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10.0/10 · 5 reviews

Ho'okipa Villa: Historic Home + Guest Cottage in Kahala

Honolulu, OahuView location
Bedrooms
5
Bathrooms
4
Guests
14

A place to make Hawaii yours.

Overview

A closer look

About this property

Ho'okipa Villa is a beautifully renovated 5-bedroom luxury estate blending vintage 1930s charm with modern island living in Honolulu's upscale Kahala neighborhood. The main home offers 4 bedrooms and multiple living areas, while a private guest cottage adds a 5th bedroom, bathroom, and full kitchen. Enjoy the spacious lanai, pool, outdoor shower, and lush tropical landscaping. Just minutes from Kahala Beach, the Kahala Hotel, and a short drive to Waikiki, this serene retreat is perfect for families seeking comfort, space, and classic Hawaiian style.

Tucked within the prestigious Kahala neighborhood, Ho‘okipa Villa by Gather blends vintage Hawaiian charm with modern comfort for the ultimate island retreat. Originally built in 1938 and lovingly restored, this five-bedroom, four-bathroom estate spans over 3,000 sq. ft. and accommodates up to 14 guests. With a private pool, lush outdoor spaces, and a separate guest cottage, this residence offers a perfect balance of space, style, and serenity just minutes from Kahala Beach and Waikiki.

What You’ll Love About Ho‘okipa Villa by Gather

  • Classic Hawaiian architecture beautifully updated with modern finishes
  • Expansive outdoor living with pool, BBQ, and covered lanai for alfresco dining
  • Main home with four bedrooms and three baths, plus a private guest cottage with full kitchen
  • Gourmet kitchen and two bright living areas for gathering and relaxation
  • Prime location near Kahala Beach, the Kahala Hotel & Resort, and Waikiki attractions

Living & Dining

Step into this bright and inviting home where vintage details meet contemporary design. The open layout connects the living areas with the kitchen and dining room, creating a seamless flow for entertaining and everyday comfort. The spacious living rooms feature cozy seating, flat-screen TVs, and large windows that fill the interiors with natural light.

The newly remodeled kitchen is fully equipped with modern appliances, stone countertops, and a breakfast bar for casual meals. The adjacent dining area features a long farmhouse-style table perfect for family dinners or festive celebrations.

Outdoor Oasis

Outside, a sparkling private pool and lush gardens invite you to unwind under the Hawaiian sun. Lounge by the water, enjoy a backyard BBQ under the covered lanai, or cool off with an outdoor shower after a day at the beach. The setting provides both privacy and tranquility, with plenty of space for dining, sunbathing, and connecting with loved ones.

Sleeping Quarters

  • Primary Suite – King bed, split A/C, ensuite bathroom with shower/tub combo and single vanity.
  • Bedroom 2 – Queen bed, central A/C, direct backyard access, adjacent full bath.
  • Bedroom 3 – Two Twin beds, split A/C, shares full ensuite with Bedroom 4.
  • Bedroom 4 – Two Twin beds, split A/C, connected to Bedroom 3 via shared full bath.
  • Bedroom 5 (Guest Cottage) – Queen bed, split A/C, ensuite bath, full kitchen, and private living area with sofa bed.

Each bedroom offers a unique layout and charm, ensuring both comfort and privacy for guests.

Guest Cottage

Perfect for extended families or guests seeking added privacy, the separate cottage includes its own living room, dining nook, kitchen, and full bath. The cottage suite features a Queen bed and private access to the pool area.

Extras

This home is equipped with split and window A/C units throughout, high-speed Wi-Fi, smart TVs, laundry facilities, and gated entry. The thoughtful layout and multiple gathering spaces make it ideal for families or groups traveling together.

Location

Nestled in exclusive Kahala, Ho‘okipa Villa places you close to the island’s most beautiful beaches and attractions. Walk or drive a few minutes to Kahala Beach for swimming and sunbathing, or visit the nearby Kahala Hotel & Resort to dine oceanside and see the resident dolphins. Waikiki’s world-class shopping, dining, and nightlife are less than a 10-minute drive away.

Good to Know

  • Monthly rental only; full-month rate applies regardless of stay length
  • Standard occupancy 10 guests; maximum occupancy 14 guests (extra guest fee applies)
  • Electric security deposit: $500; includes up to $400 usage allowance
  • Split and window A/C units throughout
  • TA-088-184-4224-01
  • TMK: 350100100000

Your Island Story Awaits

From leisurely poolside mornings to sunset strolls along Kahala Beach, Ho‘okipa Villa by Gather offers a timeless Hawaiian experience where comfort, history, and aloha come together in perfect harmony.

Registration Number: TA-088-184-4224-01, 350100100000, GE-088-184-4224-01

Availability

Make time for Hawaii

Availability calendar

Choose an available check-in date, then your check-out. Your selected dates and booking link will appear in a popout.

12-month availability

AvailableUnavailableNot providedYour dates

Availability can change. Final availability, rates and booking details are confirmed by our partner.

Guest reviews

Guest experiences

Guest reviews

Chloe R.10.0/10
Jun 21, 2023

It was in a perfect location; it was just outside of the downtown area but yet close enough to get to whatever we wanted to do. The house fit perfectly for a large family and made helped make our first vacation to Hawaii perfect.

Lisa F.10.0/10
Mar 18, 2020

The location was easy to find and very comfortable for our family. Grandparents, parents, adults and teens all had a great time. Parking for the rental van. Walking distance to mall - shopping, restaurants, fast food - and the beach. Comfortable beds. Everything was clean and well maintained. It would have been nice to have an outdoor clothes line to dry towels and swimsuits outside, but we made to with a drying rack. All the convenience of being at home, but in Hawaii.

Jon S.10.0/10
Nov 20, 2018

The house was perfect for our group to call a home base as we explored the island. Very relaxing and kids had a blast in the pool. Would highly recommend.

Mary Ann P.10.0/10
Feb 25, 2018

Nice roomy house well equipped with necessities of daily living. Perfect for families with children. Well kept grounds and pool. Walking distance of great, uncrowded beach and Kahala Mall(Starbucks, Cookie Corner, Macys, Whole Foods). Local living at it's best! Great management response and service

james k.10.0/10
Nov 16, 2017

This was an exceptional property for our family. Main house has all the amenities for kids including a game room with large screen TV. The kitchen is well equipped and ideal for family dining. Most of our meals were on the outdoor patio adjacent to the pool. We would usually barbecue on the grill and enjoy a warm outdoor evening. Kids loved the pool and spent hours swimming and playing. In addition there is a pool house which is fully equipped with kitchen, bedroom, TV etc. Easily accommodates older kids or another family. Excellent large washer and dryer which is a necessity in Hawaii. Well located near a large shopping mall with whole foods market. Easy access to beaches, downtown Honolulu and tourist sites. Will definitely return on our next Hawaiian vacation. Jim K

Location

Your island setting

Property location

Honolulu, Oahu

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Photos

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FAQ

Helpful details

Frequently asked questions

Quick answers about this property and the reservation process.

Where is this vacation rental located?
  • City: Honolulu (postal 96816) Hawaii

Nearby highlights

  • Location: Honolulu, HI (Kahala – South O'ahu – 8.75 km to center), United States
  • Near a health or beauty spa
  • Near a zoo
How many bedrooms and bathrooms does it have?

5 bedrooms and 4 bathrooms.

How many guests can it sleep?

This rental sleeps up to 14 guests.

What amenities are available?
  • Private vacation home
  • Unit size: 3010 sq ft (280 sq m)
  • 5 bedrooms
  • Bed sheets provided
  • 4 bathrooms
  • Hair dryer
  • Air conditioning
  • Internet access
  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster
  • Laundry facilities
  • Washing machine and dryer
  • Private pool
  • Lanai / balcony
  • BBQ grill grill
  • Garden
  • Onsite parking
  • Onsite parking options include a garage
  • A/C
  • BBQ grill
  • Dryer
  • Free Parking
  • Kitchen
  • Laundry
  • No Smoking
  • Outdoor Hot tub / space
  • Pool
  • Tennis Court
  • TV
  • Washer
What should I know about check-in?
  • Check in starts at 4:00 PM
  • Check out before 10:00 AM
  • Minimum check in age: 21
  • Check in time starts at 4:00 PM
  • You will receive an email from the host with check in and check out instructions
  • Government issued photo identification and a credit card, debit card, or cash deposit may be required at check in for incidental charges
  • Onsite parties or group events are strictly prohibited
  • Property Registration Number TA 088 184 4224 01, 350100100000, GE 088 184 4224 01
What are the house rules and policies?
  • Pets not allowed
  • Children are welcome.
  • Onsite parties or group events are strictly prohibited
What are popular things to do nearby and on Oahu?
  • Cycling nearby
  • Fishing nearby
  • Golfing on site
  • Hiking nearby
  • Hiking/biking trails nearby
  • Horse riding nearby
  • Scuba diving nearby
  • Tennis on site
  • Location: Honolulu, HI (Kahala – South O'ahu – 8.75 km to center), United States
  • Near a health or beauty spa
  • Near a zoo
Do I need a rental car on Oahu, and what about parking?

A rental car may not be required for every stay, but transportation needs depend on your arrival airport, activities and how much of the island you plan to visit. Parking notes: Onsite parking, Onsite parking options include a garage.

What kind of rental is this?

This is a cottage rental.

Does the Check Availability button open the booking page?

The button opens the partner listing page where you can review final rates, fees, availability, policies and booking details before booking.

Local Weather

Today's Weather in Honolulu

Weather in Honolulu
Breezy · Updated 9:15 pm HST · Sunset 6:24 pm HST
Temperature
79°F
Feels like
79°F
Wind
24mph
Rain chance
45%
Breezy tonight – trade winds still on shift.

From our home in Hawaii

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