Naramata Wineries - Vacation Rentals in Kihei

Breathtaking Oceanfront Boutique From US $405
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible
Maui Vista 1207 From US $197
         

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7.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Kihei Maui Island Style, Beach, Pool, Restaurants Kihei Gardens Estates From US $580
         

Kihei Bay Surf 145 From US $162
         

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7.7 (28 Reviews)
Apartment
  • Parking
  • Pool
  • Child Friendly
Aloha MAI2 From US $209
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Villa Moana Maui From US $1,892
         

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New
Villa
  • Air Conditioner
  • Parking
  • View
Keawakapu by Coldwell Banker Island Vacations From US $518
         

New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly

Luxury Places to Stay in Kihei

Over 1599+ Luxury Places to Stay in or Near Kihei

Top-Rated Vacation Rentals with a Pool in Kihei

Over 1266+ Top-Rated Vacation Rentals with a Pool in or Near Kihei
9B EKAHI VILLAGE-STUDIO BATH, GARDEN VIEW - 1 MINUTE STROLL to BEACH! From US $263
         

Kihei Akahi C210 From US $223
         

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10.0 (6 Reviews)
House
  • Parking
  • Pool
  • View
Ho'olei at Grand Wailea From US $3,013
         

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10.0 (5 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Turtle Paradise - King bed, AC, Across from Beach From US $257
         

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10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Upscale & Luxurious Oceanview Resort Vistas From US $689
         

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10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Kamaole Sands 3-303 From US $345
         

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10.0 (4 Reviews)
House
  • Parking
  • Pool
  • View

Pet-Friendly Vacation Rentals in Kihei

Over 16+ Pet-Friendly Vacation Rentals in or Near Kihei
Maui What a Wonderful World Bed & Breakfast From US $339
         

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9.4 (82 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Wailea Sunset Condo - Ekolu #607 From US $524
         

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9.2 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Four Seasons Resort Maui at Wailea From US $1,534
         

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9.0 (145 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
1BD Condo with Ocean Views: 40% OFF, Self Check-In From US $416
         

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8.6 (29 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Condo w/Private Lanai, Ocean View & On-Site Pool! From US $203
         

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8.6 (10 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Andaz Maui at Wailea Resort - A Concept by Hyatt From US $819
         

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8.4 (59 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Top Floor Ocean Views Condo From US $494
         

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7.4 (32 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful Oceanfront Condo From US $294
         

7.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Kihei on PetFriendly.io

Large Vacation Homes & Villas in Kihei

Over 78+ Large Vacation Homes & Villas in or Near Kihei
Wailea Beach Villa H202 by Coldwell Banker Island Vacations From US $1,372
         

Ho'olei Unit 12-2, Close to Pool, Walk to Beach From US $995
         

10.0 (1 Review)
Villa
  • Parking
  • Security/Safety
  • Wellness Facilities
Koa Resort 4A, Family friendly, Close to the beach, Pool AC From US $815
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Stunning Koa Resort 3bd Villa with private Jet Spa From US $671
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool
Kihei Garden Estates C-201 - Ocean Views, Split AC From US $379
         

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9.5 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Nona Lani Cottages From US $446
         

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9.3 (104 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Maui Kamaole by HI From US $1,800
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Under the Maui Sun From US $490
         

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9.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Kihei

Over 45+ Wheelchair Accessible Vacation Homes in or Near Kihei
Kihei Condo Ocean View Lanai & Pool, Walk to Beach From US $388
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kamaole Sands 5-216 From US $468
         

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10.0 (1 Review)
Apartment
  • Pool
  • View
  • Wheelchair Accessible
Island Surf 601 From US $430
         

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9.7 (4 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • View
Cute Ocean View Condo, walk to beach LSV03 From US $303
         

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9.7 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Wailea Grand Champions 87 From US $348
         

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9.6 (29 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible
Hip Hawaiian Oceanfront Vistas From US $375
         

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9.6 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Fairmont Kea Lani, Maui From US $1,168
         

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9.3 (114 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Deluxe Oceanside Resort Vistas From US $318
         

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9.3 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Kihei Vacation Rentals and Airbnb Places to Stay Under $200

Over 43+ Kihei Vacation Rentals 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
Maui Sunset B104 From US $200
         

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

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10.0 (1 Review)
House
  • Parking
  • Pool
  • View
Maui Sunset B105 From US $180
         

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10.0 (1 Review)
House
  • Parking
  • Pool
  • View
Beautiful Kihei Hideaway Studio Across the Beach LSV02 From US $156
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
MBH109 Charming & Updated Maui Banyan 2 Bath From US $176
         

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9.8 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Maui Vista 2-301 - Modern and Bright Renovation From US $179
         

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9.3 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Keawakapu 206 From US $184
         

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9.2 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View

About Kihei Vacation Rentals

With more than 1608 Kihei vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries 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 Naramatawineries 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 872.71 ft² on average, with prices averaging US $542 a night.

Naramatawineries 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 1101
Vacation Homes 463
Villas 18
Hotels 14
Resorts 10
B&B 1
Others 1

Use these Quick Filters to Find a Vacation Rental in Kihei

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries 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

Kihei Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Kihei?
How many vacation rentals are available in Kihei?

Currently, the total number of properties listed in 2026 is over 1608 in the Kihei area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Kihei.