Koloa Vacation Rentals – Historic Charm Meets Island Luxury
Koloa vacation rentals blend historic charm with modern comfort on Kauai's sunny South Shore. Stay in restored plantation homes or luxury villas, just minutes from Poipu's beaches, golf, and shopping.
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 retreat 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 perfect 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.
Hilton Vacation Club Point At Poipu each unit has 2BR & kit. in gorgeous Koloa
Located in Koloa, enjoy what this 2-bedroom resort has to offer. The bedrooms feature a king bed and a twin bed, perfect for a small group or family. Guests can unwind in one of the two bathrooms, each with a shower and bathtub for a soothing experience. A quaint living...
koolkondo 2597 Halalu Main home
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Tucked away in a serene, palm-fringed setting, the property offers ultimate privacy and...
Lodge at Kukui'ula Villa 6
Welcome to the Lodge at Kukui'ula Villa 6, a luxurious haven tucked away on Kauai's stunning South Shore. This spacious four-bedroom, four and a half-bathroom villa offers the perfect blend of contemporary elegance and island charm, making it an ideal retreat for...
NEW 4 BR Ocean view home in Poipu
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious four-bedroom vacation rental embodies the spirit of island elegance, offering a seamless blend of modern comfort and tropical...
Sheraton Kaua‘i Resort Villas | One-Bedroom Villa
Summary:Sheraton Kauai Resort Villas is located on the beautiful garden island of Kauai. This resort welcomes you with all the comforts of home for a relaxing vacation. Spend your days enjoying the beauty of nature with hikes, boat tours, whale watching, beaches, parks,...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Beach Fun Waiohai Club Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū...
Walk To The Beach! Family Friendly 2 Bedroom Condo in Kauai - Sleeps 6!
The Point at Poipu, located on Kauai’s picturesque south shore, offers a serene oceanfront escape. Nestled between lush gardens and the sparkling Pacific, the resort features spacious condo-style accommodations with fully equipped kitchens, private lanais, and modern...
Lodge at Kukui'ula Villa 10
Welcome to Lodge at Kukui'ula Villa 10, your private island retreat on the sunny south shore of Kaua‘i. Blending laid back elegance with modern comfort, this four-bedroom villa offers a serene escape surrounded by the beauty of Hawai'i's lush landscape, sparkling...
koolkondo 2597 Halalu Compound
2597 Halalu CompoundWelcome to your dream escape in Poipu Beach Estates! This beautifully upgraded, two-story luxury vacation home is the perfect blend of island elegance and laid-back comfort. Complete with a one bedroom Guest house, it is tucked away in a serene,...
Kiahuna Plantation Resort Garden View 1 Bedroom
This charming one-bedroom, cottage-style condo offers peaceful garden views just steps from Kauai’s most famous beach. Ideal for couples or small families, it features the comforts of home in a relaxing, island-inspired setting. Garden View 1 Bedroom • Fully...
Hale Kai'opua - Modern Kauai Retreat with Private Pool & Lanai
Welcome to Hale Kai‘opua at Kukui‘ula, a stunning 3-bedroom, 3.5-bath luxury retreat set above the postcard-perfect South Shore of Kauaʻi. Spanning 2,961 sq ft of contemporary indoor–outdoor living, this newly built 2024 residence blends modern architecture with...
Poipu Beach front Amazing, Air Conditioned, One Bedroom Get Away
Located in Koloa, this charming air-conditioned condo is a dream. This one-bedroom sanctuary with an amazing lanai, is a one-minute grass-covered walk to the beach. WiFi is provided during your stay. A bedroom featuring a cozy California king bed, ample drawers, and...
Luxury 6BR Ocean View Estate Home in Kukuiula
Framed by panoramic ocean views and painted sunsets over Popiu, this single-story, 6 bedroom luxury vacation home captures the essence of sophisticated island living. The home's southwest-facing orientation welcomes golden light throughout the day, transitioning...
Villa 15 at The Lodge at Kukui'ula on Kaua'i
Villa 15 at The Lodge at Kukui'ula on Kaua'i is an exquisite, luxury retreat that combines the best of tropical living with world-class amenities. Located within the prestigious Kukui'ula resort on Kaua'i's south shore, this stunning villa provides an unparalleled...
Pili Mai 8K - Spacious Comfort with Ocean & Golf Views in Poipu
PILI MAI 8K AT KOLOA KAI VACATION RENTALSSpacious Comfort with Ocean & Golf Views in PoipuExperience elevated island living at Pili Mai 8K, a beautifully appointed three-bedroom, three-bathroom condo located on the second floor of Kauai’s premier Poipu resort...
The Point at Poipu Kauai, Hawaii-HGVC Resort & Spa
You won't want to leave this charming, one-of-a-kind place. Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the...
Kukuiula Makai Cottage #22 By Parrish Kauai
A modern island retreat in Kukuiula. Sleek, serene, and effortlessly stylish, this 4-bedroom, 4.5-bath Kukuiula villa pairs refined minimalism with laid-back island charm. Designed with a modern aesthetic, the home features clean architectural lines, curated...
Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Brand New Listing! Professional photos coming soon!Beautiful new renovation to this charming two bedroom 2 bath condo. The living and dining areas are spacious and breezy on the ground floor, just steps from the pool. Generous kitchen for cooking fabulous meals, and the...
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...
Tropical Oceanside Oasis - A bright and spacious studio on the beach!
Bask in the sunshine & aloha while relaxing in our bright, spacious & serene studio. The property boasts lush, tropical surroundings filled with swaying coconut trees, birds of paradise, orchids & koi ponds. This comfortable, airy top-floor unit is a stone's throw from...
Hale Malie - 4 Bedroom Ocean View Home w/Private Pool
*Please note that this private home requires a minimum stay of 30 nights for bookings online. If you are interested in a shorter stay, please call our reservations team to discuss options.Feel a sense of serenity wash over you the moment you step inside your Hale Malie...
Kiahuna Plantation Resort 63 Royal Garden 1 BD
Enjoy the serenity of Kauai from this inviting one-bedroom condo with garden views. A perfect blend of comfort and charm, just a short walk from the island’s most famous beach. Unit 63 Royal Garden View 1 Bedroom 1 Bath• Second floor end unit in building 11 with...
The Point at Poipu - Luxury 2 Bedroom Villa
Flowing waterfalls, a crystal clear Koi pond, and hundreds of tropical plants make The Point at Poipu appear the stuff of the dreams. Nestled in over twenty acres of lush tropical gardens overlooking the Keoneloa Bay, and buildings no taller than a coconut tree, it is...
Kiahuna Plantation Resort 303 Garden View 1 BD
Steps from the golden sands of Kauai’s most famous beach, this condo combines cottage charm with modern comfort. Ideal for up to four guests, it’s a serene island hideaway with expansive garden views from a spacious lanai including the Moir Gardens below. Unit 303...
Marriott's Waiohai Beach Club 2BR Ocean View
Summary:Escape to paradise at Marriott's Waiohai Beach Club Resort in Kauai! This resort offers luxurious comfort with two bedrooms, two bathrooms, a fully equipped kitchen, and direct beach access. Enjoy stunning ocean views from your private lanai, multiple pools, and...
Lodge at Kukuiula Cottage 2
Welcome to your tranquil haven at Cottage 2, nestled in the heart of Koloa. This charming 3-bedroom, 3-bathroom retreat offers a perfect blend of comfort and elegance, ideal for families or groups of friends. Each bedroom is equipped with a plush king-sized bed,...
Ocean View - Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
New listing! Poipu Condo with Pool, Jacuzzi, Gym
Welcome to your Kauai paradise at "Kauai Pili Mai 15F," a stunning 2-bedroom, 2-bathroom vacation rental nestled in the heart of Poi'pu. This beautifully designed property offers a perfect blend of comfort and luxury, ideal for families or groups of friends seeking a...
Kukui'ula Bungalow 1A
Kukui'ula Bungalow 1A is a beautiful one-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i. It offers luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf...
Cozy 1-bedroom condo with AC, WiFi in peaceful Koloa
Discover this awesome 1-bedroom gem in Koloa. This cozy condo offers a living room with a sofa bed, perfect for extra guests. Enjoy amenities like an iron, hair dryer, AC and fully equiped kitchen to make your stay comfortable. Stay connected with WiFi and take...
Lodge at Kukuiula Cottage 6
Welcome to Cottage 6, your idyllic retreat nestled in the heart of Koloa. This charming 3-bedroom, 3.5-bathroom cottage offers a perfect blend of comfort and luxury, accommodating up to six guests. Each bedroom features a plush king-sized bed, ensuring a restful night's...
Point at Poipu Kauai Oceanfront Condo 2 BR fully equipped in Oceanfront Resort.
This oceanfront Resort provides a magnificent view of the Pacific Ocean. The Point at Poipu Resort is located in the South Shore of Kauai, Hawaii. The resort is a large family-oriented oceanfront property with significant amenities. It is managed by the Hilton Vacation...
Kiahuna Plantation Resort Partial Ocean 2 Bedroom
Enjoy partial ocean views and tropical breezes from this spacious split-level two-bedroom condo on Kauai’s most famous beach. Ideal for families or friends, it offers comfort, space, and a touch of the sea. Partial Ocean View 2 Bedroom 2 Bath• Fully equipped kitchen...
Kiahuna Plantation Resort 71 Ocean View 1 Bedroom
Enjoy sweeping ocean views and island comfort in this one-bedroom 2nd floor condo on Kauai’s most beloved beach. Ideal for relaxing getaways, it’s a perfect spot to unwind and take in the scenery. Unit 71 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen...
Beautiful 2-bedroom condo on the ocean with WiFi, AC, fitness room
Many recreational amenities, including an outdoor pool, a sauna, and a fitness center. Additional amenities at this resort include complimentary wireless internet access, concierge services, and a picnic area.Enjoy Honu Cove Bar & Grill serving guests of Hilton Vacation...
Kukuiula Makai Cottage #12: Plantation-Style 2BR Retreat in Poipu
Kukuiula Makai Cottage #12 is a charming cottage nestled in the heart of Poipu’s highly sought-after Kukuiula neighborhood. This single-story plantation-style retreat blends vintage Hawaiian charm with upscale modern comforts. Featuring two bedroom suites, this...
Dream Vacation Home in Koloa
Welcome to your dream vacation home in Koloa, Hawaii! Nestled in a serene and picturesque setting, Villa 8 offers a luxurious escape for up to eight guests. This stunning 4-bedroom, 4.5-bathroom villa boasts a spacious 3,200 square feet of living space, perfect for...
Kiahuna Plantation Resort 232 Royal Garden View De
This charming one-bedroom condo features relaxing garden views and a warm, cottage-inspired feel. Ideally located near Kauai’s iconic shoreline, it’s a great choice for a calm and comfortable getaway. Unit 232 Royal Garden View 1 Bedroom 1 Bath• End unit with walk...
Luxury Poipu Kai 3 Bedroom Villa with Pool and Tennis!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Enjoy tropical foliage and pool views with an exceptional level of luxury at this 1800 square foot villa. This stunning 3 bedroom, 3 bathroom condo offers all of the comforts of home...
Kukui'ula Bungalow 1B
Situated on a private walk up cul-de-sac within walking distance from The Club at Kukui'ula, Bungalow 1B allows guests to experience golf-view one-bedroom tropical living. This 1,275 sq. ft. bungalow opens into a high-ceilinged kitchen and living area with couch and...
Koloa Kauai 3 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Settle in and immerse yourselves in the beauty and wonder of Kauai with those closest to you. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the...
Kiahuna Plantation Resort 82 Royal Garden 1 BD
Nestled among tropical gardens, this 2nd floor cottage-style condo offers a quiet, comfortable stay just moments from the beach. Ideal for couples or small families seeking a peaceful island escape. Unit 82 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Relax in Paradise – Studio at Sheraton Kauai Resort
Find your tropical getaway in this Studio Villa at Sheraton Kaua‘i Resort, ideally located on the sunny South Shore in Po‘ipū. Perfect for couples or solo travelers, this villa is thoughtfully designed comfort with easy access to resort amenities.Inside, you’ll...
Kiahuna Plantation Resort 318 Partial Ocean 1 BD
Catch a glimpse of the sparkling Pacific from this charming 3rd floor condo, featuring partial ocean views and a welcoming cottage-style feel—just moments from Kauai’s iconic beach. Unit 318 Partial Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes full...
Kiahuna Plantation Resort 403 Garden View 1 BD
Surrounded by tropical greenery, this one-bedroom cottage-style condo offers peaceful garden views and island comfort. Just steps from Kauai’s most famous beach, it’s the perfect retreat to relax and recharge. Unit 403 Garden View 1 Bedroom 1 Bath• First floor...
Pili Mai 13M - Golf Course Villa in Poipu by Coldwell Banker
Pili Mai 13M - Golf Course Villa in PoipuThis beautiful, ground-floor villa in exclusive Pili Mai Resort combines modern luxury with all the conveniences of Poi'pu.Nestled within the exclusive Pili Mai Resort, this lovingly maintained 3-bedroom, 3-bathroom sanctuary...
Regency 620 - Beautiful 3 Bedroom Overlooking Regency Pool
REGENCY 620 AT KOLOA KAI VACATION RENTALSSpacious Top-Floor Home in Poipu Kai ResortEscape to sun-soaked Poipu Kai Resort and enjoy the island lifestyle at Regency 620, a beautifully appointed three-bedroom, three-bath vacation home just a short stroll from Poipu Beach...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢’𝐬 Gorgeous Waiohai Club Beachfront Resort + Amenities
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟐-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Poʻipū...
Lodge at Kukui'ula Bungalow 3 - 3 Bedroom Bungalow - Platinum
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offers luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
Scenic Kauai Stay Near Allerton Garden + Free Pool Access + Kitchen
Experience oceanfront serenity with stunning views, spacious rooms, a full kitchen, a private balcony, and in-room laundry—ideal for couples and families. Snorkel nearby, hike the Mahaulepu Trail, or spot turtles at Poipu Beach. Relax in our large outdoor pool....