Kailua Hale Kahakai

Kailua, HI 6 Bedrooms Vacation Rental

6 Beds 5 Baths Sleeps 12
Enjoy some time in the shaded outdoor seating area with gorgeous tropical views Immerse yourself in the natural beauty of the island right in your backyard
Immerse yourself in the natural beauty of the island right in your backyard

Show All Photos

Rooms

  • bed icon

    Bedroom # 1

    Main Bedroom Suite

    1 King

  • bed icon

    Bedroom # 2

    Guest Bedroom 2

    1 King

  • bed icon

    Bedroom # 3

    Guest Bedroom 3

    1 King

  • bed icon

    Bedroom # 4

    Guest Bedroom 4

    1 King

  • bed icon

    Bedroom # 5

    Guest Bedroom 5

    1 Queen

  • bed icon

    Bedroom # 6

    Guest Bedroom 6

    1 King

6 Beds 5 Baths Sleeps 12

Amenities

Beach Front
Ocean View
Waterfront
Ocean Front

Reviews

  • Nov 17, 2022 Wow, this place is awesome! We stayed with our three kids and never wanted to leave the property. The house is spacious, beautifully decorated, and private.  The property is set well back from the road so all you hear are crashing waves and tropical birds- it is heavenly!  The breeze blows 24/7 so the rooms were never too hot and we didn’t miss AC at all.  The house has everything you need and while the bathrooms aren’t new, all the appliances, beds, furniture, etc. are brand new and high quality.  The beach is stunning, the water warm, and the waves outside perfect for boogie boarding.  If you’re interested in other sports- the kayaking, surfing, and kite boarding from the house are all amazing and right there- not even a drive.  We can’t wait to be back for another month away. Jenny S

Description

Prices start at $18,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.

Let the tranquil atmosphere of Kailua Hale Kahakai whisk you away into vacation mode! Located on one of the most beautiful stretches of Kailua Beach, this spacious villa boasts gorgeous ocean views from four of the six bedrooms. This villa also sits on a quiet flag lot, offering true peace and serenity surrounded by palm trees, giving you a lush, tropical feel and the perfect space to enjoy the natural beauty of the island in the enormous beachfront backyard.

The spacious and open-air design overlooking the crystal clear blue waters of Oahu’s eastern shore makes this beachfront villa aptly fit for entertaining and is ideal for a family reunion or an escape to paradise with a group of friends. This villa is not equipped with air conditioning, but thanks to the tradewinds over the ocean on the eastern side and ceiling fans throughout, you’ll be cool, comfortable and relaxed. Being on the windward side of Oahu with a multitude of sliding doors and windows throughout, the home is breezy thanks to the soft winds blowing in from over the ocean.

The expansive common spaces include a large kitchen outfitted with several stainless steel appliances and a large center island for any chef to feel fully comfortable in their culinary elements while entertaining guests. Overlooking the kitchen is the formal indoor dining area with seating for 6 and views of the lush, oceanfront backyard and tall palms swaying in the breeze as well as two living areas both with plush sofas for your comfort. The formal living area boasts amazing views of Kailua Beach as well as a fireplace to warm you up on chilly evenings. The TV room is just on the other side of the first level and boasts a Smart TV to host a movie night or catch up on your favorite shows.

Flowing seamlessly from the common area through sliding doors, you’ll find the shady, covered lanai with a variety of chaise lounge chairs and tables overlooking the lush flora on the lawn as well as the ocean beyond. It is the perfect place to spend the day soaking up the tropical sunshine, or to unwind at the end of the day watching the colorful display of the Hawaiian sunset. Plus, get a taste of everything the island has to offer with both mountain side and ocean side outdoor dining with simply amazing views.

The Main Bedroom Suite on the upper level boasts a comfortable king-size bed, a balcony with full-fledged ocean and Kailua Bay views, a ceiling fan, and a large private ensuite bathroom with a soaking tub and dual vanities. The beach view second bedroom and garden view third guest bedroom are both located on the upper level and furnished with a king bed, ceiling fan, and access to a shared full bath with a soaking tub. Also on the upper level, guest bedroom four has a king bed and guest bedroom five has a queen bed, both with stunning and expansive ocean views. Bedrooms four and five share a full bathroom with a shower/tub combo and single vanity. Guest bedroom six is located on the main level of the villa and offers garden views, a king bed, and a private ensuite bathroom with a walk-in shower and single vanity with ample counter space. There’s an additional full bath/ powder room on the ground level of the home as well with a shower for your convenience.

Apart from the beach directly in your backyard, Kailua Hale Kahakai is located within walking distance to some of Oahu’s most prized attractions. Visit beaches such as Kailua and Kalama Beach and Beach Parks as well as historic downtown Kailua where you’ll find ample opportunities for shopping, dining, and entertainment for the whole group to enjoy. If you’re looking for more of a metropolitan vibe, downtown Honolulu is a 20-minute drive and is the central urban hub of Hawaii with endless options for restaurants, boutiques, and entertainment venues. You can also explore the immeasurable beauty of Oahu’s nature with scenic beaches lining the famous eastern shore or hiking within the lush and mountainous interior of the island.

Whether you spend your days adventuring around the island, meandering downtown Honolulu’s luxury markets, or lazily lounging in your private, beachfront backyard, let Kailua Hale Kahakai be your private relaxation station for your next Hawaiian holiday. There’s no doubt that guests will be living in luxury, creating meaningful memories that will last a lifetime.

The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.

TA-039-143-1168-01

TMK: 430130020000

Room

Beds

Main Bedroom Suite (Upper Level)

King (1)

Attached Full Bath with Tub, Ocean View, Beach Front

Guest Bedroom 2 (Upper Level)

King (1)

Access to Shared Full Bath with Tub, Ocean View, Beach Front

Guest Bedroom 3 (Upper Level)

King (1)

Access to Shared Full Bath with Tub, Ocean View, Beach Front

Guest Bedroom 4 (Upper Level)

King (1)

Access to Shared Full Bath with Shower or Tub, Ocean View, Beach Front

Guest Bedroom 5 (Upper Level)

Queen (1)

Access to Shared Full Bath with Shower or Tub, Ocean View, Beach Front

Guest Bedroom 6 (Main Level)

King (1)

Private Full Bath, Garden View

Main Bedroom Suite Attached Full Bath

full bathroom

Guest Bedroom 6 Private Bath

full bathroom

Guest Bedroom 2 & 3 Shared Bath

full bathroom

Guest Bedroom 4 & 5 Shared Bath

full bathroom

Guest Full Bath (Ground Level)

full bathroom

Nearby Activities

  • Cycling
  • Fishing
  • Golfing
  • Hiking
  • Horseback riding
  • Museums
  • Scuba diving or Snorkeling
  • Shopping
  • Spa and wellness
  • Tennis
  • Watersports

Kitchen and Dining

  • BBQ
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Dining Area
  • Dishes Utensils
  • Dishwasher
  • Food Processor
  • Freezer
  • Juicer
  • Kettle
  • Kitchen
  • Kitchen Basics
  • Microwave
  • Mixer
  • Oven
  • Refrigerator
  • Rice Cooker
  • Stove
  • Toaster
  • Toaster Oven

Amenities

  • Dryer
  • Essentials
  • Ethernet Connection
  • Extra Pillows And Blankets
  • Hair Dryer
  • Iron
  • Linens
  • Parking space
  • Private Entrance
  • Safe
  • Shampoo
  • Smartlock
  • Washer
  • Wifi/Internet

Cleanliness

  • 24Hr Check-In
  • Self Check In / Check Out

Safety Features

  • Deadbolt Lock
  • Fire Extinguisher
  • First Aid Kit
  • Outdoor Lighting
  • Security Cameras
  • Smoke Detector

Suitability

  • Accessibility Ask
  • Bath Tub
  • Ceiling fans
  • Children Welcome
  • Free Parking
  • Hot Water
  • Pets Not Allowed
  • Smoking Not Allowed
  • Suitable for Elderly

Entertainment

  • Laptop Friendly
  • Satellite or Cable TV
  • Smart TV
  • Television

Internal Amenities

  • Additional Bedding
  • Beach Chairs
  • Beach Towels
  • Boogie Boards
  • Recent Property Upgrades

Outdoor Amenities

  • Beach Bag
  • Beach Mats
  • Beach Umbrella
  • Cooler - Ice Chest
  • Garden
  • Insulated Cooler Bag
  • Lanai/Balcony
  • Outdoor Shower
  • Private yard

Themes

  • Family
  • Luxury
  • Romantic

Car

  • Car Recommended

Location/Property Types

  • Beach Front
  • Beach View
  • Garden View
  • Near Ocean
  • Ocean Front
  • Ocean View
  • Popular Town
  • Walk to Shops / Restaurants
  • Waterfront

Property Manager

  • 30 Day Properties
  • Claudia Evenschor
  • Mark LeRoy Hualalai

Leave a review:

Please Rate your stay

Comments

Personal Information:

Thank you for submitting your review. It will be processed shortly!

Nov 17, 2022 Wow, this place is awesome! We stayed with our three kids and never wanted to leave the property. The house is spacious, beautifully decorated, and private.  The property is set well back from the road so all you hear are crashing waves and tropical birds- it is heavenly!  The breeze blows 24/7 so the rooms were never too hot and we didn’t miss AC at all.  The house has everything you need and while the bathrooms aren’t new, all the appliances, beds, furniture, etc. are brand new and high quality.  The beach is stunning, the water warm, and the waves outside perfect for boogie boarding.  If you’re interested in other sports- the kayaking, surfing, and kite boarding from the house are all amazing and right there- not even a drive.  We can’t wait to be back for another month away. Jenny S

October 2024

S M T W T F S
    01 02 03 04 05
06 07 08 09 10 11 12
13 14 15 16 17 18 19
20 21 22 23 24 25 26
27 28 29 30 31
$650
    

November 2024

S M T W T F S
          01
$650
 02
$650
03
$1,000
 04 05 06 07 08 09
10 11 12 13 14 15 16
17 18 19 20 21
$700
 22
$700
 23
$700
24
$700
 25
$700
 26
$700
 27
$700
 28
$700
 29
$700
 30
$700

December 2024

S M T W T F S
01
$700
 02
$700
 03
$700
 04
$700
 05
$700
 06
$700
 07
$700
08
$700
 09
$700
 10
$700
 11
$700
 12
$700
 13
$700
 14
$700
15
$700
 16
$700
 17
$700
 18
$700
 19
$700
 20
$700
 21
$700
22
$1,000
 23 24 25 26 27 28
29 30 31        

January 2025

S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12
$1,000
 13
$1,000
 14
$1,000
 15
$1,000
 16
$900
 17
$900
 18
$900
19
$900
 20
$900
 21
$900
 22
$900
 23
$900
 24
$900
 25
$900
26
$900
 27
$900
 28
$900
 29
$900
 30
$900
 31
$900
  

February 2025

S M T W T F S
            01
$900
02
$900
 03
$900
 04
$900
 05
$900
 06
$900
 07
$900
 08
$900
09
$700
 10 11 12 13 14 15
16 17 18 19 20 21 22
23 24 25 26 27 28  

March 2025

S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13 14 15
$900
16
$900
 17 18 19 20 21 22
23 24 25 26 27 28 29
30 31
$700
          

April 2025

S M T W T F S
    01
$700
 02
$700
 03
$700
 04
$700
 05
$700
06
$700
 07
$700
 08
$700
 09
$700
 10
$700
 11
$700
 12
$700
13
$700
 14
$700
 15
$700
 16
$700
 17
$700
 18
$700
 19
$700
20
$700
 21
$700
 22
$700
 23
$700
 24
$700
 25
$700
 26
$700
27
$700
 28
$700
 29
$700
 30
$700
      

May 2025

S M T W T F S
        01
$750
 02
$750
 03
$750
04
$750
 05
$750
 06
$750
 07
$750
 08
$750
 09
$750
 10
$750
11
$750
 12
$750
 13
$750
 14
$750
 15
$750
 16
$750
 17
$750
18
$750
 19
$750
 20
$750
 21
$750
 22
$750
 23
$750
 24
$750
25
$750
 26
$750
 27
$750
 28
$750
 29
$750
 30
$750
 31
$750

June 2025

S M T W T F S
01
$950
 02
$950
 03
$950
 04
$950
 05
$950
 06
$950
 07
$950
08
$950
 09
$950
 10
$950
 11
$950
 12
$950
 13
$950
 14
$950
15
$950
 16
$950
 17
$950
 18
$950
 19
$950
 20
$950
 21
$950
22
$950
 23
$950
 24
$950
 25
$950
 26
$950
 27
$950
 28
$950
29
$950
 30
$950
          

July 2025

S M T W T F S
    01
$950
 02
$950
 03
$950
 04
$950
 05
$950
06
$950
 07
$950
 08
$950
 09
$950
 10
$950
 11
$950
 12
$950
13
$950
 14
$950
 15
$950
 16
$950
 17
$950
 18
$950
 19
$950
20
$950
 21
$950
 22
$950
 23
$950
 24
$950
 25
$950
 26
$950
27
$950
 28
$950
 29
$950
 30
$950
 31
$950
    

August 2025

S M T W T F S
          01
$950
 02
$950
03
$950
 04
$950
 05
$950
 06
$950
 07
$950
 08
$950
 09
$950
10
$950
 11
$950
 12
$950
 13
$950
 14
$950
 15
$950
 16
$950
17
$950
 18
$950
 19
$950
 20
$950
 21
$950
 22
$950
 23
$950
24
$950
 25
$950
 26
$950
 27
$950
 28
$950
 29
$950
 30
$950
31
$950
            

September 2025

S M T W T F S
  01
$650
 02
$650
 03
$650
 04
$650
 05
$650
 06
$650
07
$650
 08
$650
 09
$650
 10
$650
 11
$650
 12
$650
 13
$650
14
$650
 15
$650
 16
$650
 17
$650
 18
$650
 19
$650
 20
$650
21
$650
 22
$650
 23
$650
 24
$650
 25
$650
 26
$650
 27
$650
28
$650
 29
$650
 30
$650
        
    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

Request Submitted!

Terms & Conditions