Vacation Rentals with Private Pool in Diamond Head State Monument, HI: Compare 10+ Sites & Save

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  2. Vacation Rentals with Private Pool
  3.  USA

  4.  Hawaii

  5.  Honolulu
  6.  Diamond Head State Monument

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153 Best Vacation Rentals with Private Pool in Diamond Head State Monument (Starting from $176)

Cozy & Diamond Head View at Waikiki with Parking
Cozy & Diamond Head View at Waikiki with Parking
Apartment
Honolulu, HI, USA
2.0k from Diamond Head State Monument center

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

1 Bedroom4 Guests
8.6

Fabulous

8 reviews

$297
Average price / night
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Private 3BR Home Near Diamond Head
Private 3BR Home Near Diamond Head
House
Honolulu, HI, 96816, United States
0.8k from Diamond Head State Monument center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Microwave, No Smoking, Outdoor Space

3 Bedrooms6 Guests
New to Booking
$1451
Average price / night
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Waikiki Banyan with Ocean Views - Free Parking - Block from Beach
Waikiki Banyan with Ocean Views - Free Parking - Block from Beach
Apartment
Honolulu, HI, USA
2.0k from Diamond Head State Monument center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Jacuzzis, Places to stay

1 Bedroom4 Guests
New to Booking
$251
Average price / night
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Five-Bedroom Estate Near Diamond Head
Five-Bedroom Estate Near Diamond Head
House
Honolulu, HI, 96816, United States
0.8k from Diamond Head State Monument center

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

5 Bedrooms10 Guests
New to Booking
$1765
Average price / night
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Bright Waikiki 1BR with Stunning Ocean Views
Bright Waikiki 1BR with Stunning Ocean Views
Apartment
Honolulu, HI, USA
2.0k from Diamond Head State Monument center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$225
Average price / night
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Diamond Head Luxury Beachfront Estate
Diamond Head Luxury Beachfront Estate
Villa
Honolulu, HI, 96816, United States
1.0k from Diamond Head State Monument center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Kitchen, Microwave

5 Bedrooms10 Guests
New to Booking
$6056
Average price / night
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Freshly Updated Condo in Waikiki with Free Parking
Freshly Updated Condo in Waikiki with Free Parking
Apartment
Honolulu, HI, USA
2.0k from Diamond Head State Monument center

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

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$317
Average price / night
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Diamond Head Grandeur by Gather: Luxury Villa w/ Ocean View & Private Pool
Diamond Head Grandeur by Gather: Luxury Villa w/ Ocean View & Private Pool
Villa
Honolulu, HI, 96816, United States
1.0k from Diamond Head State Monument center

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

5 Bedrooms10 Guests
New to Booking
$2359
Average price / night
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City & Ocean View Near Waikiki Beach with Parking
City & Ocean View Near Waikiki Beach with Parking
Apartment
Honolulu, HI, USA
2.1k from Diamond Head State Monument center

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

1 Bedroom4 Guests
9.1

Superb

10 reviews

$357
Average price / night
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Diamond Head Luxe Private Estate with Pool | Sleeps 11
Diamond Head Luxe Private Estate with Pool | Sleeps 11
House
Honolulu, HI, 96816, United States
1.1k from Diamond Head State Monument center

AC, Balcony, Barbecue, Dryer, Free Parking, Kitchen, Microwave, No Smoking, Outdoor Space

6 Bedrooms11 Guests
New to Booking
$919
Average price / night
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Cozy & Elegant Studio in the heart of Waikiki
Cozy & Elegant Studio in the heart of Waikiki
Apartment
Honolulu, HI, USA
2.9k from Diamond Head State Monument center

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

1 Bedroom3 Guests
8.8

Fabulous

5 reviews

$316
Average price / night
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Hale Makai at Diamond Head: Stunning Oceanfront Estate w/Private Pool & AC
Hale Makai at Diamond Head: Stunning Oceanfront Estate w/Private Pool & AC
House
Honolulu, HI, 96815, United States
1.1k from Diamond Head State Monument center

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

3 Bedrooms8 Guests
9.6

Exceptional

39 reviews

$3767
Average price / night
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Waikiki Beach 1Bedroom Luxury Condo!
Waikiki Beach 1Bedroom Luxury Condo!
Apartment
Honolulu, HI, USA
2.9k from Diamond Head State Monument center

Apartments, Luxury, Cheap, Accommodations, Pools, Lodgings, Beach, Places to stay, Family

1 Bedroom5 Guests
8.7

Fabulous

12 reviews

$455
Average price / night
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Pili Pono by Gather: Elegant Honolulu Retreat w/ Pool & Private Oasis
Pili Pono by Gather: Elegant Honolulu Retreat w/ Pool & Private Oasis
House
Honolulu, HI, 96816, United States
1.4k from Diamond Head State Monument center

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

5 Bedrooms12 Guests
10.0

Exceptional

2 reviews

$1051
Average price / night
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Downtown Honolulu Skyview - 1Bed&Den- Free Parking
Downtown Honolulu Skyview - 1Bed&Den- Free Parking
Apartment
Honolulu, HI, USA
7.7k from Diamond Head State Monument center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Jacuzzis, Places to stay

1 Bedroom6 Guests
New to Booking
$348
Average price / night
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Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach
Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach
House
Honolulu, HI, 96816, United States
1.5k from Diamond Head State Monument center

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

4 Bedrooms9 Guests
10.0

Exceptional

20 reviews

$722
Average price / night
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Spacious Downtown Executive Retreat - Free Parking
Spacious Downtown Executive Retreat - Free Parking
Apartment
Honolulu, HI, USA
7.7k from Diamond Head State Monument center

Apartments, Accommodations, Pools, Parking, Spa, Lodgings, Beach, Jacuzzis, Places to stay

1 Bedroom2 Guests
7.0

Good

2 reviews

$299
Average price / night
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EPIC 30th Flr Oceanview Studio B Waikiki-Bargain FREE Beach Gear w/True Kitchen
EPIC 30th Flr Oceanview Studio B Waikiki-Bargain FREE Beach Gear w/True Kitchen
Apartment
Honolulu, HI, 96815, United States
1.5k from Diamond Head State Monument center

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

1 Bedroom3 Guests
8.8

Fabulous

31 reviews

$176
Average price / night
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Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi
Diamond Head Luxury Home w/Pool, AC, Lanai and close to Waikiki, Hale Le'ahi
House
Honolulu, HI, 96816, United States
1.5k from Diamond Head State Monument center

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

5 Bedrooms10 Guests
9.8

Exceptional

28 reviews

$1109
Average price / night
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Paradise Rental w/ Pool & Spa - 30 day min
Paradise Rental w/ Pool & Spa - 30 day min
House
Honolulu, HI, 96816, United States
1.6k from Diamond Head State Monument center

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

5 Bedrooms10 Guests
10.0

Exceptional

20 reviews

$848
Average price / night
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10% Off Summer Special! Luxury Oceanfront Estate: Banyan House
10% Off Summer Special! Luxury Oceanfront Estate: Banyan House
House
Honolulu, HI, 96816, United States
1.6k from Diamond Head State Monument center

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

8 Bedrooms16 Guests
10.0

Exceptional

6 reviews

$7491
Average price / night
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15% Off Summer Special! Luxury Oceanfront Estate: Banyan House 4BD
15% Off Summer Special! Luxury Oceanfront Estate: Banyan House 4BD
House
Honolulu, HI, 96816, United States
1.6k from Diamond Head State Monument center

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

4 Bedrooms8 Guests
New to Booking
$5936
Average price / night
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Luxurious Kahala Grand Splendor: Private Home w/Pool, Spa, AC & Lush Landscaping
Luxurious Kahala Grand Splendor: Private Home w/Pool, Spa, AC & Lush Landscaping
House
Honolulu, HI, 96816, United States
1.7k from Diamond Head State Monument center

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

5 Bedrooms10 Guests
New to Booking
$1410
Average price / night
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Long term rental near beach in Kahala with Pool
Long term rental near beach in Kahala with Pool
House
Honolulu, HI, 96816, United States
1.8k from Diamond Head State Monument center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Pool

5 Bedrooms5 Guests
New to Booking
$1855
Average price / night
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Ultra Luxury Oceanfront 8 BD 8.5 BA Pool & Hot Tub in Diamond Head
Ultra Luxury Oceanfront 8 BD 8.5 BA Pool & Hot Tub in Diamond Head
House
Honolulu, HI, 96816, United States
1.8k from Diamond Head State Monument center

AC, Extra Bed, Free Parking, Internet, No Smoking, Pool

8 Bedrooms16 Guests
New to Booking
$6622
Average price / night
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Kahala Breeze: Modern Tropical Home w/Pool, Private Yard, & A/C. Kahala Breeze
Kahala Breeze: Modern Tropical Home w/Pool, Private Yard, & A/C. Kahala Breeze
House
Honolulu, HI, 96816, United States
1.9k from Diamond Head State Monument center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$714
Average price / night
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Wake up in paradise with a touch of Hawaiian rainbow
Wake up in paradise with a touch of Hawaiian rainbow
Condo
Honolulu, HI, 96815, United States
1.9k from Diamond Head State Monument center

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

1 Bedroom2 Guests
9.6

Exceptional

15 reviews

$224
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 Diamond Head State Monument.

Where to stay in Diamond Head State Monument? Best neighborhoods & areas

Diamond Head State Monument Vacation Rentals with Private Pool on the Map

Frequently Asked Questions

You can explore 153 verified vacation rentals with a private pool in Diamond Head State Monument. These include standalone villas and private homes where the pool is reserved exclusively for your group.

Prices for rentals with a private pool in Diamond Head State Monument vary depending on the property size, location, and travel season. Rates typically start from around $176 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 Diamond Head State Monument also welcome pets. Currently, 1 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 Diamond Head State Monument 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 Diamond Head State Monument 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.