Kihei Cottage Rentals

Compare Cottages, Resorts, & Rentals in Kihei, Hawaii, USA

New Maui Luxury with Island Serenity - Wailea Beach Villas Penthouse K107
10.0 (135 Reviews)
2 Bedrooms 6 Guests
|
10.0 (7 Reviews)
1 Bedroom 2 Guests
From US $524 per night
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10.0 (17 Reviews)
1 Bedroom 2 Guests
New Hoolei Residences 93-3 Luxurious 3BR Villa, Sleeps 8
10.0 (31 Reviews)
3 Bedrooms 8 Guests
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10.0 (5 Reviews)
1 Bedroom 4 Guests
Bed & Breakfast
From US $373 per night
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10.0 (9 Reviews)
1 Bedroom 2 Guests
New Experience luxury in Wailea Ekolu 1106, a spacious 2BR Stunning Ocean views
From US $2,512 per night
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10.0 (4 Reviews)
57 Bedrooms 24 Guests
From US $460 per night
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10.0 (8 Reviews)
1 Bedroom 2 Guests
New Wailea Elua 204 - Luxury 1BR, 2BA Condo, Stunning Ocean Views & Modern Upgrades
10.0 (2 Reviews)
1 Bedroom 2 Guests
From US $511 per night
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10.0 (4 Reviews)
1 Bedroom 3 Guests
From US $345 per night
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10.0 (4 Reviews)
1 Bedroom 4 Guests
New Ground-Floor Gem in Wailea Ekahi Village
10.0 (1 Review)
1 Bedroom 4 Guests
10.0 (4 Reviews)
2 Bedrooms 6 Guests
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
New Hoolei Residences 23-3 3BD Wailea Villa w/Luxury Interiors, Ocean Views & Pool
From US $318 per night
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10.0 (3 Reviews)
1 Bedroom 4 Guests
From US $275 per night
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10.0 (3 Reviews)
1 Bedroom 4 Guests
From US $803 per night
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
New Spacious Ground Floor Maui Retreat, Grand Champion
New
2 Bedrooms 8 Guests
From US $689 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
New Ocean View w/AC - Wailea Elua 306
From US $1,778 per night
New
2 Bedrooms 4 Guests
From US $618 per night
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10.0 (2 Reviews)
2 Bedrooms 5 Guests
New 2 Bedrooms Condo, Steps from the Beach
From US $1,630 per night
New
2 Bedrooms 8 Guests
|
10.0 (2 Reviews)
2 Bedrooms 5 Guests
New Oceanview Retreat – 2 Side-by-Side Condos!
New
2 Bedrooms 8 Guests
|
10.0 (2 Reviews)
2 Bedrooms 6 Guests
New Steps to Beach! Chic 2BR at Maui Banyan Resort
New
2 Bedrooms 8 Guests
|
10.0 (2 Reviews)
1 Bedroom 4 Guests
From US $300 per night
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10.0 (2 Reviews)
1 Bedroom 4 Guests
New Ocean and Molokini Views by Beach - Wailea Ekahi 13D
New
2 Bedrooms 4 Guests
New Welcoming 3-bedroom condo with AC in sunny Kihei
New
3 Bedrooms 8 Guests
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
From US $1,151 per night
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10.0 (7 Reviews)
1 Bedroom 2 Guests
From US $215 per night
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10.0 (2 Reviews)
1 Bedroom 5 Guests
From US $409 per night
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10.0 (5 Reviews)
1 Bedroom 2 Guests
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10.0 (2 Reviews)
1 Bedroom 4 Guests
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10.0 (4 Reviews)
1 Bedroom 4 Guests
New across from Charley Young beach #2
From US $192 per night
New
1 Bedroom 4 Guests
From US $398 per night
|
10.0 (2 Reviews)
1 Bedroom 4 Guests
|
10.0 (2 Reviews)
1 Bedroom 4 Guests
From US $571 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
New 2 Bedroom Twin at WorldMark Kihei
From US $379 per night
New
2 Bedrooms 6 Guests
10.0 (2 Reviews)
1 Bedroom 3 Guests
New 2 Bedroom Twin at WorldMark Kihei
From US $272 per night
New
4 Bedrooms 6 Guests
10.0 (2 Reviews)
1 Bedroom 4 Guests
Apartment
From US $382 per night
10.0 (2 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
3 Bedrooms 6 Guests
10.0 (276 Reviews)
1 Bedroom 4 Guests
|
10.0 (1 Review)
2 Bedrooms 6 Guests
10.0 (276 Reviews)
1 Bedroom 2 Guests
From US $1,101 per night
|
10.0 (1 Review)
2 Bedrooms 5 Guests

About Kihei Vacation Rentals

There are over 7765 amazing vacation rentals available in Kihei. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Kihei.

Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Kihei, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Kihei. The average size of places to stay near Kihei is approximately 758.72 ft², with prices averaging US $587 per night.

Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Kihei. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.

Frequently Asked Questions About Kihei?

What are the top cottages, summer homes, and lake houses in Kihei?

How many rentals, hotels, or resorts are available in Kihei?

Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 7765 properties listed by Vacation Cottage in the Kihei area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Kihei.

Nearby Neighborhood (2)

Neighborhood Property Count
Wailea Rental Cottages and Private Getaways in Kihei, Hawaii 1304
Halama Street Rental Cottages and Private Getaways in Kihei, Hawaii 5772