Luxury Vacation Rentals in Hawaii

Explore the finest in Hawaiian hospitality with our handpicked selection of Oahu luxury villas, Maui oceanfront estates, Kauai beachfront homes, and Big Island private retreats. These upscale vacation rentals offer world-class amenities, privacy, and panoramic views - perfect for honeymoons, celebrations, and unforgettable family getaways.

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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

Stately and serene, THE HOME OF THE HULA MOON is one of the most beautiful contemporary oceanfront properties in PUAKO. Each bedroom has a perfect ocean view. Located near the end of the road, you will enjoy year-round sunsets and privacy.

Puako has the best beach weather on the Big Island.

  • 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

Summary:
Welcome to our little slice of paradise on the North Shore of Oahu, Hawaii. Our beach cozy condo is nestled in a well maintained gated community at the famous Turtle Bay Resort. Whether you are looking to relax or enjoy adventurous activities, this is the perfect spot for you and your family.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $428
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Newly Renovated Stunning Beachfront 5 Bed, 6.5 Bath Estate with Pool, Spa & AC
Newly Renovated Stunning Beachfront 5 Bed, 6.5 Bath Estate with Pool, Spa & AC
Newly Renovated Stunning Beachfront 5 Bed, 6.5 Bath Estate with Pool, Spa & AC

Newly Renovated Stunning Beachfront 5 Bed, 6.5 Bath Estate with Pool, Spa & AC

One of the most stunning homes and locations in Maui. The beachfront home is 'U' shaped, with a spacious lanai area which includes a pool and spa and which overlooks the beach, ocean, and the island of Lanai. Located on a private palm tree lined lane with gated entry, this home sits on a secluded surf break with a sandy beach that giant green sea turtles sleep on most nights.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 10
Hawaii> Lahaina
from $3,883
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Gorgeous Oceanfront Estate, Steps From Beach w\/AC & Puako Bay Views: 10D
Gorgeous Oceanfront Estate, Steps From Beach w\/AC & Puako Bay Views: 10D
Gorgeous Oceanfront Estate, Steps From Beach w\/AC & Puako Bay Views: 10D

Gorgeous Oceanfront Estate, Steps From Beach w/AC & Puako Bay Views: 10D

Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time.

This oceanfront Kohala Coast home with breathtaking coastline views offers the ultimate setting for a once-in-a-lifetime escape to paradise.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $1,466
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Cottage on a 3 acre estate, spa, fireplace, cozy, park like setting, fruit trees
Cottage on a 3 acre estate, spa, fireplace, cozy, park like setting, fruit trees
Cottage on a 3 acre estate, spa, fireplace, cozy, park like setting, fruit trees

Cottage on a 3 acre estate, spa, fireplace, cozy, park like setting, fruit trees

Hale O' Makani, is located in upper Paauilo cool temperatures for a comfortable nights sleep, lots of mature trees, including fruit trees, vegetable garden,surround this property, very cozy cedar cottage ,with 1 bedroom, queen size bed, full kitchen, bathroom with tub and shower, walk in closet, gas fireplace in living room for those chilly nights, beautiful deck with spa, this cottage only accommodates 2 guests maximum, 25 min.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Paauilo
from $236
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Luxe Golf Estate w\/ Hilton Pool passes - Sleeps 10
Luxe Golf Estate w\/ Hilton Pool passes - Sleeps 10
Luxe Golf Estate w\/ Hilton Pool passes - Sleeps 10

Luxe Golf Estate w/ Hilton Pool passes - Sleeps 10

Luxury Meets Paradise: Nohea Hale in Waikoloa Beach Resort – Top 5% Airbnb Guest Favorite!
Welcome to Nohea Hale, a luxury 4-bedroom, 4-bathroom Five-Star estate located in the prestigious Ainamalu community at Waikoloa Beach Resort. Ranked in the top 5% of Airbnb guest favorites, we’re proud to be Superhosts with over 40 five-star reviews, offering an unforgettable stay with exclusive amenities, including Hilton daily pool passes for each guest beginning November 2024.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Puako
from $1,582
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Four Bedroom Oceanfront Estate at Naupaka Place at Waikoloa Beach!
Four Bedroom Oceanfront Estate at Naupaka Place at Waikoloa Beach!
Four Bedroom Oceanfront Estate at Naupaka Place at Waikoloa Beach!

Four Bedroom Oceanfront Estate at Naupaka Place at Waikoloa Beach!

Welcome to Pacific Sunset Villa, home of expansive ocean views and ultimate luxury. This award winning home with 4 bedroom with ensuite bathrooms and 3 half bathrooms sits on an oceanfront setting and offers easy access to all the amenities at Waikoloa Beach Resort.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 8
Hawaii> Waikoloa
from $6,085
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Ultra Luxe Oceanview Estate at Hualalai, Private Pool & Spa: 102 Hainoa
Ultra Luxe Oceanview Estate at Hualalai, Private Pool & Spa: 102 Hainoa
Ultra Luxe Oceanview Estate at Hualalai, Private Pool & Spa: 102 Hainoa

Ultra Luxe Oceanview Estate at Hualalai, Private Pool & Spa: 102 Hainoa

The Hualalai Resort will host the annual Chairman’s Club event from December 1–6, 2025. Please note that access to certain resort amenities may be limited or restricted during this time for residential rental guests. We recommend inquiring prior to booking if your stay falls within these dates.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $3,522
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Luxury Oceanfront Estate
Luxury Oceanfront Estate
Luxury Oceanfront Estate

Luxury Oceanfront Estate

STVR- 19-365146
NUCR 20-1787
TMK - (3) 7-5-005-096
GE/TAT - 051-694-0288-01

Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks to Kailua-Kona town and within a guarded gate community of luxury estates.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Kailua-Kona
from $3,546
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Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage
Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage
Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage

Ocean Front Estate, *Private Pool*, Exclusive Beach Frontage

Live the dream at this oceanfront gem, with wide beach frontage and an inviting courtyard pool that beckons you to experience the ultimate Hawaiian retreat in style. Kick off your shoes and step barefoot off your expansive covered lanai onto a sprawling oceanfront lawn, and soak in the postcard perfect views of the turquoise blue Pacific ocean, framed by swaying palm trees.

  • 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 is the perfect place for your Hawaiian getaway! Enjoy 5 miles+ of secluded beaches, 2 private swimming pools, 2 private tennis courts, 2 PGA golf courses, horseback riding, surfing, snorkeling, diving, fishing, activity rentals and fine dining all just a short walk from your front door!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 8
Hawaii> Kahuku
from $475
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Pinnacle at Poipu -  Luxury Estate w\/  Ocean Views and Salt Water Oasis Pool!
Pinnacle at Poipu -  Luxury Estate w\/  Ocean Views and Salt Water Oasis Pool!
Pinnacle at Poipu -  Luxury Estate w\/  Ocean Views and Salt Water Oasis Pool!

Pinnacle at Poipu - Luxury Estate w/ Ocean Views and Salt Water Oasis Pool!

Introducing the Pinnacle of Poipu: A Magical and Exquisite Getaway on the Garden Isle. Elevate your vacation experience at this exclusive luxury vacation rental nestled in the heart of Poipu, Kaua'i. Perched high atop its picturesque surroundings.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,169
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Oceanfront Luxe 4BD Puako Estate: Infinity Pool & Privacy
Oceanfront Luxe 4BD Puako Estate: Infinity Pool & Privacy
Oceanfront Luxe 4BD Puako Estate: Infinity Pool & Privacy

Oceanfront Luxe 4BD Puako Estate: Infinity Pool & Privacy

Welcome to Puako’s Ocean Edge Modern Estate, a stunning architectural masterpiece nestled in the tranquil setting of Puako, Hawaii. This four-bedroom, five-and-a-half-bathroom estate offers the perfect blend of luxury, exclusivity, and serenity.

  • 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

BRAND NEW RENOVATION. This unit backs up to the world famous Fazio golf courses with a beautiful view of the 18th hole from the relaxing lanai. Just a five-minute walk from the beaches at Turtle Bay Resort and access to miles of walking and biking trails.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $698
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Stunning Kaimupulehu Grand Estate Hualalai
Stunning Kaimupulehu Grand Estate Hualalai
Stunning Kaimupulehu Grand Estate Hualalai

Stunning Kaimupulehu Grand Estate Hualalai

This “Over-the-Top” estate is a resort within a resort! Guests often choose to Opt Out of paying the resort fees and enjoy this quiet retreat without the hustle and bustle of the resort activity. Beautiful infinity pool with sandy beach!

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $6,747
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OCEANFRONT LANIKAI BEACH ESTATE
OCEANFRONT LANIKAI BEACH ESTATE
OCEANFRONT LANIKAI BEACH ESTATE

OCEANFRONT LANIKAI BEACH ESTATE

Aloha

Relax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands.

This location is suited for year round living and is ideal for stand-up paddling, kayaking, boogie boarding, snorkeling, and children's activities.

  • 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

Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and more on the adjacent Turtle Bay Resort grounds.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kahuku
from $382
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Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!
Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!
Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!

Charming Holualoa Ranching-Era Estate near Kailua and Keauhou. Away from it all!

Gracious comforts of yesteryears and featured in the coffee table book, The Hawaiian House Now, the home is an historic 1895 structure, modified in the 1940s. Retaining the charm of old Hawaii with architecture and furnishings of the day, while satisfying the needs and aesthetic of today's lifestyle, you'll be captivated by its relaxed atmosphere and convenience being close to all of Kona's offerings.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 11
Hawaii> Holualoa
from $705
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Pickleball, basketball, Ocean Views! 6br\/4.5ba,pool,hot tub, Gated Estate!
Pickleball, basketball, Ocean Views! 6br\/4.5ba,pool,hot tub, Gated Estate!
Pickleball, basketball, Ocean Views! 6br\/4.5ba,pool,hot tub, Gated Estate!

Pickleball, basketball, Ocean Views! 6br/4.5ba,pool,hot tub, Gated Estate!

Pacific View is nestled in the majestic West Maui Mountains, a vast area of lush valleys and cliffs. This lovely 5-acre estate is uniquely situated to capture all of that beautiful West Maui offers.

Pacific View is a gated villa offering a generous 4000+ square feet of living space, private pool, hot tub, panoramic ocean views, and pickleball, basketball and Putt Putt Golf.

  • 6 bedroom
  • 5 bathroom
  • Sleeps 12
Hawaii> Lahaina
from $4,555
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Kona coffee estate in Holualoa
Kona coffee estate in Holualoa
Kona coffee estate in Holualoa

Kona coffee estate in Holualoa

Kona Coffee Estate Guest Apartment with Ocean and Garden Views

Our estate is situated on the slopes of Mt. Hualalai on the Big Island of Hawaii. We are located just 15 minutes from the Kona Airport, 10 minutes from the quaint coastal town of Kailua-Kona, 10 minutes from the artists’ village of Holualoa, and also 10 minutes from Costco!

  • 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

00 Admin Fee is for our Damage Protection Policy. , Hawaii 5-0, & Lost). Waimanalo's small town doesn't allow hotels, making it the perfect getaway from the busy tourist spots, yet still close to so many great activities and attractions! The countryside of Waimanalo is slow moving and filled with Aloha, beauty, and authentic Hawaiian experiences.

  • 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

Surf's up on the North Shore and our condo is the perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we are one of the closest condos to the Turtle Bay Resort.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $785
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Large Gated Oceanfront Estate ~ Secluded on a beach, safe all year TVNC-4185
Large Gated Oceanfront Estate ~ Secluded on a beach, safe all year TVNC-4185
Large Gated Oceanfront Estate ~ Secluded on a beach, safe all year TVNC-4185

Large Gated Oceanfront Estate ~ Secluded on a beach, safe all year TVNC-4185

Hale Aloha… On The Sand TVNC-4185
Anaik Martin, is the property manager, lives nearby and is available 24 hours a day, 7 days a week, (808) 652-3410. Professionally cleaned and disinfected by a licensed company.

  • 6 bedroom
  • 7 bathroom
  • Sleeps 12
Hawaii> Anahola
from $3,096
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Ocean View Estate w\/AC & Pool, Close To Beach
Ocean View Estate w\/AC & Pool, Close To Beach
Ocean View Estate w\/AC & Pool, Close To Beach

Ocean View Estate w/AC & Pool, Close To Beach

Looking for a unique and luxurious Kauai getaway with incredible views, a pool, and air conditioning? Would you like something that feels private and secluded yet close to some of Kauai's most amazing beaches? Escape to this bluff estate overlooking Anini Beach and Kalihiwai Bay!

  • 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 modern luxury. We’re excited to share with you our newly renovated oceanside condo. Nestled perfectly between the North Shore of Oahu’s world class surfing destinations and world famous golf courses - you’ll never be without endless activities.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $563
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Pineapple House: Ocean View Home in Keauhou Estates w\/ Private Hot Tub, BBQ & AC
Pineapple House: Ocean View Home in Keauhou Estates w\/ Private Hot Tub, BBQ & AC
Pineapple House: Ocean View Home in Keauhou Estates w\/ Private Hot Tub, BBQ & AC

Pineapple House: Ocean View Home in Keauhou Estates w/ Private Hot Tub, BBQ & AC

Discover the unique beauty of Hawai’i here at the luxurious Pineapple House. This 3 Bedroom 2 Bathroom home is furnished in true Hawaiian decor and sleeps up to 6 guests for a heavenly tropical vacation. With a multitude of soaring high ceilings, large windows, tropical plants and plenty of western facing light to enjoy the magical Hawaiian sunset, guests will be immersed in the beauty of nature from both inside and outside the home.

  • 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

The most magnificent estate to come to the rental market in decades, perhaps ever. This massive 11,000 sq. foot, 11 bedroom estate sits directly on the world famous Kaanapali Beach, recently voted the best beach in America.

Developed from the ground up over a 3 year process and new in 2024, no expense was spared and no amenity missed.

  • 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 oceanfront residence is a gated estate situated in a private neighborhood off of Kailua-Kona’s scenic Ali’i Drive, just 5 minutes from town. Recently remodeled, this home reflects a true sense of place with Hawaii-style architecture, expansive indoor-outdoor living spaces, wrap around lanais, lagoon-shaped swimming pool with spa and coco palms framing the amazing ocean and sunset views.

  • 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

Experience this spacious, clean & comfortable, newly remodeled unique 2-story townhouse with the conveniences of a home which is fully air-conditioned w/ new quiet Mitsubishi split system a/c. This is especially important for the hot and humid days.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kahuku
from $1,313
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Hululani Luxury Estate, A\/C, Pool and Spectacular Ocean Views
Hululani Luxury Estate, A\/C, Pool and Spectacular Ocean Views
Hululani Luxury Estate, A\/C, Pool and Spectacular Ocean Views

Hululani Luxury Estate, A/C, Pool and Spectacular Ocean Views

This serene estate is named Hululani, or "Heavenly," for its pristine beauty. This truly fabulous home has awesome, panoramic views of the mountains, Bali Hai and Hanalei Bay from virtually every room as well as from the private, saline swimming pool.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Princeville
from $1,638
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Luxury 5 BR Estate over Beach w\/ Huge Views, Pool, Hot Tub - TVNC#4201
Luxury 5 BR Estate over Beach w\/ Huge Views, Pool, Hot Tub - TVNC#4201
Luxury 5 BR Estate over Beach w\/ Huge Views, Pool, Hot Tub - TVNC#4201

Luxury 5 BR Estate over Beach w/ Huge Views, Pool, Hot Tub - TVNC#4201

Welcome to Hale Mana, one of Kauai's most beautiful island treasures. This stunning three-acre private estate will bathe you in every luxury with its beautifully appointed amenities, secluded beach, and tremendous ocean views.

If you are looking for Hawaii's best location for a romantic escape, family reunion or corporate retreat, you have found it in Hale Mana.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Kilauea
from $4,453
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Charming Historical Home - Crutchfield Estate
Charming Historical Home - Crutchfield Estate
Charming Historical Home - Crutchfield Estate

Charming Historical Home - Crutchfield Estate

This spectacular French Tudor exudes a casual elegance and the comfort of the islands. Inside you will find gleaming wood floors, an elegant fireplace, crown molding and spacious bright rooms. The kitchen is fully equipped with a new refrigerator and dishwasher.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Honolulu
from $1,602
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A Private Luxury 350+ Oceanfront Estate in an Oasis \/4Runner Option
A Private Luxury 350+ Oceanfront Estate in an Oasis \/4Runner Option
A Private Luxury 350+ Oceanfront Estate in an Oasis \/4Runner Option

A Private Luxury 350+ Oceanfront Estate in an Oasis /4Runner Option

Modern luxury and old Hawaii charm meet and beckon from one of the largest oceanfront lots in Puako. With 350+ feet of beachfront access and ocean views from every room, this unique and meticulously maintained home is a vacation dream—the main hale with a luxury oceanfront master suite and an additional oceanfront suite and the private guest wing with two private oceanfront suites, its own wet bar, washer/dryer, and access to the main hale via a covered bridge.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Kamuela
from $3,154
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NEW! 3\/BR Coffee Estate with Hot Tub and Ocean View in Kona town
NEW! 3\/BR Coffee Estate with Hot Tub and Ocean View in Kona town
NEW! 3\/BR Coffee Estate with Hot Tub and Ocean View in Kona town

NEW! 3/BR Coffee Estate with Hot Tub and Ocean View in Kona town

We are new to VRBO but have 25+ 5 star reviews on another popular vacation rental platform. This is truly a unique property and I have no doubt that you will enjoy your stay!

This Kona coffee estate is located just minutes from downtown Kona.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $602
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Lush Private Tropical Estate, Epic Views w\/ Salt Water Pool & Spa
Lush Private Tropical Estate, Epic Views w\/ Salt Water Pool & Spa
Lush Private Tropical Estate, Epic Views w\/ Salt Water Pool & Spa

Lush Private Tropical Estate, Epic Views w/ Salt Water Pool & Spa

Nestled on an acre of private and quiet lush tropical grounds with heated pool and hot tub, Heart of Hualalai is your dream home, away from home, in Kona coffee country.


Heart of Hualalai is a peaceful space where natural beauty and serenity meet mindful architectural design, environmental consciousness and high technology.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Kailua-Kona
from $1,296
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Serene Pakui Pua Estate ~ Hualalai ~ Secluded~Saltwater Pool~Personal Concierge
Serene Pakui Pua Estate ~ Hualalai ~ Secluded~Saltwater Pool~Personal Concierge
Serene Pakui Pua Estate ~ Hualalai ~ Secluded~Saltwater Pool~Personal Concierge

Serene Pakui Pua Estate ~ Hualalai ~ Secluded~Saltwater Pool~Personal Concierge

Imagine stepping into your own Hawaiian sanctuary at Serene Pakui Pua Estate, where tranquility greets you in Hualalai Resort’s exclusive Kauhale neighborhood. Wake in the Grand Master Suite, ocean and Maui views filling your sight, and slip into the tropical outdoor shower garden to start your day.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $4,266
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Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!
Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!
Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!

Puuwai Alii Estate: Stunning Luxury Home with Pool, Hot Tub & Ocean Views,AC!

Absolutely amazing property! A one of a kind 5-bedroom, 6-bathroom property that is built to impress with gorgeous high end materials and is one of just seven properties in the quaint "Pu'uwai Ali'i" subdivision. The gated entrance, majestic surrounding trellises, and handsome motor court welcome visitors leading them past fragrant florals and waterfall cascade to a formal foyer and living room opening to expansive panoramic ocean views!

  • 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 are 2 luxury oceanfront vacation rentals on the Kona Coast.

Voted "Best Private Estate in - Kailua Kona Hawaii"
October 1, 2016

These two beautiful homes share the estate’s lava rock saltwater pool and jacuzzi, lushly landscaped yard overlooking the Pacific ocean, enchanting koi ponds and barbecue grills.

  • 13 bedroom
  • 9 bathroom
  • Sleeps 34
Hawaii> Kailua Kona
from $7,152
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SPRING BREAK SPECIAL! Lau'eki Estate ~ Hualalai ~ Sweeping Views ~ Infinity pool
SPRING BREAK SPECIAL! Lau'eki Estate ~ Hualalai ~ Sweeping Views ~ Infinity pool
SPRING BREAK SPECIAL! Lau'eki Estate ~ Hualalai ~ Sweeping Views ~ Infinity pool

SPRING BREAK SPECIAL! Lau'eki Estate ~ Hualalai ~ Sweeping Views ~ Infinity pool

Step through a tropical courtyard into Elegant Lalani Lau’eki Estate, a 4-bedroom retreat with a separate Ohana guesthouse, ideal for couple getaways or family gatherings. A breathtaking hallway frames ocean views from the expansive lanai, where you’ll sip coffee as the golf course glows in the sunrise.

  • 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

5BA estate represents the pinnacle of Maui vacationing. Guests will enjoy the space and solitude of this luxurious private home nestled steps from five-star dining, and award-winning spas that neighboring resorts provide.

Its 11000+ sq ft interior is complimented by sweeping panoramic ocean views, impeccable craftsmanship, high-end finishes, and lavish onsite amenities, including a fitness room, media room, game room with pool table, library, hot tub, and four heated pools.

  • 9 bedroom
  • 9 bathroom
  • Sleeps 22
Hawaii> Lahaina
from $6,547
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Paradise on park like estate with beautiful ocean and mountain view
Paradise on park like estate with beautiful ocean and mountain view
Paradise on park like estate with beautiful ocean and mountain view

Paradise on park like estate with beautiful ocean and mountain view

Envision time on 45 acres of a landscaped park-like estate bordered by two streams - one is seasonal with a forty foot waterfall. Imagine picnicking by the stream or going for leisurely walks. The 800 plus square foot guest house provides privacy and space to relax.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honomu
from $399
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New Luxury 5BR Hanalei Bay, Lumahai, Bali Hai Pool View Estate
New Luxury 5BR Hanalei Bay, Lumahai, Bali Hai Pool View Estate
New Luxury 5BR Hanalei Bay, Lumahai, Bali Hai Pool View Estate

New Luxury 5BR Hanalei Bay, Lumahai, Bali Hai Pool View Estate

This Luxury Pool & Spa Estate has it all! Panoramic Views of Hanalei Bay, Lumahai Beach, Bali Hai, Mountains, Waterfalls, Rainbows, backing to hundreds of tropical acres and fruit trees! 5 Baths, Separate Living Room with 85" HDTV, Fully Equipped Gourmet Kitchen, Dining Room, plus a separate Family Room/Game Room with Pool Table and service wet bar just off the lanai with gorgeous infinity pool, large jetted spa, and Baja Ledge.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 14
Hawaii> Princeville
from $2,535
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Hale Maluhia Estate at Poipu By Parrish Kauai- elite home w\/ AC & heated pool!
Hale Maluhia Estate at Poipu By Parrish Kauai- elite home w\/ AC & heated pool!
Hale Maluhia Estate at Poipu By Parrish Kauai- elite home w\/ AC & heated pool!

Hale Maluhia Estate at Poipu By Parrish Kauai- elite home w/ AC & heated pool!

Enjoy the luxury and comfort of our newest Elite home centrally located in Poipu Beach Estates. This custom home takes full advantage of many views and is also positioned to enjoy the fabulous trade wind breezes. The spacious and open great room has sliding doors that bring the outside in from both the pool deck on one side and lovely garden views on the other with great outdoor decks for enjoying the views.

  • 4 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Poipu
from $2,090
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Private Ocean View Estate in Poipu with A\/C, Jacuzzi, & Pool 5 min walk to beach
Private Ocean View Estate in Poipu with A\/C, Jacuzzi, & Pool 5 min walk to beach
Private Ocean View Estate in Poipu with A\/C, Jacuzzi, & Pool 5 min walk to beach

Private Ocean View Estate in Poipu with A/C, Jacuzzi, & Pool 5 min walk to beach

Ho'ohu Nani has Four Bedrooms (2 Master Suites), Den with Fold-Out Couch, Four Full Bathrooms, and Two Half Baths. Ocean Views from Upstairs Living Area and Covered Lanai. The Kitchen includes top-of-the line appliances with a new Wolf Range, beautiful granite counter tops + bar counter, and Large Dinning Table.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Koloa
from $1,865
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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 spectacular beachfront home offers two living spaces on the best part of Kailua Beach - known throughout the State as one of the most pristine white sand beaches - the perfect beach home for accommodating groups large and small. Both the main house (5 bedrooms) and the cottage (1 bedroom) have been extensively renovated by professional designers bringing new comforts to even the most discriminating travelers.

  • 6 bedroom
  • 4 bathroom
  • Sleeps 14
Hawaii> Kailua
from $2,769
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Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.
Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.
Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.

Kauai's Sunny Poipu Beach Estates! A Beautiful Plantation Style home sleeps 8.

The residence is designed as a gathering place with an open, airy living area ideal for entertainment of all kinds. The kitchen features stainless appliances, a generous island and lots of counter and storage space resulting in an excellent setting for creating memorable meals.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $684
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Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A\/C!
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A\/C!
Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A\/C!

Beautiful & Spacious upstairs Apt in Poipu Beach Estates! One Bedroom with A/C!

This beautiful upstairs 1 bedroom Ohana is located in Poipu Beach Estates just minutes from all sunny Poipu has to offer. A perfect retreat for a couple looking to find a comfortable place to stay in a charming setting. The bedroom has a Queen bed and brand new Air Conditioner!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Koloa
from $340
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Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool
Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool
Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool

Luxury Estate with Panoramic Honolulu views. Steam room, Sauna, Spa, Heated Pool

The ultimate contemporary estate to de-stress, unwind and recharge your well-being. Luxury hotel and spa experience without the crowd and traffic. It can accommodate multiple families and corporate retreats, providing private and shared spaces, allowing guests to come together and share, or retreat and relax.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 10
Hawaii> Honolulu
from $2,868
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Private Estate,  Ocean view, Pool & hot tub, desired elevation
Private Estate,  Ocean view, Pool & hot tub, desired elevation
Private Estate,  Ocean view, Pool & hot tub, desired elevation

Private Estate, Ocean view, Pool & hot tub, desired elevation

"Out of all our experiences with hosts on AirBnb, Kaili's was by far our most memorable. "
-Guest, Feb 2022

"The Lodge at Kaloko, Big Island Hawaii…what an amazing, unique place to experience. "
-Guest, July 2022

5/5
"Peaceful, Luxurious Getaway
The hosts were incredibly hospitable and very responsive.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 16
Hawaii> Kailua-Kona
from $2,123
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Plantation House by Destination Kauai - Poipu Beach Estates, Central A\/C, 3BD
Plantation House by Destination Kauai - Poipu Beach Estates, Central A\/C, 3BD
Plantation House by Destination Kauai - Poipu Beach Estates, Central A\/C, 3BD

Plantation House by Destination Kauai - Poipu Beach Estates, Central A/C, 3BD

E Komo Mai, Welcome to “Plantation House In Poipu Beach Estates”
Luxury Hawaiian living at its best! Enjoy cooking in a fully equipped gourmet kitchen with an open dining and living floor plan. This new and modern vacation home is uniquely decorated with style, comfort and relaxation in mind.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $901
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