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.
Newly Remodeled! 1br Ocean View Condo w/ AC at Poipu Kapili by Alekona Kauai
Comfort meets elegance in this 1,200-sqft one-bedroom Poipu Kapili condo. Perfectly situated to offer breathtaking ocean and pool views, the west-facing lanai puts you on the front row for those mesmerizing Poipu sunsets. With ceiling fans throughout the condo, you'll...
Modern Kauaʻi Luxury Home With Ohana, Pool, and Spa in Kukuiʻula
Welcome to Ka Hui Ana (The Gathering) at Kukuiula, a luxurious retreat in the exclusive Kukuiula community on Kauai’s breathtaking south shore. Designed to offer modern elegance and island charm, this 4-bedroom, 4.5-bathroom sanctuary provides an idyllic setting for...
New Listing! Tropical Oasis in the Heart of Poipu
Relaxing Tropical Oasis: Poipu Condo with Stream Views Property Highlights • Ground floor unit with beautiful lanai views of lush tropical grounds and Waikomo Stream • Prime location near world-famous Poipu Beach • Perfectly situated for dining, shopping, and...
Beautiful 8 brs for 22 near Poipu Beach Park!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!Beautiful 8 bedrooms (7th and 8th bedrooms are loft bedrooms) for 20 in Poipu Kai is located only 250 yards to Brenneckes Beach and 350 yards to Poipu and Shipwreck Beach!Paved walkway...
Poipu Sands 221 Ocean-View Paradise
POIPU SANDS 221 AT KOLOA KAI VACATION RENTALSYour Island Oasis with Stunning Ocean ViewsWelcome to Poipu Sands 221, a second-floor condo offering over 1,371 square feet of tropical comfort and breathtaking ocean views. With its prime location, modern amenities, and...
Oceanfront resort condo with amazing view, pool, hot tub - walk to Poipu beaches
Makahuena #2-305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Watch the sea breeze rustle the palms and the sunlight dance across the ocean at this stunningly situated condo within...
Poipu Ground Floor Ease w/Kitchen – Kiahuna 2089
Soak in tropical sights and scents of flowers and fruit trees from a private ground floor lanai that flows onto the grounds. This deluxe 880sf island home welcomes with a full kitchen for meal ease, open living area, private bedroom, ceiling fans, flat screen, DVD and...
Spacious House: 5 Minute Walk to the Beach
Welcome to our spacious, family-friendly home in a prime location. The house offers 3 bedrooms and 3 full baths + separate room off the master bedroom with a queen sleeper sofa for kids.The house can sleep up to 8 adults and 2 kids + infants in cribs. We offer bikes,...
Poipu Shores 107A Corner Unit, Oceanfront
POIPU SHORES 107A AT KOLOA KAI VACATION RENTALSOceanfront Living at Its BestWelcome to Poipu Shores 107A, a ground-floor, end-unit condo offering unmatched oceanfront views and direct access to the beauty of Kauai. With a prime location just minutes from Brennecke's...
500 Feet to the Ocean!
The Home was built in 1935 ( Hawaiian Style) with about 3,000 square feet. That is 4 bedroom 4 bathroom (en-suite) All the furniture and beds are all custom made for the period. The Master bedroom is almost 600 square feet plus a private Lani and living room with a...
2-Level Ocean’s Edge Bliss! Spacious, 2 Lanais, WiFi, modern Kitchen, Flat Screens–Kiahuna 2189
Feel like you own the beach! Pure paradise for families and friends, this spectacular 1,360sf split level villa fringing gorgeous white sand and the Pacific Ocean features communal areas upstairs and bedrooms/bathrooms below. Spend a day exploring Waimea Canyon. Cruise...
Premium Beach Retreat Waiohai Club Resort + Resort Amenities Included.
Nestled on the golden crescent of Poipu Beach, hailed as one of America's finest shores, our resort offers you a front-row seat to paradise. Imagine waking up to the gentle symphony of waves crashing and feeling the warm sand between your toes as you step onto the...
Ocean View Suite - 2 Bedroom
Stay at Kauai's #1 Traveler Ranked Hotel on TripAdvisor!Located in Poipu, Whalers Cove offers a private escape in the tropical paradise of Kauai. Enjoy spacious condo suites, oceanfront views, and trade wind breezes wrapped into one secluded getaway. Condos are spacious...
Kiahuna Plantation Resort 139 Partial Ocean 1 BD
- Second floor end unit with lanai overlooking the twin bridges and out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Renovated full kitchen with updated appliances, granite countertops and backsplash;...
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
- First floor end unit with ocean views and Air Conditioning- Bright and airy tropical ambience- vinyl plank flooring throughout- Fully equipped kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee...
Marriott Waiohai Beach Club - 2 BR - Island View - Sleeps 8 (SC)
Marriott Waiohai Beach Club - 2 BR Sleeps 8 - Oceanview**PLEASE READ ENTIRE DESCRIPTION BEFORE REQUESTING RESERVATION**Book our Amazing Condo & let The Timeshare Brokers, LLC make the booking process easy!Key Points: -You’re inquiring on a Timeshare for Rent. -Please...
Kiahuna Plantation Resort 161 Ocean View 1 Bedroom
- Second floor end unit with lanai overlooking the great lawn and out to the ocean- Walk-up, no elevators- Tropical beach décor and original artwork- Tile floors with carpet in living and bedrooms- Open kitchen includes Corian countertops and new appliances, microwave,...
Kiahuna Plantation Resort 33 Ocean View 1 Bedroom
- Second floor, fully renovated, end unit with ocean views and cool breezes- Walk-up, no elevators- Bright and airy tropical ambience- Carpeted living, dining and bedroom areas with tile in kitchen and bath- Fully equipped gourmet kitchen with Corian countertops and...
OceanView Marriott Waiohai beach club 2BDRM villa , Full Resort Access
Welcome to Hawaii's Garden Isle, Kauai. The unspoiled terrain invites you to explore rugged cliffs, towering waterfalls and lush foliage. Marriott's Waiohai Beach Club is a superb location on the golden sand crescent of Poipu Beach, widely considered one of America's...
Kiahuna Plantation Resort 301 Garden View 1 BD
- Private, lower floor condo with expansive garden views including the Moir Gardens below with Air Conditioning- Carpet in living areas with tile in kitchen and bath- Fully equipped kitchen with granite countertops includes full size refrigerator, stovetop/oven,...
Lanikai Hale - Elegant Kauai Villa + Guest House | Stunning Ocean Views | Private Pool + Hot Tub
Summary:Discover Lanikai Hale, a luxurious, family-friendly retreat on the south short of Kauai. This peaceful villa includes access to a detached ohana (guest house) and comfortably accommodates up to 10 guests. Enjoy a private pool, hot tub, fire pit, outdoor kitchen...
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full AC
Aloha and e komo mai to Poipu Shores 304A - the perfect setting for an unforgettable oceanfront experience on Kauai's south shore. From the double-sized lanai to the deluxe floor plan, from theAs you walk through the front door, you'll be immediately struck by the rich...
Hale Nani at Kukui'ula - Luxe Family Hideaway with Poolside Living in Poipu
Summary:TA-101-738-2400-01Hale Nani at Kukuiʻula is a contemporary 5BR, 5.5BA residence offering a peaceful escape in one of Kauai’s most prestigious neighborhoods. With golf course vistas, a private heated pool, and open-air living spaces, this home invites...
Kiahuna Plantation Resort 47 Royal Garden 1 BD
- 2nd floor end unit with cooling cross breezes- Condo walk-up, no elevators- Full size kitchen with granite countertops include stove top/oven, microwave, refrigerator, dishwasher, coffee make, blender, toaster, cookware and tableware- Master bedroom with 1 king bed-...
Kiahuna Plantation Resort Oceanfront 1 Bedroom
Oceanfront 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1 King bed and sofa bed- 880 sqft/82 sqm- Rollaway bed 20 USD per night-...
Kiahuna Plantation Resort Ocean View 1 Bedroom
Ocean View 1 Bedroom- Spacious condo with lanai features full kitchen include stove, oven, microwave, refrigerator, dishwashwer, coffeemaker, cookware and tableware- Walk-up, no elevators- 1King bed in bedroom- Sofa bed in living area- 880 sqft/82 sqm- Rollaway bed 20...
Hale Maia at Kukui ula - Elegant Pool Retreat with Golf Views in Poipu
Summary:TA-101-738-2400-01Discover Hale Maia at Kukuiʻula, a stylish and spacious 5BR, 5.5BA home in Kauai’s most exclusive community. This modern retreat features panoramic fairway views, a private heated pool, and seamless indoor-outdoor living. With each bedroom...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beach Fun at Waiohai Club +Resort Amenities. 2-Bedroom
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢! Reserve your Luxury Beachfront Escape at Poʻipū Beach.Check out 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 for 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 An additional savings...
New Listing! 3 bed AC POOL GYM IN SUNNY POIPU
Welcome to Pili Mai 8A, a stylish 3-bedroom condo in Kauai’s exclusive Pili Mai resort. Overlooking the lush landscape and Kiahuna Golf Course, this single-level retreat is just minutes from Poipu Beach, shopping, and dining. Designed with classic plantation-style...
Charming apartment in delightful Koloa with fitness room, AC, WiFi
This amazing apartment in Koloa is a hidden gem waiting to be discovered by guests.Charming, newly updated condo with AC, just steps from the ocean. Blending historic Hawaiian plantation style with modern comforts, this serene retreat is perfect for families,...
Hale Malie – South Kauai Villa with Ocean Views
*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 112 Royal Garden Vw 1B
- First floor unit with lanai that walks out to the lawn- Bright and airy tropical ambience- Tile throughout unit- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware and tableware;...
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 Kitchen
POIPU CRATER OHANA AT KOLOA KAI VACATION RENTALSA Unique and Spacious Retreat in the Heart of PoipuWelcome to Poipu Crater Ohana, a combination of Poipu Crater 23 and Poipu Crater 24, offering a perfect retreat for families or groups of up to eight guests. Nestled in...
Kiahuna Plantation Resort 185 Ocean View 1 Bedroom
- Second floor condo with lanai overlooking the beach and ocean- Bright and airy with Tropical beach décor and original art work- Luxury vinyl flooring throughout- Kitchen includes updated appliances with granite countertops and backsplash, microwave, full size...
Kiahuna Plantation Resort 84 Royal Garden 1 BD
- First floor end unit with A/C, deluxe garden views and walk out to the lawn- Bright and airy contemporary tropical ambience- Luxury tile flooring throughout the unit- Fully equipped kitchen includes full size stainless steel refrigerator, stovetop/oven, dishwasher,...
2 Bedroom ocean view suite balcony in resort southernmost tip of Kauai, Hawaii
THE POINT AT POIPU, a Hilton Vacation Club, a spacious two-bedroom, two-bathroom ocean view suite with a balcony and/or patio. This suite offers a generous living room with a sleeper sofa, television, and a dining table. Features a fully equipped kitchen as well as a...
Kiahuna Plantation Resort 66 Partial Ocean 2BD 2BA
- Fully renovated, two story condo with beds and baths downstairs and living areas upstairs looking across the grounds to the ocean- Walk-up, no elevators- Carpet in living and dining areas with tile throughout the rest of the unit- Full kitchen with granite countertops...
Kiahuna Plantation Resort 316 Partial Ocean 1 BD
- Third floor unit with ocean views and air conditioning- Bright and airy tropical ambience- Luxury vinyl planking in living, dining and bedroom areas with tile in kitchen and bath- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher,...
Escape to paradise at Pili Mai 2M
Ground-Floor Luxury Kauai Retreat Escape to paradise at Pili Mai 2M, a lovely 3-bedroom, 3-bathroom ground-floor haven that perfectly captures the essence of Kauai's South Shore. Accommodating up to 6 guests, this 1,580 square foot home offers garden and mountain...
Walk to Beach | Pool, Gym, Lanai
Summary:A211 | TA-009-423-5136-01Wake up to paradise in Villa A211, a spacious 3-bedroom, 3-bathroom luxury retreat at the Villas at Poipu Kai. Enjoy your morning coffee on the lanai with garden views and ocean peeks, walk just minutes to Poipu’s world-class beaches,...
Ground Floor Garden Access moments from Beach
This room was just remodeled, new flooring, new kitchen, new furniture. Kiahuna Resort is the perfect ocean front complex, with a rolling green, perfectly maintained landscape, Mango trees, Koi ponds, and access to an amazing health club.The space-The athletic club has...
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tubBedroom 2: QueenSecond bathroom: full bath with single showerLivingroom: naAC: naLaundry: in condoBrew coffee...
Kiahuna Plantation Resort 418 Partial Ocean 1 BD
- 3rd floor condo with lanai- Walk-up, no elevators- Kitchen includes granite countertops, full stove top and oven, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware- Bedroom with 1 king bed- Queen sofa bed in living...
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Nestled in Koloa, this delightful condo is a tranquil oasis for guests seeking a serene getaway. With a cozy bedroom and a well-equipped bathroom featuring a shower and hair dryer, this gorgeous property provides all the comforts of home. Enjoy modern amenities like...
Marriott's Waiohai Beach Club 2-Bedroom Villa
Consider this resort your home away from home while you visit Poipu. This fabulous property features 2 tranquil bedrooms with king beds and a sofa bed for extra guests. The serene bathrooms come equipped with a hair dryer and a relaxing bathtub. Enjoy the peaceful...
Feb. 15-21 Marriott Waiohai resort 2 Bedroom 2 Bath, full property access
Feb. 15-21 (6 days) at Incredible Wahohai Marriott vacation resort with full 2-bedroom villa in Poipu. Full access to property amenities including pools, beach access, hot tubs, kids play area, kids activities, firepits, and fitness center. Resort villa boasts a full...
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i.
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single showerLoft: Queen bedSecond bathroom: full bath with single showerMax Occupancy: 4 peopleAC: NoneLaundry: in the...
Relaxing 2-bed, 2-bath, full kitchen resort on Poipu Beach in Kauai, Hawaii.
Escape to a superb resort in Koloa for a pleasant stay near Poipu Beach. This 2-bedroom retreat features 2 king beds, 2 sofa beds, and 2 bathrooms with a jetted bathtub. Enjoy the convenience of WiFi, AC, a full kitchen, and in unit laundry. Unwind in the living room...
Kiahuna Plantation Resort 249 Partial Ocean 1 BD
- Third floor end unit with lanai looking out to the ocean- Walk-up, no elevators- Bright and airy with tropical accents- Carpeting and tile throughout- Full kitchen with granite countertops and backsplash includes full size refrigerator, stovetop/oven, dishwasher,...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...