Kailua Hale Kahakai

Kailua, HI 6 Bedrooms Vacation Rental

6 Beds 5 Baths Sleeps 12
Bright and lively living room with sliding doors to your backyard paradise. Enjoy your favorite meals with friends and family here.
Enjoy your favorite meals with friends and family here.

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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

  • Mar 16, 2025 Will definitely return Very comfortable house. Well appointed, well supplied. Fabulous location. Claudia was very responsive and especially helpful. John B
  • May 10, 2023 Our host was extremely kind and helpful. The home was spacious and modern, and the town was extremely cute. I recommended it for sure!!! Christopher R
  • 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

Welcome to Kailua Hale Kahakai, a serene beachfront estate set along one of the most breathtaking stretches of Kailua Beach. With six bedrooms, five bathrooms, and over 4,300 sq. ft. of breezy living space, this expansive retreat blends open-air island design, panoramic ocean views, and peaceful privacy on a quiet flag lot surrounded by swaying palms. Ideal for family gatherings, reunions, group travel, and extended stays, this home delivers a true Hawaiian beachfront experience.

What You’ll Love About Kailua Hale Kahakai
• Direct beachfront access to Kailua Beach
• Four ocean-view bedrooms on the upper level
• Expansive shaded lanai and lush oceanfront backyard
• Large chef-ready kitchen with stainless appliances and center island
• Two living rooms, formal dining room, and multiple indoor/outdoor gathering spaces
• Natural tradewinds and ceiling fans throughout (home is not air-conditioned)

Living & Dining
Designed for families and groups, the spacious living areas invite relaxation with coastal décor, sliding glass doors, and sweeping views of the turquoise shoreline. The formal living room overlooks Kailua Beach, while the adjacent TV room features a Smart TV for movie nights or quiet downtime. The bright, window-wrapped dining room seats your group comfortably and opens to the oceanfront backyard.

Chef-Ready Kitchen
The fully equipped kitchen includes stainless-steel appliances, a large center island, microwave, mixer, blender, toaster oven, coffee maker, grinder, and ample cookware. Whether preparing meals or crafting island cocktails, this kitchen is ready for every occasion.

Outdoor Oasis
Step onto the shaded lanai overlooking a private, palm-framed lawn that stretches toward the shoreline. Enjoy covered outdoor lounging and dining, oceanview seating areas, and a direct pathway to Kailua’s soft sandy beach. It’s the perfect setting for sunrise coffee, sunbathing, or sunset unwinding.

Sleeping Quarters
• Main Bedroom Suite (Upper Level) – King bed, balcony with ocean and bay views, ensuite with soaking tub and dual vanities
• Guest Bedroom 2 (Upper Level) – King bed, ocean view, shared full bath with tub
• Guest Bedroom 3 (Upper Level) – King bed, garden view, shared full bath with tub
• Guest Bedroom 4 (Upper Level) – King bed, ocean view, shared full bath with shower/tub combo
• Guest Bedroom 5 (Upper Level) – Queen bed, ocean view, shared full bath with shower/tub combo
• Guest Bedroom 6 (Main Level) – King bed, garden view, private ensuite bath with walk-in shower
Additional full bath on the ground level.

Extras
• Beach chairs, mats, umbrella, boogie boards, coolers
• Insulated cooler bag and beach bag
• Full-size washer/dryer
• Additional bedding
• On-site parking
• Smart TVs and cable
• Ceiling fans and natural breezes
• Secure smartlock entry

Nearby
• Walk: Kailua Beach, Kalama Beach, Kailua Beach Park, Kailua Town shops and restaurants, Island Snow, Lanikai Bike Path
• Short Drive: Lanikai Beach, Lanikai Pillbox Hike, Downtown Honolulu, Ala Moana Center, Kahala Mall, Koʻolau Golf Course, Maunawili Falls Trail, Whole Foods Kailua, Target Kailua

Good to Know
• Monthly rental; full monthly rate applies regardless of number of nights stayed
• Home does not have air conditioning; cooled by trade winds and ceiling fans
• Exclusive to renter for the full 30-day period
• Tax ID: TA-039-143-1168-01
• TMK: 430130020000

Reserve your dates now and experience the beauty, privacy, and beachfront serenity of Kailua Hale Kahakai.

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

  • 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

promos

  • 2026Spring15
  • SpringTA2026
  • StayLonger20

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Comments

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Mar 16, 2025 Will definitely return Very comfortable house. Well appointed, well supplied. Fabulous location. Claudia was very responsive and especially helpful. John B
May 10, 2023 Our host was extremely kind and helpful. The home was spacious and modern, and the town was extremely cute. I recommended it for sure!!! Christopher R
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

April 2026

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October 2026

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December 2026

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January 2027

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March 2027

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    Available     Unavailable  Check-In Only  Check-Out Only

Adults

Ages 18 or above

Children

Ages 2-17

Infants

Under 2

Pets

Bringing your pets?

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