Owner Direct Vacation Rentals in Kihei

The Best Owner Direct Vacation Rentals in Kihei. Explore thousands of vacation home rentals, large cabins, and villas near Kihei

South Maui 1 BR Guest Suite - Kamaole Beach Area From US $250
         

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10.0 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Modern & Polished Oceanfront Vistas From US $524
         

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10.0 (17 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Ho'olei at Grand Wailea From US $2,512
         

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10.0 (5 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Wailea Ekahi 21F From US $511
         

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10.0 (4 Reviews)
Apartment
  • Pool
  • Security/Safety
  • Guest Services

Luxury Places to Stay in Kihei

Over 7681+ Luxury Places to Stay in or Near Kihei
Wailea Beach Villas WBV-PH 412 by KBM From US $9,660
         

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New
Apartment
  • Air Conditioner
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DISCOUNTED OCTOBER Special - Oceanfront Private Home From US $6,641
         

10.0 (108 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
ICONIC OCEANFRONT ESTATE IN WONDERFUL WAILEA, MAUI! From US $6,633
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Aloha Villas Resort | 12 Bed, 12.5 Bath From US $6,193
         

9.8 (44 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Kihei

Over 6766+ Top-Rated Vacation Rentals with a Pool in or Near Kihei
Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $489
         

Stunning Views from only double lanai Penthouse unit. From US $362
         

10.0 (251 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Kihei

Over 67+ Pet-Friendly Vacation Rentals in or Near Kihei
Hale Kamaole 266 From US $579
         

10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Child Friendly
Beautiful Home! Stunning Ocean Views! From US $746
         

10.0 (51 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ocean View Residence From US $553
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Maui What a Wonderful World Bed & Breakfast From US $294
         

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9.4 (82 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Maui Sunset Oasis- Top Unit w/AC From US $646
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Wailea Sunset Condo - Ekolu #607 From US $400
         

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9.2 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Four Seasons Resort Maui at Wailea From US $1,408
         

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9.0 (146 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Kihei on PetFriendly.io

Large Vacation Homes & Villas in Kihei

Over 261+ Large Vacation Homes & Villas in or Near Kihei
Hula On In to Beach House Chic Style, Click the Video tour below! From US $600
         

PRIME WHALE SEASON DECEMBER 15-21 NOW AVAILABLE! From US $514
         

10.0 (135 Reviews)
Villa
  • Air Conditioner
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  • Pool
Stunning Koa Resort 3bd Villa with private Jet Spa From US $671
         

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10.0 (1 Review)
Villa
  • Air Conditioner
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Luxe Oceanview Hideaway on Wailea Old Blue Golf Course From US $399
         

10.0 (123 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Ho'olei Unit 12-2, Close to Pool, Walk to Beach From US $995
         

10.0 (1 Review)
Villa
  • Parking
  • Security/Safety
  • Wellness Facilities

Wheelchair Accessible Vacation Homes in Kihei

Over 2724+ Wheelchair Accessible Vacation Homes in or Near Kihei
Island Surf 601 From US $430
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Elegant Oceanfront w/Pool & Hot Tub in Maui Sunset
New
From US $718
         

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New
Apartment
  • View
  • Wheelchair Accessible
  • Ocean View
Calming Coastal Vistas From US $460
         

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10.0 (8 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Island Surf 601B From US $275
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Kamaole Sands 7-103 From US $300
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible

Kihei Varoom and Airbnb Places to Stay Under $200

Over 211+ Kihei Varoom and Airbnb Places to Stay Under $200
Kamaole Beach Royale 405 - Expansive Ocean Views From US $199
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations From US $88
         

Maui Sunset B104 From US $200
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • Accessibility
Kamaole Sands 3-103 From US $199
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • View
Oceanfront Paradise: Fully Remodeled Ground Floor Condo (HKOK119) From US $183
         

Instantly Bookable Vacation Homes in Kihei

Over 5052+ Instantly Bookable Vacation Homes in or Near Kihei
Breathtaking Oceanfront Boutique From US $405
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Oceanfront, Million-Dollar-View, Newly renovated! B421 From US $725
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Elegant Oceanfront Vistas From US $298
         

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New
House
  • Air Conditioner
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Ocean-View Comfort at Kihei Garden Estates C204
New
From US $370
         

9.4 (92 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Kihei Vacation Rentals

With more than 7690 Kihei vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Ownerdirect and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Kihei.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Ownerdirect Kihei, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Kihei. Places to stay near Kihei are 766.92 ft² on average, with prices averaging $615 a night.

Ownerdirect makes it easy and safe to find and compare vacation rentals in Kihei with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Kihei

Type Count
Holiday Apartments 1127
Vacation Homes 891
Villas 135
Resorts 111
Hotels with Suites 63
Cottages 17
B&B 8
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Kihei

Pro Tip: Ownerdirect makes it easy to compare the best listings on Ownerdirect homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Ownerdirect homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Kihei.

Weather in Kihei

View the weather forecast for Kihei before booking your Kihei Vacation Rentals to confirm your best time to go.

December - February
High 82°F       Low 63°F
March - May
High 86°F       Low 66°F
June - August
High 90°F       Low 71°F
September - November
High 90°F       Low 66°F