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House vacation rentals in Diamond Head

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Top-rated house rentals in Diamond Head

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A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

4.86 out of 5 average rating, 434 reviews

Kailua Beach Park - 1 BR Cottage

Kailua Beach was once again been rated as the best beach in the USA for 2019, by Dr. Beach." The cottage is directly across the street from Kailua Beach Park and less than a 2-minute walk to step into the ocean. It is a legal vacation rental, license number 1990/NUC-1758. The property is tucked away one house back from the road into Lanikai, and described by guests as "a little oasis of quiet and calm." The bathroom has been remodeled with a new showers, sinks and plumbing fixtures April 2022!

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Honolulu

4.97 out of 5 average rating, 109 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

Wake up to breathtaking ocean views from our newly renovated 1BR, 1BA condo. Relax on the lanai, let in the gentle breezes, and soak in the picturesque surroundings. With enough space for up to 4 guests, this retreat is perfect for couples, small families, or close friends seeking solace and tranquility. Immerse yourself in the calming ambiance of modern furnishings and a soothing color palette. Convenient parking included. Discover a blissful sanctuary where serenity and relaxation harmonize.

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

4.88 out of 5 average rating, 34 reviews

Large Kailua Beach Home - Steps To The Beach!

Spacious home for the entire family to enjoy! Just a few minutes walk to the soft sand & clear water of Kailua beach. Spend your days at the beach with your private, air conditioned oasis awaiting you for rest and relaxation. A short bike ride to Kailua Town with restaurants and shops. Lanikai Beach is less than a 5 minute drive away. Hike, bike ride, snorkel, swim, surf, boogie board, kayak, paddle board, kite surf, wind surf, and much more!! Some dates not shown - reach out to confirm avail!

An open living and dining area features hardwood flooring and ample natural light from large windows. A dining table is surrounded by modern chairs, while a television stands on a stylish cabinet. Potted plants add greenery, enhancing a fresh atmosphere.

Home in Waipahu

4.82 out of 5 average rating, 184 reviews

Ho'onani Pua Hale

***PLEASE CONTACT US FOR CURRENT AVAILABLE DATES AND TIMES!*** We welcome you to stay at our Ho'onani Pua Hale. Centrally located in a beautiful family friendly neighborhood. Our house comes with a fruit and herb garden located in the backyard. We provide, towels to include beach towels, shampoo, conditioner, hair dryer, body wash, lotion, toilet paper, paper towels, kitchen supplies, cleaning supplies, vacuum, for all of our guest. We look forward to your stay with us. See you soon.

An elegant kitchen with a large island is highlighted by a modern chandelier. The white cabinetry provides a clean backdrop, while the mirrored wall reflects light. A few bar stools are arranged along one side of the island, with a decorative vase of flowers on the countertop.

Home in Kaneohe

4.82 out of 5 average rating, 106 reviews

Beautiful & Spacious 4 bedroom 2 bath (30 + days)

This is a newly renovated 4 bedrooms, 2 full bathrooms, 2 living rooms, and 2 full kitchens equipped with stove/oven, refrigerator/freezer, microwave, toaster, coffee maker, pots, pans, crockpot, waffle maker, and all essential cookware, and silverware. The house can be separated by locking french doors as a 3 bedroom 1 bath with 1 kitchen and 1 living room and then a separate 1 bedroom apartment with its own bedroom, full kitchen, full bath and living room and separate private entrance.

A modern living area features a spacious sectional sofa in a soft blue hue, accented with decorative pillows. Light wood chairs are positioned around a dining table, while a fully equipped kitchen with sleek black cabinetry is visible in the background. Natural light floods the space through nearby windows.

Home in Mililani

4.89 out of 5 average rating, 28 reviews

Cozy Guesthouse Central Oahu

Come and discover a cozy retreat in our conveniently located guesthouse. The upstairs (second floor) guesthouse comprises of two bedrooms, each equipped with a comfortable queen-size bed, a full bathroom, and a queen-size memory foam pullout sofa bed in the living room making it a perfect space for families. Stay connected to work with the Wi-Fi. Easy access to Waikele Premium Outlets, Pearl Harbor, North Shore, Honolulu, Waikiki, Ko Olina, West Oahu, Kailua, and the airport.

A spacious living area is highlighted by a vibrant green accent wall. A white sofa with a decorative pillow faces a small wooden entertainment stand. A plush yellow chair complements the colorful area rug, and a decorative plant adds a touch of nature to the inviting space.

Home in Honolulu

5 out of 5 average rating, 3 reviews

Honolulu Gem

Welcome to your tropical escape in Waikiki, Honolulu! This fully equipped 1-bed apartment comfortably accommodates 3 to 4 guests, featuring a cozy sofa bed in the living room for extra sleeping space. Located just a 7-minute from Waikiki’s main beach, this home is perfectly situated in a quiet and peaceful residential area a rare find in the heart of the city. Whether you’re looking to relax, explore, or enjoy everything Honolulu has to offer, this is the perfect spot.

A panoramic view captures the vibrant coastline of Waikiki, showcasing pristine sandy beaches, a calm lagoon, and the iconic Diamond Head in the background. The harbor features numerous boats, while the resort buildings are set amidst lush palm trees and greenery.

Home in Honolulu

5 out of 5 average rating, 5 reviews

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

Set among 22 acres of pristine Waikiki beachspace, Lagoon Tower by Hilton Grand Vacations provides visitors with spectacular amenities in the heart of paradise. Guests are treated to access to the very best stretch of Waikiki’s famous white-sand beach and the extensive entertainment, shopping and dining options within the renowned Hilton Hawaiian Village. Enjoy any of the resort's four swimming pools, whirlpool spa, Mandara Spa and Holistica Hawaii Health Center.

A modern living area is presented with a sleek black sofa and a glass coffee table. Above the sofa, an aerial photograph of a beach scene is displayed. Natural light enters through large windows, illuminating the space, while a bedroom doorway is visible in the background.

Home in Pearl City

New place to stay

Beautiful sunset view 30days minimum night rental

You'll have a great time at this comfortable , peaceful and centrally-located place to stay for 30days minimum night rental in Pearl City Hawaii. Home is in a very desirable neighborhood. Down stairs, separate private unit, close to Airport, Triple hospital, Military bases, and nearby and so many restaurants, Super market, Waikele outlet, Pearl ridge shopping center. Beautiful Pearl Harbor, Ala Moana Shopping center. Enjoy your stay in Hawaii.

A spacious room features a large bed with decorative pillows against a backdrop of city views through expansive windows. A kitchenette is equipped with a microwave and refrigerator, complemented by modern cabinets. A television is mounted on the wall, and subtle artwork adds a personal touch.

Home in Honolulu

4.83 out of 5 average rating, 54 reviews

24 fl Studio- Oahu Oasis; 1 King Bed

Escape to a warm, cozy honeymoon getaway nestled in the heart of Oahu. Our charming king sized bed offers the perfect blend of tropical serenity and intimate comfort. Wake up to breathtaking views, enjoy breakfast and explore the island's lush landscapes and warm beaches. Each room is elegantly furnished, providing a romantic retreat after a day of adventure. Experience the magic of Oahu's paradise with us.

A bright studio space features a queen size bed adorned with a floral patterned coverlet. A small dining table with two chairs is set against a wall, accompanied by a wooden dresser and a lamp. Natural light filters through sheer curtains, enhancing the inviting atmosphere.

Home in Honolulu

4.96 out of 5 average rating, 183 reviews

Cozy studio with patio close to Waikiki beach

Located at the foothill of Diamond Head and in a very convenient location to Waikiki, the world-class resort destination. Walking distance to Waikiki Beach, Honolulu Zoo, Kapiolani Park, Diamond Head Crater, and Kapiolani Farmer's Market. Just in few minutes drive to Ala Moana Shopping Center and Kahala Mall. Many great eateries and amenities in the Kapahulu/Diamond Head neighborhood.

An airy living area features wall-to-wall windows, offering expansive views of the ocean. A comfortable sofa and a stylish coffee table occupy the space, alongside a wooden sideboard with decorative items. A ceiling fan provides airflow in this serene space, illuminated by natural light.

Home in Honolulu

5 out of 5 average rating, 17 reviews

The Ali'i Luxe 2BR of Waikiki

Experience elevated island living in this two-bedroom, two-bathroom retreat with breathtaking views of Waikiki Beach, the Hilton Lagoon, and Oahu’s coastline. Just steps from the sand, this high-rise escape features wall-to-wall panoramas, dual lanais, and refined interiors that blend comfort with style. Soak in the beauty of Waikiki from the clouds—this is island luxury at its finest.

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Popular amenities for Diamond Head house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A serene pool area is surrounded by lounge chairs under palm trees, providing a relaxed environment. Soft lighting enhances the ambiance as the calm water reflects the surrounding architecture. The area features shaded cabanas, inviting guests to unwind at their leisure.

Home in Honolulu

Beautiful Grand Islander by Hilton- 1BD

A spacious balcony features wooden seating arrangements complemented by potted plants. Large glass doors allow natural light to flow in and frame city and mountain views. The wooden flooring adds warmth to the outdoor space, which is designed for relaxation.

Home in Honolulu

The Penthouse modern luxury in Waikiki

An outdoor swimming pool is surrounded by lounge chairs and palm trees, creating a relaxing atmosphere. The pool features clear water with a gradual entry, while an overhead structure provides partial shade. Nearby, cabanas offer additional seating options amidst lush landscaping.

Home in Honolulu

Special! Hilton Grand Islander- 2bd Aloha

A chic lobby features elegant furnishings with tasteful armchairs arranged around small tables. Crystal chandeliers hang from the ceiling, complementing the soft lighting. Large windows allow natural light to illuminate the space, with lush greenery visible outside.

Home in Honolulu

Royal Garden Waikiki - Ocean View

A spacious studio is presented, featuring a comfortable gray couch with decorative pillows facing a wooden coffee table. A flat-screen TV is mounted above a dresser, and artwork depicting tropical scenes adorns the walls. The kitchenette is partially visible, and a king-sized bed is situated in the background.

Home in Honolulu

4.36 out of 5 average rating, 69 reviews

AS1209 Waikiki 444 Kanekapolei St Honolulu

Weekly house rentals

A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

4.86 out of 5 average rating, 434 reviews

Kailua Beach Park - 1 BR Cottage

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Honolulu

4.97 out of 5 average rating, 109 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

A kidney-shaped pool is surrounded by lush tropical foliage, featuring a gentle waterfall and a stone pathway. The pool reflects the vibrant greens and pink flowers, offering a serene environment for relaxation.

4.77 out of 5 average rating, 79 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

4.88 out of 5 average rating, 34 reviews

Large Kailua Beach Home - Steps To The Beach!

A panoramic view captures the vibrant coastline of Waikiki, showcasing pristine sandy beaches, a calm lagoon, and the iconic Diamond Head in the background. The harbor features numerous boats, while the resort buildings are set amidst lush palm trees and greenery.

Home in Honolulu

5 out of 5 average rating, 5 reviews

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

A modern living area is presented with a sleek black sofa and a glass coffee table. Above the sofa, an aerial photograph of a beach scene is displayed. Natural light enters through large windows, illuminating the space, while a bedroom doorway is visible in the background.

Home in Pearl City

New place to stay

Beautiful sunset view 30days minimum night rental

A panoramic city view features a blend of modern buildings and harbor scenery. The skyline is visible with various architectural styles, while cranes and water are seen in the distance, reflecting the urban environment.

Home in Honolulu

Downtown Honolulu/great views!

A modern living area features a spacious sectional sofa in a soft blue hue, accented with decorative pillows. Light wood chairs are positioned around a dining table, while a fully equipped kitchen with sleek black cabinetry is visible in the background. Natural light floods the space through nearby windows.

Home in Mililani

4.89 out of 5 average rating, 28 reviews

Cozy Guesthouse Central Oahu

Private house rentals

A covered patio area is viewed, featuring a large umbrella providing shade over a small table. The entrance to the unit is visible in the background, framed by a railing and surrounded by greenery.

4.86 out of 5 average rating, 434 reviews

Kailua Beach Park - 1 BR Cottage

A serene bedroom features a spacious bed with crisp white linens, complemented by soft, natural textures. Large windows showcase ocean views, while two woven light fixtures add warmth. A dresser provides additional storage, and a neutral rug enhances the calming atmosphere.

Home in Honolulu

4.97 out of 5 average rating, 109 reviews

Waikiki Gem, Stunning Ocean View, Parking Included

A kidney-shaped pool is surrounded by lush tropical foliage, featuring a gentle waterfall and a stone pathway. The pool reflects the vibrant greens and pink flowers, offering a serene environment for relaxation.

4.77 out of 5 average rating, 79 reviews

Lanikai Ohana Hale: Tropical Cottage w/Pool, Lanai

The image captures a wide sandy beach bordered by tranquil turquoise waters, with gentle waves lapping at the shore. Lush greenery and palm trees line the background, while distant islands are visible on the horizon under a bright, partly cloudy sky.

4.88 out of 5 average rating, 34 reviews

Large Kailua Beach Home - Steps To The Beach!

A panoramic view captures the vibrant coastline of Waikiki, showcasing pristine sandy beaches, a calm lagoon, and the iconic Diamond Head in the background. The harbor features numerous boats, while the resort buildings are set amidst lush palm trees and greenery.

Home in Honolulu

5 out of 5 average rating, 5 reviews

LAST MIN Lagoon Tower by Hilton- 2 bedroom Aloha

A modern living area is presented with a sleek black sofa and a glass coffee table. Above the sofa, an aerial photograph of a beach scene is displayed. Natural light enters through large windows, illuminating the space, while a bedroom doorway is visible in the background.

Home in Pearl City

New place to stay

Beautiful sunset view 30days minimum night rental

A panoramic city view features a blend of modern buildings and harbor scenery. The skyline is visible with various architectural styles, while cranes and water are seen in the distance, reflecting the urban environment.

Home in Honolulu

Downtown Honolulu/great views!

A modern living area features a spacious sectional sofa in a soft blue hue, accented with decorative pillows. Light wood chairs are positioned around a dining table, while a fully equipped kitchen with sleek black cabinetry is visible in the background. Natural light floods the space through nearby windows.

Home in Mililani

4.89 out of 5 average rating, 28 reviews

Cozy Guesthouse Central Oahu

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