4BR I Exclusive Ocean View Penthouse l Grand Lanai, A/CFrom $1,346/night · Sleeps 8
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
4BR I Exclusive Ocean View Penthouse l Grand Lanai, A/CFrom $1,346/night · Sleeps 8
Poipu Sands 221 Ocean-View ParadiseFrom $367/night · Sleeps 6
OCEANFRONT RESORT, 2br, 2bath, Kitchen, washer/dryer, daily fresh towel exchangeFrom $373/night · Sleeps 6
OCEANFRONT RESORT, F/K,washer/dryer, Pool,WIFI, BEACH, 2BDRM, fresh towels dailyFrom $363/night · Sleeps 6
Kolepa Kai: Beautiful 3 bed/3.5 bath HomeFrom $468/night · Sleeps 6
Poipu Makai Villas C1 - Amazing Views, Ocean Front, ACFrom $469/night · Sleeps 4
New! Poipu Paradise - Golf, AC, PoolFrom $446/night · Sleeps 9
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean ViewsFrom $1,482/night · Sleeps 12
Poipu, Ocean View, Pool, Walk to the beach and Relax!From $213/night · Sleeps 3
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!From $378/night · Sleeps 4
Poipu Makai E-1 Ocean Front 2 Bdr/2 Ba with a/cFrom $183/night · Sleeps 5
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele MoanaFrom $315/night · Sleeps 4
Steps from Beach, Stunning View, A/C, Pool AccessFrom $288/night · Sleeps 4
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ ACFrom $183/night · Sleeps 6
Oceanview 2BR Condo at Makahuena | Multi-Level Poipu Retreat, AC+Resort AmenitiesFrom $305/night · Sleeps 4
Oceanfront TownHome Upgraded 2 BR, 2.5BA Fully Air ConditionedFrom $494/night · Sleeps 6
Kiahuna Paradise - Beautiful 3bdr/3ba Home With A/C & Pool. $650 SpecialFrom $350/night · Sleeps 8
Kiahuna Plantation With View of OceanFrom $239/night · Sleeps 4
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!From $250/night · Sleeps 2
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEMFrom $395/night · Sleeps 6
Akala Pua Cottage By Parrish Kauai - great location in Poipu!From $736/night · Sleeps 6
Poipu Shores 106A.. Overlook the shimmering Ocean with A/C & heated poolFrom $322/night · Sleeps 4
Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in BedroomFrom $225/night · Sleeps 4
Lawai Beach Resort 314 By Parrish Kauai - oceanfront views steps from Lawai BeacFrom $442/night · Sleeps 4
Spacious Lanai & Poolside Condo in Poipu Kai Resort—Perfect for Relaxation!From $325/night · Sleeps 6
Manualoha 901 - Minutes to Poipu and Brennecke`s BeachFrom $361/night · Sleeps 6
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 BathFrom $660/night · Sleeps 7
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.From $381/night · Sleeps 3
POIPU - ENJOY THE VIEWS! MANUALOHOA #506 w/NEW SPLIT A/C SYSTEMFrom $393/night · Sleeps 6
Kahala 613 | Spacious 1BR Poipu Kai Condo w/ Ocean Views & PoolsFrom $234/night · Sleeps 4
Kiahuna ground floor unit #80, Ocean Front Resort Fully remodeled unit with A/CFrom $250/night · Sleeps 4
Charming 1br Top Floor Condo in Poipu, AC, Athletic Club, Beach AccessFrom $245/night · Sleeps 4
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, ACFrom $343/night · Sleeps 4
From $1,346/night
4BR I Exclusive Ocean View Penthouse l Grand Lanai, A/C
Koloa, Hawaii
★★★★★ 9.6/10 · 9 reviews
Summary:C300 | TA-076-637-1840-01Indulge in luxury and sophistication at Villa C300, a custom-designed penthouse selected by its owners for its...
From $367/night
Poipu Sands 221 Ocean-View Paradise
Koloa, Hawaii
★★★★★ 9.6/10 · 8 reviews
Summary:Oceanview two-story retreat with complimentary Poipu Beach Athletic Club membership. Poipu Sands 221 offers sweeping ocean views, two private...
From $373/night
OCEANFRONT RESORT, 2br, 2bath, Kitchen, washer/dryer, daily fresh towel exchange
Koloa, Hawaii
★★★★★ 9.6/10 · 8 reviews
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM,...
From $363/night
OCEANFRONT RESORT, F/K,washer/dryer, Pool,WIFI, BEACH, 2BDRM, fresh towels daily
Koloa, Hawaii
★★★★★ 9.6/10 · 7 reviews
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM,...
From $468/night
Kolepa Kai: Beautiful 3 bed/3.5 bath Home
Koloa, Hawaii
★★★★★ 9.6/10 · 7 reviews
Summary:Beautiful 3-bedroom, 3.5-bath Poipu home on the Kiahuna Golf Course with split A/C in all bedrooms, a spacious yard, and inviting outdoor...
From $469/night
Poipu Makai Villas C1 - Amazing Views, Ocean Front, AC
Koloa, Hawaii
★★★★★ 9.6/10 · 6 reviews
Summary:Oceanfront ground-floor condo with breathtaking views, air conditioning throughout, and complimentary access to the Poipu Beach Athletic...
From $446/night
New! Poipu Paradise - Golf, AC, Pool
Koloa, Hawaii
★★★★★ 9.6/10 · 5 reviews
Imagine a perfect vacation rental in Poipu, Kauai, where you can relax in comfort and enjoy the best of island living. This 2-bedroom plus loft condo...
From $1,482/night
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean Views
Koloa, Hawaii
★★★★★ 9.6/10 · 5 reviews
Hale Mahina Hou is a luxury retreat in Kukui'ula on Kauai's sunny south shore, offering stunning ocean views, a private infinity pool and hot tub,...
From $213/night
Poipu, Ocean View, Pool, Walk to the beach and Relax!
Koloa, Hawaii
★★★★★ 9.4/10 · 173 reviews
Welcome to Prince Kuhio 305, where you can relax and enjoy the ocean view from our third floor condo. Just 100 yards from the ocean, you can hear the...
From $378/night
2 bedroom/2.5 bath Absolutely Beautiful Expansive Views of the Ocean!
Koloa, Hawaii
★★★★★ 9.4/10 · 161 reviews
This split-level condo is located on the 3rd floor with premium views. For your added comfort, a new AC system for the entire unit has recently been...
From $183/night
Poipu Makai E-1 Ocean Front 2 Bdr/2 Ba with a/c
Koloa, Hawaii
★★★★★ 9.4/10 · 151 reviews
Poipu Makai is situated on an ocean bluff for excellence in viewing abundant sea life and beautiful Pacific Ocean sunsets over the Poipu coastline....
From $315/night
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
Koloa, Hawaii
★★★★★ 9.4/10 · 128 reviews
***SPECIAL!! LAST MINUTE DISCOUNT!!***ALOHA, GUEST! Welcome home! Embrace authentic island living, with excellent architectural cross-breezes to take...
From $288/night
Steps from Beach, Stunning View, A/C, Pool Access
Koloa, Hawaii
★★★★★ 9.4/10 · 101 reviews
NEW A/C UNIT! 2 minute walk across a beautiful lawn will lead you to the picturesque Kiahuna beach.✦ Beachfront w/ garden views ✦ New king bed &...
From $183/night
Poipu Sands 233 Beautifully Renovated Ocean View Penthouse Luxury Condo w/ AC
Koloa, Hawaii
★★★★★ 9.4/10 · 97 reviews
Experience the ultimate getaway at Poipu Sands 233, a captivating 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poipu. Gazing out...
From $305/night
Oceanview 2BR Condo at Makahuena | Multi-Level Poipu Retreat, AC+Resort Amenities
Koloa, Hawaii
★★★★★ 9.4/10 · 94 reviews
E Komo Mai, Welcome to The Makahuena 4305!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on...
From $494/night
Oceanfront TownHome Upgraded 2 BR, 2.5BA Fully Air Conditioned
Koloa, Hawaii
★★★★★ 9.4/10 · 94 reviews
Poipu Shores 104C is a fully-oceanfront, 2-story, 2-bedroom townhome with two lanais and complete air conditioning. A fully oceanfront townhome is a...
From $350/night
Kiahuna Paradise - Beautiful 3bdr/3ba Home With A/C & Pool. $650 Special
Koloa, Hawaii
★★★★★ 9.4/10 · 83 reviews
Located in prestigious Kiahuna Golf Village in Poipu, Kiahuna Paradise is only a 5 min. drive to some of the world's most beautiful beaches and golf...
From $239/night
Kiahuna Plantation With View of Ocean
Koloa, Hawaii
★★★★★ 9.4/10 · 77 reviews
Our condo is located on the sunny, south side of the beautiful island of Kauai in the Kiahuna Plantation Resort. We are located in Building #19, Unit...
From $250/night
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
Koloa, Hawaii
★★★★★ 9.4/10 · 77 reviews
You can see the ocean from the Living room and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. The sunset can be...
From $395/night
3-bdrm Oceanview Condo at Makahuena -Walk to Poipu Beaches- NEW Split A/C SYSTEM
Koloa, Hawaii
★★★★★ 9.4/10 · 75 reviews
Located in the "almost always" sunny, resort town of Poipu, on the gorgeous south shore of Kauai, this oceanfront complex is situated on the...
From $736/night
Akala Pua Cottage By Parrish Kauai - great location in Poipu!
Koloa, Hawaii
★★★★★ 9.4/10 · 75 reviews
Akala Pua is a lovingly cared for three bedroom home within walking distance to two popular South Shore beaches in Poipu. Lawai Beach is to your left...
From $322/night
Poipu Shores 106A.. Overlook the shimmering Ocean with A/C & heated pool
Koloa, Hawaii
★★★★★ 9.4/10 · 69 reviews
Poipu Shores 106A is a lovely condo overlooking the shimmering ocean. Relax on your lanai and watch the sunset into the Pacific Ocean as you listen...
From $225/night
Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in Bedroom
Koloa, Hawaii
★★★★★ 9.4/10 · 60 reviews
Sunset Kahili is a 5th floor vacation rental property located in the beautiful Poipu Beach area of Kauai, Hawaii. The property was specifically...
From $442/night
Lawai Beach Resort 314 By Parrish Kauai - oceanfront views steps from Lawai Beac
Koloa, Hawaii
★★★★★ 9.4/10 · 50 reviews
Enjoy spectacular views from sunrise to sunset from the lanai of your oceanfront Kauai condo. Lawai Beach Resort overlooks one of the best snorkeling...
From $325/night
Spacious Lanai & Poolside Condo in Poipu Kai Resort—Perfect for Relaxation!
Koloa, Hawaii
★★★★★ 9.4/10 · 49 reviews
Relax on the spacious lanai and enjoy morning coffee and evening tropical drinks and pupus while enjoying the island trade breezes.Why you'll Love...
From $361/night
Manualoha 901 - Minutes to Poipu and Brennecke`s Beach
Koloa, Hawaii
★★★★★ 9.4/10 · 46 reviews
Summary:Manualoha 901 is a rare ground-floor 3-bedroom, 3-bath condo steps from Poipu Beach, Brennecke's Beach, and Shipwreck Beach — three of...
From $660/night
MA 1-310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 Bath
Koloa, Hawaii
★★★★★ 9.4/10 · 44 reviews
Summary:Makahuena 1310 AC, Fantastic Views, A/C throughout, 2 bedroom and Loft, 2 1/2 BathThe Space:Hurricane Lowell Update (9/9/26): Our thoughts...
From $381/night
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.
Koloa, Hawaii
★★★★★ 9.4/10 · 42 reviews
Summary:Gorgeous Views at Sunset Kahili 303! Great interior design and a beautifully updated kitchen. Relax on your lanai while taking in the...
From $393/night
POIPU - ENJOY THE VIEWS! MANUALOHOA #506 w/NEW SPLIT A/C SYSTEM
Koloa, Hawaii
★★★★★ 9.4/10 · 42 reviews
Spend your day at the beach, out hiking or golfing then back to the condo for a beautiful sunset and BBQ ! Spacious, airy 2 bedroom, 2.5 bath condo...
From $234/night
Kahala 613 | Spacious 1BR Poipu Kai Condo w/ Ocean Views & Pools
Koloa, Hawaii
★★★★★ 9.4/10 · 37 reviews
Kahala 613 at Poipu Kai Resort | Spacious South Shore RetreatDiscover your perfect Poipu getaway at Kahala 613, a spacious and beautifully updated...
From $250/night
Kiahuna ground floor unit #80, Ocean Front Resort Fully remodeled unit with A/C
Koloa, Hawaii
★★★★★ 9.4/10 · 37 reviews
Fully remodeled ground floor unit.Condo, 1 Bedroom + Convertible bed(s), 1 Bath, (Sleeps 2-4)A little about Kiahuna Plantation which is Poipu's only...
From $245/night
Charming 1br Top Floor Condo in Poipu, AC, Athletic Club, Beach Access
Koloa, Hawaii
★★★★★ 9.4/10 · 35 reviews
Welcome to Sunny Poipu Beach! This charming top floor Kiahuna Plantation condo was freshly remodeled with you in mind! Relax on your private lanai...
From $343/night
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, AC
Koloa, Hawaii
★★★★★ 9.4/10 · 35 reviews
Summary:Stay cool and comfortable in this fully air-conditioned 2BR/2BA condo just a short walk from Poipu Beach and Brennecke’s Beach. Nihi Kai 509...