Aston Waikoloa Colony Villas - Vacation Rentals in Kahakuloa

Iao Valley Inn From US $275
         

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10.0 (56 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT From US $468
         

10.0 (144 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Kahakuloa

Over 10000+ Luxury Places to Stay in or Near Kahakuloa

Top-Rated Vacation Rentals with a Pool in Kahakuloa

Over 9470+ Top-Rated Vacation Rentals with a Pool in or Near Kahakuloa
The Whaler! ~Beautifully remodeled ground floor courtyard studio~ From US $406
         

Pet-Friendly Vacation Rentals in Kahakuloa

Over 80+ Pet-Friendly Vacation Rentals in or Near Kahakuloa
Royal Lahaina Bungalows & Spa From US $457
         

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8.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
A jewel on Oceanfront & Breath Taking Views. From US $790
         

9.8 (54 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy One bedroom house by all north shore beaches and paia town, From US $358
         

Incredible views of the Pacific and Kapalua Bay From US $521
         

Maui Tropical Sunset - High Demand First Floor Condo with All The Extras! From US $339
         

Tropical Oasis By The Sea From US $496
         

10.0 (11 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Kahakuloa

Over 2312+ Large Vacation Homes & Villas in or Near Kahakuloa
Ho'oilo House From US $499
         

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10.0 (3 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Stunning Gated Home, Private Pool & Spa From US $1,867
         

10.0 (91 Reviews)
House
  • Air Conditioner
  • Pool
  • TV

Wheelchair Accessible Vacation Homes in Kahakuloa

Over 4832+ Wheelchair Accessible Vacation Homes in or Near Kahakuloa
The Guest House From US $129
         

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9.5 (192 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Oceanfront Kaanapali Studio Vistas From US $575
         

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10.0 (16 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Sea, beach and courtyard views - prime location From US $668
         

10.0 (75 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
KLVR presents*Honua Kai* H208*2nd floor*QUIET area From US $457
         

9.8 (111 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Kahakuloa Vacation Rentals and Airbnb Places to Stay Under $200

Over 295+ Kahakuloa Vacation Rentals and Airbnb Places to Stay Under $200
Hololani A501 From US $157
         

8.8 (11 Reviews)
Hotel
  • Parking
  • Pool
  • View
Kahana Villa F406 - 1Br Condo From US $106
         

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9.4 (8 Reviews)
Condo
  • Air Conditioner
  • Pool
  • TV
World Famous Shaka Camper From US $181
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Embark on a journey through Maui with Aloha Glamp From US $186
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating

Instantly Bookable Vacation Homes in Kahakuloa

Over 7670+ Instantly Bookable Vacation Homes in or Near Kahakuloa
Honua Kai Resort~9th Floor with Full Ocean View! From US $1,120
         

9.8 (91 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
KBM Resorts | FREE CAR Kapalua Golf Villa KGV-24P7, Ocean + Golf Views! From US $860
         

9.8 (44 Reviews)
Condo
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens

About Kahakuloa Vacation Rentals

With more than 12719 Kahakuloa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Astonwaikoloacolonyvillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kahakuloa.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Astonwaikoloacolonyvillas Kahakuloa, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kahakuloa. Places to stay near Kahakuloa are 838.79 ft² on average, with prices averaging US $1,259 a night.

Astonwaikoloacolonyvillas makes it easy and safe to find and compare vacation rentals in Kahakuloa with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kahakuloa

Type Count
Holiday Apartments 2120
Resorts 1278
Vacation Homes 1184
Villas 559
Hotels 527
Cottages 28
B&B 12
Others 6
Hostels 4
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Kahakuloa

Pro Tip: Astonwaikoloacolonyvillas makes it easy to compare the best listings on Astonwaikoloacolonyvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Astonwaikoloacolonyvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kahakuloa.

Weather in Kahakuloa

View the weather forecast for Kahakuloa before booking your Kahakuloa Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Kahakuloa, HI


Kahakuloa Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kahakuloa?
How many vacation rentals are available in Kahakuloa?

Currently, the total number of properties listed in 2026 is over 12719 in the Kahakuloa area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kahakuloa.