Panoramic Views, 2 bed, 2.5 baths, ACFrom $425/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
Panoramic Views, 2 bed, 2.5 baths, ACFrom $425/night · Sleeps 6
Ocean Front 3 BR, 1 level Condo. Pool, SPA, huge Lanai. Pickle BallFrom $435/night · Sleeps 8
Kiahuna Plantation Condo - So Close to the Beach!From $344/night · Sleeps 4
Amazing Views in this 2 Bedrooms/2.5 Baths CondoFrom $356/night · Sleeps 6
Remodeled Ocean View Condo At Kiahuna Plantation 2BR/2BAFrom $466/night · Sleeps 6
Kahala at Poipu KaiFrom $213/night · Sleeps 4
Kuhio Shores, #214. Kauai’s Best Location! Spectacular Oceanfront CondoFrom $395/night · Sleeps 5
Kukuiula Bay House By Parrish - Oceanfront Family HomeFrom $1,726/night · Sleeps 9
Panoramic Oceanfront View, Condo with Air Conditioning and Large LanaiFrom $375/night · Sleeps 4
Luxury Air Conditioned 3BR Kauai Poipu Kai Resort Condo With Vaulted CeilingsFrom $437/night · Sleeps 6
Remodeled Condo 300 Ft From The Ocean!!!From $185/night · Sleeps 2
E Komo MaiFrom $439/night · Sleeps 8
Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu BeachFrom $479/night · Sleeps 8
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!From $305/night · Sleeps 4
Kiahuna 322 Hawaiian Hospitality - Garden Deluxe View overlooking Moir Cactus GardenFrom $321/night · Sleeps 4
A/C THROUGHOUT THE 2 BR OCEAN VIEW CONDO - Corner Unit - 2 Bdrm/2Bath -From $575/night · Sleeps 6
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis CourtsFrom $435/night · Sleeps 8
Mele Kai at Poipu, AC, Ocean, Sunset Views, Near Poipu BeachFrom $730/night · Sleeps 8
Pili Mai Condo 1C, Spacious, Great for Families, Mountain ViewFrom $223/night · Sleeps 8
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6From $183/night · Sleeps 6
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!From $450/night · Sleeps 5
Kiahuna #24 Partial Ocean View Ground Level Corner Unit Steps from BeachFrom $523/night · Sleeps 4
Sunset Kahili 101; Two Bedroom & Two Bath Ocean View Condo on KauaiFrom $150/night · Sleeps 4
Shipwreck Beach Cottage...Stand Alone Unit..Walk to the beach and GRAND HYATTFrom $295/night · Sleeps 4
2-Bedroom Garden & Ocean Views!From $338/night · Sleeps 4
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8From $248/night · Sleeps 8
Kiahuna Plantation, Partial Ocean View w/Pool, Tennis, Gym, Restaurants!From $350/night · Sleeps 4
Poipu Palms #102 Oceanfront, pool, near beachFrom $236/night · Sleeps 4
Poipu Kai 1BR Retreat w/ Ocean View & Pools, Walk to the BeachFrom $276/night · Sleeps 2
Poipu Beach, Spectacular Ocean view condo, with A/C Sunset Kahili #306From $356/night · Sleeps 4
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu KaiFrom $824/night · Sleeps 8
Kuhio Shores #211 - Best Value Oceanfront Condo in Poipu!From $599/night · Sleeps 4
Loke Lani: Poipu Kai Luxury Home with Private PoolFrom $728/night · Sleeps 6
From $425/night
Panoramic Views, 2 bed, 2.5 baths, AC
Koloa, Hawaii
★★★★★ 9.6/10 · 190 reviews
Breathtaking views of the ocean, coastline, lush green hills, and palms! With a picturesque ocean view, our top floor condo offers privacy, cooling...
From $435/night
Ocean Front 3 BR, 1 level Condo. Pool, SPA, huge Lanai. Pickle Ball
Koloa, Hawaii
★★★★★ 9.6/10 · 177 reviews
This is a spacious (1300 square feet) ground level, three bedroom, two bathroom, ocean view condominium, in the very popular, upscale Makahuena...
From $344/night
Kiahuna Plantation Condo - So Close to the Beach!
Koloa, Hawaii
★★★★★ 9.6/10 · 157 reviews
Beautiful Kiahuna Plantation is located on world-renown Poipu Beach. Enjoy strolling through 35 acres of tropical paradise with gardens of graceful...
From $356/night
Amazing Views in this 2 Bedrooms/2.5 Baths Condo
Koloa, Hawaii
★★★★★ 9.6/10 · 148 reviews
Imagine yourself living in this gorgeous location with amazing views of the deep blue ocean and lush tropical mountains. This spacious 2...
From $466/night
Remodeled Ocean View Condo At Kiahuna Plantation 2BR/2BA
Koloa, Hawaii
★★★★★ 9.6/10 · 147 reviews
Enjoy spectacular ocean views from the living room and master bedroom! The sand is just steps away! Kiahuna Plantation is the only beachfront condo...
From $213/night
Kahala at Poipu Kai
Koloa, Hawaii
★★★★★ 9.6/10 · 143 reviews
1 bedroom, 1 bath condo with beautiful ocean views. Fully furnished kitchen. Washer and dryer, air conditioning in the bedroom. Master suite with...
From $395/night
Kuhio Shores, #214. Kauai’s Best Location! Spectacular Oceanfront Condo
Koloa, Hawaii
★★★★★ 9.6/10 · 138 reviews
Best location in Poipu! Oceanfront - Thirty (30) feet from the ocean - rare and unique corner unit. Two bedroom, 2 bath. Ceiling to floor windows...
From $1,726/night
Kukuiula Bay House By Parrish - Oceanfront Family Home
Koloa, Hawaii
★★★★★ 9.6/10 · 138 reviews
In one of the most sought-after locations on Kauai’s sunny south shore, Hale Hokuu Too is located close to the end of Lawai Road near Kukuiula Bay...
From $375/night
Panoramic Oceanfront View, Condo with Air Conditioning and Large Lanai
Koloa, Hawaii
★★★★★ 9.6/10 · 135 reviews
Kuhio Shores #314. Floor to ceiling wrap around windows provide unobstructed panoramic ocean views! Our light, bright, spacious, and comfortable two...
From $437/night
Luxury Air Conditioned 3BR Kauai Poipu Kai Resort Condo With Vaulted Ceilings
Koloa, Hawaii
★★★★★ 9.6/10 · 135 reviews
Spacious 3 bedroom Regency condominium in the Poipu Kai resort- minutes walking distance from beautiful Poipu (10), Shipwrecks/Keoneloa (12) and...
From $185/night
Remodeled Condo 300 Ft From The Ocean!!!
Koloa, Hawaii
★★★★★ 9.6/10 · 134 reviews
Visit our remodeled get-away. The unit has been remodeled from top to bottom, from ceiling to floor. The condo features a california king bed, night...
From $439/night
E Komo Mai
Koloa, Hawaii
★★★★★ 9.6/10 · 129 reviews
Aloha! Come bring your ohana (family) and friends to sit on our beautiful wrap around patio at our beautiful Pu'uhonua (place of refuge) with...
From $479/night
Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 127 reviews
🌴 E Komo Mai — Hale Kai Kea | Spacious Poipu Family RetreatExperience island living at Hale Kai Kea, a spacious Kaua'i home designed for comfort and...
From $305/night
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!
Koloa, Hawaii
★★★★★ 9.6/10 · 114 reviews
In the heart of Poipu lies a cozy yet large 1-bedroom villa that's just three minutes away by car from beautiful Poipu Beach. Step into your...
From $321/night
Kiahuna 322 Hawaiian Hospitality - Garden Deluxe View overlooking Moir Cactus Garden
Koloa, Hawaii
★★★★★ 9.6/10 · 111 reviews
Summary:Upgraded garden-level condo with deluxe finishes and a spacious lanai overlooking the Moir Cactus Garden. Features hardwood floors, quartz...
From $575/night
A/C THROUGHOUT THE 2 BR OCEAN VIEW CONDO - Corner Unit - 2 Bdrm/2Bath -
Koloa, Hawaii
★★★★★ 9.6/10 · 109 reviews
Kiahuna Plantation is the ONLY beachfront condo resort on Poipu Beach!! Other condos are on a rocky shoreline or a long walk/drive to the beach. Our...
From $435/night
PRIVATE HOME: 5 Min Walk to Beach, Pool & Tennis Courts
Koloa, Hawaii
★★★★★ 9.6/10 · 108 reviews
NOT A CONDO! This 2000-square-foot, stand-alone house is the perfect get away for your entire family. No shared walls, railings, entryways, elevators...
From $730/night
Mele Kai at Poipu, AC, Ocean, Sunset Views, Near Poipu Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 107 reviews
Mele Kai at Poipu, "Song of the Ocean". Private 2-story Poipu vacation home with ocean views. Conveniently located walking distance (0.5 mi) to...
From $223/night
Pili Mai Condo 1C, Spacious, Great for Families, Mountain View
Koloa, Hawaii
★★★★★ 9.6/10 · 103 reviews
Pili Mai is one of Poipu's newest complexes with a great location and spacious living! You will not be disappointed as you step into this 3 bedroom...
From $183/night
Pili Mai 2-Bedroom, 2 bath, A/C Condo unit 11G, Sleeps 6
Koloa, Hawaii
★★★★★ 9.6/10 · 98 reviews
Two bedrooms plus loft, 1 king bed, 1 queen, plus 2 twins in the loft, 2 full bathrooms, nice upgrades, washer and dryer in unit, lanai space,...
From $450/night
SANDY BEACH RESORT New remodel with air conditioning. Beach 2min walk!
Koloa, Hawaii
★★★★★ 9.6/10 · 97 reviews
Paradise. This spacious beach home has a 2 LEVEL OPEN FLOOR PLAN with 2 bedrooms/2 bathrooms and A/C. We are building #37, Unit 243.BEACH: The Travel...
From $523/night
Kiahuna #24 Partial Ocean View Ground Level Corner Unit Steps from Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 97 reviews
Kiahuna Plantation #24 has the best that Poipu Beach offers. The condos at Kiahuna have a unique beachfront location in Poipu Beach, making it a...
From $150/night
Sunset Kahili 101; Two Bedroom & Two Bath Ocean View Condo on Kauai
Koloa, Hawaii
★★★★★ 9.6/10 · 94 reviews
Sunset Kahili 101 is a remarkable two bedroom condo located in the heart of Kauai's premier resort destination, the stunning south shore of Poipu....
From $295/night
Shipwreck Beach Cottage...Stand Alone Unit..Walk to the beach and GRAND HYATT
Koloa, Hawaii
★★★★★ 9.6/10 · 93 reviews
Shipwreck Beach Cottage is a PREMIER condo at Poipu Sands is a STAND ALONE unit, with NO NEIGHBORS above or on any side. It just underwent a COMPLETE...
From $338/night
2-Bedroom Garden & Ocean Views!
Koloa, Hawaii
★★★★★ 9.6/10 · 93 reviews
A perfect place to make your home away from home! This 2-bedroom single story garden and partial ocean view condo has an open layout. Enjoy the...
From $248/night
Pili Mai 3-Bedroom, 3 bath, A/C Condo unit 2L, Sleeps 8
Koloa, Hawaii
★★★★★ 9.6/10 · 91 reviews
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Close to beaches, shopping and...
From $350/night
Kiahuna Plantation, Partial Ocean View w/Pool, Tennis, Gym, Restaurants!
Koloa, Hawaii
★★★★★ 9.6/10 · 87 reviews
CELEBRATING ALOHA AND THE TRADITION OF HAWAII with a stay in your slice of paradise. You'll take a step back in time to a simple more relaxing period...
From $236/night
Poipu Palms #102 Oceanfront, pool, near beach
Koloa, Hawaii
★★★★★ 9.6/10 · 86 reviews
Part of the intimate Poipu Palms condo community, this tropical property stuns with incredible ocean views. Out on the private lanai, gather with...
From $276/night
Poipu Kai 1BR Retreat w/ Ocean View & Pools, Walk to the Beach
Koloa, Hawaii
★★★★★ 9.6/10 · 86 reviews
E Komo Mai — Welcome to Kahala 621 at Poipu Kai ResortExperience island living at its finest in this spacious 1-bedroom, 1-bath condo at the premier...
From $356/night
Poipu Beach, Spectacular Ocean view condo, with A/C Sunset Kahili #306
Koloa, Hawaii
★★★★★ 9.6/10 · 85 reviews
A spectacular ocean view from the living room, bedroom, balcony, air conditioning and a recently upgraded kitchen are a few of the features that you...
From $824/night
Loke Lani+Guest House by Destination Kauai - Luxury Home, Private Pool, A/C, Poipu Kai
Koloa, Hawaii
★★★★★ 9.6/10 · 84 reviews
🌺 E Komo Mai! Loke Lani + Guest House 'Ohana | Tropical Poipu RetreatDiscover your perfect island getaway at Loke Lani + Guest House 'Ohana, a...
From $599/night
Kuhio Shores #211 - Best Value Oceanfront Condo in Poipu!
Koloa, Hawaii
★★★★★ 9.6/10 · 82 reviews
This air conditioned two bedroom two bath oceanfront unit is on the second floor of Kuhio Shores condominium located in sunny Poipu, Kauai. Fronting...
From $728/night
Loke Lani: Poipu Kai Luxury Home with Private Pool
Koloa, Hawaii
★★★★★ 9.6/10 · 82 reviews
Loke Lani is a light and airy 3-bedroom home in Poipu Kai that blends comfort and island style with a private lagoon-style pool and waterfall, plus...