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.
Kiahuna Vista by Parrish Kauai - Fairway & Distant Ocean Views w/ Pool, Spa
Located on the 17th fairway of the Kiahuna Golf Course, this home in our Kauai vacation rentals features four spacious bedroom suites, a sparkling pool and Jacuzzi spa. Tastefully decorated with designer furnishings throughout, it’s the perfect setting for a large group...
Lawai Beach Resort 314 By Parrish Kauai - oceanfront views steps from Lawai Beac
Enjoy spectacular views from sunrise to sunset from the lanai of your oceanfront Kauai condo. Lawai Beach Resort overlooks one of the best snorkeling and surfing beaches on Kauai, making it a favorite vacation spot for everyone. There are three pools, complimentary...
Professionally designed new unit at Kiahuna plantation with A/C.
Kiahuna plantation unit 427 in bldg. 41.You are a very short walk away from a beach, actually 200 steps.On the middle floor. Poipu beach is very nearby.Welcome to Sunny Poipu and Kiahuna Plantation Beach! This newly remodeled A/C .Kiahuna Plantation leaves nothing to be...
KAUAI Poipu Beach Escape to Tropical Paradise!...Beautiful Mountain views!
Beautiful sunny Poipu on the sunny south side of Kauai!This new home is one of the best south shore Kauai locations!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Also, enjoy...
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
ALOHA, GUEST! Welcome home! Enjoy the surf song and expansive ocean views from every room, lie in bed and watch whales spout in season, dolphins frolic and rainbows touching the sea, whitewater on the rocks and spectacular sunsets from your lanai, lush greenery and...
Air conditioned, Resort Location. Short Walks To Beaches & Restaurants
New Split Air condition, Private entrance with patio. Adjacent to "greenbelt". Vehicle parking next to apartment. Twin sink bathroom with all normal facilities.Queen size bed plus sofa.Refrigerator plus separate freezer. Microwave, toaster oven and coffee maker.Large...
Kauai Birdsong at Poipu Crater! Spacious and private 2/2 minutes from the beach.
Your home away from home in Poipu with 2 bedrooms. This fantastic townhome features a cozy queen bed and a luxurious king bed, perfect for a good night's sleep. With amenities like a hair dryer, washer & dryer, WiFi, and AC, you'll have everything you need for a superb...
New Listing: Tropical 1BR Retreat in Waikomo Stream Villas, Poipu
Welcome to Waikomo Stream Villas unit 100, your tropical gem in the heart of Poipu! Nestled in lush greenery and surrounded by vibrant flora, our one-bedroom condo is the perfect escape for those seeking tranquility and natural Hawaiian beauty.Why you will love this...
3rd Floor Condo Kiahuna A/C. Walk to Beach Shop and Restaurants. Ocean View!
4 guests-1 bedroom-2 beds-1 bath.You'll have a great time at this comfortable place to stay.Kiahuna Condo 331 overlooks beautiful Moir Gardens and has partial ocean views. The condo is tastefully redecorated with granite countertops and tiled shower. It has...
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu Kai
Escape to paradise in this newly updated, air conditioned, 2-bedroom vacation haven nestled within the prestigious Regency at Poipu Kai. This tropical retreat promises a perfect blend of modern luxury and Hawaiian charm, providing an unforgettable backdrop for your...
Hale Keaka: Luxury Modern Estate w/ Pool, Outdoor Showers, Hot Tub & Ocean Views
This newly built 6-bedroom luxury retreat invites guests to experience Kaua‘i’s south shore in modern, ocean-view elegance. Set within the prestigious Kukui‘ula community in Koloa, Hale Keaka at Kukui‘ula blends architectural sophistication with relaxed island...
Oceanview 2BR Condo at Makahuena | Multi-Level Poipu Retreat, Resort Amenities
E Komo Mai, Welcome to The Makahuena 4304!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This 2-bd/2.5-ba is a multi-level condo on the second story of...
Beautiful Ocean view of Sunny South Shore at Poipu Beach in Kauai
1 bedroom 1 bath vacation rental located in the beautiful town of Koloa, Hawaii. This cozy and comfortable unit is fully furnished and equipped with all the amenities you need for a relaxing and memorable stay.The bedroom features a comfortable queen-size bed,...
Private Garden Oasis steps to the Beach. Unit 46 Nice Ground Floor End Unit, AC
Peaceful ground floor condo. End unit with many shutters/windows to enjoy the ocean breezes in a beautiful garden setting Newly installed AC included also Two minute walk through nice grassy garden to the exclusive Kiahuna Plantation beach complete with a Beach Hut...
Garden view home with lanai, AC in every room, pool & tennis - walk to beaches
Hale Poipu NaniOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find a true getaway experience at Hale Poipu Nani, a beautiful, private home located in the Poipu Kai - Lanai Villas in...
Beautiful Home Just Up From Brennecke's Beach w/Free WiFi and Ocean Views
Hale Kahanalu #3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just walking distance to two world-class beaches, this lovely two-bedroom home is close to everything Southshore has...
Poipu Shores B202: Beautiful Oceanfront Condo on Kaua'i's Pristine South Shore
Welcome to Poipu Shores B202, an oceanfront sanctuary on Kauaʻi’s South Shore where the sound of crashing waves and sweeping Pacific views set the tone for your perfect getaway. This beautifully designed 670 sq ft condominium features two king bedrooms and comfortably...
Pool, Gardens, Walk to beaches and shopping Waikomo #320 located in sunny Poipu
This warm and welcoming suite is a stylish accommodation with tropical appeal. Ocean-inspired decor and hardwood accents complete the open floor plan, while the cozy lanai offers gorgeous garden views.With 1,050 square feet of intentionally designed space, this condo...
Gorgeous home with lanai, AC, outdoor pool & tennis - walk to dining & beach
Manualoha 608Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Manualoha 608 – AC, Resort style amenities, Poipu Paradise Awaits!Just 100 yards from beautiful Brennecke’s Beach and a...
Charming Condo with Shared Pool, Hot Tub, High-Speed WiFi, and Washer/Dryer
Makahuena 1301Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy your own Hawaiian retreat in a quiet, breezy neighborhood. Guests will love relaxing in the spacious common area...
Poipu Crater 12 - Tropical Paradise - Garden/Crater View - AC
Summary:Enjoy privacy and tropical seclusion at Poipu Crater 12, a peaceful 2-bed/2-bath retreat in a lush volcanic crater. Features split A/C throughout, vaulted ceilings, a private lanai, and free membership to Poipu Beach Athletic Club. Walk to Poipu Beach,...
This apartment is a 0 bedroom(s), 1 bathrooms, located in Koloa, HI.
Enjoy the ideal getaway in our air-conditioned Beachcomber Studio, which is tucked away in the midst of magnificent lush tropical landscape covering a quarter of an acre. The mesmerizingly white sands of Poipu Beach are only a brisk five-minute walk away from the...
3 bedrooms with baths - air conditioned home with heated pool near Grand Hyatt.
The whole house A/C and the pool heater were just added. I had some problems with a cleaner, but my new guy is awesome. Together we have scrubbed the entire house. Now if the economy was to become a little more predictable, I would raise the nightly rate. In the...
Kauai Exclusive - Nihi Kai Villa 601 in Sunny Poipu!
Stellar location just steps from the ocean! Have fun on the ocean view pool deck by day and watch beautiful sunsets in the evening! At Nihi Kai 601, enjoy a bright, warm, and welcoming villa within this oceanfront tropical garden resort with vewly installed A/C as of...
Hale Kahanalu Cozy Apartment Steps to Poipu Beach. AC, Free Parking & Wifi
Hale Kahanalu #4, Poipu Apartment, Kauai Vacation Rental, walk to Poipu Beach Park and Brennecke's Beach.Cozy and affordable 720 square feet, 2 bedroom, 1 bath apartment unit just a 2 minute walk to Famous Poipu Beach and Brenneckes Beach. Portable AC in the living room...
Kauai Dream By Parrish Kauai - AC, Private Pool, Central Poipu
The first Kauai vacation rentals available in the new Poipu Beach Estates development, Kauai Dream offers its guests a brand new home with an extraordinary scenic backyard and a deep water pool. Located just a few minutes from the Poipu Beach resort coastline as well as...
Prince Kuhio Large Garden View Studio 232
Just a two minute walk from the ocean, this spacious air conditioned studio is a perfect retreat for a single traveler or couple. It's located just minutes away from shops, farmers' markets, and the famous Poipu beaches. Create your culinary delights in our fully...
Prince Kuhio 133. Sweet Studio across the street from the Ocean
Prince Kuhio Condominiums - These ocean view studio and one bedroom condominiums are located directly across the street from a small beach and the surfing area known as PK's. The condominiums are light, bright comfortable and airy. . The complex has beautifully...
Gorgeous Greenbelt! Home with beautiful mountain views & 5 min walk from beach!
This four bedroom, three-bath home located in the Kauai Visitor Destination Area (VDA) is the perfect base for your next family vacation on Kauai. The house features two private master bedrooms and two additional twin bedrooms for children or guests. Bedding...
Villa 12 at The Lodge at Kukui'ula on Kaua'i
Villa 12 at The Lodge at Kukuiʻula on Kaua'i is a luxurious, private retreat that embodies the perfect blend of traditional Hawaiian charm and modern sophistication. Nestled within the exclusive Kukui'ula resort on the island’s southern coast, this villa offers guests...
New listing! 2 Bedroom Poipu Condo at Makahuena by Coldwell Banker
Your Kauai Home Base at MakahuenaWelcome to your south shore retreat! This 2-bedroom condo at the Makahuena offers everything you need for a memorable Kauai vacation—clean, well-equipped accommodations in an unbeatable location.The condo is tucked on a lower level with...
New Listing! Poipu Townhome with Pool and Gym
Wake up to beautiful mountain and palm views at this Pili Mai townhome in Poipu. Experience everything Kauai's South Shore offers with easy access to golf, beaches, and shopping.Prime Location and AmenitiesLocated alongside Kiahuna Golf Course, just steps from Poipu...
New! Bright, Coastal Retreat Plus Athletic Club
Bright Coastal Retreat with Poipu Athletic Club MembershipWelcome to your sunny Kauai escape! This beautifully updated 1-bedroom condo at Kiahuna Plantation (Unit #402) offers the perfect blend of island charm and modern comfort. Take in the gentle sway of palms and...
koolkondo 2283 Hoohu Rd Oceanview, KoolKondo 2283 Hoohu Rd Oceanview
The Emerald Pagoda: Luxury Vacation Rental in Kauai with Ocean View and Pool 2283 Ho’ohu Rd., Koloa, HI Welcome to koolkondo, where you will experience luxury vacation rentals at their finest. Our stylish boutique hotel style condos and homes have it all. You will...
Waikomo Stream Villas 103 - 1st Floor, Garden View
Summary:Ground-floor garden-view condo in a lush tropical setting across from Kukuiʻula Village. This one-bedroom retreat offers a private lanai, king bedroom, sleeper sofa, full kitchen, and in-unit laundry—perfectly located near Poipu’s beaches, dining, and...
Kiahuna Plantation Garden View - brand new A/C #405
About this spaceDiscover the beauty of Southern Kauai's Poipu Beach, a short walk from our condo in the Kiahuna Plantation Resort. Poipu Beach boasts access to snorkeling, swimming, and boogie boarding year-round as the South Shore is protected when the North Shore...
Condo with expansive ocean views from the kitchen, lanai & primary suite
Makanui at Poipu Resort 222Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This two-bedroom, two-bath with two-bed bonus loft is a Hawaiian-themed oasis surrounded by lush tropical...
Ground-Floor Retreat W/Ocean Views-Kiahuna 2166
Kiahuna Plantation unit 2166: This modern tropical one-bedroom ocean view unit on the ground floor is a rare find and provides the utmost comfort with cool flooring and decorative carpeting, two cooling ceiling fans, and floor-to-ceiling windows allowing for plenty of...
Waikomo Stream Villas 503 with Free PBAC membership
Summary:One-bedroom garden-view residence in Waikomo Stream Villas with complimentary Poipu Beach Athletic Club membership. Centrally located between the ocean and The Shops at Kukuiʻula, offering a peaceful tropical setting, two lanais, and easy access to beaches,...
Tranquil condo with pools, hot tub, jetted tub, grill & board games - near beach
Poipu Mermaid 912Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From the sands of Hawaii to the shores of Kauai, you'll be astounded by the beauty of this slice of paradise! You'll...
Makahuena 1-303 Ocean View condo 2 Bedroom Plus Loft Sleeps 8 AC!
Brand new AC!!Two bedrooms upstairs with a king and a queen bed, both with their own bathroom, plus loft on the third floor, with a queen bed and a trundle bed ( 2 singles), ample lanai space, washer and dryer in unit, large kitchen, sits on the island's southernmost...
Poipu Shores A206: Oceanfront Condo w/ A/C & Community Pool
Poipu Shores A206 offers a front-row seat to Kauai’s dramatic shoreline, where waves crash against the lava rocks just beyond your lanai. Located in Poipu, this beautifully updated 2-bedroom, 2-bath oceanfront condo combines comfort, convenience, and unforgettable...
Hale Moku - Poipu Clifftop Home with Amazing Ocean Views - Walk to Poipu Beach
Hale MokuOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'From your oceanfront perch on a lava-rock cliff, a dazzling ombre of blues tantalizes the eyes and the smell of saltwater...
Private Corner Unit, AC throughout, Step free access, Walk to beach
Manualoha 504Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Tropical Tranquility in Poipu — A/C Throughout, Garden Oasis, Steps to the BeachEnjoy our garden views and island breeze...
Waikomo Stream Villas 122 Fish Pond View, New AC, Walk to Beach and Shopping!
Recently updated with fresh paint and new luxury vinyl flooring. New photos coming soon!!!Waikomo Stream Villas is a quaint little resort located between the Kukuiula Shopping Center and Koloa Landing in the heart of Poipu.It has the old Hawaiiana feel, with lush...
Kauai Exclusive - Pili Mai 11B - AC, Pool & Fitness Center in Sunny Poipu
Enjoy this brand-new, two-level suite with plantation-style architecture. Pili Mai 11B is a spacious 4-bedroom, 3.5-bathroom condo featuring two master bedrooms with ensuite bathrooms, upgraded amenities such as A/C, Marbau flooring, granite countertops, Bosch...
Easy Poipu Living! Lanai, Full Kitchen, WiFi, TVs+Upgraded Bath–Kiahuna 2310
Overlooking the resort’s Moir Gardens once listed among the “10 Best Cactus and Succulent Gardens in the World,” this 690sf deluxe vacation villa blends all the resort perks you expect with the homey touches you appreciate. Think plantation-era ambience with beachfront...
Ground Floor Ease+Tropical View! Full Kitchen, Lanai, Flat Screens+WiFi–Kiahuna 2051
Merging a tropical vibe with ground floor ease, this 690sf suite features floor-to-ceiling sliders that bring the beauty of fruit trees and flowers into the casual living area. Homey touches include a full kitchen and furnished lanai for “at home” dining and relaxing,...
Poipu Beach Estates: Walk to Beach/Shops, Sleeps 8-16, AC, Pool, Fitness Club!
Aloha! Welcome to Hawai'i!This amazing Balinese style home with 4 master bedrooms each with its attached bathroom is the perfect way to explore beautiful Kauai. Nestled on a one acre lot surrounded by tropical gardens at Poipu Beach Estates, this home is in the heart of...
Kauai Exclusive - The Hawaiian Waterfall House w/ Private Pool!
This exquisite home is in the exclusive Kiahuna Golf Village. Ancient lava rock walls surround the stunning property, bridging old Hawaii with modern appeal. Rolling golf course greens give way to the nearby ocean and your own private pool provides a personal paradise...