67+ Vacation Rentals & Holiday Homes in Kailua (Maui) |
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Kailua (Maui) Accommodations - Hotels & Rentals

About Kailua (Maui) Vacation Rentals

Discover More than 67 Incredible Getaway Rentals Available in Kailua (Maui). Choose from a Wide Selection of Villas, Hotels, and Other Rental Options. Explore Luxury Amenities at Affordable Prices, Creating the Ideal Base for Your Next Vacation. Plan Your Perfect Escape with Online Reservations and Uncover Fantastic Stays in Kailua (Maui).

Online Reservations Offers Numerous Last-Minute Deals on Villas, Hotels, and Rentals, Both Near You and Across the Globe. Whether You Need Accommodation for a Group or an Event, Be it a Hotel or Vacation Rental (Including Cabins and Private Luxury Villas), We're Here to Assist. With Online Reservations in Kailua (Maui), You Can Easily Compare Options from Multiple Suppliers with a Single Click to Find the Perfect Price Point, Amenities, and Style of Stay That Suit Your Needs. Looking for Group Deals, Properties with Private Pools, Hot Tubs, Pet-Friendly Options, or Spacious Master Suite Bedrooms with Open-Air Showers? You Can Find It All in the Online Reservations Vacation Rentals, Resorts, and Airbnb-Style Properties in Kailua (Maui). The Average Size of Places to Stay Near Kailua (Maui) is 660.47 ft², with Prices Averaging US $464 per Night.

Let Online Reservations Help You Discover the Ideal Holiday Rental to Create Lifelong Travel Memories in Kailua (Maui). Our Listed Prices Are Often Discounted Compared to Rack Rates. Simply Search for Your Destination and Secure the Perfect Place to Stay Today.

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Top Hotels & Vacation Rentals in Kailua (Maui)

Type Count
Vacation Homes 26
Holiday Apartments 17
Cottages 9
Villas 2

Use these Quick Filters to Find a Vacation Rental in Kailua (Maui)

★ Pro Tip: Online Reservations is a vacation rental website specializing in cottages, lake houses, and exclusive summer home rentals. We curate a vast selection of incredible properties from trusted suppliers, allowing you to compare prices and locations to find the perfect fit for your getaway. Create lasting memories in Kailua (Maui) with Online Reservations.

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.

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

Activities Kailua (Maui)Guest Reviews Local Attractions

A Large Selection of Hotels and Vacation Rentals from Around the World Kailua (Maui)Guest Reviews Discover Exciting Activities and Must-Visit Destinations for Your Upcoming Journey


Haleakala National Park
Haleakala Crater
Kahului Bay
Maui Arts and Cultural Center
Kuau Bay Beach
Kihei Town Center Shopping Center
Waianapanapa State Park
Kihei Regional Park
Kalama Beach Park
Red Sand Beach
Hamoa Beach
Maui Nui Botanical Gardens
Hawaiian Islands Humpback Whale Sanctuary Visitor Center
Hookipa Beach Park
Maui Nui Golf Club
Kanaha Beach Park
Hana Lava Tubes
Maalaea Beach
Hanawi Falls
Hana Forest Reserve

Frequently Asked Questions About Kailua (Maui)?

What are the top hotels, lake houses & vacation rentals in Kailua (Maui)?

We provide an array of great vacation destinations in Kailua (Maui). If you are looking to stay in or around the Kailua (Maui) area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Kailua (Maui):

How many Hotels & Vacation Rentals have private pools in Kailua (Maui)?

We have 1 Hotels & Vacation Rentals featuring a private pool in and near Kailua (Maui). Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel, lake house, or vacation rental in Kailua (Maui) is best for families?

Searching for a family-friendly getaway in Kailua (Maui)? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Kailua (Maui)?

Online Reservations™ offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Online Reservations™ in 2025 is over 67 in the Kailua (Maui) area, and that number rises every day. By combining listings from multiple websites and travel providers, Online Reservations™ can provide you with a diverse amount of choices of the best luxury stays in Kailua (Maui).


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