Vacation Rentals with Private Pool in Kihei, HI: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
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  4.  Hawaii

  5.  Kihei

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257 Best Vacation Rentals with Private Pool in Kihei (Starting from $169)

103 Kihei Holiday
103 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom7 Guests
9.3

Superb

3 reviews

$469
Average price / night
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PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
House
Kihei, HI, 96753, United States
0.4k from Kihei center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

188 reviews

$918
Average price / night
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110 Kihei Holiday
110 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom7 Guests
1.0

Review score

1 reviews

$469
Average price / night
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Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
House
Kihei, HI, 96753, United States
0.5k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

6 Bedrooms18 Guests
10.0

Exceptional

42 reviews

$3133
Average price / night
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214 Kihei Holiday
214 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom7 Guests
9.3

Superb

3 reviews

$491
Average price / night
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Secluded home with spectacular ocean and sunset views
Secluded home with spectacular ocean and sunset views
House
Kihei, HI, 96753, United States
0.5k from Kihei center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

21 reviews

$1522
Average price / night
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107 Kihei Holiday
107 Kihei Holiday
Apartment
Kihei, HI, USA
0.7k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$249
Average price / night
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Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
Specials - Sep-Dec, Tropical Oceanfront Estate, Pool, Gated, Privacy, Ocean view
House
Kihei, HI, 96753, United States
0.7k from Kihei center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

6 Bedrooms17 Guests
9.6

Exceptional

216 reviews

$2489
Average price / night
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KBM Resorts FREE CAR Maalaea Surf 1-Bedroom Condo with Prime Location Turtle views MSR-F2
KBM Resorts FREE CAR Maalaea Surf 1-Bedroom Condo with Prime Location Turtle views MSR-F2
Apartment
Kihei, HI, USA
1.4k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$337
Average price / night
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Amazing Ocean Views, Quiet Complex Two Bedroom, King Bed, Private.  Great place.
Amazing Ocean Views, Quiet Complex Two Bedroom, King Bed, Private. Great place.
Condo
Kihei, HI, 96753, United States
0.8k from Kihei center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
9.6

Exceptional

134 reviews

$324
Average price / night
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401 Nani Kai HaleBeachfrontNewly Remodeled
401 Nani Kai HaleBeachfrontNewly Remodeled
House
Kihei, HI, USA
1.6k from Kihei center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$169
Average price / night
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Privacy in Paradise! 2nd Flr, updated,across from Beach!  Smaller 6 unit complex
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Condo
Kihei, HI, 96753, United States
0.9k from Kihei center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
8.6

Fabulous

91 reviews

$290
Average price / night
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C7 Hono Kai
C7 Hono Kai
Apartment
Wailuku, HI, USA
5.8k from Kihei center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom7 Guests
7.7

Good

3 reviews

$589
Average price / night
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Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
Perch - Maui condo: Pool, beach access, daily tranquility on lanai – an indulgent escape.
Condo
kihei, HI, 96753, United States
1.3k from Kihei center

AC, Barbecue, Dryer, Extra Bed, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$423
Average price / night
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401 Maalaea Banyans
401 Maalaea Banyans
Apartment
Wailuku, HI, USA
5.9k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Jacuzzis, Places to stay

1 Bedroom8 Guests
7.4

Good

7 reviews

$715
Average price / night
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Tropical Getaway Dream!! Nicely Updated 1b/1b King Bed* *Smaller Quiet Complex
Tropical Getaway Dream!! Nicely Updated 1b/1b King Bed* *Smaller Quiet Complex
Condo
Kihei, HI, 96753, United States
1.3k from Kihei center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
9.4

Superb

84 reviews

$244
Average price / night
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106 Milowai
106 Milowai
House
Wailuku, HI, USA
6.1k from Kihei center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
8.0

Good

7 reviews

$415
Average price / night
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LOVELY*Piece of Paradise in Beautiful South Maui!
LOVELY*Piece of Paradise in Beautiful South Maui!
Condo
Kihei, HI, 96753, United States
1.3k from Kihei center

AC, Barbecue, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.8

Exceptional

12 reviews

$212
Average price / night
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Renovated Condo - 3 Min Walk to Toes in the Sand!
Renovated Condo - 3 Min Walk to Toes in the Sand!
Apartment
Wailea, HI, USA
6.7k from Kihei center

Apartments, Cheap, Accommodations, Pools, Parking, Serviced apartments, Lodgings, Jacuzzis, Places to stay

1 Bedroom4 Guests
9.8

Exceptional

4 reviews

$412
Average price / night
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Sugar Beach Maui! Direct Ocean Front! Best View! Best Value! Penthouse!
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value! Penthouse!
Condo
Kihei, HI, 96753, United States
1.4k from Kihei center

AC, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, No Smoking, Pool

1 Bedroom4 Guests
10.0

Exceptional

36 reviews

$265
Average price / night
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 Ocean View & Access,  2BR/2BA/AC
Ocean View & Access, 2BR/2BA/AC
Condo
Kihei, HI, 96753, United States
1.4k from Kihei center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Free Parking, Internet, Kitchen

2 Bedrooms6 Guests
9.8

Exceptional

122 reviews

$430
Average price / night
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Cant get any closer to the OCEAN!
Cant get any closer to the OCEAN!
Condo
Kihei, HI, 96753, United States
1.4k from Kihei center

AC, Barbecue, Crib, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

81 reviews

$866
Average price / night
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Oceanfront Modern & Elegant Vistas
Oceanfront Modern & Elegant Vistas
Apartment
Kihei, HI, 96753, United States
1.5k from Kihei center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
7.0

Good

2 reviews

$619
Average price / night
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Oceanfront 2BR Condo in Kihei Maui – Stunning Lanai Sunsets, Pool & Beach Access
Oceanfront 2BR Condo in Kihei Maui – Stunning Lanai Sunsets, Pool & Beach Access
Condo
Kihei, HI, 96753, United States
1.5k from Kihei center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Heater

2 Bedrooms5 Guests
10.0

Exceptional

116 reviews

$419
Average price / night
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Ma'alaea Surf, Unit G10, 2BR Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen
Ma'alaea Surf, Unit G10, 2BR Beachfront Condo, AC, Wi-Fi, Pool, TV, Kitchen
Condo
Kihei, HI, 96753, United States
1.5k from Kihei center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

56 reviews

$537
Average price / night
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Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
Condo
Kihei, HI, 96753, United States
1.5k from Kihei center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
9.4

Superb

65 reviews

$383
Average price / night
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Oceanfront! Air Conditioned! Amazing Views! Ground Floor! 3 Bedroom 2 Bath
Oceanfront! Air Conditioned! Amazing Views! Ground Floor! 3 Bedroom 2 Bath
Condo
Kihei, HI, 96753, United States
1.5k from Kihei center

AC, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Heater, Internet, Kitchen

3 Bedrooms10 Guests
9.8

Exceptional

293 reviews

$950
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Private Pool in Kihei.

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Kihei Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 257 verified vacation rentals with a private pool in Kihei. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Kihei vary depending on the property size, location, and travel season. Rates typically start from around $169 per night, with higher prices for larger homes, prime locations, or peak travel periods.

Yes, properties listed with private pools are intended for the exclusive use of guests staying at that home. You can review listing photos and descriptions to better understand the layout and level of privacy offered.

Yes, some vacation rentals with private pools in Kihei also welcome pets. Currently, 4 listings allow pets, although policies may vary. It’s a good idea to review any rules related to pets and outdoor areas before booking.

Private pool properties are often in high demand, especially during holidays and warmer months, so booking 90 to 120 days in advance is recommended. During quieter periods, you may still find availability closer to your travel dates.

Vacation rentals with private pools in Kihei often include additional features such as Pool, Private Pool, and Wellness Facilities. These amenities enhance comfort and create a more relaxing, self-contained stay.

Some family-friendly vacation rentals in Kihei include safety features such as pool fences, covers, or screened enclosures. It’s recommended to check the property details to confirm whether a specific rental meets your safety preferences.