Explore Kailua (Maui) Vacation Rentals
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Luxury Places to Stay in Kailua (Maui)
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- 1722 ft² Villa
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Top-Rated Vacation Rentals with a Pool in Kailua (Maui)
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Large Vacation Homes & Villas in Kailua (Maui)
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Wheelchair Accessible Vacation Homes in Kailua (Maui)
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Kailua (Maui) Villas and Airbnb Homes Under $200
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Instantly Bookable Vacation Homes in Kailua (Maui)
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Book a Last Minute Place to Stay in Kailua (Maui)
About Kailua (Maui) Vacation Rentals
Explore more than 71 vacation rentals available in Kailua (Maui). These accommodations, including vacation homes and HawaiiVillas properties, boast excellent amenities and exceptional value, blending comfort and luxury. Enjoy spaciousness and convenience at a HawaiiVillas property in Kailua (Maui).
Looking for last-minute deals or the best available offers on cottages, condos, private villas, and large vacation homes? With HawaiiVillas in Kailua (Maui), you can effortlessly compare various options with a simple click. Whether you seek properties with swimming pools, hot tubs, pet-friendly policies, or expansive master suites with large screen TVs, you'll find vacation rentals by owner (RBOs) and other popular Airbnb-style accommodations near Kailua (Maui). The average room size in accommodations near Kailua (Maui) is 672.45 ft². Prices average $466 per night.
HawaiiVillas streamlines and secures your search for vacation rentals in Kailua (Maui), often offering savings of 30-40% compared to hotel prices. Start your search today and book with confidence.
Top Rental Accommodation Types in Kailua (Maui)
| Type | Count |
|---|---|
| Vacation Homes | 28 |
| Holiday Apartments | 17 |
| Cottages | 8 |
| Villas | 4 |
Use these Quick Filters to Find a Vacation Rental in Kailua (Maui)
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★ Pro Tip: HawaiiVillas simplifies comparison of top listings across various online vacation rental platforms like Booking.com and others. Use the Advanced Filter feature to switch effortlessly between HawaiiVillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, property types, cancellation policies, prices, and more. These tools streamline the search for your ideal accommodation for your next vacation in Kailua (Maui).
Weather in Kailua (Maui), HI
View the weather forecast for Kailua (Maui) before booking your Kailua (Maui) Vacation Rentals to confirm your best time to go.
Top Attractions Around Kailua (Maui), HI
HawaiiVillas offers a wide selection of top attractions nearby Kailua (Maui) . Research things to do on your vacation before you visit Kailua (Maui).
Frequently Asked Questions About Kailua (Maui)?
What are the top vacation rentals in Kailua (Maui)?
Currently, HawaiiVillas lists over 71 properties in the Kailua (Maui) area for 2025, with more being added continuously. By consolidating listings from various websites, HawaiiVillas provides a wide selection of top properties 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
- ★Jump Start the road to Hana at Haleakala Cottage-PRIVATE HOT TUB +ACESS TO POOL
- North shore Maui B and B room 1.
- Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
- HAWAIIAN DREAM TEMPLE - w/Private Hot Tub and Shared Pool - Permit#BBPH2012-0004
- Live Like a North Shore Local~Walk To Coffee/Store, near Road to Hana, Haleakala
- Cute, Private & Tranquil Hideaway, Ocean Views. Near Hana Hwy. A/C.
How many vacation rentals have private pools in Kailua (Maui)?
Discover 1 vacation rentals featuring private pools near Kailua (Maui). Highly-rated HawaiiVillas properties with swimming pool access include:
Which vacation homes in Kailua (Maui) are best for families?
If you're searching for a family-friendly vacation residence in Kailua (Maui), explore one of these highly-rated properties, all praised for their excellent reviews among families or groups visiting Kailua (Maui):
- Private, Serene & Cute Cottage. Ocean Views & A/C. Near Hana Hwy.
- Accommodation ∙ 1 bedroom ∙ 3 guests
- Live Like a North Shore Local~Walk To Coffee/Store, near Road to Hana, Haleakala
How many Hawaii.Villas vacation rentals are available in Kailua (Maui)?
At present, HawaiiVillas showcases more than 71 properties available in the Kailua (Maui) area for 2025, with new listings added regularly. By aggregating listings from multiple sources, HawaiiVillas offers a diverse range of premier properties in Kailua (Maui).
