LUXURY VILLA - 3BR/3BA with Pool & A/C - Short Walk to BeachesFrom $377/night · Sleeps 9
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 2
Koloa Vacation Rentals Map
LUXURY VILLA - 3BR/3BA with Pool & A/C - Short Walk to BeachesFrom $377/night · Sleeps 9
Hale Kailani at Poipu Beach Estates - Walking Distance to Shops, Beaches & Fine Dining!From $1,647/night · Sleeps 16
1BR/1BA Ocean View! 3 Minute Walk To Poipu Beach!From $298/night · Sleeps 5
New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!From $531/night · Sleeps 4
SPECIAL RATE! 5/11/25 to 5/16/25 1,150 per night LOCATION! LOCATION! LOCATION!From $1,211/night · Sleeps 10
Pili Mai 06L By Parrish Kauai - Most popular Poipu Location!From $425/night · Sleeps 6
Top Floor, Ocean View Condo at Kuhio ShoresFrom $285/night · Sleeps 2
Remodeled Kiahuna Ocean View Condo with A/C, Close to the Beach! No cleaning feeFrom $444/night · Sleeps 4
Alihi Lani 4: Full A/C - top floor Ocean Views! Upgraded throughoutFrom $485/night · Sleeps 4
Regency Villas 120 - Luxury 3BR Poipu Kai Condo | Pool, Lanais & Central ACFrom $659/night · Sleeps 7
4 BDR, 3 BR, A/C, walk to beaches, restaurants and The Grand HyattFrom $803/night · Sleeps 8
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/CFrom $795/night · Sleeps 6
Beach House - Steps from Beach. 3 bedroom/3 bath. Private yard, pool, hot tubFrom $1,100/night · Sleeps 8
Alihi Lani 5 - Oceanfront - Sunset Views - A/CFrom $550/night · Sleeps 4
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!From $732/night · Sleeps 6
Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,From $745/night · Sleeps 8
Luxurious 4BR/4BA Presidential Suite AC Near BeachFrom $899/night · Sleeps 10
Hale Nalu - Premier Beachfront 3br Home Steps Away from Baby Beach with Spa!From $1,450/night · Sleeps 6
Ocean Views from this 2 bdrm/2 Bath Ground Floor Family Friendly CondoFrom $384/night · Sleeps 4
3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!From $398/night · Sleeps 8
Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!From $379/night · Sleeps 6
Kuhio Shores 217 Superior Air Conditioned Condo at Kuhio ShoresFrom $305/night · Sleeps 2
3BR/3BA Villa: Central A/C! Short Walk To Beach!From $595/night · Sleeps 8
Exquisite Home in the heart of Poipu. Panoramic Views and Your Own Private Pool!From $451/night · Sleeps 6
2BD/2BA Poipu Beach House with ACFrom $401/night · Sleeps 4
Spectacular Ocean View 2BR Unit at Kiahuna PlantationFrom $532/night · Sleeps 6
Kauai Vacation Rental - Kuhio Shores 319–Oceanfront, Sunset Views, A/C!From $585/night · Sleeps 6
No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parkingFrom $629/night · Sleeps 10
Private, Quiet, Second Floor Condo For Two! Condo # 213From $375/night · Sleeps 2
Kainani Villa 5: Luxurious Indoor-Outdoor LivingFrom $866/night · Sleeps 6
Ocean/Sunset Views - Full A/C- Giant Heated Pool - 3 Primary Suite Luxury PoipuFrom $1,076/night · Sleeps 6
Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A/CFrom $449/night · Sleeps 6
Kuhio Shores 415 Top Floor Oceanfront Condo with new central a/cFrom $284/night · Sleeps 2
From $377/night
LUXURY VILLA - 3BR/3BA with Pool & A/C - Short Walk to Beaches
Welcome to Sugar Sands Villas!Luxurious and spacious (1900+ sqft) 3 bedroom 3 full bathroom villa with central A/C (rare in Poipu), fully-stocked...
From $1,647/night
Hale Kailani at Poipu Beach Estates - Walking Distance to Shops, Beaches & Fine Dining!
Hale Kailani at Poipu Beach Estates is a luxurious 6-bedroom retreat featuring a main house and a separate cottage - perfect for large families,...
From $298/night
1BR/1BA Ocean View! 3 Minute Walk To Poipu Beach!
𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐭𝐨 𝐒𝐚𝐧𝐝𝐲 𝐃𝐨𝐨𝐫'𝐬 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝐎𝐜𝐞𝐚𝐧-𝐕𝐢𝐞𝐰 𝐑𝐞𝐭𝐫𝐞𝐚𝐭 𝐢𝐧 𝐏𝐨𝐢𝐩𝐮! Discover your perfect Hawaiian getaway in this newly renovated and professionally...
From $531/night
New Remodel & Rare Find #35 w/ Oceanview, AC, and corner unit! Look no further!
It's all about the location, views, and our new remodeled unit! Located in building 7, one of the smaller buildings with only 6 condos, you are in...
From $1,211/night
SPECIAL RATE! 5/11/25 to 5/16/25 1,150 per night LOCATION! LOCATION! LOCATION!
Hale Halia is just steps from Poipu Beach park with unparalleled oceanfront views and is a great family vacation destination. This lovely two-story...
From $425/night
Pili Mai 06L By Parrish Kauai - Most popular Poipu Location!
Nestled among a championship golf course, Pili Mai is set in an ideal location on the island of Kauai’s south shore in Poipu Beach. This is Kauai's...
From $285/night
Top Floor, Ocean View Condo at Kuhio Shores
This spacious top floor, one-bedroom condominium in Kuhio Shores offers an open living, dining and kitchen area, well appointed bedroom with new...
From $444/night
Remodeled Kiahuna Ocean View Condo with A/C, Close to the Beach! No cleaning fee
Kiahuna Plantation Beach House #179 – Our Hawaiian HeavenWe welcome you to our Kiahuna Plantation Beach House. Unit #179 is our home away from home,...
From $485/night
Alihi Lani 4: Full A/C - top floor Ocean Views! Upgraded throughout
ALIHI LANI. This small, six unit complex called a 'Real Gem' by the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The front...
From $659/night
Regency Villas 120 - Luxury 3BR Poipu Kai Condo | Pool, Lanais & Central AC
E Komo Mai — Welcome to Hale Maluhia Maika'i at Regency VillasExperience luxury and tranquility at Hale Maluhia Maika'i, a stunning two-story condo...
From $803/night
4 BDR, 3 BR, A/C, walk to beaches, restaurants and The Grand Hyatt
Nani O'Hana is a 4 bedroom, 3 bathroom luxury home located in the quiet neighborhood of Poipu Kai. The house is located in the Lanai Villas...
From $795/night
FULL OCEAN VIEWS Poipu Beach House, LOVELY lanai and A/C
Aloha & welcome to our home - Hale Kika @ Poipu Kai resort. Hale Kika is an open concept beach house with great views from the main living area, 3...
From $1,100/night
Beach House - Steps from Beach. 3 bedroom/3 bath. Private yard, pool, hot tub
Welcome to the Poipu Beach House. IG @poipubeachhouse. A beautiful 1920s-era plantation home steps from Poipu Beach. This home is a historical gem...
From $550/night
Alihi Lani 5 - Oceanfront - Sunset Views - A/C
ALIHI LANI. This small, 6 unit complex is a 'Real Gem', according to the Ultimate Kauai Guidebook. Enjoy endless views from our oceanfront pool. The...
From $732/night
Lovely 2 Bedroom Cottage Near Brenneckes Beach! Best Location in Poipu!
Beachfront Paradise Across from Brennecke’s Beach – Hot Tub, Ocean Views, EV Charger!Enjoy your dream Kauai escape at this beautiful two-bedroom...
From $745/night
Pili Mai Family Condo 5C, 3 Bedroom 3 Bath, Mountain View, Cool Lanai,
Pili Mai is the south shore's newest development and adjacent to Poipu's ocean view Kiahuna Champion Golf Course. Your dream vacation is waiting at...
From $899/night
Luxurious 4BR/4BA Presidential Suite AC Near Beach
Welcome to BlueTideVillas! Welcome to Poipu's newest luxury resort-style villas! This is a VERY spacious (2750+ total square feet), top floor villa...
From $1,450/night
Hale Nalu - Premier Beachfront 3br Home Steps Away from Baby Beach with Spa!
Hale Nalu is a roomy 3 bedroom, 3 bath home fronting the delightful Baby Beach and situated in a charming Poipu residential neighborhood. Spacious...
From $384/night
Ocean Views from this 2 bdrm/2 Bath Ground Floor Family Friendly Condo
Welcome to Kauai Hale Kai at Poipu Sands. Poipu Sands unit 313 is a Deluxe two bedroom/two bathroom, ground level condominium with a spectacular...
From $398/night
3BR/3BA Penthouse: Central A/C! Short Walk 2Beach!
Welcome to BlueTideVillas! This is a VERY spacious (1650+ square feet), top floor (2nd & 3rd), corner Penthouse, 3BR/3BA with two private lanai's to...
From $379/night
Nihi Kai 422 Summer & Fall Specials-Ocean Views, Five Star Ratings!
This large 1531 square-foot, two-bedroom, single level, beautifully furnished condo has spectacular ocean views from the front lanai, living room,...
From $305/night
Kuhio Shores 217 Superior Air Conditioned Condo at Kuhio Shores
Mini split Air Conditioning system just installed to make your Kuhio Shores 217 cooling experience perfect. Open windows, trade winds, fans to hear...
From $595/night
3BR/3BA Villa: Central A/C! Short Walk To Beach!
Welcome to BlueTideVillas! This unit not only boasts among the BEST reviews in all of Kauai but is also newly upgraded to enhance your stay from...
From $451/night
Exquisite Home in the heart of Poipu. Panoramic Views and Your Own Private Pool!
This is the vacation you will always remember! Welcome to 'PARADISE POIPU', our little slice of Heaven in Kauai. Indulge your senses in this newly...
From $401/night
2BD/2BA Poipu Beach House with AC
With Brennecke's Beach and Poipu Beach within view and just a short walk away, this two-bedroom, two-bath beach house on Kauai's sunny south shore is...
From $532/night
Spectacular Ocean View 2BR Unit at Kiahuna Plantation
The spirit of aloha lives in our tropical two-bedroom, ocean view condominium, and it awaits your arrival! Situated on a small rise, the view of the...
From $585/night
Kauai Vacation Rental - Kuhio Shores 319–Oceanfront, Sunset Views, A/C!
Enjoy spectacular ocean views in one of Koloa’s most sought-after oceanfront condominiums. This south and west facing 2-bedroom, 2-bath corner condo...
From $629/night
No stairs, Central AC, Steps to the pool, Jacuzzi, Gym, 2 car parking
🌺 Aloha to PiliMai 2D 🌺Step into our haven of comfort and beauty, where smiles bloom and rainbows of relaxation await. 🌈Your Home Away from Home:✨...
From $375/night
Private, Quiet, Second Floor Condo For Two! Condo # 213
Kuhio Shores 213 is a quiet, oceanfront condo with stunning views from your balcony where you can watch both sunrise and sunset. Kuhio Shores 213 is...
From $866/night
Kainani Villa 5: Luxurious Indoor-Outdoor Living
This dazzling resort-style, garden-level condominium home is, quite simply, perfect—and what better way to enjoy your South Shore stay than in a...
From $1,076/night
Ocean/Sunset Views - Full A/C- Giant Heated Pool - 3 Primary Suite Luxury Poipu
Welcome to your private Hawaiian Modern retreat — an ocean‑view estate in Poipu’s premier Kiahuna Golf Village. Set on a secluded one‑third acre with...
From $449/night
Beautiful Pili Mai Condo-2 Bdrm + sleeping den, sleeps 6, with A/C
Relax and enjoy modern living at Kauai’s newest townhome community, Pili Mai! This condo, also known as Nani Ka Hale, is located on the second and...
From $284/night
Kuhio Shores 415 Top Floor Oceanfront Condo with new central a/c
Mini split Air Conditioning system installed to make your Kuhio Shores 415 cooling experience perfect. Open windows, trade winds, fans to hear the...