House
10.0(186 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
Private Pool
Parking
Pool
Ocean View
US $742/Night
7 Nights - US $5,196
Kihei Holiday Homes
10.0
Apartment
10.0(8 Reviews)
1 Bedroom
1 Bath
2 Guests
495.14 ft²
Oceanfront- Parking
- Ocean View
Balcony/Terrace
US $250/Night
7 Nights - US $1,750
Apartment
10.0(3 Reviews)
1 Bedroom
1 Bath
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $895/Night
7 Nights - US $6,265
House
10.0(171 Reviews)
2 Bedrooms
3 Baths
6 Guests
1250 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $1,108/Night
7 Nights - US $7,756
House
10.0(6 Reviews)
1 Bedroom
1 Bath
4 Guests
656.6 ft²
Breakfast- Parking
- Pool
View
US $223/Night
7 Nights - US $1,561
Apartment
10.0(153 Reviews)
1 Bedroom
1 Bath
2 Guests
240 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $155/Night
7 Nights - US $1,087
Resort
10.0(5 Reviews)
1 Bath
24 Guests
3196.88 ft²
Private Beach- Oceanfront
Hot Tub- Breakfast
US $3,416/Night
7 Nights - US $23,915
Apartment
10.0(149 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
US $921/Night
7 Nights - US $6,447
Apartment
10.0(5 Reviews)
1 Bedroom
2 Baths
4 Guests
645.83 ft²
- Oceanfront
- Hot Tub
- Parking
- Pool
US $350/Night
7 Nights - US $2,450
Villa
10.0(135 Reviews)
1 Bedroom
2 Baths
2 Guests
906 ft²
- Hot Tub
- Parking
- Pool
- Ocean View
US $451/Night
7 Nights - US $3,159
Apartment
10.0(5 Reviews)
1 Bedroom
1 Bath
4 Guests
613.54 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
US $257/Night
7 Nights - US $1,801
House
10.0(108 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $688/Night
7 Nights - US $4,817
Why Choose Rent By Owner for your Kihei Holiday Homes?
What makes our Holiday Homes special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Kihei
How to Book Your Kihei Holiday Homes
What's our booking process?
Our platform allows you to browse a curated selection of holiday homes. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Common Holiday Homes Amenities
What amenities can you expect?
Our Holiday Homes are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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
Other Places to Stay in Kihei, HI
Cove Park
Kamaole Beach Park
Maui Fish Pipe
Kalama Beach Park
Kamaole Beach Park 2
Halama Street
Kamaole Beach Park 3
Kihei Town Center Shopping Center
Coast Guard Beach
South Maui
Makena
Wailea
Frequently Asked Questions About Kihei Holiday Rentals
1. What are the top Holiday Homes in Kihei?
There are a lot of options in Kihei. If you plan on staying in the Kihei area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Holiday Homes in Kihei:
- Family-Friendly 4BR House🌺Hot Tub, Game Table, Yard, Near Beaches/Dining/Shops
- Your Maui Beachfront Retreat & Private Observation Deck - PERMIT #STKM 2015/0003
- Gorgeous Home Across from Beach - 5 BR + Opt. Cottage/4 Bath/AC
- Beachfront/Oceanfront Private Home Sleeps 8
- Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly
- Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
- Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
- 🌴 Spacious 4BR Kihei Retreat Walk to Beach A/C Family Ready + Beach Gear
- Hoolei Uni 31-2 Ocean view- ideal Wailea location walking to beaches and shops
- Gated 2-story beach house with big yard
2. How many Holiday Homes are available in Kihei?
Currently, the total number of properties listed by RBO in 2026 is over 2472 in the Kihei area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Holiday Homes in Kihei.
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House
10.0(4 Reviews)
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Villa
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House
10.0(51 Reviews)
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House
10.0(47 Reviews)
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Apartment
10.0(43 Reviews)
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4 Guests
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