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.
Direct Oceanfront Penthouse - Makahuena 3202
About this spaceDirect Oceanfront Penthouse - All you see is WATER! NOW FULLY AIR-CONDITIONEDThe spaceImagine sitting on your lanai, overhanging the lava cliffs of the southernmost point of Kauai where you can see the sunrise and the sunset in the same day! There is...
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
A truly stunning oceanfront resort property offering six air-conditioned bedroom suites as well as pool, spa and access to Kukuiula beach park right across the street. Resort living at its best, this casually elegant, island-style private home offers ocean and coastline...
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to Beach
Welcome to Serendipity Kauai-a fully remodeled 4 bed/3 bath home set in a lush tropical garden. Located on a quiet cul de sac, we are a few steps off the Poipu Kai greenbelt where you can walk to the fabulous surroundings: 5 min. to Shipwreck Beach, 10 min. to Poipu Kai...
Kiahuna Plantation Unit 53, Stunning View, Near Beach; AC; Free Pool, Gym
Hale Kamaluhia Poipu (Hawaiin meaning is House of Serenity at Poipu). Please feel free to check out the condo website at www.halekamaluhiapoipu.com. Kiahuna Plantation (Unit 53 in building 10) is a renovated one bedroom, one bath condo, upstairs corner unit, in a...
NEW! Ocean View, Minutes to Beach - Nihi Kai 806
Experience the epitome of family-friendly vacationing at Nihi Kai 806, just a stone's throw away from the pristine Poipu Beach and Brennecke's Beach. Embark on a leisurely five-minute stroll to indulge in swimming, snorkeling, and boogie boarding or simply bask in the...
Kahala 414 - Private Two-Bedroom Condo in Poipu Kai
Summary:Ground-floor two-bedroom retreat in Poipu Kai Resort, just a short walk to Poipu Beach, Brennecke’s, Shipwreck Beach, and nearby dining and shops. Features two king bedrooms, portable A/C in the primary suite, a private lanai, full kitchen, beach gear, and...
Calm island condo with ocean views & pool - walking distance from beaches
Hale Lolo at Poipu KaiOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Hale Lolo, your gateway to Kauai's paradise! Immerse yourself in tropical bliss with a prime...
Newly Remodeled 2BR/2BA Steps from Poipu Beach – Pools, Lanai & AC
E komo mai – Welcome to Manualoha 801!This beautifully remodeled (2024) 2-bedroom, 2-bath, multi-level condo is just steps from Poipu Beach. AC keeps the living room and both bedrooms comfortable. The ground level features a fully equipped kitchen, dining area, guest...
Waikomo 321 by Destination Kauai - A/C
🌴 E Komo Mai — Waikomo Stream Villas 321 | Tropical Poipu CondoEnjoy island living in this bright and updated 1-bedroom, 1-bath condo on the second floor of Waikomo Stream Villas. Relax with split A/C in the bedroom and living area, soak in the deep tub/shower combo,...
Cute 4br Bungalow steps to the Ocean
Welcome to our Nalo Road Bungalow, a picturesque home situated just a few blocks from Poipu Beach Park and steps from the ocean. You will love views from the large covered lanai that has plenty of space for relaxing and socializing with friends. The great room is...
Step to beach New Quiet Kiahuna Plantation Remodeled 2 bedroom condo with A/C
Kiahuna plantation unit 222 in Building 35.You are very short walk away from a beach, actually 200 steps.On first floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai! This newly remodeled 2 bedroom 2 bathroom Kiahuna...
Baby Beach Hale - Amazing Views and Steps to Baby Beach!
YouTube Video Presentation Link: https://youtu.be/rOjPmeJvCtAWith 4,000 square feet and a two story floor plan, Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious and well appointed two-story Kauai vacation home...
Updated ocean view retreat near Poipu Beach; A/C, pool, gym and restaurants.
A Perfect Day in Paradise...Greet the morning with freshly brewed coffee on your spacious lanai with expansive garden and ocean views from this top floor unit. Making breakfast is easy in your bright, beautiful open kitchen with stainless steel appliances. Then pack up...
Poipu Ohana Hale! Beautifully Updated Single Family Home with Enough Space for the Entire Family.
Summary:Beautifully Updated Poipu Ohana Hale, Large 3 Bedroom Air Conditioned Home W/Heated Pool Near Poipu BeachThe Space:Enjoy your weekend vacation in this large air-conditioned home located only a few blocks from beautiful Poipu Beach. Plenty of room for the whole...
NEW! Top Floor Views with A/C in Poipu Beach, Resort Amenities
Top Floor Unit | A/C | 3 Minute Walk to BeachKiahuna 42 is a top floor unit (2nd floor) that is centrally located in the heart of the Kiahuna Plantation in Building 8. It has built in A/C and new furnishings and is only steps away from Poipu Beach!Enjoy free access to...
Hula House: Luxury Kukui'ula Villa with Superb Amenities
A private luxury home with all the appeal of a beautiful 5-star resort, and an emphasis on recreational activities: that was the defining vision behind the creation of Hula House, and this extraordinary property in Kukui'ula’s scenic Kula Makai section delivers...
KAUAI KONG QUARTERS OCEANVIEW 2 Bdrm 2 KINGS 1 TWIN. NextDoor2Hyatt Dining&Bars.
See over ONE HUNDRED Five Star Reviews for this condo. A/C is in the bedrooms and NEW furnishings Installed. New Luxury Beauty Rest mattresses. Coastline OCEAN VIEW of Shipwreck BEACH and the Mountain Range as seen in Jurassic Park. Walk to Poipu Beach and Shipwreck...
Beautiful Poipu 2 bdrm Ocean View Suite!
The Point at Poipu is a dream vacation destination on the southernmost tip of Kauai. The resort overlooks the sands of Shipwreck Beach & is secluded among lush landscapes. After a day of exploring, return to the resort to relax in the spacious two-bedroom accommodations...
Haupu Hale at Poipu: Luxury Home w/ Golf Course View
Haupu Hale at Poipu offers a luxurious escape in Koloa, Hawaii, where gentle trade winds and the rustle of palm leaves create a serene island retreat. Spanning 2,843 square feet, this beautifully crafted home features four spacious bedrooms and three bathrooms,...
Hale Kahili Ohana: 3 BR Villa w/Pool + Vivid Views
For those desiring larger accommodations, Hale Kahili Ohana is able to be combined with Hale Kahili Nui for a Hale Kahili 8 Bedroom Estate experience.Brimming with tropical ambience and contemporary charm, this delightful new 3BR/3BA villa is beautifully furnished,...
Hale Kahili: 8BR Ocean View Estate w/Pools+Spa!
This spacious, sparkling compound offers ideal large-group accommodations in an idyllic setting. Two elegant new villas nestle on an expansive 1-acre lot, with views that might have been plucked from a rack of curated postcards: glittering swatches of ocean, craggy...
BRAND NEW AC | Ground Floor 1 Bdrm | Peekaboo Ocean View | Pool | 5 Min to Beach
Brand new 24,000 BTU AC installed in the living room March 2023.The perfect Hawaiian getaway at this ground floor 1-bedroom condo with private lanai, located at the beautiful Kiahuna Resort.The condo is centrally located in Poipu and is within a 5 min walk of the...
1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym
This beautiful 1-bdrm Kiahuna Plantation top floor condo has vaulted ceilings, partial ocean views, and a central property location. With Poipu beach a short 3-min walk away, this condo is an ideal haven to relax between outings to the beach, hikes, and all the amazing...
Waikomo Stream Villas 332 - 2bed/2bath Air Conditioned, Club Membership
Summary:Top-floor two-bedroom, two-bath loft-style condo with air conditioning and Poipu Beach Athletic Club access. Spacious layout with a private lanai, garden setting, and distant ocean views—steps from Kukuiʻula Village, dining, and Poipu beaches.The Space:WAIKOMO...
Waikomo 302 by Destination Kauai - A/C, Ground Level Updated Condo
E Komo Mai — Waikomo Stream Villas 302 | Updated Poipu CondoExperience tropical island living at Waikomo Stream Villas 302, a bright and beautifully updated 1-bedroom, 1-bath condo on the ground floor with peaceful landscaped views in the heart of sunny Poipu. The...
Kiahuna Plant. Ground Floor #114,AC, Athletic Club, Tennis Courts and much more
Welcome to Sunny Poipu Beach! Enjoy this ground floor, newly decorated condo and relax on your private lanai while being steps to the sand. Surf spots, long walks and lifeguarded beach are at your fingertips. Fast 200mgb Wifi, fully stocked kitchen, free parking, 24...
NEW! Breezy Poipu Condo with Great Lawn Views + Peek-a-boo Ocean View, A/C
Central Location | Walk to Kiahuna Beach | Beach Gear ProvidedEnjoy the charm and tranquility of this lovely 1-bedroom condo with A/C at Kiahuna Plantation Resort. Your own private lanai (balcony) opens up to a beautiful view of the lush grounds of Kiahuna Plantation,...
Newly installed A/C! Unit 48 beautiful condo with 2 beaches within 2 minutes
Brand new A/C just installed. Remodeled and upgraded just for you! Unit 48 (building 9) is in a peaceful and secluded location of the sprawling 35 acre Kiahuna Plantation resort complex. The grounds boast wide, green manicured spaces coupled with beautiful flowering...
Luxury Upgraded Condo #98, AC, Poipu Beach, Partial Ocean View
Air Conditioned? Yes!!!Only few condos at Kiahuna are Air Conditioned. We are excited to announce that as of Sep. 2, 2021, our condo is fully air conditioned.Kiahuna Resort is 35 acres of landscaped, manicured lawns and gardens. This oceanfront resort is just steps away...
Modern, Recently Updated, Walk to Beach, AC, Private Lanai + Pool, Sauna, Tennis
Summary:Modern, beautifully renovated 2-bed/2-bath cottage with split A/C, chef’s kitchen, private lanai, and resort amenities including pool, sauna, tennis, and BBQs. Located inside Poipu’s lush crater setting and just a short walk to Poipu Beach, Brennecke’s, dining,...
500 feet to the 🌊, 1000 feet 🏝 and 🐢
The most incredible location, nestled among the trees and flowers, over an acre to overlook, and stunning sunsets, and the famous Poipu Beach is just steps away you’ll never want to leave our beautifully styled 1 bedroom, 1 bath condo. We have everything you’ll need and...
Sunset vista condo with WiFi, central ac, lanai, w/d, onsite pool/spa
Pili Mai 15KOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in tropical reverie at this stunning Poipu condo. Located in the Pili Mai community, you'll be...
Ocean-view condo with free WiFi, central ac, lanai, & onsite pool/spa/gym
Pili Mai 13GOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise along Kauai's South Shore at this gorgeous, Poipu condo. Located in the scenic, Pili Mai community,...
Two bedroom getaway near Poipu Beach only a 12 min walk With air in bedrooms,
Nestled in the heart of Poipu, this charming 2-bedroom vacation home offers the perfect escape for your Hawaiian getaway. Imagine yourself relaxing by the sparkling outdoor pool, soaking up the sun on the beach loungers, or exploring the nearby Poipu Beach, just a...
Spacious, Immaculate, Updated Poipu Home, Beautiful Sunsets, Private Pool, AC
Immaculate Poipu Retreat with Private Pool. Welcome to our pristine vacation home, The Palms at Kiahuna nestled in sunny Poipu on the Kiahuna Golf Course. Accommodates up to 8 guests, including children and infantsProperty Details:Location: Quiet cul-de-sac on the...
Private & Serene Cottage Poipu Beach TVNC #4209
Poipu Beach Ohana house, called “Pua Hale” (Flower House), is an 850 sf one-bedroom private cottage and tropical garden completely enclosed by private walls and fence. Located on Kauai's sunny and warm Southern shore is an easy 10 min walk or slow 3 minute drive from...
Milo Hae Hale welcomes you to Beautiful Island of Kauai! Pet welcome ocean view
Beautiful Kiahuna Golf Village 3 Bedroom Home with Ocean Views *Fully Furnished* - Enjoy the serenity and privacy of the Milo Hae Hale. This beautiful 3 bed 3 bath home features privacy and comfort nestled within the exclusive Kiahuna Golf Village community on Kauai's...
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Two Bedrooms, 1 King bed, 1 queen bed, 1 queen murphy bed, and 1 queen sofa sleeper, 2 bathrooms, nicely upgraded, washer and dryer in unit, lanai, golf course view, great complex amenities.If Sunny Poipu is your vacation choice, 6G at Pili Mai is a great option with 2...
Kauai Exclusive - Poipu Makani Lani - Private Home w/ Pool, Spa & AC
Named "Heavenly Breezes" for a reason, Poipu Makani Lani is a 4-bedroom, 3.5-bathroom custom home that is perfectly perched on the Kiahuna Golf Course's first hole. This modern single-level home offers three luxury master suites and a guest suite creating ultimate...
Makanui 522 - Mountain Views, FREE membership to the Poipu Beach Athletic Club
Summary:Two-story condo with beautiful mountain views, portable A/C in both bedrooms, and quick access to Poipu Beach, Brennecke’s, and area dining. Enjoy a private lanai, full kitchen, in-unit laundry, beach gear, and access to the Makanui and Poipu Kai pools. Includes...
Beachfront Condo w/Partial A/C, Lanai, Ocean Views, Free WiFi, Shared W/D, & BBQ
Kuhio Shores 208Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get your Hawaiian vacation started out right with incredible ocean views, modern and updated living spaces, and...
Stylish Condo w/Central A/C, Shared Hot Tub, Pool, Free WiFi - near Poipu Beach
Pili Mai 12IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Turn the key and step into the lap of luxury at this brand new, two-story condo in the plush Pili Mai community....
Ground-Floor Condo w/Free WiFi, Private W/D + Shared Hot Tub, Pool, & Gym
Pili Mai 1AOur 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...
Ground-Floor Pili Mai Condo With Central AC, Shared Pool & Hot Tub, Golf Course
Pili Mai 7HOur 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...
Oceanfront/Ground Floor, Sleeps 4, A/C!!, Steps to the ocean. LOCATION!!!!
*Oceanfront, 30 steps to the water's edge*The best snorkeling on island is right outside*Huge ocean views*Whale Watching*Incredible sunsets right out front*Trade wind breezesThe Space:*Split system AC*1bedroom/King size bed*Fully stocked kitchen*Newly renovated...
Kauai Love-Family Home 4B/2.5B, A/C, Greenbelt Access to 2 Beaches!
Welcome to Kauai Love—a bright, open-concept 4-bedroom, 2.5-bathroom home located on the scenic Poipu Kai Greenbelt. With room for up to 8 guests, this home is perfect for multi-generational families or groups of friends looking to relax, explore, and enjoy the best of...
Nihi Kai 203 Poipu Poolside - Ocean Views, w/AC
Summary:Enjoy ocean views, Polynesian-inspired design, and full A/C at Nihi Kai 203. This beautifully remodeled 2-bedroom condo sits poolside and is just a 3-minute walk to Poipu Beach and Brennecke’s Beach. With vaulted ceilings, a spacious great room, multiple lanais,...
Poipu Condo! Newly updated - Sleeps 5 - 5 minute walk to the beach!
Aloha! We warmly welcome you to our amazing condo! A 5 minute walk to the best beach on always-sunny south shore of Kauai. It just doesn't get better than this for your vacation get-away!Professional Cleaning and Disinfecting Castle Resorts handles all resort cleaning...
Kuhio Shores Oceanfront Corner Unit
Beautiful oceanfront Poipu condo in the closest complex to the water. This ground floor corner unit in Kuhio Shores offers stunning ocean views from every room, with the seawall and water just steps from your lanai. This condo features one bedroom with a king bed,...
Alihi Lani #1: 2 BR Condo in Poipu with Ocean Views
Summary:This spacious and comfortable air conditioned condo has a great view. Delight in whale watching during the winter months. Enjoy dining, and sunsets from your lanaiThe Space:Discover paradise in this air-conditioned condo with expansive ocean views, situated in...