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.
Waikomo Stream Villas 422: Your Tropical 1BR Oasis with Beach Club Access!
Your Tropical Treehouse Retreat in the Heart of Poipu.Welcome to Waikomo Stream Villas #422 — your private tropical retreat in the heart of Poipu. Nestled beside the peaceful Waikomo Stream and surrounded by lush gardens, this spacious one-bedroom condo feels like a...
Remodeled Ocean View Condo At Kiahuna Plantation 2BR/2BA
Enjoy spectacular ocean views from the living room and master bedroom! The sand is just steps away! Kiahuna Plantation is the only beachfront condo resort on Poipu Beach - rated the #1 beach in the world by the Travel Channel! Spacious 2-level condo with open floor plan...
Nihi Kai 201 By Parrish Kauai - premier condo w/ pool and ocean views walk to be
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small...
Hale O Ka Nalu Po'i: Oceanfront Estate on Poipu Coastline
Breathtaking, magnificent, superlative, sublime: there’s simply no way to overstate the extraordinary appeal of this uniquely situated, strikingly beautiful oceanfront estate. Hale O Ka Nalu Po'i (poetically named for the waves that crash dramatically against...
Deluxe Poipu Beach Oceanview -Park Next to Door! No Stairs! A/C!
Ocean and garden view 2Br 2Ba condo across from Poipu Beach in Kauai, Hawaii. Some of the best and safest swimming, snorkeling, surfing, and boogie boarding on the island. Restaurants and shopping within walking distance. This is unit #809 in the #8 building . You will...
Corner Unit Ground Floor Kiahuna Plantation Unit. Steps To Beach!
Beautiful Kiahuna Plantation is the only beach-front condominium on Poipu Beach and a perfect tropical paradise. 35 lush tropical acres situated on a gorgeous beach. Unit 44 in Building 9 is a short 2 minute walk to the great lawn and the beach where you can swim,...
Remodeled Condo 300 Ft From The Ocean!!!
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 stands with reading lights, dresser, ceiling fan, 36' flat screen tv with blue ray dvd player. The new bathroom has been...
Tropical Oasis in Poipu ~ Steps to Pool, ground floor. Ask about Jeep!
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 home-away-from-home and be greeted by a fully stocked kitchen, complete with all appliances plus BBQ grill(in the common areas),...
Prince Kuhio #205, Ocean View, sunny south shore Poipu area
Welcome to Prince Kuhio #205. This one bedroom is the perfect place to stay while in Kauai. Recently renovated and fully equipped with everything you need to enjoy and relax. This gem with a spectacular ocean view is only a 100 yards to beautiful sandy Lawai Beach and...
Hale Keleka: 4 BR Hawaiian Plantation-Style Home in Poipu
Breezy, Hawaiian plantation-style getaways are yours at Hale Keleka, a 4-bedroom, 4-bath property in Poipu/Koloa that includes a 3-bedroom main house and a separate 1-bedroom Ohana (guest house). Bring your group of 12 and enjoy a roomy, open-concept floor plan,...
Seaside Studio - Oceanview A/C & WI-FI - 1 minute from Beach
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 Seaside Studio Suite, full bath - 100 steps to Poipu Beach Park! If you want a location convenient to surfing or basking in...
New Listing! Adorable Renovated 2 BR in Poipu
Newly Renovated Coastal 2-Bedroom with Ocean Views at MakahuenaThe perfect home base for your Kaua'I vacation, this freshly renovated 2-bedroom coastal retreat at Makahuena featuring ocean views from your private lanai.Sleeping Arrangements (Sleeps 6):• Primary...
Pane Makai Poipu Beach House - Steps to the Beach!
Less than a minute's walk to the beach, Pane Makai is spacious, air conditioned, and can sleep up to 16 people! Located in sunny Poipu, Pane Makai and is the perfect gathering place for groups, large families, friends, and loved ones. This 6,000 square foot home is...
Whalers Cove Unit #113 - Spectacular and Secluded Oceanfront Condo with Pool!
Whaler's Cove 113 – Oceanfront Luxury Condo with Stunning Views of the PacificExperience the ultimate beachfront getaway at Whaler's Cove 113, a secluded 32-unit oceanfront hideaway on Kauai’s South Shore. This luxurious 2-bedroom, 2-bath condo offers breathtaking...
BEAUTIFUL POIPU OCEAN VIEW 2 BRD 2.5 BATH Condo with A/C nSpring 25' Dates Openn
The beautiful Makahuena resort is located on the southern most tip of the island of Kauai in Poipu Beach. Offering breathtaking views of the Pacific ocean from the bluffside townhome style deluxe condominiums.Split level air conditioning in both bedrooms makes for cool...
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and Beach
POIPU SANDS 312 AT KOLOA KAI VACATION RENTALSOcean-View Getaway in Sunny PoipuWelcome to Poipu Sands 312, your serene island retreat located on Kauai’s picturesque south shore. With its recent renovations, vibrant décor, and stunning ocean views, this 1-bedroom,...
Hale Kai Kea by Destination Kauai - Poipu Kai, Close to Poipu Beach
E Komo Mai — Welcome to Hale Kai Kea!Enjoy island living in this spacious Kaua'i home featuring 3 large bedrooms, each with a king bed and private ensuite bathroom. A bonus room offers two twin beds, a sofa, dining nook, and flat-screen TV — ideal for kids or...
Nihi Kai 200 By Parrish Kauai
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small...
Poipu Beautiful Mountain View
Beautiful POIPU on the sunny south side of KAUAI!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Launching for it’s first season, this brand new Poipu Vacation hideaway one...
Poipu Kai Resort Vacation Condo in Koloa!
Get that island breeze in your hair at this lovely 2-bedroom, 2-bathroom vacation rental in Regency Villas at Poipu Kai! With community amenities like tennis courts, pools, hot tubs, and more, this property is an enhancement to the island life. This condo is well suited...
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amaz
A dramatic choice from our Kauai oceanfront rentals is this home perched high above the sparkling blue Pacific Ocean. Meaning “The House of Enchantment”, Hale Kilokilo provides unparalleled ocean views from the two-story windows in the great room. Perfect for...
Beautiful Top-Floor Condo with Pool & Hot Tub - Near Kiahuna Golf Course
Pili Mai 8IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
This oceanfront home embodies the essence of ‘Island Casual’ living, with a focus on relaxation and the breathtaking beauty of its direct ocean views; a perfect spot for those seeking an authentic and unpretentious island experience. The spacious, beautifully...
Updated 1Br 1Ba Condo in the Kiahuna Plantation Resort near Poipu Beach 430
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 a small group of friends looking to enjoy sunny Poipu. Guests will have a great point of access to take advantage of...
Poipu Poolside Paradise with Ocean views!
Free access to Poipu Beach Athletic Club.Rental car at a reasonable rate.Enjoy the sound of the waves from your own lanai. Watch the sunset and whales from the lanai. ten minute walk to the famous Poipu beach and ship wreck beach. A short drive to one of the hidden...
Exclusive Ocean View Penthouse l Grand Lanai, A/C
Summary:C300 | TA-076-637-1840-01Indulge in luxury and sophistication at Villa C300, a custom-designed penthouse selected by its owners for its elegance and breathtaking views. Renovated in 2023, this refined retreat features bespoke furnishings, curated artwork,...
Modern Island Chic W/Kitchen and Lanai–Poipu Shores
Imagine waking up to the soothing sound of the ocean and ending your day with a front row seat to nature’s most spectacular sunset display in your dream vacation retreat – a family-friendly corner suite with breathtaking ocean views! This beautifully designed condo...
Ocean + mountain view home with WiFi, lanai, onsite pool, & hot tub
Pili Mai 12HOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and...
Oceanfront Paradise!
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 paradise. The oceanfront breeze greets you as you walk through the entrance and into the living room. Not only does the living...
Magnificant Ocean Front Condo with New Air Conditioning and Panoramic Views
Kuhio Shores #315. Our light, bright, spacious, and comfortable two bedroom-two bath Poipu Beach oceanfront vacation rental condo sits 40 feet from the ocean's edge. Floor to ceiling glass windows provide unobstructed panoramic ocean views. You can see spectacular...
Sunset Kahili 101; Two Bedroom & Two Bath Ocean View Condo on Kauai
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. Nestled in close proximity to world-class beaches, this nearly oceanfront property offers an unforgettable vacation...
Poipu Palms 204, Ocean Front, One Step Up to the Front Door
POIPU PALMS 204 AT KOLOA KAI VACATION RENTALSOceanfront Bliss with Panoramic ViewsWelcome to Poipu Palms 204, where your Hawaiian dream vacation begins! Nestled on a stunning oceanfront bluff, this charming two-bedroom, two-bath condo offers breathtaking views of the...
Pili Mai Condo 1C, Spacious, Great for Families, Mountain View
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 condo and discover the great features such as travertine, granite, wood flooring, plantation shutters and extra touches...
Gorgeous Penthouse w/ AC, Steps from the Beach!
Newly updated unit w/ AC. Historic plantation-era Hawaiian style right by the ocean. Very romantic and relaxed place, great for your next Ohana getaway, for honeymooners, and anyone who wants to enjoy the Garden Island of Kauai. You will find just about everything that...
Beautiful Ocean View in Poipu! Special Rates for Vacant Dates!
You can see the ocean from every window (even the shower!) and enjoy amazing mountain views and beautiful rainbows from the living room and lanai. This Prince-Kuhio unit #306, overlooks historic Prince Kuhio Park and is a 1 minute walk to popular Lawai Beach and the...
Poipu Shores 101A: So Close to the Ocean you can almost touch it!
POIPU SHORES 101A AT KOLOA KAI VACATION RENTALSImmerse yourself in oceanfront living at Poipu Shores 101A, a beautifully updated ground-floor condo that offers unparalleled access to the sparkling waters of the Pacific. Whether you're watching sea turtles and dolphins...
Ocean Front 3 BR, 1 level Condo . Pool, SPA , huge Lanai . Pickle Ball
This is a spacious (1300 square feet) ground level, three bedroom, two bathroom, ocean view condominium, in the very popular, upscale Makahuena Resort located in the center of Poipu. It's size and internal layout provides spacious comfort for as many as 8 but works...
Mele Kai at Poipu, AC, Ocean, Sunset Views, Near Poipu Beach
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 Brennecke's Beach and Poipu Beach. Sleeps up to 8 people including children and infants (1 pack n play provided). Mele Kai...
Loke Lani: Poipu Kai Luxury Home with Private Pool
E Komo Mai — Welcome to Loke Lani!Enjoy tropical island living in this light, airy, and stylishly decorated 3-bedroom, 2-bathroom main house in Poipu Kai. The gourmet kitchen is fully equipped for your culinary needs, and your private lagoon-style pool with a soothing...
Recently upgraded single level ocean view condo
Fully upgraded kitchen with new appliances. Partially upgraded bathrooms and freshly painted walls. Ideal single level layout with great ocean views. Easy access from parking to the condo. The guest bedroom bedding configuration can be converted into king size, great...
Ground-floor condo on golf course with pools & hot tub
Pili Mai 13AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Lush Kauai’s not known as the Garden Island for nothing, and here at Pili Mai, you’ll be surrounded not only by...
Oceanview: Walk to Poipu Beach, AC, Private Lanai!
Get away to our luxurious hideaway with killer ocean views, and is 2100 square feet in size, fully air conditioned, and has two bathrooms and three bedrooms. It is equipped with a gourmet kitchen, large TVs in the living area and master bedroom, making it an ideal...
Hale Imaka - 4 Bedroom/3 Bath with Air Conditioning
HALE IMAKA AT KOLOA KAI VACATION RENTALSSpacious Retreat Near Poipu's Best AttractionsWelcome to Hale Imaka, the ideal getaway for families and groups seeking comfort, convenience, and the best of Poipu. This spacious 4-bedroom, 3-bathroom home offers privacy, modern...
Kiahuna Plantation #215
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 sits on 35 tropical acres landscaped with rolling lawns, koi ponds, the renowned Moir gardens, palm trees, and our OWN...
Oceanfront Corner Condo near Lawai Beach w/Balcony, Free WiFi, Shared W/D, Grill
Kuhio Shores 201Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a peaceful tropical vacation at this Kuhio Shores condo just steps from Lawai Beach, a local...
This townhouse is a 2 bedroom(s), 2 bathrooms, located in Koloa, HI.
Explore our airy and roomy Royal Palm unit, which is situated in the midst of verdant tropical landscaping and measures 1550 square feet in size. The pure white sands of Poipu Beach are within a five-minute stroll. Luxurious deep tub in the master bathroom, a...
Pili Mai 15H - Central A/C, Pools, Gym
PILI MAI 15H AT KOLOA KAI VACATION RENTALSModern Luxury Meets Island CharmDiscover the perfect blend of contemporary comfort and tropical tranquility at Pili Mai 15H, a stunning two-bedroom, two-and-a-half-bathroom condo set amidst the lush greens of the Kiahuna Golf...
Dolphin House: 4 BR Poipu Luxury Home with Heated Swimming Pool & Fitness Access
Introducing the Dolphin House, our private 3,700 sq ft 4 bedroom, 3 full bath, 2 half bath home for 8 guests, located on a large corner lot in an upscale quiet Poipu Beach neighborhood, Kiahuna Golf Village, and featuring a beautifully landscaped private yard complete...
Panoramic Views, Upgraded 2 bed, 2.5 baths, AC
Breathtaking views of the ocean, coastline, lush green hills, and palms! With a picturesque ocean view, our top floor condo offers privacy, cooling trade winds and panoramic ocean vistas which a camera can't begin to capture. We could see sail boats on the ocean and...
Ahe Lani By Parrish Kauai - charming cottage steps from Lawai Beach
"Heavenly Breeze" also know as Ahe Lani is a quaint 2 bedroom cottage located near two of the best beaches in Poipu. Lawai Beach is to your left and Baby Beach is to your right, so choose your direction and in 200 plus yards you will enjoy the sun and sand. This cozy...