Discover your perfect Kailua (Maui) Vacation Rentals.
Discover Your Perfect Kailua (Maui) Vacation Homes
Best Vacation Homes in Kailua (Maui)
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Kailua (Maui) Luxury Rentals
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Kailua (Maui) Pet Friendly Vacation Rentals
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Kailua (Maui) Large Vacation Homes
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Why Choose Rent By Owner for your Kailua (Maui) Vacation Rental Homes?
What makes our Vacation Rentals special?
Weekly Weather Forecast for Kailua (Maui)
How to Book Your Kailua (Maui) Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
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Explore and book the perfect rental in Kailua (Maui)
Common Vacation Rentals Amenities
What amenities can you expect?
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
Kailua (Maui) Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Kailua (Maui)?
There are a lot of options in Kailua (Maui). If you plan on staying in the Kailua (Maui) area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Kailua (Maui):
- North shore Maui ocean view B and B room 2
- UALANI RETREAT. Spacious Ocean/Mountain View Cottage.Private Tropical Sanctuary.
- North shore Maui ocean view B and B room 3
- North Shore Ocean View Cottage
- North shore Maui B and B room 1.
- ★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL
- Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
- Quaint COTTAGE ~ Walk To Coffee shop, nearby Road to Hana & Haleakala
- Cute, Private & Tranquil Hideaway, Ocean Views. Near Hana Hwy. A/C.
- Your Private Resort-4 Acres, Fruit Trees, Pool, Tennis, Hot-Tub, Sauna-Permitted
2. How many vacation rentals have private pools in Kailua (Maui)?
There are 1 vacation rentals with private pools near Kailua (Maui). Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Kailua (Maui) are best for families?
If you are looking for a family-friendly vacation home in Kailua (Maui), check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Kailua (Maui):
4. How many Rentbyowner vacation rentals are available in Kailua (Maui)?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 69 in the Kailua (Maui) 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 Kailua (Maui).
Kailua (Maui) Top Rated Vacation Rentals
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- Balcony/Terrace
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