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Kahala Luxury Vacation Rentals & Villas

Start Your Vacation Rental Search > Hawai’i Vacation Rentals and Villas > Oahu Luxury Vacation Rentals & Villas > Kahala Luxury Vacation Rentals & Villas

Popular Oahu neighborhoods

Aina Haina | Diamond Head | Hawaii Kai | Kailua | Kaka’ako | Kuilima Estates | Lanikai | Makaha | North Shore | Turtle Bay | Waikiki | Waimanalo
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The average night price is $1,580

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    Oceanside Yard with Moonrise Oceanfront lawn Pool and Cabana towards Home Pool and Cabana toward Ocean Front Courtyard Front Entrance Great Room
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Banyan House

8 Beds
9.5 Baths
16 Sleeps

Starting at $3,833/night

    Pool and Cabana toward Ocean Pool and Cabana towards Home Oceanfront lawn Front Courtyard Front Entrance Great Room Great Room
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Banyan House 4 Bedroom

4 Beds
5.5 Baths
8 Sleeps

Starting at $3,333/night

    Luxurious pool area with views of the beach Pool deck, with plenty of lounge options Enjoy complete privacy in a fully gated property Entry foyer and staircase to upper floor Indoor/outdoor bar seating for seven guests Living room area, looking makai (toward the ocean) Living room area, looking mauka (toward the mountains)
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Kahala Beachside Estate

7 Beds
8 Baths
14 Sleeps

Starting at $2,500/night

    Kahala Mini Resort Primary bedroom Primary bathroom Primary bedroom lanai Guest bedroom Guest bathroom Guest bedroom

Kahala Mini Resort*

7 Beds
7.5 Baths
14 Sleeps

Starting at $4,250/night

    Welcome to The Kahala Mansion outdoor living spaces that define your stay. Elegant living space with high ceilings, plush seating, and natural light, brings the outside indoor. The open floorplan connects lania, living, kitchen and dining for indoor-outdoor living. Breakfast bar right off the second living area for quick meals or coffee. Elegant kitchen island with seating for dining and socializing. Second living area, adjacent to the formal living space, right off the kitchen. Elegant living space with high ceilings and sophisticated decor, ideal for comfort and style.

The Kahala Mansion

5 Beds
5.5 Baths
12 Sleeps

Starting at $1,800/night

    Luxurious Backyard Lounge Seating on Covered Lanai Game Area with Pool Table Convertible to a Ping Pong Table Front Entry Room Front Entry Room Front Entry Room Dining Room

Kahala Lani

5 Beds
4 Baths
14 Sleeps

Starting at $833/night

    Inviting resort-style pool with crystal-clear waters, framed by a beautifully landscaped garden—your luxury retreat at home. Lanai/Terrace. Lush tropical paradise with a private pool and sun loungers. Sun-drenched backyard oasis with comfortable lounging, perfect for relaxation and entertainment in your private slice of paradise. Welcoming home entrance with tropical landscaping and a spacious driveway. Living Room. Living Room.
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Kahala Breeze

4 Beds
4.5 Baths
8 Sleeps

Starting at $450/night

    Enjoy the morning views on the front living room with pool view. A perfect spot to enjoy your coffee. The view from the primary suite lounge. The primary suite lounge looking at the front living area. Enjoy a relaxing dip in the private pool. The home has an open-concept floorplan allowing seamless flow and connection. Back living and TV room.

Kahala Cottage

2 Beds
2 Baths
6 Sleeps

Starting at $183/night

    Enjoy the tropical garden views from your home away from home. Welcome to Kahala Beachside Villa! The spacious living area features a seamless indoor-outdoor living with direct access to the balcony. Gather and dine with a view to the tropical gardens! The kitchen offers top tier appliances to make meal prepping a breeze and a breakfast nook on the side. The kitchen has white cabinetry for extra storage. Dine with a view in this bright and airy dining area with elegant table for four.

Kahala Beachfront Villa

2 Beds
2 Baths
6 Sleeps

Starting at $176/night

    Relax by the pool and take in the stunning views from Kahala Grand Splendor. Dine with a view in the elegant dining area with table for eight, just steps away from the pool. A large pool with a fountain and an ion cleaning system, providing a chemical-free pool experience. Twilight views from the pool! Relax and dine in the open-concept living and dining area with beautiful poolside views. Enjoy the spacious and elegant living area, perfect for gatherings and relaxation. Prepare meals with ease in the modern and fully equipped kitchen with garden and pool views..

Kahala Grand Splendor

5 Beds
4.5 Baths
10 Sleeps

Starting at $833/night

    Pool courtyard Living Room Family/TV Room Dining Table and Living Room Kitchen/Dining Area Open Kitchen Kitchen with Bar Seating
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Kahala Seaside

4 Beds
3.5 Baths
7 Sleeps

Starting at $400/night

    Back yard, with view of main house TV/family room TV/family room Kitchen and breakfast nook Kitchen and breakfast nook Sitting area off Kitchen Kitchen views!

Holiday Availability

(2)

Ho'okipa Villa

5 Beds
4 Baths
12 Sleeps

Starting at $367/night

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