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Villa holiday rentals in Kailua

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Quick stats about villa rentals in Kailua

  • Nightly prices starting at

    Kailua holiday rentals start at $2,332 NZD per night before taxes and fees

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Kailua rentals

  • 5 Average rating

    Kailua stays are highly rated by guests—averaging 5 out of 5!

Top-rated villa rentals in Kailua

Guests agree: These villas are highly rated for location, cleanliness and more.

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Top Guest favourite
An ocean view from a balcony captures the landscape of palm trees gracefully swaying beside a sandy beach. The calm blue ocean stretches toward the horizon, blending seamlessly with the sky. Amenities such as pools and lush greenery are visible in the foreground.
Villa in Honolulu County
4.97 out of 5 average rating, 222 reviews

Ko Olina Oceanfront | Disney | Next Avail 09/28

Sept 28th and Oct 20th, are our next available dates in our upscale, homeowner-managed 2-bedroom, 2-bathroom villa at Beach Villas at Ko Olina, steps from Disney’s Aulani (not affiliated). Enjoy boutique hotel luxury with unobstructed ocean views from our two ocean facing lanais, relaxed beachy style, and easy walks to the beach bar, restaurants, shops, golf, marina, and luau. High-end Wolf/Sub-Zero, Sonos, LG OLED, and new Miele appliances elevate your stay.

LocationValueParking

Guest favourite
Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.
Villa in Kapolei
4.88 out of 5 average rating, 230 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

Feel free to message me a request to book and the times you are looking for. The least expensive option is the Mountain View Studio w/kitchenette that sleeps 4. Price is MORE THAN HALF the cost if you book direct with the hotel. Also includes free parking where hotel charges $45/day. The most beautiful resort and Guestroom in Ko Olina right on the beach in a picturesque lagoon. 30 minutes from the airport and Honolulu. * Free WiFi, Free self-parking.

ValueLocationOutdoor spaces

Superhost
An outdoor pool area is surrounded by lush tropical vegetation and palm trees. A wide blue pool reflects the sky, framed by dark rocks and colorful flowers. Lounge chairs are arranged neatly along the pool's edge, inviting relaxation.
Villa in Kapolei

Marriott's Ko Olina Beach Club | Two-Bedroom Villa

Find your happy place at a beautiful villa at Marriott's Ko Olina Beach Club, right on Oahu's gorgeous western coast. Imagine yourself relaxing on the beach, swimming in the clear lagoons, and enjoying all the great things the Ko Olina Resort & Marina has to offer. It's a wonderful spot for families and anyone looking to unwind, with golf, luaus, and the lively Kapolei area close by, and Honolulu a quick trip away.

FamilyPoolCondition

Superhost
A resort-style pool surrounded by lush palm trees and vibrant tropical plants is featured. Multiple lounge chairs are arranged alongside the sparkling blue water, offering relaxation options. Thatched-roof cabanas are visible in the background, enhancing the outdoor leisure environment.
Villa in Kapolei

Marriott's Ko Olina Beach Club | Two-Bedroom Villa

Find your happy place at a beautiful villa at Marriott's Ko Olina Beach Club, right on Oahu's gorgeous western coast. Imagine yourself relaxing on the beach, swimming in the clear lagoons, and enjoying all the great things the Ko Olina Resort & Marina has to offer. It's a wonderful spot for families and anyone looking to unwind, with golf, luaus, and the lively Kapolei area close by, and Honolulu a quick trip away.

Superhost
A large outdoor pool is surrounded by tropical palm trees and lush landscaping. Chaise lounge chairs are positioned along the poolside, and vibrant flowers add color to the scene. The tranquil water reflects the clear sky, creating a serene atmosphere.
Villa in Kapolei

Marriott's Ko Olina Beach Club | Two-Bedroom Villa

Find your happy place at a beautiful villa at Marriott's Ko Olina Beach Club, right on Oahu's gorgeous western coast. Imagine yourself relaxing on the beach, swimming in the clear lagoons, and enjoying all the great things the Ko Olina Resort & Marina has to offer. It's a wonderful spot for families and anyone looking to unwind, with golf, luaus, and the lively Kapolei area close by, and Honolulu a quick trip away.

Superhost
A two-story home with a garage is set against a stunning mountain backdrop, indicating a peaceful suburban environment. The property features a spacious driveway and a fenced yard, with lush green hills rising behind the house under a colorful sunset sky.
Villa in Waianae
4.88 out of 5 average rating, 73 reviews

Makaha Villa by AvantStay | Mountain + Ocean Views

- 7-minute drive to Makaha Beach - Access to the communal pool, spa and fitness center - Mountain and ocean views - Cul-de-sac location provides quietness, ample outdoor space, privacy, and parking space - Backyard lounge - Four bedrooms: 2 kings, 1 queen, 1 bunk bed - Bright, chic interior design and tons of natural light - Fully equipped kitchen

FamilyLocationHospitality

Superhost
A resort pool is surrounded by lush tropical landscaping and palm trees. Comfortable lounge chairs are placed around the pool area. Thatched-roof cabanas offer shaded seating options. The clear blue water contrasts against the vibrant greenery, under a sunny sky with a few scattered clouds.
Villa in Kapolei

Marriott Ko Olina Studio - View Varies

Overlooking Ko Olina beach, this upscale resort is a 9-minute walk from Ko Olina Golf Club and 5 miles from Wet 'n' Wild Hawaii water park. Classic rooms with mountain views offer free WiFi, cable TV, and a DVD player, plus a kitchenette and balconies. The hotel features a private beach, three outdoor pools, and seven hot tubs.

FamilyKitchenHospitality

Guest favourite
An inviting outdoor view showcases a well-maintained lawn leading to the sandy beach. Vibrant tropical plants frame the area, with palm trees swaying gently. A picturesque scene includes beach umbrellas and a calm ocean in the background under a partly cloudy sky.
Villa in Kawela Bay
4.87 out of 5 average rating, 46 reviews

Villa 102: Walk out, private lanai, Ocean View

From this Ocean Villa at the Turtle Bay Resort you can walk right out your living room sliding doors to the beach, pool and BBQ’s! With just 20 yards of lawn before the sandy beach, this villa has dramatic ocean views from just about everywhere!

LocationFamilyCondition

A scenic view of a sandy beach bordered by palm trees and lush green landscaping is presented. The calm ocean glimmers in the background, while seating areas under umbrellas are visible along the shoreline. The villa is marked, showing its proximity to the beach.
Villa in Kapolei
5.0 out of 5 average rating, 6 reviews

Ko Olina Beach Villa B-208

Prime Location Beach Villa only steps away from the beach. Enjoy beautiful beach and ocean views from your lanai of the closest beach villa to the beach on the 2nd floor of the desirable sunset side of the Beach Villas at Ko Olina.

ValueFamilyWalkability

Guest favourite
Floor-to-ceiling glass doors open to a spacious lanai, revealing panoramic ocean views. The outdoor dining area features a teak table surrounded by chairs, while tropical palm trees sway in the breeze. Natural light fills the inviting interior, highlighting the comfortable furnishings.
Villa in Kawela Bay
4.88 out of 5 average rating, 42 reviews

Villa 317 King bd Penthouse Ocean View TurtleBay

Located on the third floor in a private corner of the Ocean Villas, this unit offers dramatic panoramic ocean views from every room. Keep your lanai doors open at night and fall asleep to the sound of the waves.

ValueLocationHiking

A private lanai features a round dining table surrounded by comfortable chairs. A basket of colorful tropical fruits is displayed on the table, with palm trees and ocean views visible in the background, providing a serene outdoor setting.
Villa in Kapolei
4.95 out of 5 average rating, 21 reviews

Ocean Tower 204

Summer Sale Rates-OT204- Sleeps up to 6- 2 bed, 2 bath

ValueLocationCondition

Villa in Honolulu County
4.85 out of 5 average rating, 41 reviews

Beach Tower 307

Summer Sale Rates-BT307-Beautiful pool and ocean views

LocationFamilyWi-Fi

Popular amenities for Kailua villa rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

Guest favourite
Villa in Kapolei
5.0 out of 5 average rating, 5 reviews

Beach Tower 805

LocationViewAccuracy

An outdoor balcony on the 12th floor offers seating with vibrant red cushions on dark wicker chairs. A scenic view of the ocean and clouds is framed by the balcony railing, creating a serene backdrop for relaxation.
Villa in Ko Olina Beach
4.9 out of 5 average rating, 30 reviews

Ocean Tower 1205

FamilyValueHot tub

Top Guest favourite
An ocean view from a balcony captures the landscape of palm trees gracefully swaying beside a sandy beach. The calm blue ocean stretches toward the horizon, blending seamlessly with the sky. Amenities such as pools and lush greenery are visible in the foreground.
Villa in Honolulu County
4.97 out of 5 average rating, 222 reviews

Ko Olina Oceanfront | Disney | Next Avail 09/28

LocationFamilySleep quality

Guest favourite
Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.
Villa in Kapolei
4.88 out of 5 average rating, 230 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

FamilyValueAccess

Guest favourite
A bright lanai is visible with a round dining table surrounded by wooden chairs, offering a view of the ocean and palm trees. The vibrant blue water and partly cloudy sky create a serene backdrop through the large sliding doors.
Villa in Kawela Bay
4.91 out of 5 average rating, 45 reviews

Villa 202, KING bed, Amazing Ocean Views, Turtle B

FamilyValueAmenities

Guest favourite
Floor-to-ceiling glass doors open to a spacious lanai, revealing panoramic ocean views. The outdoor dining area features a teak table surrounded by chairs, while tropical palm trees sway in the breeze. Natural light fills the inviting interior, highlighting the comfortable furnishings.
Villa in Kawela Bay
4.88 out of 5 average rating, 42 reviews

Villa 317 King bd Penthouse Ocean View TurtleBay

LocationFamilyPool

Guest favourite
A spacious lanai is highlighted by a table with four chairs and a chaise lounge, overlooking a vibrant tropical scene. Palm trees and a serene ocean view create a tranquil backdrop, accessible through large sliding glass doors that invite natural light into the villa.
Villa in Kapolei
4.93 out of 5 average rating, 27 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

FamilyLocationCleanliness

Superhost
A two-story home with a garage is set against a stunning mountain backdrop, indicating a peaceful suburban environment. The property features a spacious driveway and a fenced yard, with lush green hills rising behind the house under a colorful sunset sky.
Villa in Waianae
4.88 out of 5 average rating, 73 reviews

Makaha Villa by AvantStay | Mountain + Ocean Views

FamilyLocationCheckout

Luxury villa rentals

Top Guest favourite
An ocean view from a balcony captures the landscape of palm trees gracefully swaying beside a sandy beach. The calm blue ocean stretches toward the horizon, blending seamlessly with the sky. Amenities such as pools and lush greenery are visible in the foreground.
Villa in Honolulu County
4.97 out of 5 average rating, 222 reviews

Ko Olina Oceanfront | Disney | Next Avail 09/28

ValueFamilyGetting around

Guest favourite
Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.
Villa in Kapolei
4.88 out of 5 average rating, 230 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

ValueFamilyIndoor spaces

Guest favourite
Floor-to-ceiling glass doors open to a spacious lanai, revealing panoramic ocean views. The outdoor dining area features a teak table surrounded by chairs, while tropical palm trees sway in the breeze. Natural light fills the inviting interior, highlighting the comfortable furnishings.
Villa in Kawela Bay
4.88 out of 5 average rating, 42 reviews

Villa 317 King bd Penthouse Ocean View TurtleBay

ValueLocationPool

Guest favourite
A bright lanai is visible with a round dining table surrounded by wooden chairs, offering a view of the ocean and palm trees. The vibrant blue water and partly cloudy sky create a serene backdrop through the large sliding doors.
Villa in Kawela Bay
4.91 out of 5 average rating, 45 reviews

Villa 202, KING bed, Amazing Ocean Views, Turtle B

FamilyLocationAir conditioning

Guest favourite
A spacious lanai is highlighted by a table with four chairs and a chaise lounge, overlooking a vibrant tropical scene. Palm trees and a serene ocean view create a tranquil backdrop, accessible through large sliding glass doors that invite natural light into the villa.
Villa in Kapolei
4.93 out of 5 average rating, 27 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

ValueLocationCondition

Superhost
A two-story home with a garage is set against a stunning mountain backdrop, indicating a peaceful suburban environment. The property features a spacious driveway and a fenced yard, with lush green hills rising behind the house under a colorful sunset sky.
Villa in Waianae
4.88 out of 5 average rating, 73 reviews

Makaha Villa by AvantStay | Mountain + Ocean Views

LocationFamilyComfort

Guest favourite
An inviting outdoor view showcases a well-maintained lawn leading to the sandy beach. Vibrant tropical plants frame the area, with palm trees swaying gently. A picturesque scene includes beach umbrellas and a calm ocean in the background under a partly cloudy sky.
Villa in Kawela Bay
4.87 out of 5 average rating, 46 reviews

Villa 102: Walk out, private lanai, Ocean View

ValueLocationDecor

Superhost
Villa in Kawela Bay
4.72 out of 5 average rating, 54 reviews

Villa 105, KING bed, Ocean View Turtle Bay

ValueFamilyBarbecue

Villa rentals with a pool

Top Guest favourite
An ocean view from a balcony captures the landscape of palm trees gracefully swaying beside a sandy beach. The calm blue ocean stretches toward the horizon, blending seamlessly with the sky. Amenities such as pools and lush greenery are visible in the foreground.
Villa in Honolulu County
4.97 out of 5 average rating, 222 reviews

Ko Olina Oceanfront | Disney | Next Avail 09/28

FamilyLocationSleep quality

Guest favourite
Aerial view captures the resort complex positioned along the shoreline, featuring three distinct buildings surrounded by lush landscaping. The calm lagoon reflects the pastel colors of the sunset, with a sandy beach and rocky outcrops enhancing the coastal scenery.
Villa in Kapolei
4.88 out of 5 average rating, 230 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

LocationValueBarbecue

Guest favourite
A bright lanai is visible with a round dining table surrounded by wooden chairs, offering a view of the ocean and palm trees. The vibrant blue water and partly cloudy sky create a serene backdrop through the large sliding doors.
Villa in Kawela Bay
4.91 out of 5 average rating, 45 reviews

Villa 202, KING bed, Amazing Ocean Views, Turtle B

FamilyValueIndoor spaces

Guest favourite
Floor-to-ceiling glass doors open to a spacious lanai, revealing panoramic ocean views. The outdoor dining area features a teak table surrounded by chairs, while tropical palm trees sway in the breeze. Natural light fills the inviting interior, highlighting the comfortable furnishings.
Villa in Kawela Bay
4.88 out of 5 average rating, 42 reviews

Villa 317 King bd Penthouse Ocean View TurtleBay

ValueLocationNearby

Guest favourite
A spacious lanai is highlighted by a table with four chairs and a chaise lounge, overlooking a vibrant tropical scene. Palm trees and a serene ocean view create a tranquil backdrop, accessible through large sliding glass doors that invite natural light into the villa.
Villa in Kapolei
4.93 out of 5 average rating, 27 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

FamilyValueAccuracy

Superhost
A two-story home with a garage is set against a stunning mountain backdrop, indicating a peaceful suburban environment. The property features a spacious driveway and a fenced yard, with lush green hills rising behind the house under a colorful sunset sky.
Villa in Waianae
4.88 out of 5 average rating, 73 reviews

Makaha Villa by AvantStay | Mountain + Ocean Views

LocationFamilyAir conditioning

Superhost
Villa in Kawela Bay
4.72 out of 5 average rating, 54 reviews

Villa 105, KING bed, Ocean View Turtle Bay

LocationValueAccuracy

Guest favourite
An inviting outdoor view showcases a well-maintained lawn leading to the sandy beach. Vibrant tropical plants frame the area, with palm trees swaying gently. A picturesque scene includes beach umbrellas and a calm ocean in the background under a partly cloudy sky.
Villa in Kawela Bay
4.87 out of 5 average rating, 46 reviews

Villa 102: Walk out, private lanai, Ocean View

LocationFamilyAccuracy

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