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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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Luxury Hualalai Estate with Pool and Ocean Views
Luxury Hualalai Estate with Pool and Ocean Views
Luxury Hualalai Estate with Pool and Ocean Views

Luxury Hualalai Estate with Pool and Ocean Views

Welcome to our private, gated estate nestled on the scenic hillside of Hualalai mountain in Kailua-Kona. Recently renovated, our 4,000-square-foot home offers a blend of modern luxury and island charm, perfect for families and groups seeking a relaxing Hawaiian getaway.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 16
Hawaii> Kailua-Kona
from $1,975 
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Luxury Beach Condo with Private Elevator and Ocean Views
Luxury Beach Condo with Private Elevator and Ocean Views
Luxury Beach Condo with Private Elevator and Ocean Views

Luxury Beach Condo with Private Elevator and Ocean Views

This luxurious 3,700 square foot condo offers a perfect blend of comfort and elegance just a short walk from beautiful beaches. 5 bathrooms, it comfortably accommodates up to 10 guests, making it ideal for family retreats or group getaways.

  • 3 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Kihei
from $1,296 
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Beachfront Kihei Apartments with Ocean Views
Beachfront Kihei Apartments with Ocean Views
Beachfront Kihei Apartments with Ocean Views

Beachfront Kihei Apartments with Ocean Views

Located in the heart of Kihei on the northern end of picturesque Halama Street, this family-owned and operated property offers an authentic Hawaiian getaway with stunning ocean views and easy beach access. The property features two separate dwellings: an apartment building with four individual units and a detached 2-bedroom, 1-bath cottage.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 15
Hawaii> Kihei
from $2,311 
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Luxury Kailua Kona Villa at Kahakai Estates
Luxury Kailua Kona Villa at Kahakai Estates
Luxury Kailua Kona Villa at Kahakai Estates

Luxury Kailua Kona Villa at Kahakai Estates

Welcome to Papala Place at Kahakai Estates by Gather, a stunning four-bedroom, three-and-a-half-bathroom home nestled in the heart of Kailua Kona. This beautifully appointed residence offers a perfect blend of elegance, comfort, and tropical charm, making it an ideal retreat for families or groups seeking a luxurious Hawaiian escape.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $1,463 
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Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach
Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach
Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach

Gorgeous Estate on the Slopes of Diamond Head, 5 minute walk to great beach

5M home on 15,000 sq ft lot in one of the most desired locations on Oahu's south shore. Nestled on the slopes of Diamond Head just outside of Waikiki, this exquisite estate is a 5-MINUTE WALK TO A SECLUDED WHITE SAND BEACH with excellent surfing.

  • 4 bedroom
  • 6 bathroom
  • Sleeps 9
Hawaii> Honolulu
from $718 
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Spectacular Hawaiian Estate with Ocean Views and Luxe Amenities
Spectacular Hawaiian Estate with Ocean Views and Luxe Amenities
Spectacular Hawaiian Estate with Ocean Views and Luxe Amenities

Spectacular Hawaiian Estate with Ocean Views and Luxe Amenities

Pursue your dream vacation in this picturesque Hawaiian estate located on the stunning Kohala Coast. The property boasts multiple bedroom suites with outdoor garden showers, offering a perfect blend of luxury and natural beauty. The residence features an impressive indoor and outdoor chef's kitchen, ideal for gourmet cooking and entertaining while enjoying breathtaking ocean views from the expansive lanai.

  • 4 bedroom
  • 6 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $5,987 
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Luxury Beach House with Ocean Views in Kohala Coast
Luxury Beach House with Ocean Views in Kohala Coast
Luxury Beach House with Ocean Views in Kohala Coast

Luxury Beach House with Ocean Views in Kohala Coast

Nestled on over an acre in the prestigious Bluffs enclave along the Kohala Coast, The Beach House offers an unparalleled sanctuary of luxury and tranquility where indoor-outdoor living takes center stage. This $15 million, 8,141-square-foot estate redefines Hawaiian elegance with its seamless blend of award-winning green design, breathtaking ocean views, and bespoke craftsmanship.

  • 4 bedroom
  • 7 bathroom
  • Sleeps 10
Hawaii> Kamuela
from $4,877 
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Luxury 4-Bedroom Home Near Magic Sands Beach
Luxury 4-Bedroom Home Near Magic Sands Beach
Luxury 4-Bedroom Home Near Magic Sands Beach

Luxury 4-Bedroom Home Near Magic Sands Beach

Discover this stunning high-end 4-bedroom plus bonus loft vacation home nestled in a secure gated community. Designed for comfort and entertainment, the property comfortably sleeps 12 and features a large landscaped yard with sweeping ocean views.

  • 5 bedroom
  • 7 bathroom
  • Sleeps 12
Hawaii> Kailua-Kona
from $1,608 
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Luxury Oceanview Villa on Puako Beach Hawaii
Luxury Oceanview Villa on Puako Beach Hawaii
Luxury Oceanview Villa on Puako Beach Hawaii

Luxury Oceanview Villa on Puako Beach Hawaii

Sit back and unwind in this stunning 5-star reviewed villa located on the idyllic Gold Coast of Hawaii in Puako. This spacious, lofty tropical pole house built in 2007 features four luxurious bedroom suites, each with breathtaking ocean views, ensuring a perfect retreat for families or groups.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 11
Hawaii> Kamuela
from $3,353 
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Luxurious Oceanfront Estate on Hawaii's Hamakua Coast
Luxurious Oceanfront Estate on Hawaii's Hamakua Coast
Luxurious Oceanfront Estate on Hawaii's Hamakua Coast

Luxurious Oceanfront Estate on Hawaii's Hamakua Coast

Escape to this spectacular gated oceanfront estate on Hawaii's beautiful Hamakua Coast, where every detail is designed for your relaxation and enjoyment. The open floor plan seamlessly blends indoor and outdoor living, featuring covered outdoor spaces with BBQ grills and poolside gathering areas perfect for family get-togethers.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Pepeekeo
from $637 
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Luxury 5BR Hale Pakika at Kukuiula with Ocean Views
Luxury 5BR Hale Pakika at Kukuiula with Ocean Views
Luxury 5BR Hale Pakika at Kukuiula with Ocean Views

Luxury 5BR Hale Pakika at Kukuiula with Ocean Views

5-bath luxury home nestled on Kauai’s south shore. Designed for up to 12 guests, this residence offers a perfect blend of comfort, elegance, and island charm. Located just off the first tee of Kukuiula Golf Course, the home provides breathtaking ocean views and a tranquil setting away from the hustle and bustle.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Koloa
from $3,878 
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Hale Koolau Estate with Treehouse on Kauai's North Shore
Hale Koolau Estate with Treehouse on Kauai's North Shore
Hale Koolau Estate with Treehouse on Kauai's North Shore

Hale Koolau Estate with Treehouse on Kauai's North Shore

Welcome to Hale Koolau Estate, a stunning private retreat nestled behind lush tropical landscaping on Kauai's north shore. This unique property features two charming homes: the main house and a whimsical treehouse, both offering luxurious comfort and breathtaking views of Bali Hai and the surrounding mountains.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 14
Hawaii> Haena
from $1,448 
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Luxury Dancing Volcano Estate Near Hawaii Volcanoes Park
Luxury Dancing Volcano Estate Near Hawaii Volcanoes Park
Luxury Dancing Volcano Estate Near Hawaii Volcanoes Park

Luxury Dancing Volcano Estate Near Hawaii Volcanoes Park

Dancing Volcano Estate offers an ideal retreat in Volcano, Hawaii, just minutes from Hawaii Volcanoes National Park. The main house comfortably accommodates six guests with three bedrooms and two bathrooms. Inside, you'll find a spacious living room with a plush leather sofa, TV, games, and books—perfect for unwinding after exploring the island.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Volcano
from $404 
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Luxury Oceanfront Home in Kailua Kona with Pool
Luxury Oceanfront Home in Kailua Kona with Pool
Luxury Oceanfront Home in Kailua Kona with Pool

Luxury Oceanfront Home in Kailua Kona with Pool

Experience the epitome of luxury in this magnificent 6,000 square foot oceanfront estate located in the prestigious gated community of Kailua Kona. This upscale home features four spacious bedrooms and four bathrooms, offering a perfect retreat for families, friends, or special occasions.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 11
Hawaii> Kailua Kona
from $1,913 
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Luxury Big Island Home with Spectacular Ocean Views
Luxury Big Island Home with Spectacular Ocean Views
Luxury Big Island Home with Spectacular Ocean Views

Luxury Big Island Home with Spectacular Ocean Views

Experience the ultimate Hawaiian getaway in this stunning 3-bedroom luxury residence located in Keauhou Estates, Big Island. Boasting 3,700 square feet of elegant living space, this home offers unobstructed 180-degree ocean vistas from almost every room, making it a perfect retreat for relaxation and entertainment.

  • 3 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua-Kona
from $876 
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Historic Kauikeolani Estate Near Hanalei Bay
Historic Kauikeolani Estate Near Hanalei Bay
Historic Kauikeolani Estate Near Hanalei Bay

Historic Kauikeolani Estate Near Hanalei Bay

The Kauikeolani Estate, listed on the National Register of Historic Places, offers a unique Hawaiian retreat across from the stunning Hanalei Bay. Built in 1899, this energy-efficient home harnesses natural trade winds for cooling and features large windows and covered lanais that invite outdoor living.

  • 6 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Hanalei
from $3,947 
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Luxury Hualalai Island Resort Home with Golf Views
Luxury Hualalai Island Resort Home with Golf Views
Luxury Hualalai Island Resort Home with Golf Views

Luxury Hualalai Island Resort Home with Golf Views

Experience the epitome of luxury in this contemporary, newly built estate located within Hualalai Resort on the Big Island of Hawaii. 5-bath pod-style home seamlessly blends indoor and outdoor living, capturing the island’s temperate climate and refreshing breezes.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 10
Hawaii> Kailua Kona
from $6,555 
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Luxury 5BR Mauna Lani Golf Estate with Pool
Luxury 5BR Mauna Lani Golf Estate with Pool
Luxury 5BR Mauna Lani Golf Estate with Pool

Luxury 5BR Mauna Lani Golf Estate with Pool

Welcome to the 5BD Mauna Lani Lux Golf Estate at One Ocean, a stunning new build completed in 2024 nestled within the exclusive Mauna Lani Resort area in Waimea, Hawaii. Designed to accommodate large families or groups of up to ten guests, this luxurious home blends contemporary comfort with tropical elegance.

  • 6 bedroom
  • 7 bathroom
  • Sleeps 10
Hawaii> Waimea
from $2,646 
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Hale Ohia – Private Gated Luxury Estate with Panoramic Ocean Views
Hale Ohia – Private Gated Luxury Estate with Panoramic Ocean Views
Hale Ohia – Private Gated Luxury Estate with Panoramic Ocean Views

Hale Ohia – Private Gated Luxury Estate with Panoramic Ocean Views

Experience the ultimate Hawaiian retreat at Hale Ohia, Kauai's premier private estate. This gated custom home features four luxurious suites, each with private baths, and offers breathtaking ocean vistas from every room. The expansive outdoor area, known as "Pai Pai," is perfect for entertaining, with two large drop-down TVs for movies and sports, a large flat grill, a pizza oven, and a stainless steel grill for outdoor cooking.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Kaloa
from $3,439 
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Laie Beachfront Estate with Pool and Ocean Views
Laie Beachfront Estate with Pool and Ocean Views
Laie Beachfront Estate with Pool and Ocean Views

Laie Beachfront Estate with Pool and Ocean Views

Experience the ultimate Hawaiian retreat at Laie Beachfront Estate by Gather, a stunning oceanfront property offering modern island-style luxury. Located on a pristine, swimmable half-mile stretch of white sand beach, this estate is perfect for those seeking tranquility and adventure alike.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Laie
from $848 
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Secluded Kauai Estate Near Pakala Beach with Ocean Views
Secluded Kauai Estate Near Pakala Beach with Ocean Views
Secluded Kauai Estate Near Pakala Beach with Ocean Views

Secluded Kauai Estate Near Pakala Beach with Ocean Views

Discover this magnificent island-style estate nestled on the serene shores of Pakala's Beach on Kauai's west side. Designed for comfort and elegance, this property is surrounded by mature shade trees, palms, and an orchard, creating a tranquil retreat.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Waimea
from $1,258 
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Unique Kona Beach Boys Estate with Pool & Ocean Views
Unique Kona Beach Boys Estate with Pool & Ocean Views
Unique Kona Beach Boys Estate with Pool & Ocean Views

Unique Kona Beach Boys Estate with Pool & Ocean Views

The Kona Beach Boys Estate offers a rare blend of history, luxury, and natural beauty. 5 gated acres, this unique property evokes the spirit of an endless summer with its expansive grounds and iconic past.
The centerpiece is a spacious plantation-style home designed by a California architect, capturing the essence of a Hawaiian exotic retreat.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 12
Hawaii> Captain Cook
from $1,846 
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Kahala Beachfront Estate – Private Resort-Style Living
Kahala Beachfront Estate – Private Resort-Style Living
Kahala Beachfront Estate – Private Resort-Style Living

Kahala Beachfront Estate – Private Resort-Style Living

Experience the ultimate tropical escape at this luxurious beachfront estate nestled among palm trees on Oahu. The property features expansive lush grounds, two sparkling swimming pools, a relaxing Jacuzzi, waterfalls, and your own private tennis court, providing ample space for relaxation and recreation.

  • 7 bedroom
  • 7 bathroom
  • Sleeps 14
Hawaii> Honolulu
from $6,745 
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Luxury Farmhouse Near Kauai Beaches with Resort Access
Luxury Farmhouse Near Kauai Beaches with Resort Access
Luxury Farmhouse Near Kauai Beaches with Resort Access

Luxury Farmhouse Near Kauai Beaches with Resort Access

Welcome to our luxurious farmhouse on Kauai's South Shore, perfect for large families or groups seeking comfort and convenience. This spacious property offers 5 bedrooms and 4 bathrooms, designed with designer furnishings and fixtures throughout.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,755 
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Historic King Kamehameha Estate Near Hilo Beaches
Historic King Kamehameha Estate Near Hilo Beaches
Historic King Kamehameha Estate Near Hilo Beaches

Historic King Kamehameha Estate Near Hilo Beaches

Welcome to our beautifully restored 1930s estate, once part of King Kamehameha’s private lands, located close to the stunning beaches, botanical gardens, Akaka Falls, and all that Hilo Town offers. Our property is just a short walk to the Wailuku River and Hilo Bayfront, placing you right in the heart of this vibrant area.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Hilo
from $387 
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Private Ocean View Estate at MauiJOY Villa
Private Ocean View Estate at MauiJOY Villa
Private Ocean View Estate at MauiJOY Villa

Private Ocean View Estate at MauiJOY Villa

A private estate offering a serene Maui getaway where comfort, privacy, and natural beauty come together. Situated on half an acre adjacent to undeveloped land, MauiJOY Villa boasts breathtaking 180-degree ocean views of three islands and is nestled above the bustling resorts of Wailea, including The Four Seasons and The Grand Wailea.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $847 
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Luxury townhouse on Turtle Bay - Kuilima Estates West
Luxury townhouse on Turtle Bay - Kuilima Estates West
Luxury townhouse on Turtle Bay - Kuilima Estates West

Luxury townhouse on Turtle Bay - Kuilima Estates West

Aloha! Welcome to your tropical paradise at Turtle Bay Kuilima Estates, situated on the North Shore of Oahu. This beautifully maintained two-story Hawaiian townhome offers a perfect blend of luxury, comfort, and natural beauty. Located on the Championship Fazio Golf Course, it features stunning lake views and a peek-a-boo ocean vista, making it an ideal retreat for those seeking relaxation and adventure alike.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Kahuku
from $965 
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Ginger Beach House – Anahola Beachfront Estate
Ginger Beach House – Anahola Beachfront Estate
Ginger Beach House – Anahola Beachfront Estate

Ginger Beach House – Anahola Beachfront Estate

Discover the epitome of island luxury at Ginger Beach House, a stunning beachfront estate located on the beautiful shores of Anahola Beach in Kauai. This legally licensed, top-rated vacation home offers an unparalleled oceanfront experience, perfect for families, friends, or anyone seeking a serene tropical retreat.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Anahola
from $2,088 
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Charming Hale Minoaka Cottage in Poipu Beach
Charming Hale Minoaka Cottage in Poipu Beach
Charming Hale Minoaka Cottage in Poipu Beach

Charming Hale Minoaka Cottage in Poipu Beach

Welcome to Hale Minoaka! This charming, private 1-bedroom cottage is nestled in Poipu Beach Estates, one of Kauai's premier neighborhoods on the south shore. Perfectly suited for couples or solo travelers seeking a relaxing retreat, this home offers a cozy yet well-appointed space that feels like your home away from home.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Poipu/ Koloa
from $378 
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Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate
Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate

Paradisio Ho'o Kumu – Luxury Kukui'ula Oceanfront Estate

A truly stunning oceanfront resort property on Kauai offers six air-conditioned bedroom suites, a private heated pool, Jacuzzi spa, firepit, and direct access to Kukuiula Beach Park right across the street. This casually elegant, island-style private home provides breathtaking ocean and coastline views from nearly every room, creating the perfect setting for unforgettable vacation memories.

  • 6 bedroom
  • 6 bathroom
  • Sleeps 14
Hawaii> Koloa
from $4,331 
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Charming Beachside Condo in Kihei with Ocean Views
Charming Beachside Condo in Kihei with Ocean Views
Charming Beachside Condo in Kihei with Ocean Views

Charming Beachside Condo in Kihei with Ocean Views

Discover this charming second-floor condo in the heart of Kihei, offering stunning ocean views and easy beach access. Perfectly situated just 300 feet from the shoreline, this updated 2-bedroom, 1-bath unit provides a comfortable and relaxing Maui retreat.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kihei
from $291 
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Charming Onomea Guest Suite with Ocean Views
Charming Onomea Guest Suite with Ocean Views
Charming Onomea Guest Suite with Ocean Views

Charming Onomea Guest Suite with Ocean Views

Welcome to our peaceful country estate in Onomea, just six miles north of Hilo, set on five lush tropical acres with stunning garden and ocean vistas. The Onomea Guest Suite offers a private, cozy retreat with a studio layout that combines bedroom, living area, and kitchenette into one spacious, airy space.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Hilo
from $172 
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Luxury Mauna Lani KaMilo Home 407 in Hawaii
Luxury Mauna Lani KaMilo Home 407 in Hawaii
Luxury Mauna Lani KaMilo Home 407 in Hawaii

Luxury Mauna Lani KaMilo Home 407 in Hawaii

Discover the elegance and comfort of Mauna Lani KaMilo Home 407, a beautifully maintained single-level residence nestled within a low-density gated community on Hawaii's stunning Kohala Coast. This spacious home is perfect for families or groups seeking a relaxing getaway, offering ample space for quality time together in a serene resort setting.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $596 
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Remodeled Maui Beachfront Condo with Pool & Hot Tub
Remodeled Maui Beachfront Condo with Pool & Hot Tub
Remodeled Maui Beachfront Condo with Pool & Hot Tub

Remodeled Maui Beachfront Condo with Pool & Hot Tub

From the front door, a stunning stretch of Maui beach beckons for exploration, while inside, this condo has been completely renovated with stylish furnishings, new surfaces, and fixtures. Kihei Garden Estates B-103 is a ground-floor unit in Building B, offering easy access and a relaxed tropical vibe.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $237 
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Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East
Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East
Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East

Turtle Bay Corner Condo Overlooking the Fairway - Kuilima Estates East

Discover the authentic charm of the North Shore in this beautifully designed Hawaiian beach-themed condo, perfect for up to four adults. Located on the preferred East Side of Kuilima Estates, this unit offers a relaxing and convenient retreat with resort-style amenities right at your doorstep.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $397 
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Luxury Hawaii Estate in Mauna Lani with Pool & Views
Luxury Hawaii Estate in Mauna Lani with Pool & Views
Luxury Hawaii Estate in Mauna Lani with Pool & Views

Luxury Hawaii Estate in Mauna Lani with Pool & Views

Experience the ultimate Hawaiian getaway in this luxurious 5,600 sq ft estate located within the exclusive Mauna Lani resort area. This spacious home offers six bedrooms, each with en suite bathrooms, including four king-sized beds and one queen, comfortably accommodating up to 10 guests, with the option to add four more for an extended family or group.

  • 5 bedroom
  • 8 bathroom
  • Sleeps 14
Hawaii> Waimea
from $2,524 
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Luxury Maui Oceanfront Estate with Private Pool
Luxury Maui Oceanfront Estate with Private Pool
Luxury Maui Oceanfront Estate with Private Pool

Luxury Maui Oceanfront Estate with Private Pool

Experience the ultimate Maui vacation in this luxurious 3,500 sq. ft. oceanfront estate, nestled on 2/3 acre of tropical paradise. The property offers a perfect blend of privacy, comfort, and breathtaking views. As you step inside, the spacious indoor living area welcomes you with high beamed ceilings, a cozy lava rock fireplace, and elegant decor that reflects the island's natural beauty.

  • 6 bedroom
  • 6 bathroom
  • Sleeps 17
Hawaii> Kihei
from $2,147 
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Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West

Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West

Experience the perfect getaway in this spacious and beautifully appointed 2-bedroom, 2-bath townhome located on the first fairway of the Fazio Golf Course at Turtle Bay Resort. The home offers stunning views of the lush golf course with glimpses of the ocean beyond, and you might even spot grazing horses in the distance.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $454 
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Pacific Pearl Beachfront Estate - Remodeled 2025
Pacific Pearl Beachfront Estate - Remodeled 2025
Pacific Pearl Beachfront Estate - Remodeled 2025

Pacific Pearl Beachfront Estate - Remodeled 2025

Remodeled in 2025 along with a new caretaker, discover an exceptional beachfront haven where pristine sands meet luxurious comfort. Designed specifically for larger gatherings, our exclusive estate offers an unparalleled coastal escape for up to 16 guests.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 16
Hawaii> Punaluu
from $2,614 
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Luxury Kona Home with Ocean Views and Infinity Pool
Luxury Kona Home with Ocean Views and Infinity Pool
Luxury Kona Home with Ocean Views and Infinity Pool

Luxury Kona Home with Ocean Views and Infinity Pool

Welcome to Palekaiko, a true paradise nestled in Kona, Hawaii. This spacious 3,200+ sq. ft. home sits on over an acre in a secure gated community, offering a perfect blend of luxury and natural beauty. The property features three bedrooms, each with stunning ocean views, and three and a half bathrooms equipped with modern fixtures.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 7
Hawaii> Kailua-Kona
from $1,050 
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Makena Aloha Estate Luxury Maui Vacation Home
Makena Aloha Estate Luxury Maui Vacation Home
Makena Aloha Estate Luxury Maui Vacation Home

Makena Aloha Estate Luxury Maui Vacation Home

Experience the ultimate luxury at Makena Aloha Estate, one of West Maui's most exclusive legally permitted vacation properties. This stunning 4,400 sq ft estate is nestled on 4 acres of lush landscape, offering unparalleled privacy and breathtaking views of the ocean, mountains, and neighboring islands Moloka'i and Lana'i.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Lahaina
from $2,284 
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Elegant Kona Estate with Ocean Views and Luxurious Amenities
Elegant Kona Estate with Ocean Views and Luxurious Amenities
Elegant Kona Estate with Ocean Views and Luxurious Amenities

Elegant Kona Estate with Ocean Views and Luxurious Amenities

5-acre sanctuary on the South Kona coast. From the moment you arrive via the royal palm-lined driveway, you'll feel the magic of this exquisite property. The estate offers sweeping ocean views, mesmerizing sunsets over the Pacific, and vibrant lush foliage visible from expansive lanais and the inviting spa.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 4
Hawaii> Captain Cook
from $762 
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Kuilima Estates West 3 Bedroom
Kuilima Estates West 3 Bedroom
Kuilima Estates West 3 Bedroom

Kuilima Estates West 3 Bedroom

Welcome to Kuilima Estates West, ideally located just steps from the iconic Turtle Bay Hotel on Hawaii's North Shore. This spacious, two-story condo offers privacy with no units above or below, providing a peaceful retreat with luxurious high ceilings and bright, airy spaces.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $550 
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Luxury Poipu Beach Estates Home with Pool & Spa
Luxury Poipu Beach Estates Home with Pool & Spa
Luxury Poipu Beach Estates Home with Pool & Spa

Luxury Poipu Beach Estates Home with Pool & Spa

Welcome to this stunning Poipu Beach Estates residence, a true Hawaiian retreat perfect for families or groups seeking luxury and comfort. The spacious two-story home offers approximately 3,000 square feet of elegant living space, designed with a seamless open floor plan that encourages socializing and relaxation.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,263 
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Kahakai Estates Hale on Kona Gold Coast
Kahakai Estates Hale on Kona Gold Coast
Kahakai Estates Hale on Kona Gold Coast

Kahakai Estates Hale on Kona Gold Coast

The charming Kahakai Estates Hale by Gather is nestled in the gated community of Kahakai Estates on the Big Island's stunning Kona Gold Coast. This inviting Hawaiian retreat offers seclusion and easy access to Kailua-Kona's top attractions just two miles away, making it perfect for exploring the island's natural beauty and vibrant culture.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $648 
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Beautiful 5-Star Kona Beach Vacation Home with Pool
Beautiful 5-Star Kona Beach Vacation Home with Pool
Beautiful 5-Star Kona Beach Vacation Home with Pool

Beautiful 5-Star Kona Beach Vacation Home with Pool

Welcome to Forever Sunsets, a top-rated vacation home in Kailua-Kona offering a perfect blend of luxury, comfort, and convenience. Located in a secure gated community, this stunning residence is just a short walk to Magic Sands Beach, renowned as the most popular sandy beach in Kailua-Kona.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 14
Hawaii> Kailua-Kona
from $1,081 
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Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West
Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West
Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West

Oasis at Turtle Bay Condo on the North Shore - Kuilima Estates West

Discover this cozy and inviting one-bedroom condo at Turtle Bay, ideal for up to five guests seeking an authentic Hawaiian experience. The spacious master bedroom features a comfortable Cal King bed and is equipped with air conditioning to ensure a restful stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kahuku
from $1,154 
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Tropical Turtle Bay Condo - Kuilima Estates East
Tropical Turtle Bay Condo - Kuilima Estates East
Tropical Turtle Bay Condo - Kuilima Estates East

Tropical Turtle Bay Condo - Kuilima Estates East

This beautifully renovated condo offers a stylish and comfortable retreat on the Arnold Palmer golf course, just minutes from Turtle Bay Resort. The unit features a spacious open-plan living area with a large kitchen, perfect for preparing meals with modern appliances including a refrigerator with filtered water and ice, stove, oven, microwave, dishwasher, crockpot, rice cooker, and coffee maker.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $406 
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Kuilima Estates West #85 - North Shore Oahu Condo
Kuilima Estates West #85 - North Shore Oahu Condo
Kuilima Estates West #85 - North Shore Oahu Condo

Kuilima Estates West #85 - North Shore Oahu Condo

Welcome to Kuilima Estates West #85 by Gather, a beautifully updated corner unit nestled near the iconic Turtle Bay Golf Course on Oahu’s stunning North Shore. This spacious three-bedroom, two-bathroom condo comfortably hosts up to seven guests, making it an ideal retreat for families, friends, or groups seeking a relaxing Hawaiian getaway.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Kahuku
from $994 
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Davidson Point Beach House with Private Pool & Ocean Views
Davidson Point Beach House with Private Pool & Ocean Views
Davidson Point Beach House with Private Pool & Ocean Views

Davidson Point Beach House with Private Pool & Ocean Views

Welcome to Davidson Point Beach House, a serene oceanfront retreat on Kauai's west side. Nestled on a spacious estate-sized lot, this luxurious property offers breathtaking views of Ni'ihau and stunning sunsets. The property features covered lanais with tranquil ocean vistas, leading to a beautifully landscaped backyard adorned with fruit trees and a private heated saltwater pool measuring 14x28 feet, perfect for relaxing or entertaining.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kekaha
from $1,069 
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