Villa holiday rentals in Kailua

A serene beach scene captures a woman leaning against a thatched umbrella. Colorful fireworks illuminate the night sky above a calm shoreline, with palm trees lining the background and soft sand in the foreground.

4.84 out of 5 average rating, 32 reviews

Your Resort Home! Walk to Disney & Beach!

It can’t get any better than Hawaii resort living in Ko’olina! Make yourself at home in this beautiful, bright, fully equipped family home. There are plenty of comfortable work-friendly spaces & fast reliable WiFi. Soak up the sun at the pristine Ko’olina beach lagoons, enjoy a walk along the coastal path, or nearby gym with lease agreement. Relax in the community rock wall hot tub, heated pool, & BBQ area just steps from your front door. Live life in paradise in this amazing remodeled condo!

An expansive green lawn is framed by swaying palm trees, leading towards a serene beach and calm ocean waters. The sky is bright with scattered clouds, enhancing the tranquil tropical setting.

B206 Nalu Collection LuxuryVilla

The Nalu Collection is a select group of boutique, luxury villas in Ko Olina Resort. Our properties are consistently top rated, and upgraded luxury linens, designer furnishings, natural materials, appliances, and amenities. We personalize each arriving guest party based on their preferences and needs. Upon entry our guests will be transcended into complete serenity and a memorable Hawaiian experience. We provide Luxury Hospitality while maintaining the exquisite tropical experience of Hawaii.

A spacious bedroom area features a king-sized bed with white linens and an orange throw blanket. Decorative pillows add texture. Light wood flooring is complemented by a neutral area rug. Large windows allow natural light to highlight the elegant decor, leading to an outdoor seating area.

4.96 out of 5 average rating, 46 reviews

Romantic Honeymoon Villa KING Bed • Beach+Pool+Tub

🎉 New Year’s Special: 25% OFF Your Stay Valid for stays January–March 2026. Book now! Designed with romance and island flair in mind, this newly owned 1-bedroom studio villa at Turtle Bay Resort is the perfect retreat for couples, small families, or close friends. Wake each morning to the sound of ocean waves and tropical birds just outside your private lanai. Spend your days exploring five miles of secluded white sand beaches or simply relaxing in your peaceful island escape.

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.

4.89 out of 5 average rating, 211 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.

A large outdoor pool is surrounded by palm trees and vibrant tropical plants. Lounge chairs are situated poolside on a stone deck. The clear water reflects the sunlight and nearby greenery, creating a relaxing atmosphere for guests.

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.

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.

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

4.85 out of 5 average rating, 61 reviews

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 Makaha Valley

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

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.

4.9 out of 5 average rating, 39 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!

A collage showcases various aspects of Marriott's Ko Olina Beach Club. An inviting suite features a comfortable bed with decorative linens and a kitchenette with cooking essentials. The exterior highlights the resort's expansive pools surrounded by palm trees and the scenic coastline with lush landscapes.

Marriott's Ko Olina Beach Club 1Br

Marriott's Ko Olina Beach Club is located on the western shore of Oahu, far removed from the world yet just a short drive to Honolulu's exciting and vibrant activities and nightlife. Stay at this luxury resort for the price of an ordinary room.

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.

4.86 out of 5 average rating, 35 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 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.

4.89 out of 5 average rating, 19 reviews

Summer Reduced! Gorgeous Ocean and Pool View Villa

Located on the 5th floor of the Ocean Tower at the Ko Olina Beach Villas!

A spacious lanai offers direct views of the ocean with sandy beaches and palm trees visible below. Comfortable seating is provided with a low table, enhancing the openness of the outdoor area.

5 out of 5 average rating, 3 reviews

Ocean Tower 701

Spring break special - Lovely Ocean view villa. Sleeps 6

Popular amenities for villa rentals in Kailua

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.89 out of 5 average rating, 211 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

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.

4.92 out of 5 average rating, 26 reviews

Villa 302, King bed, Penthouse Lvl Ocean View Turt

4.86 out of 5 average rating, 35 reviews

Villa 317 King bd Penthouse Ocean View TurtleBay

4.89 out of 5 average rating, 19 reviews

Summer Reduced! Gorgeous Ocean and Pool View Villa

A view from the lanai showcases majestic palm trees framing a tranquil beach scene. Clear blue waters lap against the shore, where sun loungers and umbrellas are situated on the sandy beach. Colorful flowers in the foreground add a vibrant touch to the serene landscape.

4.9 out of 5 average rating, 31 reviews

Villa 305, King bed, Penthouse Ocean View Turtle B

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.

4.89 out of 5 average rating, 37 reviews

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

A vibrant outdoor dining area is visible, featuring a wooden table set with plates and wine glasses. Lush tropical foliage and colorful flowers surround the space, while a serene view of the ocean is framed by palm trees in the background.

4.74 out of 5 average rating, 50 reviews

Villa 105, KING bed, Ocean View Turtle Bay

4.84 out of 5 average rating, 32 reviews

Your Resort Home! Walk to Disney & Beach!

Luxury villa rentals

4.89 out of 5 average rating, 211 reviews

Studio Suite Ko Olina at MARRIOTT Beach Club

4.92 out of 5 average rating, 26 reviews

Villa 302, King bed, Penthouse Lvl Ocean View Turt

4.86 out of 5 average rating, 35 reviews

Villa 317 King bd Penthouse Ocean View TurtleBay

4.89 out of 5 average rating, 19 reviews

Summer Reduced! Gorgeous Ocean and Pool View Villa

4.9 out of 5 average rating, 31 reviews

Villa 305, King bed, Penthouse Ocean View Turtle B

4.89 out of 5 average rating, 37 reviews

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

4.74 out of 5 average rating, 50 reviews

Villa 105, KING bed, Ocean View Turtle Bay

4.84 out of 5 average rating, 32 reviews

Your Resort Home! Walk to Disney & Beach!

Villa rentals with a pool

4.94 out of 5 average rating, 34 reviews

Aerial view of the Beach Tower, showcasing its five-story structure adjacent to a landscaped pool area. Lush palm trees surround the pool, which is framed by comfortable lounge areas. The arrow points to the BT 303 unit, with the ocean visible in the background.

Villa in Ko Olina

Beach Tower 303

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.

4.94 out of 5 average rating, 18 reviews

Ocean Tower 204

A serene nighttime view of the lagoon pool is presented, surrounded by lush greenery and illuminated pathways. The tranquil water reflects the soft glow of nearby lights, with the ocean visible in the background. Palm trees sway gently, enhancing the peaceful ambiance.

Villa in Ko Olina

4.85 out of 5 average rating, 41 reviews

Beach Tower 307

4.93 out of 5 average rating, 14 reviews

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

Beach Tower 702

4.92 out of 5 average rating, 59 reviews

An open lanai features comfortable seating arranged around a coffee table, adorned with fruit and drinks. Lush greenery and the pool are visible below, with the ocean and sky providing a vibrant backdrop against the neighboring resort buildings.

Villa in Ko Olina Beach

Ocean Tower 306

A comfortable lanai features two striped chairs and a glass-top table, providing a space for relaxation. Views of the ocean and resort landscape are visible, framed by a clear blue sky with fluffy clouds. The setting invites enjoyment of the surrounding scenery.

Villa in Ko Olina

4.89 out of 5 average rating, 27 reviews

Ocean Tower 1403