Peaceful Poipu Kai Stay, Walk to Beaches, Community Pool, Dining & Grand HyattFrom $902/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
Peaceful Poipu Kai Stay, Walk to Beaches, Community Pool, Dining & Grand HyattFrom $902/night · Sleeps 8
August Sale!! Poipu Condo with Ocean & Mountain Views, Pool, Hot Tub & WiFiFrom $365/night · Sleeps 6
*New* Fall Special Ground-Floor Poipu 2BR with Fairway ViewsFrom $360/night · Sleeps 6
NEW Ten Steps from Breaking Surf in PoipuFrom $379/night · Sleeps 4
NEW Poipu Ocean Views Near the Beach and Prince Kuhio GroundsFrom $155/night · Sleeps 4
NEW Fall Deal Ground-Floor Poipu 2BR on Kiahuna Golf CourseFrom $281/night · Sleeps 6
New Fall Sale Breezy Two-Story Poipu Escape with Pool and Hot TubFrom $252/night · Sleeps 6
*NEW* Two Bedrooms Steps from Brennecke's Beach, PoipuFrom $233/night · Sleeps 4
August Sale!! Private Koloa Corner Condo with AC, Step-Free Walk to BeachFrom $393/night · Sleeps 8
NEW Fall Sale Sunset-Lanai Poipu 3BR with Central ACFrom $449/night · Sleeps 6
*New* Two-Story Poipu Escape Near Baby Beach and Koloa LandingFrom $174/night · Sleeps 6
New Fall Deal Poipu Beach Days and Ocean Club Pool Time for EightFrom $393/night · Sleeps 8
Hot Tub & Pool Days in a Luxe Poipu RetreatFrom $561/night · Sleeps 6
August Sale!! Cool Poipu Home with Pool, Tennis & a Beach WalkFrom $351/night · Sleeps 6
Manualoha 501 at Brennecke's Beach- AC, Pools, Tennis, Hot Tub, Laundry, KitchenFrom $393/night · Sleeps 5
Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in PoipuFrom $340/night · Sleeps 6
Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground FloorFrom $154/night · Sleeps 6
Ocean View Condo | Walk to Poipu Beach | AC | Pool Access | Sleeps 6From $248/night · Sleeps 6
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• TurtleFrom $400/night · Sleeps 4
NEW Garden-Lanai Poipu Condo Near Beach and CourtsFrom $187/night · Sleeps 6
Poipu Palms 101 Direct Oceanfront, Pool, SunsetsFrom $411/night · Sleeps 5
Poipu Luxury Oceanfront Condo - Kuhio Shores 413From $541/night · Sleeps 4
Baby Beach Hale By Parrish | Walk to Baby Beach & Ocean Views!From $960/night · Sleeps 6
*NEW* Renovated Poipu Studio with a Short Walk to the BeachFrom $126/night · Sleeps 2
*NEW* Upgraded Poipu Condo Near Brennecke's and Shipwreck BeachFrom $220/night · Sleeps 7
Luxury Ocean-View 2BR Condo | Walk to Poipu Beach | Sleeps 6From $268/night · Sleeps 6
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full ACFrom $322/night · Sleeps 5
Making Makahuena Memories in 2204 Villa- Pool/Ocean Views, Hot Tub, Kitchen+WIFIFrom $268/night · Sleeps 6
Pili Mai 6M by Gather: Garden-View Condo w/ Lanai & Beach AccessFrom $346/night · Sleeps 6
Kiahuna Plantation, a 35 acre beach front resort on very popular Poipu Beach!From $266/night · Sleeps 4
Garden Condo Near Poipu Beach | Pool, Hot Tub & Tennis | Manualoha 203From $461/night · Sleeps 4
Hale Aloha by Alekona Kauai: 4 BR Ocean view home w AC, fire pit, private pool and spaFrom $1,906/night · Sleeps 8
Poipu Pool House: Private- Ocean Views -Amazing -A/C-From $2,070/night · Sleeps 10
From $902/night
Peaceful Poipu Kai Stay, Walk to Beaches, Community Pool, Dining & Grand Hyatt
Koloa, Hawaii
★★★★★ 52 reviews
Welcome to Hula Blue, a peaceful 4-bedroom, 2.5-bath home tucked along the Poipu Kai Greenbelt in sunny Koloa. It’s an easy place to settle in:...
From $365/night
August Sale!! Poipu Condo with Ocean & Mountain Views, Pool, Hot Tub & WiFi
Koloa, Hawaii
★★★★★ 51 reviews
Summary:Pour a drink on the plantation-style lanai and take in the distant ocean and mountain views beyond Kiahuna Golf Course. This two-bedroom,...
From $360/night
*New* Fall Special Ground-Floor Poipu 2BR with Fairway Views
Koloa, Hawaii
★★★★★ 43 reviews
Summary:Wake up near the fairway, make a real breakfast in the chef's kitchen, and be at Poipu Beach before the family has time to overthink the...
From $379/night
NEW Ten Steps from Breaking Surf in Poipu
Koloa, Hawaii
★★★★★ 43 reviews
Summary:At this Kuhio Shores home, the water's edge is about 10 steps away, so the sound and sight of breaking surf become part of every meal. The...
From $155/night
NEW Poipu Ocean Views Near the Beach and Prince Kuhio Grounds
Koloa, Hawaii
★★★★★ 42 reviews
Summary:Pour a sunset drink on the private lanai and look across Prince Kuhio's Birthplace site toward Hoai Bay from this breezy one-bedroom Poipu...
From $281/night
NEW Fall Deal Ground-Floor Poipu 2BR on Kiahuna Golf Course
Koloa, Hawaii
★★★★★ 41 reviews
Summary:Coffee on the lanai overlooking Kiahuna Golf Course is a fine way to begin a Kauai day. Pili Mai 13A is a ground-floor, updated two-bedroom...
From $252/night
New Fall Sale Breezy Two-Story Poipu Escape with Pool and Hot Tub
Koloa, Hawaii
★★★★★ 32 reviews
Summary:Give your Kauai days room to unfold in this breezy two-story Makahuena condo at the island's southern edge. Two upstairs bedrooms each have...
From $233/night
*NEW* Two Bedrooms Steps from Brennecke's Beach, Poipu
Koloa, Hawaii
★★★★★ 30 reviews
Summary:Let the kids wake up already close to the sand at Hale Kahanalu #3, a bright two-bedroom Poipu home where Brennecke's Beach is an easy walk...
From $393/night
August Sale!! Private Koloa Corner Condo with AC, Step-Free Walk to Beach
Koloa, Hawaii
★★★★★ 28 reviews
Summary:Bring the whole crew and leave the beach logistics behind. This private, ground-level corner condo sleeps eight across two bedrooms and two...
From $449/night
NEW Fall Sale Sunset-Lanai Poipu 3BR with Central AC
Koloa, Hawaii
★★★★★ 27 reviews
Summary:Let the day slow down on a spacious lanai with mountain, palms, and South Shore views, then watch the sky turn warm before dinner. This...
From $174/night
*New* Two-Story Poipu Escape Near Baby Beach and Koloa Landing
Koloa, Hawaii
★★★★★ 25 reviews
Summary:Let the tropical breezes pull you outside. This two-story, two-bedroom Poipu condo sleeps six and places your family or friends in the heart...
From $393/night
New Fall Deal Poipu Beach Days and Ocean Club Pool Time for Eight
Koloa, Hawaii
★★★★★ 25 reviews
Summary:Start with coffee overlooking Kiahuna Golf Club, spend the day at Poipu Beach, then come back to a lagoon-style pool and hot tubs at the...
From $561/night
Hot Tub & Pool Days in a Luxe Poipu Retreat
Koloa, Hawaii
★★★★★ 25 reviews
Summary:Build your Kauai days around sunny Poipu beaches, then come home to a quiet three-bedroom retreat with room for six. This modern...
From $351/night
August Sale!! Cool Poipu Home with Pool, Tennis & a Beach Walk
Koloa, Hawaii
★★★★★ 22 reviews
Summary:Follow the Poipu Kai pathway toward Shipwreck Beach or Poipu Beach, then come home to air conditioning in every room at this private...
From $393/night
Manualoha 501 at Brennecke's Beach- AC, Pools, Tennis, Hot Tub, Laundry, Kitchen
Koloa, Hawaii
★★★★★ 21 reviews
Summary:Coffee on the garden patio, beach time at Poipu, and a sunset drink from the upper deck is a very good way to spend a Kauai day. This...
From $340/night
Charming 3BR Koloa Shore Cottage with ocean views and AC, sleeps 6 in Poipu
Koloa, Hawaii
★★★★★ 19 reviews
Be one of the very first guests to stay in this brand-new-to-market vacation rental.Welcome to Koloa Shore Cottage — your peaceful escape at the...
From $154/night
Makahuena 2-105 Ocean View 2 Bedroom 2 Bath, Sleeps 6, Ground Floor
Koloa, Hawaii
★★★★★ 18 reviews
Beautiful new renovation to this charming two bedroom 2 bath, ground floor condo. The living and dining areas are spacious and breezy, just steps...
From $248/night
Ocean View Condo | Walk to Poipu Beach | AC | Pool Access | Sleeps 6
Koloa, Hawaii
★★★★★ 15 reviews
E Komo Mai to Manualoha 703, one of the most desirable locations within Poipu Kai Resort and among the closest residences to Poipu Beach and...
From $400/night
Poipu Beach• AC• Walk Out• 3-Min to Beach • Pool • Surf School• Snorkel• Turtle
Koloa, Hawaii
★★★★★ 12 reviews
Welcome to your peaceful Poipu Beach retreat The Palm House — a perfectly located, ground-floor walkout condo just a short 3-minute stroll through...
From $187/night
NEW Garden-Lanai Poipu Condo Near Beach and Courts
Koloa, Hawaii
★★★★★ 11 reviews
Summary:A shaded patio looking toward gardens and tennis courts makes a welcome pause between bright Poipu beach hours. This 1,058-square-foot Kahala...
From $411/night
Poipu Palms 101 Direct Oceanfront, Pool, Sunsets
Koloa, Hawaii
★★★★★ 11 reviews
Welcome to Poipu Palms #101, a rare ground-floor oceanfront corner condo in one of Poipu’s most peaceful boutique complexes. With just 12 units,...
From $541/night
Poipu Luxury Oceanfront Condo - Kuhio Shores 413
Koloa, Hawaii
★★★★★ 11 reviews
Welcome to a quietly luxurious two-bedroom, two-bath condo set directly above the Pacific in the heart of Poipu. Under new ownership, this...
From $960/night
Baby Beach Hale By Parrish | Walk to Baby Beach & Ocean Views!
Koloa, Hawaii
★★★★★ 11 reviews
Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious two-story Kauai vacation home is 50 feet...
From $126/night
*NEW* Renovated Poipu Studio with a Short Walk to the Beach
Koloa, Hawaii
★★★★★ 10 reviews
Summary:Start your South Shore morning with a short walk to the beach from this fully renovated Prince Kuhio studio in Poipu. Sleeping two, it is...
From $220/night
*NEW* Upgraded Poipu Condo Near Brennecke's and Shipwreck Beach
Koloa, Hawaii
★★★★★ 9 reviews
Summary:Spend the morning at Brennecke's Beach or Shipwreck Beach, then stroll back through the botanical gardens to a quiet lanai where the stream...
From $268/night
Luxury Ocean-View 2BR Condo | Walk to Poipu Beach | Sleeps 6
Koloa, Hawaii
★★★★★ 9 reviews
Kahala 321 at Poipu Kai Resort – Spacious Island Retreat Near Poipu BeachesRelax and recharge at Kahala 321, a beautifully appointed condo located...
From $322/night
Oceanfront Elegance With Stunning Views - Double-Sized Lanai & Full AC
Koloa, Hawaii
★★★★★ 8 reviews
**A 10% discount off the rental rate will be automatically applied to stays of 7 days of longer!**Aloha and e komo mai to Poipu Shores 304A - the...
From $268/night
Making Makahuena Memories in 2204 Villa- Pool/Ocean Views, Hot Tub, Kitchen+WIFI
Koloa, Hawaii
★★★★★ 7 reviews
Summary:Make the Pacific your backdrop from this second-floor Makahuena condo, where the living room, dining area, and kitchen all look toward the...
From $346/night
Pili Mai 6M by Gather: Garden-View Condo w/ Lanai & Beach Access
Koloa, Hawaii
★★★★★ 7 reviews
Tucked along the Kiahuna Golf Course in sunny Poipu, Pili Mai 6M blends resort comfort with Kauai’s signature indoor-outdoor ease. This single-level,...
From $266/night
Kiahuna Plantation, a 35 acre beach front resort on very popular Poipu Beach!
Koloa, Hawaii
★★★★★ 6 reviews
A clean out fee that is charged by Castle Resorts, our onsite property manager, is pre-collected by vrbo at time of booking. This cozy, ground floor...
From $461/night
Garden Condo Near Poipu Beach | Pool, Hot Tub & Tennis | Manualoha 203
Koloa, Hawaii
★★★★★ 6 reviews
Manualoha 203 – Spacious Garden Condo Just a Short Walk to Poipu BeachEscape to paradise at Manualoha 203, a beautifully updated one-bedroom,...
From $1,906/night
Hale Aloha by Alekona Kauai: 4 BR Ocean view home w AC, fire pit, private pool and spa
Koloa, Hawaii
★★★★★ 6 reviews
Welcome to Kukuiula Vacation Home 57, a breathtaking ocean-view retreat nestled in the coveted Kukuiula neighborhood of Poipu. This luxurious...
From $2,070/night
Poipu Pool House: Private- Ocean Views -Amazing -A/C-
Koloa, Hawaii
★★★★★ 6 reviews
Welcome to the Poipu Pool House, a freshly remodeled 3‑bedroom, 2‑bath retreat in the heart of Poipu. Designed in a vibrant vintage‑retro beach vibe,...