Discover Your Perfect Koloa Vacation Homes

Best Vacation Homes in Koloa

Condo
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like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 6 Guests 1443 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
R11,806/Night 7 Nights - R82,646
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House
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like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 3 Baths 6 Guests 1334.72 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R23,794/Night 7 Nights - R166,561
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Apartment
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like-icon10.0
Exceptional
(3 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R7,762/Night 7 Nights - R54,334
New
Apartment
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6 Bedrooms 6 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
R26,666/Night 7 Nights - R186,666
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House
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like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 1700.7 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
R8,207/Night 7 Nights - R57,448
New
House
Map-icon
3 Bedrooms 3 Baths 12 Guests 2641 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R19,563/Night 7 Nights - R136,947
New
Condo
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2 Bedrooms 2 Baths 6 Guests
  • Internet
    Internet
  • Child Friendly
    Child Friendly
More amenities
R18,585/Night 7 Nights - R130,091
New
Apartment
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2 Bedrooms 2 Baths 6 Guests 1360 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
R17,688/Night 7 Nights - R123,813

Koloa Luxury Rentals

Resort
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like-icon10.0
Exceptional
(18 Reviews)
2 Baths 8 Guests 1041 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R163,000/Night 7 Nights - R1,140,993
Resort
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
2 Baths 8 Guests 1041 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R161,274/Night 7 Nights - R1,128,914
Resort
Map-icon
like-icon9.8
Exceptional
(39 Reviews)
2 Baths 8 Guests 1041 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
R115,906/Night 7 Nights - R811,348
House
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like-icon10.0
Exceptional
(2 Reviews)
6 Bedrooms 6 Baths 22 Guests 6997 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
R110,513/Night 7 Nights - R773,593
House
Map-icon
like-icon9.8
Exceptional
(36 Reviews)
6 Bedrooms 6 Baths 14 Guests 5600 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R100,725/Night 7 Nights - R705,070
House
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 10 Guests 1940 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R97,130/Night 7 Nights - R679,906
Resort
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Baths 8 Guests 1041 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R87,297/Night 7 Nights - R611,070
Resort
Map-icon
like-icon9.8
Exceptional
(23 Reviews)
2 Baths 8 Guests 1041 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
R86,710/Night 7 Nights - R606,966

Koloa Pet Friendly Vacation Rentals

Cottage
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like-icon10.0
Exceptional
(106 Reviews)
2 Bedrooms 2 Baths 6 Guests 900 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
R15,020/Night 7 Nights - R105,141
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 7 Guests 139.93 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
R8,537/Night 7 Nights - R59,756
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 7 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Pet Friendly
    Pet Friendly
More amenities
R11,068/Night 7 Nights - R77,471
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Apartment
Map-icon
like-icon9.5
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 1442.36 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
R5,554/Night 7 Nights - R38,876
House
Map-icon
like-icon10.0
Exceptional
(75 Reviews)
5 Bedrooms 6 Baths 14 Guests 4300 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R48,713/Night 7 Nights - R340,999
Villa
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
5 Bedrooms 3 Baths 20 Guests 3400 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R48,033/Night 7 Nights - R336,237
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 5 Baths 10 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R49,947/Night 7 Nights - R349,635
Condo
Map-icon
like-icon9.8
Exceptional
(62 Reviews)
3 Bedrooms 3 Baths 6 Guests 1443 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R9,104/Night 7 Nights - R63,727

Koloa Large Vacation Homes

Villa
Map-icon
like-icon10.0
Exceptional
(31 Reviews)
2 Bedrooms 3 Baths 4 Guests 1800 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
R13,517/Night 7 Nights - R94,627
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 11 Guests 2615.63 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
R23,896/Night 7 Nights - R167,270
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Villa
Map-icon
like-icon9.2
Exceptional
(19 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R29,598/Night 7 Nights - R207,184
House
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
1 Bedroom 4 Baths 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R56,154/Night 7 Nights - R393,075
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Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 4 Baths 8 Guests 2109.73 ft²
  • Pool
    Pool
  • View
    View
More amenities
R20,863/Night 7 Nights - R146,044
Villa
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
2 Bedrooms 2 Baths 8 Guests 1041 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R13,674/Night 7 Nights - R95,714
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
6 Bedrooms 4 Baths 14 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R64,973/Night 7 Nights - R454,809
Villa
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 4 Guests 1500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R18,037/Night 7 Nights - R126,268

Why Choose Rent By Owner for your Koloa Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Koloa

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit ensures you enjoy the best weather and local experiences, making your stay in this destination truly memorable when selecting the right period for your vacation in Koloa, Hawaii.

Peak Season Highlights

summer
June to August (Summer)

During the summer months, the area experiences warm weather ideal for beach activities and outdoor adventures.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 70°F to 75°F
winter
December to April (Winter)

This period sees pleasantly warm days with less rainfall, making it a popular time for visitors seeking to enjoy the region's natural beauty.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 65°F to 70°F

Off-Season Highlights

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April to June (Spring)

Spring offers a quieter atmosphere with comfortable temperatures, perfect for exploring the scenic surroundings without the crowds.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 65°F to 70°F
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September to November (Fall)

Early fall provides a peaceful escape with still warm weather, ideal for relaxing in this sunny destination before the winter rush.

Average Temperature Daytime: 83°F to 86°F - Nighttime: 68°F to 72°F

Weekly Weather Forecast for Koloa

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to swimming pools that provide a refreshing escape in the warm Hawaiian sunshine.
  • Relax on outdoor lanai spaces perfect for soaking up the scenic views of the surrounding region.
  • Benefit from lush, tropical gardens that create a peaceful and private outdoor environment.
  • Take advantage of barbecue grills for outdoor dining experiences with friends and family.
  • Make use of spacious decks or patios ideal for morning coffee or sunset gatherings.
  • Explore nearby walking trails and outdoor pathways that showcase the natural beauty here.
  • Utilize outdoor showers available in some properties to rinse off after beach days in this coastal area.
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Family Activities

  • Poipu Beach Park: Spend a day relaxing and snorkeling at this popular beach, renowned for its calm waters and family-friendly atmosphere.
  • Koloa Heritage Trail: Explore the historic sites and lush landscapes along this scenic trail that highlights the region’s rich cultural history.
  • Allerton Garden: Discover the stunning botanical gardens where your family can enjoy guided tours through diverse plant collections and picturesque scenery.
  • Maha‘ulepu Heritage Trail: Embark on an easy hiking adventure along this coastal trail, offering breathtaking ocean views perfect for outdoor family fun.
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Adult Activities

  • Snorkeling at Poipu Beach Park: Explore the vibrant marine life just offshore in this popular spot, perfect for immersing yourself in the clear waters of the region.
  • Hiking along Mahaulepu Heritage Trail: Discover stunning coastlines and lush landscapes while enjoying a scenic hike that showcases the natural beauty of this destination.
  • Golfing at Kukui’ula Golf Course: Tee off on beautifully maintained fairways with picturesque views, offering an exceptional golfing experience in the area.
  • Whale Watching Tours: During the right season, embark on guided tours to witness majestic whales in their natural habitat around these waters.

Koloa Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Cuisine: Sample the region’s fresh seafood and authentic Hawaiian dishes at nearby eateries to enrich your stay in this inviting destination.
  • Delegate Your Transportation: Rent a vehicle or plan guided tours to conveniently access popular spots around the area, ensuring you make the most of your time here.
  • Visit Hidden Beaches: Discover lesser-known beaches along the coast for a peaceful escape and memorable moments away from the crowds.
  • Embrace Cultural Experiences: Engage with local traditions and events to deepen your connection to this vibrant region during your visit.

Transportation Options

  • Rental Car Services: Exploring the area is convenient with local rental car agencies offering a range of vehicles to suit your travel needs around this scenic destination.
  • Public Transit: Bus services operate throughout the region, providing an affordable way to reach popular sites and amenities nearby.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available for quick, reliable transportation within this charming destination.
  • Bicycle Rentals: For a more eco-friendly experience, bicycle rentals allow you to enjoy the scenery up close while navigating the area’s scenic routes.

Local Customs Options

  • Traditional Hawaiian Respect (Aloha): In the region, showing genuine aloha through respectful gestures and kind words is an essential part of social interactions.
  • Oli and Chanting: Participating in or observing local chants, often performed during ceremonies or gatherings, offers a deeper connection to the area's cultural heritage.
  • Respect for the Land and Nature: Visitors are encouraged to honor the environment by practicing sustainable habits and avoiding disruptions at sacred sites here.
  • Local Food Customs: Embracing traditional Hawaiian foods and respecting communal dining etiquette enhances your experience of this destination’s rich culinary traditions.

Frequently Asked Questions About Koloa?

2. How many vacation rentals have private pools in Koloa?

3. Which vacation homes in Koloa are best for families?

If you are looking for a family-friendly vacation home in Koloa, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Koloa:

4. How many Rentbyowner vacation rentals are available in Koloa?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 3108 in the Koloa area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Koloa. 

5. What is the cancellation policy for vacation rentals in Koloa, Hawaii?

Cancellation policies vary by property. You should review the specific listing details or contact the owner directly to understand the terms and any applicable fees.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically specified in the listing. Be sure to read the full description or communicate with the owner for clarity.

7. How do I ensure my reservation is secure when booking a vacation rental in this area?

Secure booking methods are provided through the platform, which uses trusted payment gateways. Confirm your reservation details and reach out to the owner if you have concerns.

8. What amenities are commonly available in vacation rentals in this region?

Most properties include essential amenities like Wi-Fi, kitchen facilities, and parking. For specific features, always check the individual listing or contact the owner directly.

9. Is there a minimum stay requirement for vacation rentals in this destination?

Minimum stay requirements depend on the property and time of year. Review the specific listing details or contact the owner to clarify the duration needed for your booking.

Koloa Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(287 Reviews)
2 Bedrooms 1 Bath 4 Guests 1650 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R12,390/Night 7 Nights - R86,733
House
Map-icon
like-icon10.0
Exceptional
(263 Reviews)
6 Bedrooms 4 Baths 12 Guests
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R37,606/Night 7 Nights - R263,231
House
Map-icon
like-icon10.0
Exceptional
(250 Reviews)
2 Bedrooms 1 Bath 4 Guests 1030 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
R11,983/Night 7 Nights - R83,882
Condo
Map-icon
like-icon10.0
Exceptional
(225 Reviews)
1 Bedroom 1 Bath 4 Guests 1000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R6,203/Night 7 Nights - R43,424
House
Map-icon
like-icon10.0
Exceptional
(224 Reviews)
3 Bedrooms 3 Baths 8 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R11,858/Night 7 Nights - R83,009
Condo
Map-icon
like-icon10.0
Exceptional
(188 Reviews)
3 Bedrooms 2 Baths 8 Guests 1343 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R10,166/Night 7 Nights - R71,160
Condo
Map-icon
like-icon10.0
Exceptional
(182 Reviews)
3 Bedrooms 3 Baths 6 Guests 1900 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
R13,466/Night 7 Nights - R94,264
Condo
Map-icon
like-icon10.0
Exceptional
(170 Reviews)
2 Bedrooms 2 Baths 4 Guests 1400 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
R7,862/Night 7 Nights - R55,026