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Book Your Holiday Vacation Rental with Gather!

Start Your Vacation Rental Search > Luxury Holiday Vacation Rental and Villas

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The average night price is $360

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Page 1 of 7

    Breathtaking ocean views from your expansive lanai Outside Ko Olina Beach Villas B609. Enjoy your open floor plan, bar seating and soft ocean breezes. This picture looks in to the kitchen with stainless steel appliances, and the living and dining area. Bright and cheerful dining in your abode. Plenty of room for hosting and relaxing. The comfortable living space and TV for your favorite shows. The primary guest bedroom with comfortable linens and lovely vacation views.

Holiday Availability

(27)

Ko Olina Beach Villas B609

2 Beds
2 Baths
6 Sleeps

Starting at $748/night

    Welcome to Ko'Olina Beach Villa OT414 - your luxury resort residence on Oahu! Seamless living in the beautifully furnished living room that overlooks the kitchen and dining room Open an inviting indoor-outdoor living space with ocean and mountain views Kitchen with a view—enjoy culinary creations while overlooking the scenic outdoors Kitchen island/bar for quick meals or cheers. Fully-stocked kitchen with everything you need to whip up a delicious meal while on vacation Alternate View of Kitchen with top of the line appliances and breakfast bar

Holiday Availability

(17)

Ko Olina Beach Villas O414

2 Beds
2 Baths
6 Sleeps

Starting at $385/night

    Enjoy a refreshing drink while taking in the scenic views of lush greenery and the ocean view Relax in this cozy living space with comfortable seating, beautiful natural light, and stunning views of the outdoors Enjoy meals together in this inviting dining area, featuring stylish seating and a contemporary design This modern kitchen is fully equipped with stainless steel appliances, sleek cabinetry, and ample counter space This bright and inviting bedroom features a cozy bed and opens to a private lanai This stylish bathroom features a spacious walk-in shower and a well-lit vanity area Enjoy a peaceful moment on the lanai, perfect for sipping a morning coffee or unwinding with a glass of wine

Holiday Availability

(7)

Kapalua Ridge 2321

1 Beds
2 Baths
4 Sleeps

Starting at $205/night

    The granite countertops and wood cabinetry provide a warm, inviting space for preparing meals This oceanfront balcony provides a perfect setting for enjoying a refreshing drink while soaking in panoramic views of the Pacific. This bright and inviting living area features floor-to-ceiling windows with stunning ocean views. Whether enjoying coffee or a meal, this space allows you to relax while taking in the beautiful scenery beyond Relax and unwind with breathtaking ocean views right from your king-sized bed. Cozy and private ocean front dining Enjoy panoramic ocean views from this cozy and inviting living space.

New Years Availability

(4)

Mahana 1118

1 Beds
1 Baths
4 Sleeps

Starting at $308/night

    Aerial view highlighting the prime beachfront location, nestled among lush greenery with clear blue waters just steps away. Enjoy a spacious and inviting living area perfect for socializing and relaxing, with stylish seating and a scenic view. Explore this modern, fully-equipped kitchen with sleek countertops and bar seating, perfect for morning coffee or preparing gourmet meals Relax in this bright dining area featuring elegant wooden furnishings and a stunning view, perfect for savoring meals and conversations. Step into this spacious living room designed for comfort and relaxation, featuring plush tropical vibe seating. Cozy up in this inviting corner of the home, featuring a charming stone fireplace and serene garden views through the large windows This elegant living space is centered around a beautifully crafted stone fireplace, creating a warm and inviting atmosphere

New Listing!

Hale Moana Lanikai

3 Beds
2 Baths
6 Sleeps

Starting at $387/night

    Enjoy your morning coffee on the lanai with scenic views. The open-concept floorplan creates seamless flow between the kitchen, living and dining areas. The living areas has plush sectional sofa to relax after a day of exploring. Easy flow with an open-concept floorplan. The fully-stocked kitchen has ample counter space and cabinetry to prepare meals conveniently. The breakfast bar for quick meals and entertainment has seating for three. The kitchen has complete appliances for your culinary ventures.

New Years Availability

Ko Olina Kai 1061F

2 Beds
2 Baths
6 Sleeps

Starting at $168/night

    Enjoy a refreshing drink on the balcony with views of the resort and ocean beyond. Relax in the comfortable living room with views of the balcony and resort. The kitchen is equipped with stainless steel appliances and offers plenty of counter space, ideal for meal preparation. The dining area features comfortable seating for four, with natural light flowing in from nearby windows The bedroom features a comfortable bed, large closet space, and a ceiling fan to keep you cool. Enjoy a refreshing drink on the balcony while taking in the view of the pool and ocean. Relax in the open living area that leads out to the lanai, offering a comfortable space for dining and lounging.

Holiday Availability

(11)

Kaanapali Shores 746

1 Beds
1 Baths
4 Sleeps

Starting at $227/night

    The vibrant tropical flowers surrounding the pool create a colorful and inviting atmosphere, with the ocean as the perfect backdrop for relaxation. The cozy living area offers comfortable seating with direct access to the lanai, perfect for relaxing while enjoying views of the garden and ocean. The open-concept living and dining area features large windows that bring in natural light and provide beautiful garden views. The kitchen opens to the bright living and dining area, allowing you to prepare meals while enjoying garden views. The serene bedroom features a comfortable king-sized bed and cozy seating area. The bathroom features a spacious vanity with plenty of counter space and a well-lit mirror, along with a walk-in shower. The cozy living area features a vibrant coastal design with comfortable seating, perfect for unwinding, and direct access to the lanai.

Holiday Availability

(10)

Papakea K-105

2 Beds
2 Baths
8 Sleeps

Starting at $274/night

    On the first floor, a welcoming open-concept living area awaits. Enjoy the relaxing community pool, perfect for afternoon dip! Relax on the private lanai with outdoor seating. Flush with a spacious living room and floor to ceiling windows with direct access to the wrap-around lanai. Open concept living and dining area offers a seamless space for both relaxation and entertaining. The living area looking to the lanai with garden views. Each private lanai offers unique, stunning island views.

Holiday Availability

(11)

Villa Nalani

3 Beds
2.5 Baths
6 Sleeps

Starting at $350/night

    The spacious lanai offers comfortable seating and beautiful ocean views. This open-concept living area connects seamlessly to the lanai, providing a perfect space to unwind and enjoy the ocean breeze. The kitchen features a cozy breakfast bar with seating for two, ideal for a quick meal or morning coffee. The open dining area provides seating for six with easy access to the lanai. Enjoy a peaceful view from the lanai surrounded by lush greenery and a glimpse of the ocean. Relax and unwind in this cozy outdoor seating area, perfect for enjoying the surrounding garden views. Comfortable seating on the covered lanai offers a great spot to relax and take in the tropical surroundings.

New Years Availability

(35)

Wailea Ekolu 1605

2 Beds
2 Baths
6 Sleeps

Starting at $322/night

    Unwind in the cozy living area with a modern design and direct access to the lush outdoor space Enjoy outdoor dining with this scenic ocean view from the lanai, just steps from the beach Relax in the inviting living area, featuring cozy sleeper sofa and vibrant décor, ideal for unwinding after a day of adventure The sleek kitchen features granite countertops and modern stainless steel appliances, offering the perfect space to prepare meals and enjoy casual dining at the breakfast bar Enjoy the sleek, fully equipped kitchen with granite countertops, perfect for preparing meals with ease The living area opens up to a serene outdoor space, providing a peaceful setting with beautiful garden views. Enjoy your meals or morning coffee on the private lanai, with serene garden views and swaying palm trees

New Listing!

Papakea B-105

1 Beds
1 Baths
4 Sleeps

Starting at $163/night

    Welcome to Ko'Olina Beach Villa O1404 - your luxury resort residence on Oahu! Kitchen with a view—enjoy culinary creations while overlooking the scenic outdoors. Open an inviting indoor-outoor living space with ocean views. Fully-stocked kitchen with everything you need to whip up a delicious meal while on vacation. Alternate view of the kitchen with top of the line appliances and breakfast bar. Coffee corner to get your day started! Open living area, designed for comfort and relaxation.

Holiday Availability

(11)

Ko Olina Beach Villas O1404

2 Beds
2 Baths
6 Sleeps

Starting at $676/night

    The lanai with panoramic views. The Roy Yamaguchi designed kitchen with a lanai view. Stainless steel appliances for your culinary adventures. An open floor plan and bar seating in the kitchen. The living room and TV for comfortable movie nights. The sleeper sofa in the living room. The spacious dining are with boutique lighting and framed art.

Holiday Availability

(19)

Ko Olina Beach Villas B403

3 Beds
3 Baths
8 Sleeps

Starting at $500/night

    Welcome home to Valley Isle #804 Relax in this stylish living room, featuring an oceanfront view, plush seating, and a serene atmosphere. This modern kitchen features sleek cabinetry and stainless steel appliances, providing a perfect space for preparing meals with ease during your stay. Enjoy a meal with a view! The dining area offers a cozy setting with ocean vistas, perfect for savoring your favorite dishes Wake up to breathtaking ocean views from the comfort of your bed. The floor-to-ceiling windows make for a serene and relaxing stay Relax and take in the stunning ocean views from the comfort of your private lanai. The living area flows seamlessly into the kitchen and dining space, offering a cozy atmosphere for relaxing or enjoying meals together.

Holiday Availability

(11)

Valley Isle 804

1 Beds
1 Baths
4 Sleeps

Starting at $162/night

    Scenic lanai offering stunning sunset views over the ocean. The living area has direct access to the lanai and ocean views. Open floor plan ensures a seamless flow from kitchen to lanai. The kitchen features a large island with seating, perfect for casual meals and socializing. The kitchen is equipped with high-end stainless steel appliances, including a built-in oven, microwave, and a spacious refrigerator, all perfectly situated to enjoy the ocean view. The dining area has dining table for four. Dine al fresco on the lanai with a view!

Holiday Availability

(12)

Ko Olina Beach Villas O1406

2 Beds
2 Baths
6 Sleeps

Starting at $525/night

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