Relax Poipu Luxury Retreat -Waterfall Pool, Spa, Golf Course, Games & Beach GearFrom $1,300/night · Sleeps 8
Old Koloa and Poipu Rentals
Koloa Vacation Rentals
Koloa Vacation Rentals – Historic Charm Meets Island Luxury
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 stay 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 right 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.
Rental Listings
Koloa Vacation Rentals Listings
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Koloa Vacation Rentals Map
Relax Poipu Luxury Retreat -Waterfall Pool, Spa, Golf Course, Games & Beach GearFrom $1,300/night · Sleeps 8
Poipu Ocean View + AC! 2 Pools & 3m Walk to Beach along Greenbelt.From $322/night · Sleeps 4
3BR I Fabulous Villa | Walk to Poipu Beach, A/CFrom $703/night · Sleeps 6
Beautiful Kukui'ula Home With Great Lanai SpaceFrom $1,091/night · Sleeps 10
Poipu Modern Island House w/AC & Pool/Gym Access -From $450/night · Sleeps 6
Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, ACFrom $570/night · Sleeps 2
Makahuena 5203 - Elima Building: Oceanfront 2BR CondoFrom $1,061/night · Sleeps 4
Spectacular View Home for 24!!Ocean, Mountain, golf views! 5min from Poipu beachFrom $2,533/night · Sleeps 20
Huge Ocean Views - Poipu - A/C - Pool - W/D - Stars -Walk to beaches -Fun in SunFrom $359/night · Sleeps 4
Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/CFrom $508/night · Sleeps 6
4br Condo at Pili Mai w pool, fitness accessFrom $521/night · Sleeps 8
Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean ViewFrom $550/night · Sleeps 8
Villas at Poipu Kai Penthouse by Alekona Kauai: Luxury 4BR, ocean views, AC, poolFrom $742/night · Sleeps 9
Poipu Crater 23 - Vacation in the Crater/Air Conditioning in BedroomsFrom $425/night · Sleeps 4
3BD/3BR Luxury Villa, AC, Pool, Walk to BeachesFrom $566/night · Sleeps 8
Makanui Estate - AC, Sleeps 17From $980/night · Sleeps 16
NEW! Oceanfront Condo at Lawai Beach ResortFrom $213/night · Sleeps 4
Ukulele Oasis @ Kiahuna l AC l Ground Floor End Unit l Beach & Family AmenitiesFrom $220/night · Sleeps 4
2 Bed Sleep 6 with Pool, A/C close to Poipu Beach with Discounted Golf Included!From $265/night · Sleeps 6
Walk to Poipu Beaches: Koloa Condo w/ Pool Access!From $350/night · Sleeps 6
KP13 2nd Floor - Beachfront• Pool • SunsetsFrom $377/night · Sleeps 4
Oceanview Paradise at Kiahuna Plantation #207 w/ AC in Beautiful Poipu!From $599/night · Sleeps 6
Kauai Exclusive - Pane Makai Turtle Suite - Steps to the Beach!From $625/night · Sleeps 12
3BR I Luxury Villa l Designer Furnishings, Central A/CFrom $636/night · Sleeps 6
Hale Anuenue By Parrish Kauai - AC & walk to Poipu Beach!From $650/night · Sleeps 6
3BR Poipu Kai home 5 min walk to beach and pool summer dealsFrom $656/night · Sleeps 8
Hale Kahili Nui – Poipu Beach Estates Luxury VillaFrom $1,721/night · Sleeps 10
5BR I Hale Maia at Kukui ula - Elegant Pool Retreat with Golf Views in PoipuFrom $1,733/night · Sleeps 14
Poipu Kai Hale - Oceanfront Elegance at Makahuena PointFrom $1,900/night · Sleeps 6
Gorgeous Poipu Villa with Pool & SpaFrom $1,985/night · Sleeps 10
6BR/6BA Luxury Villa w Pool, A/C, Walk to Beach!From $2,000/night · Sleeps 18
Kauai Kai – Luxury Oceanfront Home on Poipu Beach CoastlineFrom $2,815/night · Sleeps 8
Poipu Crater 24 – Stay in the Crater, A/CFrom $335/night · Sleeps 4
From $1,300/night
Relax Poipu Luxury Retreat -Waterfall Pool, Spa, Golf Course, Games & Beach Gear
Koloa, Hawaii
★★★★★ 10.0/10 · 13 reviews
🌺 Your Private Poipu Escape — Pool, Spa, Ocean Views & Beach GearRelax. Unpack. Exhale. You’ve arrived in Poipu paradise.Welcome to your newly built...
From $322/night
Poipu Ocean View + AC! 2 Pools & 3m Walk to Beach along Greenbelt.
Koloa, Hawaii
★★★★★ 10.0/10 · 12 reviews
Our spacious 1bed, 1 bath condo is the perfect place to unwind after a long day of adventuring around this beautiful island. Relax on the lanai with...
From $703/night
3BR I Fabulous Villa | Walk to Poipu Beach, A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 12 reviews
Summary:C211 | TA-018-220-0320-02Welcome to your luxurious Poipu Villa, tucked within the renowned Poipu Kai Resort. This spacious 1,600 sq ft...
From $1,091/night
Beautiful Kukui'ula Home With Great Lanai Space
Koloa, Hawaii
★★★★★ 10.0/10 · 12 reviews
This Kukui'ula home offers over 5,000 sq ft of indoor/outdoor living with a brand new pool, hot tub, fire pit, and expansive golf course and mountain...
From $450/night
Poipu Modern Island House w/AC & Pool/Gym Access -
Koloa, Hawaii
★★★★★ 10.0/10 · 11 reviews
Discover beautiful Kauai from this spacious 3 bedroom 3 bath 2000 sf vacation home in the heart of sunny Poipu. Located in Poipu Beach Estates, the...
From $570/night
Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, AC
Koloa, Hawaii
★★★★★ 10.0/10 · 11 reviews
Summary:Ocean Front, 1 bedroom, 1.5 baths, ACThe Space:POIPU SHORES 101B AT KOLOA KAI VACATION RENTALSEscape to Poipu Shores 101B, an oceanfront...
From $1,061/night
Makahuena 5203 - Elima Building: Oceanfront 2BR Condo
Koloa, Hawaii
★★★★★ 10.0/10 · 11 reviews
Makahuena 5203 - Elima Building offers breathtaking panoramic views from its bluff-top location on Kauai's sunny south shore. This 2-bedroom...
From $2,533/night
Spectacular View Home for 24!!Ocean, Mountain, golf views! 5min from Poipu beach
Koloa, Hawaii
★★★★★ 10.0/10 · 11 reviews
New listing on VRBO; I'm a Super host for the past 3 years on Air B&BThis newly constructed luxury home sleeps 24!! Home is perfection for...
From $359/night
Huge Ocean Views - Poipu - A/C - Pool - W/D - Stars -Walk to beaches -Fun in Sun
Koloa, Hawaii
★★★★★ 10.0/10 · 10 reviews
Experience exceptional ocean views and sunsets from this extraordinary lanai. You can watch seasonal dolphins and whales, and the shifting colors of...
From $508/night
Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 10 reviews
Kiahuna plantation unit 95 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very...
From $521/night
4br Condo at Pili Mai w pool, fitness access
Koloa, Hawaii
★★★★★ 10.0/10 · 10 reviews
Pili Mai is located along the Kiahuna championship golf course and is the ideal location on the island of Kauai's south shore in Poipu Beach. This...
From $550/night
Amazing 3-bedroom house with AC in Bayview @ Poipu Kai - Ocean View
Koloa, Hawaii
★★★★★ 10.0/10 · 10 reviews
Our private home offers convenient access to Poipu's best attractions. Located just a short stroll from The Grand Hyatt and Shipwreck Beach, it...
From $742/night
Villas at Poipu Kai Penthouse by Alekona Kauai: Luxury 4BR, ocean views, AC, pool
Koloa, Hawaii
★★★★★ 10.0/10 · 10 reviews
Welcome to The Villas at Poipu Kai, one of the nicest luxury condominium resorts on the South side of Kauai in Poipu. These spacious and upscale...
From $425/night
Poipu Crater 23 - Vacation in the Crater/Air Conditioning in Bedrooms
Koloa, Hawaii
★★★★★ 10.0/10 · 9 reviews
Summary:Enjoy a peaceful retreat inside Poipu’s extinct volcano crater. This 2-bedroom condo features split A/C in both bedrooms, lush garden views,...
From $566/night
3BD/3BR Luxury Villa, AC, Pool, Walk to Beaches
Koloa, Hawaii
★★★★★ 10.0/10 · 9 reviews
Luxurious and spacious (1900+ sqft) 3-bedroom, 3-bathroom second-floor villa with central A/C (rare in Poʻipu), a fully stocked gourmet kitchen, and...
From $980/night
Makanui Estate - AC, Sleeps 17
Koloa, Hawaii
★★★★★ 10.0/10 · 9 reviews
Summary:Makanui Estate – Spacious home + two-story guesthouse with mountain and ocean-peek views. Sleeps 16 with A/C in all bedrooms and the upstairs...
From $213/night
NEW! Oceanfront Condo at Lawai Beach Resort
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Welcome to our beautifully updated one-bedroom condo at the Lawai Beach Resort with AC! This is a wonderful opportunity to stay at one of the most...
From $220/night
Ukulele Oasis @ Kiahuna l AC l Ground Floor End Unit l Beach & Family Amenities
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Welcome to Ukulele Oasis at Kiahuna Plantation! Air ConditioningShort Walk to Kiahuna & Poipu BeachesComplimentary Access to Poipu Beach Athletic...
From $265/night
2 Bed Sleep 6 with Pool, A/C close to Poipu Beach with Discounted Golf Included!
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Summary:This beautiful Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. Rolling hills of golf course greens surround the...
From $350/night
Walk to Poipu Beaches: Koloa Condo w/ Pool Access!
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Community Hot Tub, Grills & Tennis Courts | 1 Mi to Poipu Bay Golf Course | In-Unit LaundryCreate lasting memories at this 2-bedroom, 2-bath Koloa...
From $377/night
KP13 2nd Floor - Beachfront• Pool • Sunsets
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Mahalo for checking out our unit with Kauai Island Homes!IMPORTANT: The pool and hot tub at Poipu Athletic Club will be renovated Sept 9-Oct 15....
From $599/night
Oceanview Paradise at Kiahuna Plantation #207 w/ AC in Beautiful Poipu!
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
**The swimming pool will be closed beginning 9/9/26 for approx 1 month**Welcome to your slice of Hawaiian paradise at Kiahuna Plantation Unit 207 in...
From $625/night
Kauai Exclusive - Pane Makai Turtle Suite - Steps to the Beach!
koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Summary:With ample room and durable bamboo decor, this plantation-style beach suite is less than a minute's walk to the beach. This spacious,...
From $636/night
3BR I Luxury Villa l Designer Furnishings, Central A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Summary:E111 | TA-167-599-1040-01Experience refined island living at Villa E111, a luxurious Poolside Villa in the heart of Poipu. Outfitted with...
From $650/night
Hale Anuenue By Parrish Kauai - AC & walk to Poipu Beach!
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Perched on the rim of Poipu Crater overlooking Poipu Beach to the west and Mount Haupu to the east, Hale Anuenue ("house of rainbows") offers the...
From $656/night
3BR Poipu Kai home 5 min walk to beach and pool summer deals
KOLOA, Hawaii
★★★★★ 10.0/10 · 8 reviews
LOCATION LOCATION LOCATIONKauai Dream Retreat: Your Gateway to Coastal Living in Poipu Kai. Less than a 5 minute walk to beaches!Aloha and welcome to...
From $1,721/night
Hale Kahili Nui – Poipu Beach Estates Luxury Villa
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Hale Kahili Nui is a spacious luxury villa in Poipu Beach Estates offering over 4,000 square feet of elegant living space, a private pool and spa,...
From $1,733/night
5BR I Hale Maia at Kukui ula - Elegant Pool Retreat with Golf Views in Poipu
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Summary:TA-101-738-2400-01Discover Hale Maia at Kukuiʻula, a stylish and spacious 5BR, 5.5BA home designed to comfortably host up to 14 guests in one...
From $1,900/night
Poipu Kai Hale - Oceanfront Elegance at Makahuena Point
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Poipu Kai Hale is a one-of-a-kind oceanfront vacation rental perched at Makahuena Point, offering 200 degree panoramic views from Kauai's...
From $1,985/night
Gorgeous Poipu Villa with Pool & Spa
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
This gorgeous Poipu villa in Kukui'ula blends timeless island architecture with modern luxury, featuring 3 bedrooms in the main house and a detached...
From $2,000/night
6BR/6BA Luxury Villa w Pool, A/C, Walk to Beach!
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Perfect for large families, wedding groups, or multigenerational getaways, this setup offers two side-by-side first-floor villas in Po‘ipu’s newest...
From $2,815/night
Kauai Kai – Luxury Oceanfront Home on Poipu Beach Coastline
Koloa, Hawaii
★★★★★ 10.0/10 · 8 reviews
Kauai Kai is a premier oceanfront vacation rental located along the dramatic Poipu Beach coastline. This beautifully remodeled single-level estate...
From $335/night
Poipu Crater 24 – Stay in the Crater, A/C
Koloa, Hawaii
★★★★★ 10.0/10 · 7 reviews
Summary:Stay inside a lush extinct volcano at Poipu Crater 24. This 2-bed, 2-bath duplex condo features split-system A/C in both bedrooms, a private...