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Luxury Vacation Rentals in Hawaii

Indulge in the ultimate Hawaiian escape with our handpicked collection of luxury vacation rental properties across the islands. Whether you're seeking an elegant oceanfront estate, a secluded mountain retreat, or a resort-style villa with world-class amenities, we have the perfect home for your dream getaway. Explore our most exclusive listings on each island: discover stunning Oahu luxury villas, breathtaking Maui luxury estates, serene Kauai beachfront homes, and extraordinary Big Island vacation retreats. Each property is carefully selected for its comfort, style, and unforgettable views. Whether planning a family celebration, honeymoon, or wellness escape, you’ll find island elegance at its finest. Browse more exclusive villas below and start planning your luxury Hawaii experience today!

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The Home of the Hula Moon – Puako Beachfront Estate
The Home of the Hula Moon – Puako Beachfront Estate
The Home of the Hula Moon – Puako Beachfront Estate

The Home of the Hula Moon – Puako Beachfront Estate

The Home of the Hula Moon stands out as one of the most beautiful contemporary oceanfront properties in Puako, offering breathtaking views and luxurious amenities. Each bedroom features stunning ocean vistas, providing a perfect backdrop for relaxation.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 9
Hawaii> Puako
from $2,275 
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Beach Cozy North Shore Turtle Bay Condo - Kuilima Estates East
Beach Cozy North Shore Turtle Bay Condo - Kuilima Estates East
Beach Cozy North Shore Turtle Bay Condo - Kuilima Estates East

Beach Cozy North Shore Turtle Bay Condo - Kuilima Estates East

Welcome to our inviting paradise on the North Shore of Oahu, Hawaii. This charming beach condo is situated within a well-maintained gated community at the renowned Turtle Bay Resort. Whether you're seeking relaxation or exciting adventures, this spot offers everything for a memorable family vacation.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $428 
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Luxurious Oceanfront Mauna Kea Estate with Pool and Views
Luxurious Oceanfront Mauna Kea Estate with Pool and Views
Luxurious Oceanfront Mauna Kea Estate with Pool and Views

Luxurious Oceanfront Mauna Kea Estate with Pool and Views

Set within a secure gated community, this stunning oceanfront estate in Mauna Kea showcases expert architecture and interior design, offering a seamless blend of indoor and outdoor island living. The expansive great room features sliding glass pocket doors that open to a spacious covered lanai, perfect for entertaining or relaxing while enjoying breathtaking ocean views.

  • 5 bedroom
  • 10 bathroom
  • Sleeps 10
Hawaii> Waimea
from $8,583 
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Luxury Maui Beachfront Home with Pool and Ocean Views
Luxury Maui Beachfront Home with Pool and Ocean Views
Luxury Maui Beachfront Home with Pool and Ocean Views

Luxury Maui Beachfront Home with Pool and Ocean Views

Experience the ultimate Maui getaway in this breathtaking beachfront home located on a secluded palm-lined lane with gated entry. The spacious 'U'-shaped residence offers stunning views of the ocean, Lanai, and a sandy beach where green sea turtles sleep at night.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 10
Hawaii> Lahaina
from $3,883 
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Luxury Oceanfront Kohala Coast Estate with Pool
Luxury Oceanfront Kohala Coast Estate with Pool
Luxury Oceanfront Kohala Coast Estate with Pool

Luxury Oceanfront Kohala Coast Estate with Pool

Discover this exquisite oceanfront estate on the Kohala Coast of the Big Island, offering breathtaking coastline views and luxurious Hawaiian-style decor. The spacious home features two primary suites, each with king-size beds, large flat-screen TVs, and spa-like bathrooms.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $1,466 
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Luxury Nohea Hale in Waikoloa Beach Resort
Luxury Nohea Hale in Waikoloa Beach Resort
Luxury Nohea Hale in Waikoloa Beach Resort

Luxury Nohea Hale in Waikoloa Beach Resort

Experience the perfect blend of luxury and paradise at Nohea Hale, a stunning 4-bedroom, 4-bath estate located in the prestigious Ainamalu community within Waikoloa Beach Resort. This top-rated Airbnb guest favorite, ranked in the top 5%, offers an unforgettable Hawaiian retreat with exceptional amenities and breathtaking views.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Puako
from $1,582 
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Pacific Sunset Villa Oceanfront Luxury Retreat
Pacific Sunset Villa Oceanfront Luxury Retreat
Pacific Sunset Villa Oceanfront Luxury Retreat

Pacific Sunset Villa Oceanfront Luxury Retreat

Welcome to Pacific Sunset Villa, a stunning oceanfront retreat offering expansive views and luxurious amenities. This award-winning home features 4 bedrooms each with ensuite bathrooms and 3 half baths, providing ample space for family or friends.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Waikoloa
from $6,085 
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Luxury Hainoa Estate at Hualalai Resort Hawaii
Luxury Hainoa Estate at Hualalai Resort Hawaii
Luxury Hainoa Estate at Hualalai Resort Hawaii

Luxury Hainoa Estate at Hualalai Resort Hawaii

The Hainoa Estate at Hualalai Resort on the Big Island of Hawai�i offers an exquisite blend of modern luxury and serene Japanese-inspired design. This open-concept estate features seamless indoor-outdoor living, connecting the spacious interior to a lush outdoor lanai, infinity pool, private spa, and panoramic coastal views.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $3,522 
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Luxury Oceanfront Kona Estate with Infinity Pool & Views
Luxury Oceanfront Kona Estate with Infinity Pool & Views
Luxury Oceanfront Kona Estate with Infinity Pool & Views

Luxury Oceanfront Kona Estate with Infinity Pool & Views

Discover the breathtaking Trivett Oceanfront Estate, a stunning three-story luxury home situated directly on the ocean in Kona, Hawaii. This expansive 5-bedroom, 7,000-square-foot residence offers unobstructed northern coastline views, blending natural beauty with elegant design.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Kailua-Kona
from $3,546 
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Oceanfront Hawaiian Retreat with Pool & Beach Access
Oceanfront Hawaiian Retreat with Pool & Beach Access
Oceanfront Hawaiian Retreat with Pool & Beach Access

Oceanfront Hawaiian Retreat with Pool & Beach Access

Live the dream at this exquisite oceanfront property in Puako, offering expansive beach frontage and a welcoming courtyard pool that invites you to indulge in the ultimate Hawaiian escape. Step barefoot from your spacious covered lanai onto lush lawns and take in postcard-perfect views of the turquoise Pacific, framed by swaying palms.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $1,683 
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Turtle Bay Hideaway - Kuilima Estates East
Turtle Bay Hideaway - Kuilima Estates East
Turtle Bay Hideaway - Kuilima Estates East

Turtle Bay Hideaway - Kuilima Estates East

Our Turtle Bay Hideaway offers an exceptional Hawaiian retreat, combining luxury and natural beauty. Nestled just a short walk from stunning beaches, this property features two private pools, tennis courts, and access to two PGA golf courses, making it ideal for families and small groups seeking adventure and relaxation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 8
Hawaii> Kahuku
from $475 
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Luxury Poipu Vacation Home with Pool & Ocean Views
Luxury Poipu Vacation Home with Pool & Ocean Views
Luxury Poipu Vacation Home with Pool & Ocean Views

Luxury Poipu Vacation Home with Pool & Ocean Views

Introducing the pinnacle of Poipu: a magical and exquisite getaway on the Garden Isle. Elevate your vacation experience at this exclusive luxury rental nestled in the heart of Poipu, Kauai. Perched high atop scenic surroundings, this custom-designed masterpiece was envisioned by a renowned local artist, making it more than just a destination—it's a living canvas of opulence, elegance, and tranquility that guarantees an unforgettable escape.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,169 
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Luxurious Puako Ocean Edge Modern Estate
Luxurious Puako Ocean Edge Modern Estate
Luxurious Puako Ocean Edge Modern Estate

Luxurious Puako Ocean Edge Modern Estate

Welcome to Puako�s Ocean Edge Modern Estate, a breathtaking architectural masterpiece nestled in the peaceful surroundings of Puako, Hawaii. This four-bedroom, five-and-a-half-bathroom residence offers an exceptional blend of luxury, privacy, and natural beauty.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Kamuela
from $341,900 
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North Shore Turtle Bay Hideoutn - Kuilima Estates East
North Shore Turtle Bay Hideoutn - Kuilima Estates East
North Shore Turtle Bay Hideoutn - Kuilima Estates East

North Shore Turtle Bay Hideoutn - Kuilima Estates East

Experience the beauty of Oahu's North Shore in this newly renovated condo, ideally located backing up to the famous Fazio golf course with breathtaking views of the 18th hole from the lanai. Just a five-minute stroll takes you to the pristine beaches of Turtle Bay Resort, where you can enjoy sunbathing, swimming, and water sports.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $698 
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Luxury Hualalai Estate with Infinity Pool and Ocean Views
Luxury Hualalai Estate with Infinity Pool and Ocean Views
Luxury Hualalai Estate with Infinity Pool and Ocean Views

Luxury Hualalai Estate with Infinity Pool and Ocean Views

This exceptional estate in Hualalai is a resort within a resort, offering a private, peaceful retreat away from the hustle of larger resorts. Guests often opt out of resort fees to enjoy solitude and luxury. The property features a large 5,849 sq.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $6,747 
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Luxurious Oceanfront Home in Lanikai with Stunning Views
Luxurious Oceanfront Home in Lanikai with Stunning Views
Luxurious Oceanfront Home in Lanikai with Stunning Views

Luxurious Oceanfront Home in Lanikai with Stunning Views

Aloha! Relax and unwind at Kai Hale, a stunning oceanfront home in Lanikai, directly facing the Mokulua Islands. This property offers spectacular views and is ideal for year-round living or a memorable vacation. Whether you're into stand-up paddling, kayaking, boogie boarding, snorkeling, or exploring with children, this location has it all.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua
from $884 
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Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Hidden gem at North Shore Turtle Bay - Kuilima Estates East
Hidden gem at North Shore Turtle Bay - Kuilima Estates East

Hidden gem at North Shore Turtle Bay - Kuilima Estates East

Escape to our serene, recently renovated one-bedroom condo nestled within the secure Kuilima East Estates at Turtle Bay. Designed for comfort and relaxation, this rental offers a peaceful retreat from the bustling city life while providing easy access to some of Oahu's most iconic beaches and attractions.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kahuku
from $382 
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Charming Historic Hawaiian Home with Ocean Views
Charming Historic Hawaiian Home with Ocean Views
Charming Historic Hawaiian Home with Ocean Views

Charming Historic Hawaiian Home with Ocean Views

Experience the gracious charm of yesteryears in this historic 1895 Hawaiian home, featured in The Hawaiian House Now. The property, modified in the 1940s, combines old Hawaii architecture and furnishings with modern comforts, creating a relaxed atmosphere close to Kona's vibrant offerings.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 11
Hawaii> Holualoa
from $705 
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Luxury Maui Villa with Pool, Ocean Views & More
Luxury Maui Villa with Pool, Ocean Views & More
Luxury Maui Villa with Pool, Ocean Views & More

Luxury Maui Villa with Pool, Ocean Views & More

Nestled in the majestic West Maui Mountains, Pacific View is a stunning 5-acre estate offering breathtaking ocean vistas, lush valleys, and dramatic cliffs. This gated villa boasts over 4,000 square feet of luxurious living space, including a private infinity-edge pool, hot tub, and expansive outdoor areas designed for memorable Maui experiences.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Lahaina
from $4,555 
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Kona Coffee Estate Guest Apartment with Ocean Views
Kona Coffee Estate Guest Apartment with Ocean Views
Kona Coffee Estate Guest Apartment with Ocean Views

Kona Coffee Estate Guest Apartment with Ocean Views

The Kona Coffee Estate Guest Apartment offers a peaceful retreat on the slopes of Mt. Hualalai, just minutes from Kailua-Kona and Holualoa. Nestled at 1500' elevation in the Kona Coffee growing corridor, this private one-bedroom, one-bathroom unit provides stunning ocean and garden views.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Holualoa
from $274 
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Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo

Experience the allure of this spectacular vacation rental situated in a highly desirable location. Perfectly positioned near popular attractions, it offers guests breathtaking views and easy access to local sights. Whether you're seeking a relaxing retreat or an adventurous getaway, this property provides a comfortable and inviting atmosphere.

  • 9 bedroom
  • 7 bathroom
  • Sleeps 20
Hawaii> Waimanalo
from $10,723 
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Kuilima West Estates 198B
Kuilima West Estates 198B
Kuilima West Estates 198B

Kuilima West Estates 198B

Escape to our stylish and comfortable condo on Hawaii's North Shore, just minutes from iconic surf spots like Pipeline and Sunset Beach. Our property features a spacious 1-bedroom plus loft layout, perfect for families or groups seeking a laid-back yet modern retreat.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $785 
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Hale Aloha Oceanfront Retreat on Kauai
Hale Aloha Oceanfront Retreat on Kauai
Hale Aloha Oceanfront Retreat on Kauai

Hale Aloha Oceanfront Retreat on Kauai

Hale Aloha is a private gated oceanfront estate situated on the serene Aliomanu Bay, offering unobstructed views of the ocean and the majestic Kalalea Mountains. Managed by Anaik Martin, who lives nearby and is available 24/7 at (808) 652-3410, this property ensures a seamless, contactless check-in experience.

  • 6 bedroom
  • 7 bathroom
  • Sleeps 12
Hawaii> Anahola
from $3,096 
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Luxurious Kauai Bluff Estate with Stunning Ocean Views
Luxurious Kauai Bluff Estate with Stunning Ocean Views
Luxurious Kauai Bluff Estate with Stunning Ocean Views

Luxurious Kauai Bluff Estate with Stunning Ocean Views

7 acres overlooking Anini Beach and Kalihiwai Bay. This private retreat offers stunning views of the Pacific and lush Kalihiwai Valley from nearly every room. Spanning 2400 sq. , the home features a spacious layout with a primary suite equipped with new A/C, an ocean-view bed, and a luxurious en suite.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kilauea
from $1,485 
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New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West

New Remodel, Pool, Beach Access, A/C - Kuilima Estates West

Relax and unwind with your family in our beautifully renovated oceanside condo on Oahu's North Shore. Ideally situated between world-class surfing destinations and famous golf courses, this modern retreat offers everything you need for a memorable vacation.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $563 
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Luxury Pineapple House in Hawaii with Ocean Views
Luxury Pineapple House in Hawaii with Ocean Views
Luxury Pineapple House in Hawaii with Ocean Views

Luxury Pineapple House in Hawaii with Ocean Views

Discover the unique beauty of Hawai�i at the luxurious Pineapple House. This 3-bedroom, 2-bathroom home features authentic Hawaiian decor and comfortably sleeps up to 6 guests for a tropical escape. The home boasts soaring ceilings, large windows, tropical plants, and western-facing light, allowing you to enjoy breathtaking Hawaiian sunsets from both inside and outside.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $562 
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Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities
Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities
Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities

Ka'anapali Beachfront Estate – Brand New Home with Luxury Amenities

Experience the ultimate Maui getaway at this magnificent 11,000 sq ft estate directly on Kaanapali Beach, recently completed in 2024. Built over three years with no expense spared, this estate offers unparalleled luxury and privacy, sitting on over an acre of beachfront property.

  • 11 bedroom
  • 9 bathroom
  • Sleeps 26
Hawaii> Lahaina
from $5,890 
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Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate
Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate
Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate

Kailua-Kona Luxury Vacation Home – Ultra Private Oceanfront Gated Estate

This stunning oceanfront residence is nestled within a private gated estate along Kailua-Kona's scenic Ali'i Drive, just a short 5-minute drive from the town center. Recently renovated, the home showcases authentic Hawaii-style architecture, blending indoor and outdoor living seamlessly through expansive wrap-around lanais and open-concept spaces.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $3,701 
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Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West
Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West
Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West

Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West

Discover this spacious, clean, and comfortable 2-story townhouse located in the gated Kuilima Estates at Turtle Bay. Recently remodeled, it features a fully air-conditioned interior with a new quiet Mitsubishi split system air conditioner, ensuring comfort during hot and humid days.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kahuku
from $1,313 
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Hululani Heavenly Kauai Estate with Panoramic Views
Hululani Heavenly Kauai Estate with Panoramic Views
Hululani Heavenly Kauai Estate with Panoramic Views

Hululani Heavenly Kauai Estate with Panoramic Views

Experience the serenity and beauty of Hululani, a stunning estate nestled on a quiet cul-de-sac on Kauai. Known as "Heavenly," this home offers breathtaking panoramic views of the mountains, Bali Hai, and Hanalei Bay from nearly every room, including the private saline swimming pool.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Princeville
from $1,638 
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Hale Mana Luxury Kauai Estate with Ocean Views
Hale Mana Luxury Kauai Estate with Ocean Views
Hale Mana Luxury Kauai Estate with Ocean Views

Hale Mana Luxury Kauai Estate with Ocean Views

Welcome to Hale Mana, one of Kauai’s most exquisite island treasures. This private three-acre estate combines luxury, privacy, and breathtaking ocean vistas. Its beautifully appointed amenities make it ideal for romantic escapes, family reunions, or corporate retreats.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Kilauea
from $4,453 
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Luxury Hawaii Vacation Rental with Infinity Pool and Ocean Views
Luxury Hawaii Vacation Rental with Infinity Pool and Ocean Views
Luxury Hawaii Vacation Rental with Infinity Pool and Ocean Views

Luxury Hawaii Vacation Rental with Infinity Pool and Ocean Views

Feel the blend of casual elegance and island comfort in this spectacular French Tudor located in Honolulu's historic Maunalani Heights. Inside, gleaming wood floors, crown molding, and spacious, bright rooms create a welcoming atmosphere. The fully equipped kitchen features a new refrigerator and dishwasher, perfect for preparing meals.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Honolulu
from $1,602 
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Puako Oceanfront Luxury Villa with Stunning Views
Puako Oceanfront Luxury Villa with Stunning Views
Puako Oceanfront Luxury Villa with Stunning Views

Puako Oceanfront Luxury Villa with Stunning Views

Discover Hale Waima Lani, a stunning blend of modern luxury and authentic Hawaiian charm located on one of Puako's largest oceanfront lots. This meticulously maintained estate offers over 350 feet of direct beach access and panoramic ocean views from nearly every room, making it an ideal retreat for relaxation and adventure.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kamuela
from $3,154 
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Charming Kona Coffee Estate with Private Hot Tub
Charming Kona Coffee Estate with Private Hot Tub
Charming Kona Coffee Estate with Private Hot Tub

Charming Kona Coffee Estate with Private Hot Tub

Welcome to your perfect Kona getaway nestled on a beautiful coffee estate just minutes from downtown Kona. This unique, private 3-bedroom, 2-bath home offers a serene retreat surrounded by lush gardens, mature fruit trees, and coffee plants, providing a true Hawaiian experience.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $602 
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Luxury Private Villa in Kona Coffee Country
Luxury Private Villa in Kona Coffee Country
Luxury Private Villa in Kona Coffee Country

Luxury Private Villa in Kona Coffee Country

Immerse yourself in the tranquility of Heart of Hualalai, a luxurious private retreat nestled on an acre of lush tropical gardens in Kona coffee country. This stunning home offers a blend of natural beauty, modern comfort, and thoughtful design, making it ideal for a peaceful getaway or remote work escape.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $1,296 
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Luxury Villa at Hualalai Four Seasons Resort
Luxury Villa at Hualalai Four Seasons Resort
Luxury Villa at Hualalai Four Seasons Resort

Luxury Villa at Hualalai Four Seasons Resort

Welcome to your personal paradise at the Hualalai Four Seasons Resort! This exquisite residence is nestled in the exclusive Kauhale neighborhood, offering quick access to resort amenities and a tranquil, private setting at the end of Pakui Street.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $4,266 
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Luxury Ocean View Pu'uwai Ali'i Estate
Luxury Ocean View Pu'uwai Ali'i Estate
Luxury Ocean View Pu'uwai Ali'i Estate

Luxury Ocean View Pu'uwai Ali'i Estate

Welcome to this stunning, one-of-a-kind estate located in the exclusive Pu'uwai Ali'i subdivision. Spanning over half an acre, this luxurious property features five bedrooms and six bathrooms, crafted with high-end materials and designed to impress.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $463 
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Moana Makai & Moana Mauka – Kailua-Kona Oceanfront Estate
Moana Makai & Moana Mauka – Kailua-Kona Oceanfront Estate
Moana Makai & Moana Mauka – Kailua-Kona Oceanfront Estate

Moana Makai & Moana Mauka – Kailua-Kona Oceanfront Estate

We offer two luxurious oceanfront vacation rentals located on the beautiful Kona Coast, proudly recognized as the "Best Private Estate in Kailua Kona Hawaii" as of October 1, 2016. These exquisite properties share a stunning lava rock saltwater pool, a relaxing jacuzzi, lush landscaped gardens, charming koi ponds, and barbecue facilities, creating a perfect tropical retreat
The first property, the Moana Makai, is a spacious two-story estate designed by Hamlet (Lucky) Bennett, featuring six bedrooms and five bathrooms, comfortably accommodating up to 12 guests.

  • 13 bedroom
  • 9 bathroom
  • Sleeps 34
Hawaii> Kailua Kona
from $7,152 
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Luxury Hawaiian Estate at Four Seasons Hualalai
Luxury Hawaiian Estate at Four Seasons Hualalai
Luxury Hawaiian Estate at Four Seasons Hualalai

Luxury Hawaiian Estate at Four Seasons Hualalai

Welcome to your private paradise at Lalani Lau'eki Estate within the exclusive Four Seasons Hualalai Resort. This expansive 6,502 sq ft estate offers breathtaking ocean and mountain vistas, perfect for enjoying spectacular Hawaiian sunsets. As you approach, two golf carts are ready for your convenience, making it easy to access resort amenities, including renowned restaurants, a spa, tennis courts, and the pristine beach just minutes away.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $5,210 
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Maui's Ultimate Luxury Estate – Ka'anapali Beachfront Paradise
Maui's Ultimate Luxury Estate – Ka'anapali Beachfront Paradise
Maui's Ultimate Luxury Estate – Ka'anapali Beachfront Paradise

Maui's Ultimate Luxury Estate – Ka'anapali Beachfront Paradise

5-bathroom beachfront estate located on one of only six residential parcels in Kaanapali. Spanning over 11,000 sq ft, this luxurious private home offers sweeping panoramic ocean views and an array of high-end finishes and impeccable craftsmanship, making it the perfect retreat for families or groups seeking both privacy and proximity to top-tier amenities.

  • 9 bedroom
  • 9 bathroom
  • Sleeps 22
Hawaii> Lahaina
from $6,547 
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Stunning 45-Acre Estate with Waterfalls and Guest House
Stunning 45-Acre Estate with Waterfalls and Guest House
Stunning 45-Acre Estate with Waterfalls and Guest House

Stunning 45-Acre Estate with Waterfalls and Guest House

Escape to this breathtaking 45-acre landscaped estate, nestled among lush greenery and bordered by two streams, including a seasonal one with a stunning forty-foot waterfall. The property offers ample space for picnics by the stream or leisurely walks through the scenic grounds.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honomu
from $399 
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Luxury Hanalei Bay Pool & Spa Estate with Views
Luxury Hanalei Bay Pool & Spa Estate with Views
Luxury Hanalei Bay Pool & Spa Estate with Views

Luxury Hanalei Bay Pool & Spa Estate with Views

This luxurious estate offers breathtaking panoramic views of Hanalei Bay, Lumahai Beach, Bali Hai, lush mountains, waterfalls, and rainbows. Nestled against hundreds of tropical acres and fruit trees, the property combines natural beauty with upscale comfort.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 14
Hawaii> Princeville
from $2,535 
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Luxury Poipu Beach Estate Home with Pool & Views
Luxury Poipu Beach Estate Home with Pool & Views
Luxury Poipu Beach Estate Home with Pool & Views

Luxury Poipu Beach Estate Home with Pool & Views

Experience the perfect blend of luxury and comfort at this stunning Poipu Beach Estates home, part of the Parrish Kauai Elite Collection. 5 bathrooms, ideal for families or groups seeking a relaxing island retreat.
The spacious great room seamlessly connects indoor and outdoor living, with sliding doors opening to expansive decks that overlook lush gardens, distant mountain views, and the ocean from the upper-level master suite.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Poipu
from $2,090 
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Poipu Beach Luxury Villa with Pool & Ocean Views
Poipu Beach Luxury Villa with Pool & Ocean Views
Poipu Beach Luxury Villa with Pool & Ocean Views

Poipu Beach Luxury Villa with Pool & Ocean Views

Experience the ultimate Hawaiian getaway at Ho'ohu Nani, a luxurious four-bedroom villa designed for comfort and leisure. This stunning property offers captivating ocean views from the upstairs living area and covered lanai, perfect for relaxing while soaking in the scenery.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,865 
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Luxury Poipu Beach Estate with Ocean Views
Luxury Poipu Beach Estate with Ocean Views
Luxury Poipu Beach Estate with Ocean Views

Luxury Poipu Beach Estate with Ocean Views

Aloha and welcome to your ideal home away from home in sunny Poipu Beach, Kauai! This recently built, upscale residence offers top-of-the-line features perfect for family gatherings or multi-generational vacations.
Located in the new Poipu Beach Estates, just two blocks from Kauai’s finest beaches, these two beautifully designed homes provide comfort and convenience in a lush, tropical setting.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 14
Hawaii> Koloa
from $1,424 
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Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores
Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores

Kailua Beach Oceanfront Estate – Grand 6-Bedroom Retreat on Oahu’s Shores

This exceptional beachfront property in Kailua offers two spacious living areas on the renowned Kailua Beach, known for its pristine white sands and clear waters. The main house features five beautifully renovated bedrooms, each designed with comfort and style, including a luxurious primary suite with a soaking tub and ensuite bath.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 14
Hawaii> Kailua
from $2,769 
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Spacious Poipu Vacation Home with Private Yard
Spacious Poipu Vacation Home with Private Yard
Spacious Poipu Vacation Home with Private Yard

Spacious Poipu Vacation Home with Private Yard

The residence offers a welcoming gathering space with a spacious, open-concept living area perfect for entertaining. The modern kitchen includes stainless appliances, a large island, and ample counter and storage space, making it ideal for preparing memorable meals.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $684 
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Charming One-Bedroom Ohana in Poipu Beach Estates
Charming One-Bedroom Ohana in Poipu Beach Estates
Charming One-Bedroom Ohana in Poipu Beach Estates

Charming One-Bedroom Ohana in Poipu Beach Estates

This charming upstairs 1-bedroom Ohana is located in the desirable Poipu Beach Estates, just minutes away from the sunny beaches and vibrant attractions of Poipu. Designed for couples seeking a comfortable and inviting retreat, the unit features a cozy bedroom with a Queen bed and a brand new Air Conditioner to ensure a restful stay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $340 
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Luxury Honolulu Estate with Private Pool and Spa
Luxury Honolulu Estate with Private Pool and Spa
Luxury Honolulu Estate with Private Pool and Spa

Luxury Honolulu Estate with Private Pool and Spa

The ultimate contemporary estate designed for relaxation, entertainment, and privacy. This luxurious property offers a hotel-like experience without the crowds, perfect for families or corporate retreats.
Spanning approximately 6,500 square feet, the residence combines modern architecture with comfort and functionality.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Honolulu
from $2,868 
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Luxury Kaloko Estate on Big Island Hawaii
Luxury Kaloko Estate on Big Island Hawaii
Luxury Kaloko Estate on Big Island Hawaii

Luxury Kaloko Estate on Big Island Hawaii

Immerse yourself in the tropical paradise of The Lodge at Kaloko, a unique and spacious estate nestled on 3 acres at 2,200 feet elevation on the Big Island. This luxurious property offers a perfect retreat for large families, groups, or corporate gatherings, comfortably sleeping 15 guests across five beautifully appointed bedrooms, including four primary suites with private baths and memory foam mattresses.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 16
Hawaii> Kailua-Kona
from $2,123 
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