Hawaii Luxury Properties for Rent

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 ...

6 bedroom
7 bathroom
Sleeps 12

from $2,979

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Gated Beachfront Estate - On the Sand -Secluded Beach safe year round TVNC-4245

Hale Aliomanu- a Private Beachfront Estate Home TVNC-4245
Anaik Matin, property manager, lives nearby and is available 24 hours a day, 7 days a week
Professionally cleaned and disinfected by a licensed company. There are at least 24 hours...

6 bedroom
6 bathroom
Sleeps 12

from $2,634

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

Treat yourself to ultimate island luxury in this architecturally designed $5.5M 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 ...

4 bedroom
6 bathroom
Sleeps 9

from $1,256

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PRIVATE, GATED ESTATE steps away from the beach - and paradise!

Make unforgettable memories in this secluded, polynesian-styled beachfront estate situated on the eastern side of Oahu next door to the famous Magnum PI Robin's nest. Flanked by the majestic Ko’olau mountains on one side and a reef-protected ...

3 bedroom
5 bathroom
Sleeps 8

from $1,455

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Hilo's most secluded luxurious ocean front estate

Welcome to one of Hawaii’s most secluded luxurious ocean front estates! Our family vacation home is situated on a 16 acre heart of palm plantation and is located on the Scenic Route, just minutes from downtown Hilo.

Upon entering ...

3 bedroom
3 bathroom
Sleeps 6

from $864

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Beachfront Family Estate. Great for multiple families.

Located in central Kihei, nestled on the northern end of beautiful Halama Street. Family-owned and operated legal short-term rental. There are two dwellings on this beach front property - an apartment building with four units and a detached 2 ...

6 bedroom
4 bathroom
Sleeps 15

from $2,625

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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 ...

4 bedroom
5 bathroom
Sleeps 8

from $6,075

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This magnificent, island-style estate truly exceeds all expectations.

Rates shown are for 8 guests; additional guests up to maximum of 11 are $20/night each.

This magnificent, island-style estate truly exceeds all expectations. Located on secluded Pakala's Beach on Kauai's west side, this totally serene ...

4 bedroom
5 bathroom
Sleeps 8

from $1,195

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Kipuka Lani, Mauna Lani Resort's Newest Modern Estate. Walk to Beach Club

Kipuka Lani offers a fresh approach to luxury resort living. The modern tropical design seamlessly links interior and exterior spaces in the lush Mauna Lani landscape. Embracing the spirit of Malama Aina - respect for the land, this luxury ...

4 bedroom
5 bathroom
Sleeps 8

from $3,252

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The Cape at Mauna Lani Estate Home with Guest House. Walk to Ocean!

Spacious luxury estate in a highly desired beachside location that comfortably sleeps 10 guests. Enjoy luxurious island living only a few steps away from the sands of the acclaimed Beach Club in a sprawling private home in the exclusive Cape at ...

5 bedroom
6 bathroom
Sleeps 10

from $3,960

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Gorgeous Luxury Estate Home- Hualalai Resort - Spectacular Ocean and Golf Course Views- Private Pool and Spa- 3 Golf Carts included

Gorgeous, Contemporary, Newer Home Exemplifies Luxury and ease of Living in our Island Paradise. This 5-bedroom, 5 1/2 bath pod-style estate home is exceptionally appointed and designed to take full advantage of the temperate climate and island ...

5 bedroom
6 bathroom
Sleeps 10

from $6,244

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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...

1 bedroom
1 bathroom
Sleeps 2

from $365

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HOME & GUEST HOUSE FOR PRICE OF 1 POIPU BEACH ESTATES 5 BR/ 5 BA WALK TO BEACH

ALOHA & WE WELCOME YOU TO OUR COMFORTABLE HOME AWAY FROM HOME! LOCATED IN THE SUNNY SOUTH SIDE OF THE GARDEN ISLAND OF KAUAI IN POIPU BEACH, THESE 2 HOMES HAVE BEEN RECENTLY CONSTRUCTED WITH TOP OF THE LINE FEATURES, PERFECT FOR A PARADISE ...

5 bedroom
5 bathroom
Sleeps 14

from $1,298

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Luxury Oceanview Private Estate Pool & Hot Tub In Kaanapali-Rainbow Hale Maui

Maui's Premier Vacation Home! Rainbow Hale Estate Kaanapali – a Family Retreat or Private Honeymoon Get -away. Surrounded by 5 acres of Maui tropical plantation, lies a spectacular estate like you've always dreamed of, with the lifestyle ...

4 bedroom
4 bathroom
Sleeps 8

from $1,980

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Kona Coast Original Beach Boys 9.5 acre Estate, Pool and Amazing Ocean Views

Kona recalls the Beach Boys playing their pop hits by the pool. The band left but the good vibrations linger. Situated on 9.5 gated acres, gated for with an amazing Hawaiian plantation-style home with separate sleeping quarters and a guest ...

5 bedroom
5 bathroom
Sleeps 12

from $1,557

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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...

2 bedroom
1 bathroom
Sleeps 3

from $264

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Maka Nui Estate private family resort style home.

Aloha,

And welcome to Maka Nui! The name means Big view which you will see when you enter the gate to our paradise. The home sits on a cliff overlooking an undeveloped and historic coastline including Kealakekua Bay and Pu'uhonua o' ...

6 bedroom
6 bathroom
Sleeps 10

from $1,126

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Pole House On Wooded Estate With Fabulous Coastline And Mountain Views

As of April 1, 2020, our guesthouse is now only available as a long term rental (6 month/180 days or more).

Our guesthouse is nestled along the slopes of Mount Hualalai on our 40 acre ranch and coffee estate. Located above the historic ...

1 bedroom
1 bathroom
Sleeps 4

from $272

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Incredible 5-Star Ocean Volcano Views Private Luxury 1ac Estate w/ Pool & Spa!

BOOK NOW for MAY and JUNE 2025 and 2026!!!

"HOUSE of SINGING WHALES" is a one acre garden 3 bedroom, 3 bathroom estate with BREATHTAKING and EXPANSIVE OCEAN, 4 VOLCANO, and Kohala coastline views, just 1000 feet from the ocean. Imagine ...

4 bedroom
3 bathroom
Sleeps 9

from $552

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Blue Lagoon - 7 bdr estate with large heated lagoon pool/spa - Mauna Lani resort

Enjoy the best Hawaii has to offer in this luxury 10,000 sq ft Kona Coast tropical estate on The Big Island in the Champion Ridge enclave of Mauna Lani. Enjoy the private heated lagoon pool and spa and access to many of the Mauna Lani resort ...

7 bedroom
6 bathroom
Sleeps 18

from $4,303

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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...

5 bedroom
5 bathroom
Sleeps 10

from $2,113

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BEACH FRONT ESTATE SANDY BEACH w/Heated Saline Pool/SPA & 360 Degree Views

30 Day Minimum Stay Required

Share the romance and beauty of the North Shore with your entire family!

Swing open the gate to our Sandy Beach, sink your toes into the white sand and say “Aloha” to the turtles who come to our ...

3 bedroom
2 bathroom
Sleeps 6

from $1,195

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Beach Front Estate With Guest Cottage Sandy Beach Heated Pool/Spa

30 Day Minimum Stay Required

Share the romance and beauty of the North Shore with your entire family: 2 separate fully appointed living spaces with high end amenities great your every moment of your vacation.

Swing open the gate ...

4 bedroom
4 bathroom
Sleeps 8

from $1,616

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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 ...

5 bedroom
6 bathroom
Sleeps 10

from $1,608

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River Estate Guest House-Xtra Private Natural Location-A/C-Relaxing River Sounds

*TVR Registration #TVNC 5132 *

*Take a MUST SEE DRONE TOUR for the whole experience... https://youtu.be/9anBVNOjN-A

Welcome to The Guest House at River Estate….

The River Estate...

2 bedroom
2 bathroom
Sleeps 4

from $619

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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 ...

5 bedroom
6 bathroom
Sleeps 10

from $4,066

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Mango Sunsets: Gorgeous Oceanview Estate w/Private Pool, Spa & AC

We invite you to sit back, relax and experience the dazzling sunsets, tropical breezes and never ending ocean views from "Mango Sunsets", our private 3-acre Kohala Ranch estate where modern elegance meets traditional quality craftsmanship. This ...

3 bedroom
3 bathroom
Sleeps 6

from $856

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Private Luxury Estate w/Pool, Jacuzzi, AC & Ocean Views: Ohana Le'ale'a

***Please note there is a 7-night minimum during the holidays. Christmas reservations must check out by 10 AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14-night minimum to book both Christmas ...

4 bedroom
4 bathroom
Sleeps 10

from $1,248

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Huge Reduction Nightly Festive Rates! Waiulu Golf & Oceanview Estate Hualalai

Welcome to the exquisite Waiulu Estate Villa at Four Seasons Hualalai Resort. This estate offers a private and serene setting with close wide-open ocean views. The estate has been recently updated with new contemporary décor by the renowned ...

5 bedroom
6 bathroom
Sleeps 10

from $8,080

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Dolphin House beachfront estate

STVR 19-363225 - NUC 19-1616

Picture yourself vacationing in this magnificent and upscale 6,000 square foot oceanfront home. The stunning house is comprised of 4 bedrooms and 4½ baths with a variety of features including an atrium ...

5 bedroom
5 bathroom
Sleeps 11

from $1,946

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

This oceanfront Kohala Coast home with breathtaking coastline views offers the ultimate setting for a once-in-a-lifetime escape to paradise. Decorated in a tranquil, elegant island style, it features two primary suites, central air conditioning,...

3 bedroom
3 bathroom
Sleeps 6

from $1,677

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River Estate Riverhouse-Awesome Family Adventures-Extra Private-A/C-Paddle2Beach

*TVR Registration #TVNC 1279 *

*Take a MUST SEE DRONE TOUR for the whole experience... https://youtu.be/9anBVNOjN-A

Welcome to The Riverhouse at River Estate….

The River Estate ...

3 bedroom
2 bathroom
Sleeps 6

from $653

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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 ...

5 bedroom
7 bathroom
Sleeps 10

from $3,980

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Luxury Estate~Spectacular Location~Heated Pool~Private Beach Access!

“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.”

$79.00 Admin Fee is for our Damage Protection ...

9 bedroom
8 bathroom
Sleeps 20

from $10,723

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Kuilima Estates West 3 Bedroom

Welcome to Kuilima Estates West. Location! Location! Location!

Only steps to the grounds of the famous and newly renovated Turtle Bay Hotel on the North Shore. We are a Legal Vacation Rental.

The condos are Surrounded by Two ...

3 bedroom
2 bathroom
Sleeps 6

from $560

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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 ...

3 bedroom
4 bathroom
Sleeps 6

from $1,896

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23 Acre Estate, Ocean and Sunset Views, Hot Tub, Private Beach Access, Jungle!

GE/TA 125-285-3760-01
TA#W90869281-01
Permits: TVNC 4272 SP2012-10

Welcome to Jungle Bee!

Note: Pricing includes both homes on the property and exclusive use of the estate.

Jungle Bee Farms is a stunning 23 acre ...

4 bedroom
4 bathroom
Sleeps 8

from $1,736

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25% Reduction Festive Rates! 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 ...

5 bedroom
6 bathroom
Sleeps 10

from $7,786

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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 ...

3 bedroom
2 bathroom
Sleeps 6

from $667

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Cottage on Beachfront Estate property, central Hanalei Bay

This amazing and completely refurbished home is situated on a stunningly beautiful one-acre, gated OCEANFRONT estate property, right in the middle of magical Hanalei Bay. It is, in fact, one of the ONLY vacation rental cottages on beachfront ...

2 bedroom
2 bathroom
Sleeps 4

from $941

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Gather with Family or Friends at a Gorgeous Estate. Pool, Views - Permitted

Maui County Rental permit - STPH 2014/0004
TA-097-868-8000-01 / GE-097-868-8000-01
TMK-270031100000
Welcome to Seaview! This is a unique family style vacation home, offering space for up to ten family members or friends to vacation ...

5 bedroom
5 bathroom
Sleeps 10

from $1,841

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ALOHA SANDS LUXURY BEACH FRONT ESTATE, PUAKO. HOLIDAYS DEC. 1-28 REOPENED!

5 STAR REVIEWS! STUNNING VILLA! TASTE OF OLD HAWAII ON THE BEST BEACH IN PUAKO!

This lofty and spacious Hawaiian villa lies on the Gold Coast of Hawaii, the sunniest spot in the state. Aloha Sands is also on the best sandy beach in ...

4 bedroom
5 bathroom
Sleeps 11

from $2,991

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Mauna Kea Villa 3037 - Architectural Island Estate

Villas at Mauna Kea #37 FREE resort access to both the Mauna Kea Beach Hotel and The Westin Hapuna Beach Resort For many years, the Mauna Kea Resort has served the world's most sophisticated travelers. It has been their special place to visit, ...

3 bedroom
2 bathroom
Sleeps 6

from $1,830

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Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043

Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of ...

6 bedroom
5 bathroom
Sleeps 14

from $2,290

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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 ...

4 bedroom
2 bathroom
Sleeps 8

from $1,602

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Elegant Lalani Lau'eki Estate ~ Hualalai ~ Sweeping Ocean Views ~ Infinity pool

Welcome to your tranquil oasis at the exclusive Lalani Lau'eki Estate at the Four Seasons Hualalai Resort. This private estate is nestled between exquisite and expansive ocean and Hualalai mountain views—perfect for beautiful Hawaiian ...

4 bedroom
5 bathroom
Sleeps 8

from $5,582

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10% Off Summer Special! Luxury Oceanfront Estate: Banyan House

Prices start at $150,000/month and will not be pro-rated based on length of stay. Please inquire to get an accurate quote.

Banyan House is Oahu’s most luxurious vacation rental near the foot of Diamond Head. The exquisite home features...

8 bedroom
10 bathroom
Sleeps 16

from $6,962

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Newly Renovated 3 BR, 3.5 Bath Oceanfront Estate with Pool, Spa, A/C and Turtles

Our home was updated during the last half of 2021 and in early 2022 with new cabinets, countertops, appliances, sinks, faucets and dimmable recessed lighting in kitchen, baths, wet-bar and laundry; all new showers and a free-standing tub in the ...

3 bedroom
4 bathroom
Sleeps 6

from $1,844

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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 ...

1 bedroom
1 bathroom
Sleeps 2

from $236

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The Bluffs 22: Opulent Oceanview Estate w/ Pool, Spa & AC, Breathtaking Views

This stunning 8,141-square foot $15 million luxury estate home is situated on a private, secure cul-de-sac in the exclusive Bluffs area of the Kohala Coast. The Beach House at the Bluffs features an award-winning green design, original artwork, ...

4 bedroom
6 bathroom
Sleeps 10

from $4,834

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