2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/GymFrom $665/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
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Koloa Vacation Rentals Map
2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/GymFrom $665/night · Sleeps 6
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star!!!From $603/night · Sleeps 10
Poipu Shores 207A Oceanfront Sanctuary, Corner Unit, w/ACFrom $501/night · Sleeps 5
Waikomo 321 by Destination Kauai - A/CFrom $207/night · Sleeps 5
Hale Ma'ana Hou - Poipu Beachfront Home with A/C and Pool!From $1,914/night · Sleeps 10
Prince Kuhio #112 One BR, One Bath Condo with A/C & Pool, steps to the beach!From $260/night · Sleeps 2
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!From $359/night · Sleeps 4
Kai Nui - Great Location and Value! Stylish 3br Home with A/C close to beachFrom $525/night · Sleeps 10
Deluxe OCEAN VIEW Ground Floor END UNIT....Heated Pool Walk to the Grand HyattFrom $345/night · Sleeps 4
Waikomo 302 by Destination Kauai - A/C, Ground Level Updated CondoFrom $208/night · Sleeps 4
Beautiful Ground floor condo near poolFrom $749/night · Sleeps 7
Oceanfront * Air Conditioned * Top Floor * Large Lanai * Updated!From $325/night · Sleeps 2
Live TOP Floor OceanFRONT. Relax & Sleep to Sounds of the Surf; AC or TradewindsFrom $408/night · Sleeps 2
Kiahuna - Ocean View - Ground Floor on Great Lawn with AC!From $479/night · Sleeps 4
Hale Lani Kai By Parrish Kauai: steps from Poipu Beach with AC, great family vacFrom $650/night · Sleeps 7
The Penthouse at Poipu Shores 406A, Oceanfront With Best View in Poipu, A/CFrom $910/night · Sleeps 6
Nihi Kai 203 Poipu Poolside - Ocean Views, w/ACFrom $501/night · Sleeps 6
Prime Poipu Home-Ready to Rent-4 Ground Floor Bedrooms 3 Bathrooms near Hyatt.ACFrom $635/night · Sleeps 10
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean ViewFrom $250/night · Sleeps 4
Direct Oceanfront Penthouse - Makahuena 3202From $625/night · Sleeps 4
Kauai Exclusive - Pane Makai Dolphin Suite - Steps to the Beach!From $733/night · Sleeps 12
Beautiful Ocean View/Steps to beach/Washer & Dryer in unitFrom $550/night · Sleeps 4
Nakoa Carriage House on Kauai's Sunny South ShoreFrom $258/night · Sleeps 2
Private & Serene Cottage Poipu Beach TVNC #4209From $218/night · Sleeps 4
Poipu Sands 524 by Alekona Kauai: Prime Oceanfront 2BR CondoFrom $729/night · Sleeps 4
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.From $1,100/night · Sleeps 8
UNIT #111 ~ Deluxe Garden View ~ WASHER & DRYER ~ Ground Floor Unit ~From $417/night · Sleeps 4
Beautiful, newly remodeled ground floor unit at Kiahuna PlantationFrom $303/night · Sleeps 4
Spacious, Immaculate, Updated Poipu Home, Beautiful Sunsets, Private Pool, ACFrom $720/night · Sleeps 8
Hale Lani - Custom Built Ocean view Home on Golf Course with A/CFrom $828/night · Sleeps 9
Oceanfront Corner Remodeled Central Air, Crashing Surf, Great Sunsets, 72' LanaiFrom $884/night · Sleeps 4
Hale Ohana | Historic Oceanfront Family Home on Baby BeachFrom $1,599/night · Sleeps 10
Poipu Makai C-3 by Alekona Kauai: Unique Oceanfront Condo with ACFrom $544/night · Sleeps 8
From $665/night
2/2 BEACHFRONT RESORT w AC, Poipu Beach - Kiahuna Garden View Condo, Pool/Gym
Koloa, Hawaii
★★★★★ 9.8/10 · 90 reviews
This condo has air conditioning upstairs and downstairs - not all 2-bedroom units here have AC. This is the only condo resort in Poipu on a sandy...
From $603/night
Regency Villas 3BD +Loft, 3BA,sleeps 8-10, A/C, 5 min walk to beach, 5 star!!!
Koloa, Hawaii
★★★★★ 9.8/10 · 88 reviews
By following strict cleaning and disinfecting guidelines, we are doing our best to have our guests stay safe while on vacation in our condo! This...
From $501/night
Poipu Shores 207A Oceanfront Sanctuary, Corner Unit, w/AC
Koloa, Hawaii
★★★★★ 9.8/10 · 87 reviews
Summary:Oceanfront corner retreat with spectacular Pacific views, a private patio, heated oceanfront pool, and A/C in the primary bedroom and living...
From $207/night
Waikomo 321 by Destination Kauai - A/C
Koloa, Hawaii
★★★★★ 9.8/10 · 85 reviews
🌴 E Komo Mai — Waikomo Stream Villas 321 | Tropical Poipu CondoEnjoy island living in this bright and updated 1-bedroom, 1-bath condo on the second...
From $1,914/night
Hale Ma'ana Hou - Poipu Beachfront Home with A/C and Pool!
Koloa, Hawaii
★★★★★ 9.8/10 · 81 reviews
Hale Ma'ana Hou is a Mediterranean-style 5-bedroom beachfront home in Poipu, Kauai. With air-conditioning throughout the upper level and bedrooms,...
From $260/night
Prince Kuhio #112 One BR, One Bath Condo with A/C & Pool, steps to the beach!
Koloa, Hawaii
★★★★★ 9.8/10 · 80 reviews
Welcome to your Kauai home away from home! Prince Kuhio is the perfect location to enjoy the sunny south side of Kauai! We are next to the Prince...
From $359/night
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
Koloa, Hawaii
★★★★★ 9.8/10 · 80 reviews
*Oceanfront, 30 steps to the water's edge*The best snorkeling on island is right outside*Huge ocean views*Whale Watching*Incredible sunsets right out...
From $525/night
Kai Nui - Great Location and Value! Stylish 3br Home with A/C close to beach
Koloa, Hawaii
★★★★★ 9.8/10 · 80 reviews
Kai Nui is a stylish 2,800 sq. ft., 3 bedroom, 3 bath home located within the Lanai Villas section of the beautiful Poipu Kai Resort Community that...
From $345/night
Deluxe OCEAN VIEW Ground Floor END UNIT....Heated Pool Walk to the Grand Hyatt
Koloa, Hawaii
★★★★★ 9.8/10 · 79 reviews
EXCEPTIONAL IN EVERY WAY describes one of the best Poipu Sands condos available. Until you get there, you would not realize the advantages to this...
From $208/night
Waikomo 302 by Destination Kauai - A/C, Ground Level Updated Condo
Koloa, Hawaii
★★★★★ 9.8/10 · 78 reviews
E komo mai, welcome to Waikomo Stream Villas 302!This spacious 1,000 sq. ft. ground floor 1-bd/1-ba condo offers landscaped garden views in the heart...
From $749/night
Beautiful Ground floor condo near pool
Koloa, Hawaii
★★★★★ 9.8/10 · 78 reviews
Our unit, C111, has large folding glass doors which open to extend the 1600-square foot luxury villa to the lanai, where you can enjoy beautiful...
From $325/night
Oceanfront * Air Conditioned * Top Floor * Large Lanai * Updated!
Koloa, Hawaii
★★★★★ 9.8/10 · 76 reviews
As Owners who live here five months of the year we pride ourselves in providing all the amenities one could possibly want to make your visit...
From $408/night
Live TOP Floor OceanFRONT. Relax & Sleep to Sounds of the Surf; AC or Tradewinds
Koloa, Hawaii
★★★★★ 9.8/10 · 76 reviews
Our fourth-floor, south shore condo is right ON the ocean so you have unobstructed views. You see "nothing but ocean" --and hear the sound of the...
From $479/night
Kiahuna - Ocean View - Ground Floor on Great Lawn with AC!
Koloa, Hawaii
★★★★★ 9.8/10 · 76 reviews
Aloha and welcome to your dream vacation destination in Kauai! Let me introduce you to our cozy beach bungalow, located in the sunny south shore of...
From $650/night
Hale Lani Kai By Parrish Kauai: steps from Poipu Beach with AC, great family vac
Koloa, Hawaii
★★★★★ 9.8/10 · 75 reviews
Enjoy this prime Poipu location and be only steps from popular Poipu Beach Park and Brennecke's beach! Nestled along a private side road with only...
From $910/night
The Penthouse at Poipu Shores 406A, Oceanfront With Best View in Poipu, A/C
Koloa, Hawaii
★★★★★ 9.8/10 · 73 reviews
3 Bedrooms, 3 Bathrooms, Living Room, Separate Dining Room, Full Kitchen, LaundryThe Penthouse at Poipu Shores is the corner unit on the top floor,...
From $501/night
Nihi Kai 203 Poipu Poolside - Ocean Views, w/AC
Koloa, Hawaii
★★★★★ 9.8/10 · 72 reviews
Summary:Enjoy ocean views, Polynesian-inspired design, and full A/C at Nihi Kai 203. This beautifully remodeled 2-bedroom condo sits poolside and is...
From $635/night
Prime Poipu Home-Ready to Rent-4 Ground Floor Bedrooms 3 Bathrooms near Hyatt.AC
Koloa, Hawaii
★★★★★ 9.8/10 · 68 reviews
Our home was NOT damaged by Sep 7-8 storm.Our spacious garden view 4 bedroom 3 bath Poipu Garden Villa with its private tropical landscaped yard, is...
From $250/night
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Koloa, Hawaii
★★★★★ 9.8/10 · 67 reviews
Air Conditioned? Yes!!!Only few condos at Kiahuna are Air Conditioned. We are excited to announce that as of Sep. 2, 2021, our condo is fully air...
From $625/night
Direct Oceanfront Penthouse - Makahuena 3202
Koloa, Hawaii
★★★★★ 9.8/10 · 67 reviews
About this spaceDirect Oceanfront Penthouse - All you see is WATER! NOW FULLY AIR-CONDITIONEDThe spaceImagine sitting on your lanai, overhanging the...
From $733/night
Kauai Exclusive - Pane Makai Dolphin Suite - Steps to the Beach!
Koloa, Hawaii
★★★★★ 9.8/10 · 67 reviews
Summary:With ample room and durable bamboo decor, this plantation-style beach suite is less than a minute's walk to the beach. This spacious,...
From $550/night
Beautiful Ocean View/Steps to beach/Washer & Dryer in unit
Koloa, Hawaii
★★★★★ 9.8/10 · 63 reviews
There are only a select few units at Kiahuna Plantation that offer the location, convenience and a full panoramic ocean view like Kiahuna 17 beach...
From $258/night
Nakoa Carriage House on Kauai's Sunny South Shore
Koloa, Hawaii
★★★★★ 9.8/10 · 62 reviews
Summary:Relax in a 1 bedroom home in sunny Koloa on Kauai's South side. Very close to restaurants, shopping and world class beaches!The Space:Located...
From $218/night
Private & Serene Cottage Poipu Beach TVNC #4209
Koloa, Hawaii
★★★★★ 9.8/10 · 61 reviews
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by...
From $729/night
Poipu Sands 524 by Alekona Kauai: Prime Oceanfront 2BR Condo
Koloa, Hawaii
★★★★★ 9.8/10 · 61 reviews
Located in the heart of Poipu Kai, Poipu Sands Condo #524 is a modern two-bedroom and two-bath tropical vacation rental with unobstructed views of...
From $1,100/night
Luxury Home, A/C, Heated Pool, Gourmet Kitchen, 4BR 6 Bath, 3 Master Suites.
Koloa, Hawaii
★★★★★ 9.8/10 · 61 reviews
The perfect oasis for your family to enjoy when visiting the magical island of Kauai. This exceptional villa boasts a large heated pool nestled on a...
From $417/night
UNIT #111 ~ Deluxe Garden View ~ WASHER & DRYER ~ Ground Floor Unit ~
Koloa, Hawaii
★★★★★ 9.8/10 · 58 reviews
Aloha,Welcome to UNIT #111 (Building 18) NO ADDED FEES This condo is a" deluxe garden view" unit on the ground floor, it has a great "plantation...
From $303/night
Beautiful, newly remodeled ground floor unit at Kiahuna Plantation
Koloa, Hawaii
★★★★★ 9.8/10 · 57 reviews
This condominium has one of the best locations at Kiahuna Plantation in beautiful Koloa, Kauai. It is a ground floor unit with no stairs. It is...
From $720/night
Spacious, Immaculate, Updated Poipu Home, Beautiful Sunsets, Private Pool, AC
Koloa, Hawaii
★★★★★ 9.8/10 · 57 reviews
Immaculate Poipu Retreat with Private Pool. Welcome to our pristine vacation home, The Palms at Kiahuna nestled in sunny Poipu on the Kiahuna Golf...
From $828/night
Hale Lani - Custom Built Ocean view Home on Golf Course with A/C
Koloa, Hawaii
★★★★★ 9.8/10 · 57 reviews
Located on the first fairway of the Kiahuna Golf Course, Hale Lani offers distant ocean views as well as the tranquility of Kauai mountain vistas....
From $884/night
Oceanfront Corner Remodeled Central Air, Crashing Surf, Great Sunsets, 72' Lanai
Koloa, Hawaii
★★★★★ 9.8/10 · 56 reviews
***Totally Remodeled and Best Location in Poipu*** Makahuena #5203 Oceanfront Corner Suite provides "Front Row" 180 degree views of the Pacific Ocean...
From $1,599/night
Hale Ohana | Historic Oceanfront Family Home on Baby Beach
Koloa, Hawaii
★★★★★ 9.8/10 · 54 reviews
Hale Ohana is a historic beachfront estate in Poipu, part of the cherished Smith-Waterhouse family legacy dating back to 1850. Blending old Hawaii...
From $544/night
Poipu Makai C-3 by Alekona Kauai: Unique Oceanfront Condo with AC
Koloa, Hawaii
★★★★★ 9.8/10 · 52 reviews
This condo enjoys stunning views of the Pacific Ocean from its living area and kitchen. The crashing waves will lull you into complete relaxation...