50 Best Koloa Vacation rentals on Holiday Lettings - Condos

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878 Vacation rentals

(2) Very Good 

14

Koloa Vacation apartment rental

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Our luxurious Kauai vacation rentals at Poipu Sands offer spacious layouts, large covered lanais, a private heated resort swimming pool, community gas BBQs, on-site tennis courts, and more. Centrally located in Poipu, adjacent to the Grand Hyatt Resort & Spa as well …see more

from $200 / night

$1,400 / week

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from $200 / night

16

Vacation home in Koloa

Kauai / Koloa

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Ask about children
  • Ask about pets
Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious two-story Kauai vacation home and guest cottage is 50 feet from the white sands of Baby Beach (located across a quiet neighborhood road). The ocean views from th …see more

from $650 / night

$4,550 / week

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from $650 / night

10

Vacation home in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
End a day hiking Kokee State Park trails with ultimate “at home” relaxation. Unfolding to plush tropical landscaping, these 690 sq. ft. retreats feature a spacious private lanai, full kitchen, ceiling fans, HD cable TV, plus free WiFi and daily housekeeping. Sleeps 4 in …see more

from $149 / night

$1,043 / week

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from $149 / night

59

Koloa Vacation apartment rental

Kauai / Koloa

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Experience Poipu's newest luxury project on Kauai's south shore. Pili Mai is set in an ideal location on the 9th fairway of the Kiahuna Golf Course and features both distant ocean and mountain views through the abundance of windows that let the outside in. This glorious …see more

from $385 / night

$2,695 / week

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from $385 / night

(10) Very Good 

13

Apartment rental in Koloa with shared pool

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $275 / night

$1,925 / week

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from $275 / night

(1) Very Good 

8

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $275 / night

$1,925 / week

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from $275 / night

(10) Very Good 

13

Vacation home in Koloa

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Our Kauai cottages include this one across from the world famous Brennecke Beach and steps from sunny Poipu Beach. Hale Kahakai Punahele (The House of the Cherished Seacoast) is arguably located in one of the best beach locations in Poipu. With its incredible unobstruct …see more

from $550 / night

$3,850 / week

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from $550 / night

21

Apartment rental in Koloa with shared pool

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $450 / night

$3,150 / week

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from $450 / night

16

Koloa Vacation home rental

Kauai / Koloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Enjoy island life at its best on the water from cozy Kauai cottages like this one perched above Kukui`ula Bay on Kauai’s sunny South Shore. This spacious Kauai vacation rental features ocean views from many of its rooms, multiple decks and dining areas overlooking the h …see more

from $550 / night

$3,850 / week

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from $550 / night

6

Apartment rental in Koloa with shared pool

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an oceanfront cliff side and all accommodations have unobstructed oceanfront views. It is also just a short walk from Poipu Beach …see more

from $450 / night

$3,150 / week

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from $450 / night

20

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $400 / night

$2,800 / week

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from $400 / night

(1) Excellent 

11

Vacation villa with shared pool in Koloa

Kauai / Koloa

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A beautiful villa on one of the world’s best beaches? Must be heaven. It’s hard to imagine a more idyllic vacation than here. Marriott’s Waiohai Beach Club features beautiful 2-bedroom/2-bath villas located on Poipu Beach, consistently rated among the top ten beaches i …see more

from $395 / night

$2,750 / week

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from $395 / night

(9) Excellent 

12

Koloa Vacation apartment rental

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $150 / night

$1,050 / week

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from $150 / night

(16) Very Good 

13

Koloa Vacation apartment rental

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $175 / night

$1,225 / week

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from $175 / night

15

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Located on the southernmost point of Kauai, this unique oceanfront property is situated on the edge of a bluff providing spectacular views of the blue Pacific and the entire Poipu coastline from each unit. Incredible ocean views are the dominant feature of this resort w …see more

from $150 / night

$1,050 / week

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from $150 / night

21

Vacation apartment with shared pool in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Kiahuna Plantation Resort is the only beachfront condominium resort in Poipu. The plantation style architecture is surrounded by over thirty acres of lagoons, lily and koi ponds, swaying palms, tropical flowers, fruit trees, orchids, and plumeria trees accented by metic …see more

from $160 / night

$1,120 / week

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from $160 / night

(7) Very Good 

13

Koloa Vacation apartment rental

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best kept secrets in the Poipu Beach Resort area, Waikomo Stream Villas is a lush garden resort with 60 Kauai condos located on the sunny side of Kauai. Centrally located and across the road from Kauai’s premier retail destination – Kukui`ula Village, the mos …see more

from $175 / night

$1,225 / week

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from $175 / night

19

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $400 / night

$2,800 / week

Inquire View

from $400 / night

21

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $400 / night

$2,800 / week

Inquire View

from $400 / night

(2) Very Good 

16

Apartment rental in Koloa

Kauai / Koloa

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
New! Air conditioning! Twenty-five feet from the waters edge, our spectacular oceanfront, ground floor, one bedroom, Poipu condo, has fantastic snorkeling, famous surf spots, and incredible sunsets. Everything you desire in a dream get-away is located on the sunny South …see more

from $265 / night

$1,855 / week

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from $265 / night

(10) Excellent 

14

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $275 / night

$1,925 / week

Inquire View

from $275 / night

(2) Excellent 

12

Koloa Vacation apartment rental

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Perched on the edge of the magnificent Poipu coastline, this intimate resort is home to just twelve oceanfront Kauai condos and features spectacular views as well as a dramatic coastline swimming pool, sundeck and BBQ. Located in the heart of Poipu Beach, you have acces …see more

from $250 / night

$1,750 / week

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from $250 / night

(7) Very Good 

11

Vacation apartment with shared pool in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best kept secrets in the Poipu Beach Resort area, Waikomo Stream Villas is a lush garden resort with 60 Kauai condos located on the sunny side of Kauai. Centrally located and across the road from Kauai’s premier retail destination – Kukui`ula Village, the mos …see more

from $150 / night

$1,050 / week

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from $150 / night

(7) Very Good 

11

Vacation apartment rental

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best kept secrets in the Poipu Beach Resort area, Waikomo Stream Villas is a lush garden resort with 60 Kauai condos located on the sunny side of Kauai. Centrally located and across the road from Kauai’s premier retail destination – Kukui`ula Village, the mos …see more

from $150 / night

$1,050 / week

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from $150 / night

(1) Excellent 

25

Koloa Vacation apartment rental

Kauai / Koloa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
Let this pristine 1-bedroom, 1-bathroom Koloa condo, which sleeps 2, be your personal paradise for your Hawaiian escape! The terrifically placed property has an abundance of modern amenities to ensure your stay is unforgettable - LED lighting lines the living area, a ch …see more

from $235 / night

$1,645 - $2,583 / week

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Responds fast!
avg. 1 hour 38 minutes

from $235 / night

15

Vacation home accommodation

Kauai / Koloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Tucked back in one of Poipu Beach’s newest vacation rental neighborhoods, Akahai offers an exquisite and distinguished private luxury Kauai vacation rental unmatched by many. This exquisite three bedroom home offers a modern and open floorplan with designer touches, cen …see more

from $850 / night

$5,950 / week

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from $850 / night

24

Vacation studio with shared pool in Koloa

Kauai / Koloa

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Your next escape to paradise awaits you in this Poipu studio condo! This Hawaiian slice of heaven sleeps 2, boasts tremendous amenities and a pristine tropical location to help you relax and indulge in the sun with ease - perfect for a couple on a romantic getaway! In t …see more

from $230 / night

$1,610 - $1,960 / week

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Responds fast!
avg. 52 minutes

from $230 / night

(12) Excellent 

20

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $275 / night

$1,925 / week

Inquire View

from $275 / night

10

Vacation home in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
Perched on top floors just 100 to 200 yards from the ocean, these 690 sq. ft. suites indulge with a spacious lanai to share meals cooked in the full kitchen. Homey comforts include ceiling fans, HD cable TV, free WiFi, and free daily housekeeping. Sleeps 4 in 1 King or …see more

from $209 / night

$1,463 / week

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from $209 / night

20

Vacation home in Koloa

Kauai / Koloa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
This lovely new Poipu Beach Estates home is centrally located in Poipu and offers fabulous ocean and sunset views from the expansive covered lanai. The slightly elevated lot gives you that extra panoramic view that offers seasonal whale watching from the comfort of your …see more

from $600 / night

$4,200 / week

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from $600 / night

(10) Very Good 

13

Vacation apartment in Koloa

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small isla …see more

from $150 / night

$1,050 / week

Inquire View

from $150 / night

7

Apartment rental in Koloa

Kauai / Koloa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Live like a local and be just steps from Poipu Beach. Relax in this multi family location and enjoy the comradery of this old time beach neighborhood and fantastic sunsets over Poipu. Updated recently with all the comforts of home this cozy condominium has air conditi …see more

from $150 / night

$1,050 / week

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from $150 / night

17

Vacation apartment with shared pool in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $300 / night

$2,100 / week

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from $300 / night

(4) Very Good 

11

Vacation apartment with shared pool in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
One of the best kept secrets in the Poipu Beach Resort area, Waikomo Stream Villas is a lush garden resort with 60 Kauai condos located on the sunny side of Kauai. Centrally located and across the road from Kauai’s premier retail destination – Kukui`ula Village, the mos …see more

from $150 / night

$1,050 / week

Inquire View

from $150 / night

18

Vacation apartment with shared pool in Koloa

Kauai / Koloa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $350 / night

$2,450 / week

Inquire View

from $350 / night

20

Koloa Vacation home rental

Kauai / Koloa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Island living at its finest! Experience charming plantation style living in this gorgeous Poipu home.  Enjoy all the Robert Trent Jones, Jr. community has to offer conveniently located along the Kiahuna Golf Course.  Shopping, golf, and beach amenities boast around this …see more

from $500 / night

$3,500 / week

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from $500 / night

21

Vacation home in Koloa

Kauai / Koloa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
Baby Beach Hale is the perfect Kauai vacation rental for a large group or family get together. This spacious two-story Kauai vacation home and guest cottage is 50 feet from the white sands of Baby Beach (located across a quiet neighborhood road). The ocean views from th …see more

from $850 / night

$5,950 / week

Inquire View

from $850 / night

18

Vacation apartment with shared pool in Koloa

Kauai / Koloa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
An oceanfront Kauai resort in Poipu Beach featuring spacious Kauai condos and spectacular sunset views. With its classic Hawaii plantation style architecture and design, complemented by a wonderful pool and guest amenities, this is a sought after Poipu resort destinatio …see more

from $250 / night

$1,750 / week

Inquire View

from $250 / night

55

Vacation apartment rental

Kauai / Koloa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
Kai Nui is a Poipu vacation rental offered by Suite Paradise and is located in the beautiful Poipu Kai area of Poipu... It is a Stylish island home just steps to Keoneloa Bay. Sounds of the surf bring a peaceful tranquility to the ambiance throughout and the screened sl …see more

from $301 / night

$2,107 / week

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from $301 / night

8

Vacation hotel apartment in Koloa

Kauai / Koloa

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Point at Poipu features lovely two bedroom accommodations with all the comforts and conveniences of home. Master bedrooms feature a king-size bed and large bathroom with separate soaking tub and shower stall. Kitchens are fully equipped with granite counter tops, ra …see more

from $350 / night

$2,450 - $3,500 / week

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from $350 / night