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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 ยฃ1,023 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 โ€“ 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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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, 227 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.

Guest favourite
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
4.87 out of 5 average rating, 71 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

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.

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 BBQโ€™s! With just 20 yards of lawn before the sandy beach, this villa has dramatic ocean views from just about everywhere!

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 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.

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.

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

Guest favourite
The open lanai features comfortable seating arrangements with striped cushions and a round table. A selection of fresh fruit is prominently displayed on the table. The view includes the ocean in the distance, with the landscaped grounds and neighboring buildings visible.
Villa in Ko Olina
4.84 out of 5 average rating, 32 reviews

Ocean Tower 621

Summer Sale Rates-Fabulous 3 BR / 3 BA Updated Villa

Guest favourite
A spacious balcony showcases comfortable seating with striped cushions, positioned to enjoy stunning sunset views over the ocean. The scene is complemented by palm trees lining the shoreline, creating a serene atmosphere perfect for relaxation or gatherings.
Villa in Ko Olina Beach
4.93 out of 5 average rating, 14 reviews

Beach Tower 702

Summer Sale Rates- 2BR/2BA on Sunset Side of BT

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
4.92 out of 5 average rating, 25 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

Guest favourite
A spacious lanai features a teak dining table with four chairs and a chaise lounge. Lush palm trees are visible in the background, while the ocean is seen beyond, offering a serene view of blue waters and a cloudy sky.
Villa in Kawela Bay
4.94 out of 5 average rating, 33 reviews

Villa 302, King bed, Penthouse Lvl Ocean View Turt

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

Popular amenities for villa rentals in Kailua

KitchenWifiPoolFree parking on premisesAir conditioning

Private villa rentals

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

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, 227 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

Guest favourite
A spacious lanai features a teak dining table with four chairs and a chaise lounge. Lush palm trees are visible in the background, while the ocean is seen beyond, offering a serene view of blue waters and a cloudy sky.
Villa in Kawela Bay
4.94 out of 5 average rating, 33 reviews

Villa 302, King bed, Penthouse Lvl Ocean View Turt

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

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
4.92 out of 5 average rating, 25 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

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

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

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

Villa 105, KING bed, Ocean View Turtle Bay

Luxury villa rentals

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

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, 227 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

Guest favourite
A spacious lanai features a teak dining table with four chairs and a chaise lounge. Lush palm trees are visible in the background, while the ocean is seen beyond, offering a serene view of blue waters and a cloudy sky.
Villa in Kawela Bay
4.94 out of 5 average rating, 33 reviews

Villa 302, King bed, Penthouse Lvl Ocean View Turt

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

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
4.92 out of 5 average rating, 25 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

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

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

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

Villa 105, KING bed, Ocean View Turtle Bay

Villa rentals with a pool

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

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, 227 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

Guest favourite
A spacious lanai features a teak dining table with four chairs and a chaise lounge. Lush palm trees are visible in the background, while the ocean is seen beyond, offering a serene view of blue waters and a cloudy sky.
Villa in Kawela Bay
4.94 out of 5 average rating, 33 reviews

Villa 302, King bed, Penthouse Lvl Ocean View Turt

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

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
4.92 out of 5 average rating, 25 reviews

Summer Reduced! OT-503 Gorgeous Ocean and Pool Vie

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

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

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

Villa 105, KING bed, Ocean View Turtle Bay

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