Vacation Rentals with Pool in Waialae Iki, HI: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  USA

  4.  Hawaii

  5.  Honolulu
  6.  Waialae Iki

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1859 Best Vacation Rentals with Pool in Waialae Iki (Starting from $129)

The Kahala Hotel and Resort
The Kahala Hotel and Resort
Resort
Honolulu, HI, USA
0.1k from Waialae Iki center

Luxury, Accommodations, Pools, Resorts, Parking, Spa, Golf, Romantic, Pet-friendly

187 Bedrooms42 Guests
9.0

Fabulous

601 reviews

$561
Average price / night
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Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
Condo
Honolulu, HI, 96816, United States
0.1k from Waialae Iki center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Free Parking, Hot Tub, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$424
Average price / night
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Honolulu Vacation Rental Walk to Beaches
Honolulu Vacation Rental Walk to Beaches
Apartment
Honolulu, HI, USA
4.3k from Waialae Iki center

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

1 Bedroom4 Guests
New to Booking
$142
Average price / night
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The Kahala Hotel & Resort
The Kahala Hotel & Resort
Resort
5000 Kahala Ave, Honolulu, HI, 96816, United States
0.1k from Waialae Iki center

AC, Babysitting, Bar, Breakfast Available, Business Services, Children Club, Crib, Elevator, Extra Bed

9.4

Superb

1002 reviews

$630
Average price / night
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Stunning Mountain View Condo, Near Beach with Parking
Stunning Mountain View Condo, Near Beach with Parking
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
9.0

Fabulous

18 reviews

$276
Average price / night
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Spring Special, Enjoy Luxury Resort Style Living at it's Best!
Spring Special, Enjoy Luxury Resort Style Living at it's Best!
Condo
Honolulu, HI, 96816, United States
0.1k from Waialae Iki center

AC, Balcony, Crib, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

2 reviews

$862
Average price / night
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Waikiki Sunset 1605
Waikiki Sunset 1605
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

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

1 Bedroom4 Guests
7.7

Good

3 reviews

$129
Average price / night
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Kahala Beachfront Unique Bohemian Home
Kahala Beachfront Unique Bohemian Home
Condo
Honolulu, HI, 96816, United States
0.1k from Waialae Iki center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
8.4

Very Good

5 reviews

$438
Average price / night
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W Sunset 2303
W Sunset 2303
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

Apartments, Accommodations, Pools, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
8.3

Very Good

9 reviews

$208
Average price / night
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Right on the beach near Diamond Head and 4 miles from Waikiki!
Right on the beach near Diamond Head and 4 miles from Waikiki!
Condo
Honolulu, HI, 96816, United States
0.1k from Waialae Iki center

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

1 Bedroom4 Guests
9.0

Fabulous

13 reviews

$220
Average price / night
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Mountain Views & Steps to Beach - Free Parking!
Mountain Views & Steps to Beach - Free Parking!
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

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

1 Bedroom4 Guests
9.0

Fabulous

3 reviews

$189
Average price / night
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BEACHFRONT - 2bdrm 2 bath, fine art, contemporary design in luxury building.
BEACHFRONT - 2bdrm 2 bath, fine art, contemporary design in luxury building.
Condo
Honolulu, HI, 96816, United States
0.3k from Waialae Iki center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms5 Guests
New to Booking
$294
Average price / night
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Mountain View Condo, Near Beach, Free Parking!
Mountain View Condo, Near Beach, Free Parking!
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom4 Guests
8.6

Fabulous

17 reviews

$215
Average price / night
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Kahala Lani: Balinese-inspired Home immersed in nature, Private Pool
Kahala Lani: Balinese-inspired Home immersed in nature, Private Pool
House
Honolulu, HI, 96816, United States
0.3k from Waialae Iki center

AC, Arcade, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms14 Guests
New to Booking
$1215
Average price / night
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Waikiki Sunset Mountain View Near Beach with Parking
Waikiki Sunset Mountain View Near Beach with Parking
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

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

1 Bedroom4 Guests
8.6

Fabulous

12 reviews

$215
Average price / night
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Condo on the Beach (Kahala) 1 bedroom \"March & April\" ***Special Rates***
Condo on the Beach (Kahala) 1 bedroom \"March & April\" ***Special Rates***
Condo
Honolulu, HI, 96816, United States
0.4k from Waialae Iki center

AC, Balcony, Dryer, Elevator, Fitness Equipment, Free Parking, Internet, Kitchen, Laundry

1 Bedroom2 Guests
2.0

Review score

1 reviews

$189
Average price / night
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Newly Renovated 2 Bedroom Condo, 1 Block to Waikiki Beach, Free Parking
Newly Renovated 2 Bedroom Condo, 1 Block to Waikiki Beach, Free Parking
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms5 Guests
9.0

Fabulous

4 reviews

$1051
Average price / night
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Large 2BD/2BA Kahala Beach Front Condo Furnished
Large 2BD/2BA Kahala Beach Front Condo Furnished
Apartment
Honolulu, HI, 96816, United States
0.4k from Waialae Iki center

AC, Balcony, Dryer, Elevator, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen

2 Bedrooms8 Guests
New to Booking
$350
Average price / night
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Diamond Head View at Waikiki Sunset with Parking
Diamond Head View at Waikiki Sunset with Parking
Apartment
Honolulu, HI, USA
4.7k from Waialae Iki center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom4 Guests
8.8

Fabulous

6 reviews

$302
Average price / night
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Waialae Golf Estates Tranquil Home w/Private Pool-Exclusive Golf Course View
Waialae Golf Estates Tranquil Home w/Private Pool-Exclusive Golf Course View
House
Honolulu, HI, 96821, United States
0.5k from Waialae Iki center

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

4 Bedrooms8 Guests
9.6

Exceptional

9 reviews

$681
Average price / night
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Luxury Kahala Oasis by Gather: Spacious 6BR Retreat w/ Pool, Spa & Near Beach
Luxury Kahala Oasis by Gather: Spacious 6BR Retreat w/ Pool, Spa & Near Beach
House
Honolulu, HI, 96816, United States
0.6k from Waialae Iki center

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

6 Bedrooms12 Guests
New to Booking
$1515
Average price / night
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Kahala Estate • Pool • Cottage • Steps to Beach
Kahala Estate • Pool • Cottage • Steps to Beach
House
Honolulu, HI, 96816, United States
0.6k from Waialae Iki center

AC, Barbecue, Free Parking, Laundry, Microwave, Pool, TV

New to Booking
$775
Average price / night
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Beachfront, Kahala Mini Resort, w/2 pools, private tennis court, gated, A/C,
Beachfront, Kahala Mini Resort, w/2 pools, private tennis court, gated, A/C,
House
Honolulu, HI, 96816, United States
0.8k from Waialae Iki center

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

7 Bedrooms14 Guests
10.0

Exceptional

23 reviews

$6554
Average price / night
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Ho'okipa Villa: Historic Home+Guest Cottage in Kahala near the Beach w/Pool & AC
Ho'okipa Villa: Historic Home+Guest Cottage in Kahala near the Beach w/Pool & AC
House
Honolulu, HI, 96816, United States
0.8k from Waialae Iki center

AC, Balcony, Barbecue, Dryer, Free Parking, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms14 Guests
10.0

Exceptional

5 reviews

$899
Average price / night
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Kahala Beachside Estate: Luxury Estate w/Pool, Jacuzzi, AC & Spacious Yard
Kahala Beachside Estate: Luxury Estate w/Pool, Jacuzzi, AC & Spacious Yard
House
Honolulu, HI, 96816, United States
0.8k from Waialae Iki center

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

7 Bedrooms14 Guests
New to Booking
$5444
Average price / night
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Close to Kahala Beach/Air Conditioning/Heated Pool/Clean/Quiet Neighborhood
Close to Kahala Beach/Air Conditioning/Heated Pool/Clean/Quiet Neighborhood
House
Honolulu, HI, 96816, United States
1.2k from Waialae Iki center

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

4 Bedrooms8 Guests
10.0

Exceptional

8 reviews

$2997
Average price / night
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Kahala Palms by Gather: Elegant Beachside Home w/ Pool & Jacuzzi
Kahala Palms by Gather: Elegant Beachside Home w/ Pool & Jacuzzi
House
Honolulu, HI, 96816, United States
1.3k from Waialae Iki center

AC, Balcony, Dryer, Free Parking, Hot Tub, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$1135
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 Pool in Waialae Iki.

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Waialae Iki Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 1859 verified vacation rentals with a pool in Waialae Iki. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Waialae Iki vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $129 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Waialae Iki offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Waialae Iki welcome pets. Currently, 3 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Waialae Iki often include additional outdoor features such as Pool, Laundry, and View. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Waialae Iki offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.