Naramata Wineries - Vacation Rentals in Waikoloa

Fairway Villas D5 at the Waikoloa Beach Resort From US $201
         

10.0 (1 Review)
House
  • Parking
  • Pool
  • Balcony/Terrace
Fairway Villas N32 From US $264
         

New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Vista Waikoloa C103 From US $219
         

New
House
  • Parking
  • Child Friendly
  • Internet
Waikoloa Beach Villas L3 From US $353
         

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10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
2101 Waikoloa Colony Villas From US $377
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Waikoloa Colony Villas 103 From US $351
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Wv B103 - Hawaiiandp From US $164
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Waikoloa

Over 272+ Luxury Places to Stay in or Near Waikoloa
Halii Kai 12E From US $1,685
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Waikoloa

Over 239+ Top-Rated Vacation Rentals with a Pool in or Near Waikoloa
A2 Waikoloa Beach Villas From US $432
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
L2 Waikoloa Beach Villas From US $385
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
G32 Waikoloa Beach Villas From US $344
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Remodeled Shores at Waikoloa From US $295
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
13E Halii Kai From US $844
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
C4 Waikoloa Beach Villas From US $802
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Waikoloa

Over 2+ Pet-Friendly Vacation Rentals in or Near Waikoloa
448 Sleeps 13, pool and amenities From US $964
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Private Spacious Retreat in Paradise From US $357
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Waikoloa on PetFriendly.io

Large Vacation Homes & Villas in Waikoloa

Over 17+ Large Vacation Homes & Villas in or Near Waikoloa
Shores at Waikoloa Beach Resort 19 - 2 Ensuite & Loft From US $530
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Fairway Villas Waikoloa J21 From US $391
         

10.0 (1 Review)
Villa
  • Parking
  • Pool
  • View
Waikoloa Beach Villas C3 From US $379
         

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10.0 (1 Review)
Villa
  • Parking
  • Pool
  • View
Waikoloa Colony Villas 2703 by Maui Condo From US $474
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Fairway Villas Waikoloa by OUTRIGGER From US $248
         

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8.3 (37 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Vista Waikoloa G204 From US $445
         

6.0 (1 Review)
Villa
  • Parking
  • Pool
  • View
Waikoloa Fairway Villas From US $882
         

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New
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Waikoloa

Over 12+ Wheelchair Accessible Vacation Homes in or Near Waikoloa
Makai Sunsets From US $389
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Shores at Waikoloa 132 Hale Kai From US $343
         

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9.6 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Paniolo Greens Resort From US $257
         

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9.1 (411 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Hilton Grand Vacations Club Kohala Suites Waikoloa From US $503
         

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9.0 (47 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Hilton Grand Vacations Club Kings Land Waikoloa From US $350
         

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8.9 (267 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Waikoloa Beach Marriott Resort & Spa From US $543
         

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8.1 (106 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Hilton Waikoloa Village From US $388
         

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7.7 (298 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Waikoloa Vacation Rentals and Airbnb Places to Stay Under $200

Over 4+ Waikoloa Vacation Rentals and Airbnb Places to Stay Under $200
Hale Polū From US $192
         

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9.3 (3 Reviews)
House
  • Security/Safety
  • Sports/Activities
  • Wellness Facilities
Waikoloa Village Condos E10 From US $172
         

7.0 (2 Reviews)
House
  • Parking
  • View
  • Balcony/Terrace
Spacious Studio Near Beaches & Dining From US $153
         

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9.3 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool

About Waikoloa Vacation Rentals

With more than 281 Waikoloa vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries 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 Waikoloa.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Waikoloa, 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 Waikoloa. Places to stay near Waikoloa are 1274.48 ft² on average, with prices averaging US $519 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Waikoloa 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 Waikoloa

Type Count
Vacation Homes 192
Holiday Apartments 67
Villas 14
Resorts 7
Hotels 1

Use these Quick Filters to Find a Vacation Rental in Waikoloa

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries 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 Waikoloa.

Weather in Waikoloa

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

December - February
High 79°F       Low 64°F
March - May
High 83°F       Low 66°F
June - August
High 84°F       Low 69°F
September - November
High 84°F       Low 66°F

Waikoloa Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Waikoloa?
Which vacation homes in Waikoloa are best for families?

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

How many vacation rentals are available in Waikoloa?

Currently, the total number of properties listed in 2026 is over 281 in the Waikoloa area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Waikoloa.