide-open ocean view and just steps across a...
From $318/night
Deluxe Ocean View Ground Floor.... Renovated..Walk to the Hyatt and Beach...A/C
This is a RENOVATED deluxe GROUND FLOOR unit at Poipu Sands, in the Poipu Kai Resort. It has a wide white water OCEAN VIEW down to Shipwreck Beach,...
From $1,184/night
5 Bed/5 Bath Craftsman Home with large lanai, Central A/C. Close to Beach.
**As of May, 2026 the entire home is equipped with a brand new A/C System.Experience the beauty of Kauaʻi from Makalae, a luxurious island retreat...
From $230/night
Ocean View - Steps to Beach - Perfect for couples. Prince Kuhio unit 2-9.
You are at the beach! Swim, Snorkel, Surf or Just Relax at the Beach or Pool! Walk to several beaches across the street. Soak Up the Natural Beauty...
From $479/night
Kuhio Shores 417, Oceanfront, Amazing Ocean View
Kuhio Shores is on the sunny South Shore of Poipu Beach and is small and quiet. It extends out into the ocean so that there is water on each side....
From $1,358/night
2-Story Oceanview Home w/ AC, Walk to Poipu Beach!
Summary:Our Big Kahuna home is a spacious 3,650-square-foot, five-bedroom, four-bathroom home that can accommodate up to 14 guests. This two-story...
From $1,425/night
Hale Hapuna | Poipu Panoramic Ocean, Mountain & Coastline Views
Hale Hapuna is a 6-bedroom, 6-bathroom luxury retreat in Poipu offering 5,000 square feet of living space plus a fully equipped 1,000 square foot...
From $223/night
Pili Mai Family Condo 11J, Golf Course View, Grassy Area Around Lanai
Three bedrooms, 1 King bed, 1 Queen bed, 2 Twin beds, 3 full bathrooms, upgrades, washer and dryer in unit, ground floor lanai, single car garage,...
From $387/night
Remodeled Oceanview Townhome: Luxurious End-Unit w/ Stunning Views & Pool Access
Remodeled! Our deluxe end-unit townhome boasts 2 large sliding doors that open to sweeping ocean views. This corner unit has 2 walls of windows that...
From $385/night
Poipu Beach Top Floor Prime Ocean View Condo w/ Pool, Tennis, Exercise Room
Enjoy a relaxing vacation and a prime unobstructed view of the ocean from our non-smoking top floor, prime ocean view condo on the beautiful white...