Royal Palm: AC, Private Lanai, Walk to Poipu BeachFrom $319/night · Sleeps 5
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
Royal Palm: AC, Private Lanai, Walk to Poipu BeachFrom $319/night · Sleeps 5
Kiahuna Plantation #215From $336/night · Sleeps 4
Recently upgraded single level ocean view condoFrom $356/night · Sleeps 4
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from BeachFrom $244/night · Sleeps 2
#30 Premier Unit, stunning remodel w/AC, partial ocean view, steps to beachFrom $356/night · Sleeps 4
Whalers Cove Unit #113 - Spectacular and Secluded Oceanfront Condo with Pool!From $525/night · Sleeps 4
Kiahuna 176 - Beautifully Updated\\Steps to the Great Lawn & Kiahuna BeachFrom $400/night · Sleeps 4
Hale Moana | Historic Poipu Beachfront with A/C + Baby BeachFrom $899/night · Sleeps 4
Remodeled Family-Size Condo with Fantastic View of the Ocean and PoolFrom $238/night · Sleeps 8
Oceanfront 2BR Condo with AC, Lanai & Resort AmenitiesFrom $391/night · Sleeps 4
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus GardenFrom $258/night · Sleeps 4
Stone House | Historic Oceanfront Home with 180° Pacific ViewsFrom $1,335/night · Sleeps 8
BEAUTIFUL POIPU OCEAN VIEW 2 BRD 2.5 BATH Condo with A/C Spring 25' Dates OpenFrom $356/night · Sleeps 4
Poipu Palms 204, Ocean Front, One Step Up to the Front DoorFrom $378/night · Sleeps 4
Kiahuna 106 - Ocean View, Close to World-Class Beach, Poipu Beach Club IncludedFrom $331/night · Sleeps 4
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!From $373/night · Sleeps 4
Poipu Shores 101A: So Close to the Ocean you can almost touch it!From $505/night · Sleeps 4
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!From $284/night · Sleeps 2
Dolphin House: 4 BR Poipu Luxury Home with Heated Swimming Pool & Fitness AccessFrom $728/night · Sleeps 8
Waiohai Beach House – Elegant Oceanview Retreat in PoipuFrom $3,699/night · Sleeps 10
Updated 1Br 1Ba Condo in the Kiahuna Plantation Resort near Poipu Beach 430From $205/night · Sleeps 4
Prince Kuhio 115 – Air-Conditioned Poipu Condo with Ocean ViewsFrom $150/night · Sleeps 2
Poipu Beautiful Mountain ViewFrom $189/night · Sleeps 2
Welcome to Paradise: Modern 2BR with A/C, Garden Views & Poipu Beach Club AccessFrom $263/night · Sleeps 4
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & SnorkelingFrom $300/night · Sleeps 4
Oceanview: Walk to Poipu Beach, AC, Private Lanai!From $453/night · Sleeps 8
Pa'ina Makai by Alekona Kauai: 4 br Luxury Home in Kukuiula w PoolFrom $1,317/night · Sleeps 10
Waikomo Stream Villas 530, AC, 2 bed/2 bath, Club AccessFrom $314/night · Sleeps 6
Kapili 52 Oceanfront CondoFrom $498/night · Sleeps 6
Pili Mai 15H - Central A/C, Pools, GymFrom $412/night · Sleeps 6
Makahuena 4310 by Alekona Kauai: Renovated 2br Condo with Sweeping Ocean ViewsFrom $451/night · Sleeps 8
Poipu Ohana Vista - Spacious Home Near Beaches, Community Pool AccessFrom $835/night · Sleeps 10
Oceanfront Paradise!From $435/night · Sleeps 5
From $319/night
Royal Palm: AC, Private Lanai, Walk to Poipu Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 75 reviews
Summary:Explore our spacious and airy Royal Palm unit, nestled amidst lush tropical landscaping, spanning 1,550 square feet. The pristine white sands...
From $336/night
Kiahuna Plantation #215
Koloa, Hawaii
★★★★★ 9.6/10 · 75 reviews
Aloha and welcome to paradise! We are located on Kauai's beautiful south shore known for it's sunshine and pristine beaches. The Kiahuna plantation...
From $356/night
Recently upgraded single level ocean view condo
Koloa, Hawaii
★★★★★ 9.6/10 · 71 reviews
Fully upgraded kitchen with new appliances. Partially upgraded bathrooms and freshly painted walls. Ideal single level layout with great ocean views....
From $244/night
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 70 reviews
Oceanview - Air-Conditioned , spacious 450 sq.ft. Studio with a private covered lanai with a table and chairs for 2. Come & stay in our beautiful...
From $356/night
#30 Premier Unit, stunning remodel w/AC, partial ocean view, steps to beach
Koloa, Hawaii
★★★★★ 9.6/10 · 67 reviews
Beautifully remodeled ground floor, ocean view condo by the great lawn at Kiahuna Plantation just steps away from the beach. Open concept with...
From $525/night
Whalers Cove Unit #113 - Spectacular and Secluded Oceanfront Condo with Pool!
Koloa, Hawaii
★★★★★ 9.6/10 · 67 reviews
Whaler's Cove 113 – Oceanfront Luxury Condo with Stunning Views of the PacificExperience the ultimate beachfront getaway at Whaler's Cove 113, a...
From $400/night
Kiahuna 176 - Beautifully Updated\\Steps to the Great Lawn & Kiahuna Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 65 reviews
Experience the relaxed beauty of Kauai from Kiahuna Plantation 176, a beautifully updated ground-floor end unit set within the lush tropical grounds...
From $899/night
Hale Moana | Historic Poipu Beachfront with A/C + Baby Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 61 reviews
Poipu Kauai’s perfect beachfront vacation home with the perfect price! Every room opens onto the huge covered lanai and has stunning ocean and sunset...
From $238/night
Remodeled Family-Size Condo with Fantastic View of the Ocean and Pool
Koloa, Hawaii
★★★★★ 9.6/10 · 60 reviews
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our fully remodeled...
From $391/night
Oceanfront 2BR Condo with AC, Lanai & Resort Amenities
Koloa, Hawaii
★★★★★ 9.6/10 · 60 reviews
E Komo Mai – Welcome to Makahuena 5101!Escape to the southernmost point of Kauai at Makahuena 5101, an oceanfront condo perched on a bluff with...
From $258/night
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus Garden
Koloa, Hawaii
★★★★★ 9.6/10 · 55 reviews
Summary:Beautiful first-floor garden retreat overlooking the Moir Cactus Garden. Upgraded with granite countertops, modern kitchen appliances, a...
From $1,335/night
Stone House | Historic Oceanfront Home with 180° Pacific Views
Koloa, Hawaii
★★★★★ 9.6/10 · 55 reviews
YouTube Video Presentation - https://youtu.be/0hYizfnECb8The Stone House is built on a point of land that has a 180 degree white water ocean view...
From $356/night
BEAUTIFUL POIPU OCEAN VIEW 2 BRD 2.5 BATH Condo with A/C Spring 25' Dates Open
Koloa, Hawaii
★★★★★ 9.6/10 · 54 reviews
The ocean view Makahuena Resort is located on the southern most part of the island of Kauai in Poipu Beach. Offering breathtaking views of the...
From $378/night
Poipu Palms 204, Ocean Front, One Step Up to the Front Door
Koloa, Hawaii
★★★★★ 9.6/10 · 53 reviews
Summary:Oceanfront 2-bedroom, 2-bath retreat at Poipu Palms with sweeping Pacific views, private lanai, and access to a beautiful oceanfront deck and...
From $331/night
Kiahuna 106 - Ocean View, Close to World-Class Beach, Poipu Beach Club Included
Koloa, Hawaii
★★★★★ 9.6/10 · 52 reviews
Summary:Second-floor ocean-view condo at historic Kiahuna Plantation, just steps from Poipu Beach, shopping, and dining. Features a king bedroom,...
From $373/night
Remodeled Top Floor End Unit#49. Perfect location - Sunny & Close to Beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 51 reviews
Fully updated condo with new open concept kitchen featuring stone counters, kitchen bar, stainless steel appliances, plantation style custom solid...
From $505/night
Poipu Shores 101A: So Close to the Ocean you can almost touch it!
Koloa, Hawaii
★★★★★ 9.6/10 · 51 reviews
Summary:True oceanfront living—so close you’ll hear the waves all day. Ground-floor condo with panoramic ocean views, private lanai, split-system...
From $284/night
Beautiful Private Cottage w/ AC in Sunny Poipu Beach Estates 5 Minutes to Beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 49 reviews
Summary:This new, air-conditioned suite is in an exclusive neighborhood of Poipu, offering you the most rare and impressive accommodation the sunny...
From $728/night
Dolphin House: 4 BR Poipu Luxury Home with Heated Swimming Pool & Fitness Access
Koloa, Hawaii
★★★★★ 9.6/10 · 49 reviews
Dolphin House is a private 4-bedroom retreat in Poipu's upscale Kiahuna Golf Village - ideal for families and small groups up to 8. Enjoy a heated...
From $3,699/night
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
Koloa, Hawaii
★★★★★ 9.6/10 · 49 reviews
Waiohai Beach House is the only single-family vacation rental directly on Poipu Beach, offering relaxed oceanfront luxury in the heart of Kauai's...
From $205/night
Updated 1Br 1Ba Condo in the Kiahuna Plantation Resort near Poipu Beach 430
Koloa, Hawaii
★★★★★ 9.6/10 · 45 reviews
With a king-size bed, queen sleeper sofa, and spacious full bath, this condo can comfortably house up to four guests. Ideal for couples, families, or...
From $150/night
Prince Kuhio 115 – Air-Conditioned Poipu Condo with Ocean Views
Koloa, Hawaii
★★★★★ 9.6/10 · 44 reviews
Prince Kuhio 115 is your private slice of paradise on Kauai’s sunny south shore. This beautifully updated, first-floor condo is located in the...
From $189/night
Poipu Beautiful Mountain View
Koloa, Hawaii
★★★★★ 9.6/10 · 44 reviews
Beautiful POIPU on the sunny south side of KAUAI!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for...
From $263/night
Welcome to Paradise: Modern 2BR with A/C, Garden Views & Poipu Beach Club Access
Koloa, Hawaii
★★★★★ 9.6/10 · 44 reviews
THE UNIT:E komo mai means "Welcome"! This contemporary vacation home features tropical garden views, central air conditioning and a spacious open...
From $300/night
Oceanfront Condo, steps to the ocean with AC, Lanai, Sunrise Views & Snorkeling
Koloa, Hawaii
★★★★★ 9.6/10 · 44 reviews
Watch frolicking sea turtles, marvel at spectacular sunrises, enjoy whale watching (in season), and relax under starry night skies from the shaded,...
From $453/night
Oceanview: Walk to Poipu Beach, AC, Private Lanai!
Koloa, Hawaii
★★★★★ 9.6/10 · 42 reviews
Summary:Escape to our luxurious hideaway, offering breathtaking ocean views. Spanning 2,100 square feet, this fully air-conditioned home features...
From $1,317/night
Pa'ina Makai by Alekona Kauai: 4 br Luxury Home in Kukuiula w Pool
Koloa, Hawaii
★★★★★ 9.6/10 · 42 reviews
Spectacular golf course views are just some of the highlights of the Pa'ina Makai vacation rental in the luxury Poipu community of Kukuiula. Pa'ina,...
From $314/night
Waikomo Stream Villas 530, AC, 2 bed/2 bath, Club Access
Koloa, Hawaii
★★★★★ 9.6/10 · 41 reviews
Summary:Peaceful two-bedroom, two-bath residence overlooking Waikomo Stream, featuring split-system A/C, a private lanai, and complimentary Poipu...
From $498/night
Kapili 52 Oceanfront Condo
Koloa, Hawaii
★★★★★ 9.6/10 · 40 reviews
Welcome to Koolkondo.com where you will experience luxury vacation rentals at its finest. Our stylish boutique hotel style condos and homes have it...
From $412/night
Pili Mai 15H - Central A/C, Pools, Gym
Koloa, Hawaii
★★★★★ 9.6/10 · 39 reviews
Summary:Modern 2-bedroom, 2.5-bath ground-floor condo at Pili Mai with central A/C and a spacious lanai opening to a grassy area. Enjoy resort-style...
From $451/night
Makahuena 4310 by Alekona Kauai: Renovated 2br Condo with Sweeping Ocean Views
Koloa, Hawaii
★★★★★ 9.6/10 · 39 reviews
Charming beach condo with ocean views. This bi-level ocean front condominium enjoys a panoramic view of the Pacific Ocean and Shipwreck Beach. The...
From $835/night
Poipu Ohana Vista - Spacious Home Near Beaches, Community Pool Access
Koloa, Hawaii
★★★★★ 9.6/10 · 38 reviews
Summary:Spacious and flexible Poipu home ideal for families and multi-generational groups. Walk to Poipu Beach and Shipwreck Beach, with access to...
From $435/night
Oceanfront Paradise!
Koloa, Hawaii
★★★★★ 9.6/10 · 36 reviews
Our condo is the perfect location for a romantic getaway or a family vacation. As soon as you walk through the door, you will know you are in...