Hawaii Wedding Travel - Vacation Rentals in Kalaheo

Hale Moana Kai From US $838
         

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10.0 (3 Reviews)
House
  • Pool
  • Wheelchair Accessible
  • Balcony/Terrace
The Lodge at Kukui’ula From US $1,796
         

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9.2 (19 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Kainani Villa 5: Luxurious Indoor-Outdoor Living From US $1,198
         

10.0 (87 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Hale Leimomi: Luxurious Comfort + Pool + Views! From US $1,982
         

10.0 (55 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hale Nani: New Poipu Villa- Pool/Spa + Ocean Views From US $2,226
         

10.0 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hale 'Imi Ola: Ocean Views, Luxury, Balinese Charm From US $1,677
         

10.0 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Kauai Bay House – Oceanfront w/A/C & PBAC From US $1,560
         

10.0 (44 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Kalaheo

Over 225+ Luxury Places to Stay in or Near Kalaheo
Kauai Oasis Luxe Ocean View, Pool SPA AC Sleep22 From US $6,706
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spectacular home with ocean and golf course views! From US $4,167
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hale Ohia From US $4,131
         

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New
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Kalaheo

Over 173+ Top-Rated Vacation Rentals with a Pool in or Near Kalaheo
Hale Kupanaha: Opulent New Villa + Pool/Spa/Views From US $1,616
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Pristine 3br Ocean and Mountain View Home in Kukuiula From US $1,368
         

10.0 (36 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hale Ho'ouluulu: New Poipu Villa w/Pool/Ocean View From US $2,701
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Panoramic Ocean Views From Private Gated Estate From US $3,833
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Custom 5 Bedroom Home with Pool and Spa From US $2,116
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Kalaheo

Over 2+ Pet-Friendly Vacation Rentals in or Near Kalaheo
Gorgeous Poipu Villa with Pool & Spa + Ocean Views From US $3,272
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Kalaheo on PetFriendly.io

Large Vacation Homes & Villas in Kalaheo

Over 60+ Large Vacation Homes & Villas in or Near Kalaheo
2 BR Luxury Oceanview Condo in Kukuiula From US $811
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • View
4BR Bali Inspired Luxury Home in Kukuiula From US $2,466
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
2 BR Luxury Oceanview Condo in Kukuiula From US $1,062
         

10.0 (4 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Kalaheo

Over 3+ Wheelchair Accessible Vacation Homes in or Near Kalaheo
A Beautiful Condo at the Waters Edge with a Great View From US $337
         

9.8 (122 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Luxury 4 bedroom home with Ocean Views From US $2,148
         

5.0 (1 Review)
House
  • Pool
  • Wheelchair Accessible
  • Private Pool

Kalaheo Vacation Rentals and Airbnb Places to Stay Under $200

Over 3+ Kalaheo Vacation Rentals and Airbnb Places to Stay Under $200
Marjorie's Kauai Inn From US $180
         

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9.9 (7 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Kalaheo

Over 145+ Instantly Bookable Vacation Homes in or Near Kalaheo
Luxury Ocean View 4 Bedroom Home From US $2,102
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Hale Moana – Oceanfront Luxury Retreat From US $1,596
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Luxury Kukui’ula 4 master suites From US $2,135
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Golf Course View | Resort Amenities | Outdoor Shower From US $1,504
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

About Kalaheo Vacation Rentals

With more than 234 Kalaheo vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hawaiiweddingtravel 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 Kalaheo.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hawaiiweddingtravel Kalaheo, 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 Kalaheo. Places to stay near Kalaheo are 2358.8 ft² on average, with prices averaging $2,036 a night.

Hawaiiweddingtravel makes it easy and safe to find and compare vacation rentals in Kalaheo 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 Kalaheo

Type Count
Vacation Homes 181
Villas 22
Cottages 16
Holiday Apartments 6
B&B 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Kalaheo

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

Weather in Kalaheo

View the weather forecast for Kalaheo before booking your Kalaheo 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

Kalaheo Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 234 in the Kalaheo area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kalaheo.