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Hawaii Vacation Rentals with Sunset Views

Watching the Hawaiian sky come alive with color each evening is one of the most memorable parts of any island vacation. Our handpicked collection of rentals lets you savor the show in comfort-from your private lanai, pool deck, or ocean-facing window.

Choose from stylish condos, private villas, and spacious homes-all with westward-facing views that deliver breathtaking sunsets. Every listing on this page highlights a unique way to enjoy Hawaii’s golden hour.

Here are a few featured rentals:

  • Honu Villa at Mauna Lani – A luxury 3-bedroom estate featuring a pool, outdoor lounge, and expansive views of the Kohala Coast at dusk.
  • Golf Course View Condo in Waikoloa Village – Thoughtfully remodeled and set against open skies, this unit's lanai is ideal for wine-and-sunset moments.
  • Elegant Princeville Retreat – With 3,100+ square feet and views over the Makai Golf Course, this 4-bedroom home offers some of Kauai’s best sunset vantage points.

Browse the listings below to find your perfect Hawaiian home base for evening skies and lasting memories.

List
Map
Ocean- & golf-view condo with balcony, AC, pool, hot tub & gym - near shopping
Ocean- & golf-view condo with balcony, AC, pool, hot tub & gym - near shopping
Ocean- & golf-view condo with balcony, AC, pool, hot tub & gym - near shopping

Ocean- & golf-view condo with balcony, AC, pool, hot tub & gym - near shopping

Pili Mai 13I

Our calendar is updated in real-time & our nightly rates are accurately displayed. '

Experience your dream vacation at this beautiful villa on Kauai's sunny South Shore, where you'll wake up each morning to stunning views of the Kiahuna Golf Course, the surrounding mountains, and the Pacific Ocean in the distance.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $420 
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Luxury Pili Mai Townhome in Poipu with Golf Views
Luxury Pili Mai Townhome in Poipu with Golf Views
Luxury Pili Mai Townhome in Poipu with Golf Views

Luxury Pili Mai Townhome in Poipu with Golf Views

Pili Mai 14 offers a luxurious escape in the heart of Poipu, blending tropical elegance with modern comforts. This beautifully appointed two-bedroom, two-bath townhome spans 1,443 square feet and is perfect for families or couples seeking a relaxing getaway.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Koloa
from $556 
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Luxury Townhome at Pili Mai in Poipu with Mountain Views
Luxury Townhome at Pili Mai in Poipu with Mountain Views
Luxury Townhome at Pili Mai in Poipu with Mountain Views

Luxury Townhome at Pili Mai in Poipu with Mountain Views

Wake up to stunning views of green mountains and lush palms at this luxurious townhome located in Pili Mai, Poipu. This beautifully appointed 1,277 sq ft home offers a perfect blend of comfort and style, ideal for your Kauai getaway.
Set along the scenic Kiahuna Golf Course, the property is just a short stroll from Poipu Shopping Village, where you can enjoy live Hawaiian music and Hula dancing on select nights, and Kiahuna Beach, known for its pristine sands and clear waters.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $426 
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Luxury Maui Golf Villa on Kapalua Bay Course
Luxury Maui Golf Villa on Kapalua Bay Course
Luxury Maui Golf Villa on Kapalua Bay Course

Luxury Maui Golf Villa on Kapalua Bay Course

Escape to Maui with this luxurious ground-floor villa located directly on the renowned Kapalua Bay Golf Course. Part of the prestigious Kapalua Golf Villas community, this one-bedroom, two-bathroom condo offers a perfect blend of elegance, comfort, and scenic beauty.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Lahaina
from $313 
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Kona Country Club Villas 241 Ocean View Condo
Kona Country Club Villas 241 Ocean View Condo
Kona Country Club Villas 241 Ocean View Condo

Kona Country Club Villas 241 Ocean View Condo

Experience breathtaking Pacific Ocean views and luxurious comfort at Kona Country Club Villas 241, a beautifully managed condo perfect for your Big Island getaway. Wake up to panoramic vistas of the ocean and the 17th hole of the prestigious Kona Country Club Golf Course from your spacious, well-appointed home.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua- Kona
from $290 
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Hali'i Kai Waikoloa Resort Luxury Condo with Pool
Hali'i Kai Waikoloa Resort Luxury Condo with Pool
Hali'i Kai Waikoloa Resort Luxury Condo with Pool

Hali'i Kai Waikoloa Resort Luxury Condo with Pool

Welcome to Hali'i Kai at Waikoloa Resort, an exceptional destination on the sunny Kohala Coast of the Big Island. This beautifully appointed condo offers a perfect blend of comfort, luxury, and scenic beauty, ideal for families, couples, or groups seeking a memorable Hawaiian getaway.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kamuela
from $504 
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Keauhou Punahele Unit C104 - Kona Vacation Home
Keauhou Punahele Unit C104 - Kona Vacation Home
Keauhou Punahele Unit C104 - Kona Vacation Home

Keauhou Punahele Unit C104 - Kona Vacation Home

Make lasting memories at Keauhou Punahele Unit C104, a charming two-bedroom, two-bathroom condo ideal for your Hawaii vacation. This ground-floor unit features a recently remodeled kitchen with modern appliances, perfect for preparing delicious meals during your stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $257 
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Beautiful Turtle Bay Ocean View Townhome with Pool
Beautiful Turtle Bay Ocean View Townhome with Pool
Beautiful Turtle Bay Ocean View Townhome with Pool

Beautiful Turtle Bay Ocean View Townhome with Pool

Discover this charming family-owned townhome located on the West side of Kuilima Estates at Turtle Bay, offering breathtaking views of the golf course from the lanai. This two-bedroom unit provides a perfect blend of comfort and convenience, ideal for your Hawaii getaway.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $422 
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Kapalua Golf Villa 21V1 with Panoramic Maui Views
Kapalua Golf Villa 21V1 with Panoramic Maui Views
Kapalua Golf Villa 21V1 with Panoramic Maui Views

Kapalua Golf Villa 21V1 with Panoramic Maui Views

5-bathroom condo offering panoramic views of Kapalua Bay, Molokai, Lanai, and the nearby golf course. This open-concept villa features a spacious lanai perfect for morning coffee or sunset dinners, allowing you to soak in the breathtaking scenery from virtually every angle.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $329 
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Hale Hau'oli in Princeville – Tranquil Garden Retreat
Hale Hau'oli in Princeville – Tranquil Garden Retreat
Hale Hau'oli in Princeville – Tranquil Garden Retreat

Hale Hau'oli in Princeville – Tranquil Garden Retreat

Escape to Hale Hau'oli, a beautiful and tranquil home nestled in the heart of Princeville on the Garden Isle. This charming retreat offers a perfect blend of relaxation and adventure, with stunning nearby beaches, world-class golf courses, and exquisite dining options just minutes away.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $587 
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Charming 1-Bedroom Near Turtle Bay Golf Course
Charming 1-Bedroom Near Turtle Bay Golf Course
Charming 1-Bedroom Near Turtle Bay Golf Course

Charming 1-Bedroom Near Turtle Bay Golf Course

Experience the perfect Hawaiian escape at Kuilima Estates West, a beautifully remodeled 1-bedroom, 1-bathroom condo located at the entrance of Turtle Bay on Oahu's North Shore. This open-concept unit combines modern comfort with stunning views, offering an ideal retreat for couples or small groups seeking tranquility and adventure.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahuku
from $573 
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Waikoloa Villas A107 - Golf Course Retreat
Waikoloa Villas A107 - Golf Course Retreat
Waikoloa Villas A107 - Golf Course Retreat

Waikoloa Villas A107 - Golf Course Retreat

Welcome to Waikoloa Villas A107, your perfect Hawaiian escape nestled in the tranquil community of Waikoloa Village. Located just 15 minutes from Waikoloa Beach Resort, this beautifully decorated 2-bedroom, 2-bathroom ground-floor villa offers a serene retreat with stunning views of the 9th fairway on the scenic Robert Trent Jones II-designed golf course.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa
from $301 
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Luxury Maui Condo with Free Daily Activities & Beach Access
Luxury Maui Condo with Free Daily Activities & Beach Access
Luxury Maui Condo with Free Daily Activities & Beach Access

Luxury Maui Condo with Free Daily Activities & Beach Access

The Kaanapali Royal H303 offers a luxurious, spacious two-bedroom, two-bath condo perfect for families, couples, or friends seeking an unforgettable Maui escape. The open floor plan connects a fully equipped kitchen, a large living area, and a generous main lanai, creating an inviting space for relaxation and socializing.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $343 
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Luxury Ocean-View Condo at Country Club Villas
Luxury Ocean-View Condo at Country Club Villas
Luxury Ocean-View Condo at Country Club Villas

Luxury Ocean-View Condo at Country Club Villas

The Pineapple Princess is a beautifully appointed third-floor condo located within the exclusive Country Club Villas in Kona, offering breathtaking views of the ocean and the 18th fairway of the Kona Country Club golf course. Spanning 1,246 square feet, this spacious retreat features an open-concept kitchen, dining, and living area designed for comfort and convenience, making it an ideal home base for your Big Island adventure.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $368 
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Sugar Beach Resort 511 - Oceanfront Maui Condo
Sugar Beach Resort 511 - Oceanfront Maui Condo
Sugar Beach Resort 511 - Oceanfront Maui Condo

Sugar Beach Resort 511 - Oceanfront Maui Condo

Escape to Sugar Beach Resort 511, a beautifully appointed condo offering spectacular oceanfront views in Maui. Located right on five miles of pristine white-sand beach, this property provides the perfect setting for a relaxing island vacation. Wake up to the soothing sounds of waves and step outside to enjoy strolling, sunbathing, or swimming just outside your door.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $399 
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Luxury 2BR Condo at Waikoloa Beach Villas Hawaii
Luxury 2BR Condo at Waikoloa Beach Villas Hawaii
Luxury 2BR Condo at Waikoloa Beach Villas Hawaii

Luxury 2BR Condo at Waikoloa Beach Villas Hawaii

Escape to this stunning two-bedroom, two-bath condo at Waikoloa Beach Villas, offering breathtaking golf course views and luxurious amenities for a memorable Hawaiian getaway. Inside, you'll find a spacious living area perfect for relaxing after a day of adventure, a fully equipped modern kitchen, and a cozy dining space.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa
from $396 
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Charming Keauhou Condo with Golf Course & Ocean Views
Charming Keauhou Condo with Golf Course & Ocean Views
Charming Keauhou Condo with Golf Course & Ocean Views

Charming Keauhou Condo with Golf Course & Ocean Views

In the historic town of Keauhou, birthplace of King Kamehameha III and a hub for native Hawaiian royalty, this charming first-floor two-bedroom, two-bath condo offers stunning unobstructed views of the golf course and glimpses of the Pacific Ocean from the lanai.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua Kona
from $261 
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Vista Waikoloa G204: Spacious Condo Near Beach & Golf
Vista Waikoloa G204: Spacious Condo Near Beach & Golf
Vista Waikoloa G204: Spacious Condo Near Beach & Golf

Vista Waikoloa G204: Spacious Condo Near Beach & Golf

Welcome to Vista Waikoloa G204, a spacious and beautifully renovated condo nestled in the heart of Waikoloa Beach Resort. 5-bathroom unit offers a comfortable retreat for up to 4 guests, providing stunning mountain and golf course views from a large wrap-around lanai.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa,
from $382 
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Luxury Wailea Condo with Ocean & Golf Course Views
Luxury Wailea Condo with Ocean & Golf Course Views
Luxury Wailea Condo with Ocean & Golf Course Views

Luxury Wailea Condo with Ocean & Golf Course Views

Experience the perfect blend of luxury and tropical charm in this beautifully decorated upstairs condo located on the 15th fairway of Wailea Blue Golf Course. Featuring cathedral ceilings, Koa wood and teak accents, and unparalleled views of the ocean and surrounding islands, this unit offers a truly relaxing retreat.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea, Maui
from $371 
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Charming 1-Bed Maui Condo Near Kamaole Beach
Charming 1-Bed Maui Condo Near Kamaole Beach
Charming 1-Bed Maui Condo Near Kamaole Beach

Charming 1-Bed Maui Condo Near Kamaole Beach

Escape to Kihei Akahi C504, a beautifully maintained one-bedroom condo nestled just steps from Kamaole Beach Park II, one of Maui’s most popular beaches. The property boasts a private lanai perfect for morning coffees or sunset views, along with modern amenities including a fully-equipped kitchen, cable TV, free high-speed WiFi, a washer and dryer, ceiling fans, and a secure in-suite safe.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kihei
from $253 
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Luxury Villa in Ko Olina Fairways with Golf Views
Luxury Villa in Ko Olina Fairways with Golf Views
Luxury Villa in Ko Olina Fairways with Golf Views

Luxury Villa in Ko Olina Fairways with Golf Views

Step into this stunning three-bedroom, two-and-a-half-bath villa nestled in the prestigious Ko Olina Fairways neighborhood. This fully furnished, tastefully remodeled two-story home offers a perfect blend of luxury and comfort. The gourmet kitchen features stainless steel appliances, ideal for preparing delicious meals.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kapolei
from $399 
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Modern 2BR Condo with Pool near Kona Golf
Modern 2BR Condo with Pool near Kona Golf
Modern 2BR Condo with Pool near Kona Golf

Modern 2BR Condo with Pool near Kona Golf

Welcome to Keauhou Palena, a beautifully maintained 2-bedroom, 2-bath condo situated right on the Kona golf course, offering comfort and convenience for your Big Island adventure. This unit is one of the few in the complex equipped with a brand new split A/C system, ensuring a cool stay even in warm Hawaiian weather.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $194 
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Hau'Oli at Waikoloa Hills #902 – Tropical Condo Retreat
Hau'Oli at Waikoloa Hills #902 – Tropical Condo Retreat
Hau'Oli at Waikoloa Hills #902 – Tropical Condo Retreat

Hau'Oli at Waikoloa Hills #902 – Tropical Condo Retreat

Escape to Hau'Oli at Waikoloa Hills #902, a beautifully maintained condo nestled in the heart of Waikoloa Village. This tropical retreat offers a perfect blend of comfort and convenience, making it an ideal choice for your Hawaiian vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa Village
from $233 
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Wailea Grand Champions Villa 26 - Maui Condo
Wailea Grand Champions Villa 26 - Maui Condo
Wailea Grand Champions Villa 26 - Maui Condo

Wailea Grand Champions Villa 26 - Maui Condo

Enjoy a relaxing Maui escape at Wailea Grand Champions Villa 26, a beautifully updated, single-level condo nestled in a premium resort community on South Maui's renowned Wailea Blue Course. This spacious 1,150-square-foot home features a modern, fully equipped kitchen with stainless steel appliances, ample countertop space, and all the accessories needed to prepare delicious meals.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $614 
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Remodeled 2BR Townhome Near Turtle Bay Golf Courses
Remodeled 2BR Townhome Near Turtle Bay Golf Courses
Remodeled 2BR Townhome Near Turtle Bay Golf Courses

Remodeled 2BR Townhome Near Turtle Bay Golf Courses

Escape to the stunning North Shore of Oahu with a stay at Kuilima Estates West, unit 120. This newly remodeled 2-bedroom, 2-bathroom townhome with a loft offers breathtaking views of the nearby Turtle Bay Golf Course, home to the renowned Fazio and Palmer Courses.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kahuku
from $925 
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Fairway Villas Waikoloa I-21 with Golf Discount
Fairway Villas Waikoloa I-21 with Golf Discount
Fairway Villas Waikoloa I-21 with Golf Discount

Fairway Villas Waikoloa I-21 with Golf Discount

Escape to paradise at Fairway Villas I-21, a beautifully appointed 2-bedroom, 2-bathroom condo nestled on the 4th fairway of Waikoloa Beach Resort's Lake Nine Golf Course. This tropical retreat offers breathtaking views of the lush golf course and tranquil lake, perfect for relaxation and adventure alike.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa Village
from $324 
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Hawaii Golf & Ocean View 2-Bed Townhouse
Hawaii Golf & Ocean View 2-Bed Townhouse
Hawaii Golf & Ocean View 2-Bed Townhouse

Hawaii Golf & Ocean View 2-Bed Townhouse

The stunning two-bedroom, two-bath townhouse offers a spacious and elegant retreat with a townhouse-style layout. The master bedroom and bath are located upstairs, providing maximum privacy and breathtaking views of the golf course and ocean. Inside, the unit is beautifully furnished with upgraded rooms, a fully equipped kitchen featuring modern appliances, and all the comforts needed for a relaxing stay.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Lahaina
from $415 
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Kanaloa at Kona 2BR Home with Golf Course View
Kanaloa at Kona 2BR Home with Golf Course View
Kanaloa at Kona 2BR Home with Golf Course View

Kanaloa at Kona 2BR Home with Golf Course View

Welcome to Kanaloa at Kona #1301, a charming Hawaii-style 2-bedroom, 2-bathroom condo nestled in Keauhou. This inviting home offers stunning views of the golf course and lush gardens, providing the perfect retreat for relaxation and adventure.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $317 
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Honu Hale Turtle House Kona Vacation Rental
Honu Hale Turtle House Kona Vacation Rental
Honu Hale Turtle House Kona Vacation Rental

Honu Hale Turtle House Kona Vacation Rental

Welcome to Honu Hale (Turtle House), a beautifully decorated and spacious first-floor condo located in the gated Keauhou Kona Surf and Racquet Club. This charming 2-bedroom, 2-bathroom retreat offers a perfect blend of comfort, style, and stunning ocean and golf course views from your private large lanai.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua Kona
from $328 
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Beautiful Oceanview Condo at Keauhou Surf & Racquet
Beautiful Oceanview Condo at Keauhou Surf & Racquet
Beautiful Oceanview Condo at Keauhou Surf & Racquet

Beautiful Oceanview Condo at Keauhou Surf & Racquet

Welcome to your perfect Hawaiian retreat at the Keauhou Kona Surf & Racquet Club, a highly rated and guest favorite destination. This gorgeous, well-maintained 2-bedroom, 2-bathroom ground floor unit offers the ideal blend of comfort, convenience, and natural beauty.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $315 
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Waikoloa Shores Garden-Level Condo with Pool
Waikoloa Shores Garden-Level Condo with Pool
Waikoloa Shores Garden-Level Condo with Pool

Waikoloa Shores Garden-Level Condo with Pool

Escape to this charming garden-level condo in Shores at Waikoloa, perfect for a relaxing getaway. The unit offers a comfortable living space cooled by air conditioning, ideal after a day of golfing, shopping, or beach lounging. Step outside onto the wrap-around lanai to enjoy the fresh island air.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Waikoloa
from $329 
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Wailea Golf Villas with Sixth Night Free Special
Wailea Golf Villas with Sixth Night Free Special
Wailea Golf Villas with Sixth Night Free Special

Wailea Golf Villas with Sixth Night Free Special

Experience the ultimate Maui getaway at Wailea Grand Champions Golf Villas, where comfort meets convenience in a luxurious 2-bedroom, 2-bathroom condo. Take advantage of our Spring and Summer Special with a sixth night free on all new bookings from April 1, 2025, through August 31, 2025.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $329 
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Modern 2BR Villa at Waikoloa Beach Resort
Modern 2BR Villa at Waikoloa Beach Resort
Modern 2BR Villa at Waikoloa Beach Resort

Modern 2BR Villa at Waikoloa Beach Resort

Welcome to your perfect Hawaiian retreat at the I-23 Fairway Villas in Waikoloa Beach Resort on the Big Island. This contemporary 2-bedroom, 2-bathroom villa offers a luxurious and comfortable stay with stunning golf course and lagoon views. The resort itself boasts a large pool, relaxing hot tub, private exercise facility, and barbecue areas, making it ideal for relaxation and recreation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa
from $300 
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Luxury Condo in Koloa with Golf & Ocean Views
Luxury Condo in Koloa with Golf & Ocean Views
Luxury Condo in Koloa with Golf & Ocean Views

Luxury Condo in Koloa with Golf & Ocean Views

Pili Mai 7J by Gather provides a luxurious and convenient retreat in the heart of Koloa, HI. This ground-floor, single-story condo combines comfort and elegance, offering stunning views of the Kiahuna Golf Course and the distant ocean. With three bedrooms and three bathrooms, it comfortably accommodates up to six guests, making it ideal for families or groups seeking a relaxing Hawaiian escape.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Koloa
from $631 
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Spacious Nihilani 21C Vacation Home with Golf Views
Spacious Nihilani 21C Vacation Home with Golf Views
Spacious Nihilani 21C Vacation Home with Golf Views

Spacious Nihilani 21C Vacation Home with Golf Views

Discover the perfect Hawaiian escape at Nihilani 21C, a spacious and beautifully maintained condo located in the lush Garden Island of Kauai. This luxurious 3-bedroom, 2,000+ sq ft retreat offers a blend of comfort, style, and convenience, making it an ideal choice for families, couples, or groups seeking an authentic island experience.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Princeville
from $587 
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Poipu South Shore Respite Retreat with Hot Tub
Poipu South Shore Respite Retreat with Hot Tub
Poipu South Shore Respite Retreat with Hot Tub

Poipu South Shore Respite Retreat with Hot Tub

Welcome to our South Shore Respite "Best Value" Retreat in sunny Poipu, Hawaii. This beautiful Mediterranean-style home is situated within the exclusive Kiahuna Golf Village community, offering an ideal blend of luxury, comfort, and convenience.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Koloa
from $1,071 
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Waikoloa H House with Pool and Sunset Views
Waikoloa H House with Pool and Sunset Views
Waikoloa H House with Pool and Sunset Views

Waikoloa H House with Pool and Sunset Views

The award-winning "H House," designed by George Heneghan, stands out as one of Waikoloa's premier architectural marvels. Its unique H-shaped structure creates an open and airy atmosphere with expansive walls of windows, vaulted ceilings, and innovative lighting, allowing natural light to flood the interior.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Waikoloa
from $457 
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Waikoloa Village Cozy 2BR Condo with Community Amenities
Waikoloa Village Cozy 2BR Condo with Community Amenities
Waikoloa Village Cozy 2BR Condo with Community Amenities

Waikoloa Village Cozy 2BR Condo with Community Amenities

Embark on a memorable trip to the Big Island by staying in this vibrant and cozy 2-bedroom, 2-bath condo located in Waikoloa Village. Surrounded by stunning mountains and close to some of Hawaii's most beautiful beaches, this rental offers an ideal base for small families or groups seeking adventure and relaxation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa Village
from $225 
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Waikoloa Colony Villas Beach Resort Vacation Home
Waikoloa Colony Villas Beach Resort Vacation Home
Waikoloa Colony Villas Beach Resort Vacation Home

Waikoloa Colony Villas Beach Resort Vacation Home

Immerse yourself in the stunning surroundings of Waikoloa Beach Resort with this elegant two-bedroom townhome in Colony Villas. ft. ground-floor villa offers a perfect blend of comfort and natural beauty, ideal for both short and extended stays.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa
from $379 
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Kapalua Golf Villas Ocean View 1BR with Pool
Kapalua Golf Villas Ocean View 1BR with Pool
Kapalua Golf Villas Ocean View 1BR with Pool

Kapalua Golf Villas Ocean View 1BR with Pool

Discover the charm of the Kapalua Resort with this beautifully appointed 1-bedroom, 2-bath condo offering breathtaking ocean views from a large balcony. ft of comfortable living space, including a fully equipped kitchen, washer/dryer, and air-conditioning for your convenience.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $313 
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Waikoloa Fairway Villas D1 - Family Retreat with Golf
Waikoloa Fairway Villas D1 - Family Retreat with Golf
Waikoloa Fairway Villas D1 - Family Retreat with Golf

Waikoloa Fairway Villas D1 - Family Retreat with Golf

Welcome to Waikoloa Fairway Villas D1, a beautifully appointed family-friendly villa located in the heart of Waikoloa Beach Resort. This spacious home is perfect for those seeking a relaxing Hawaiian getaway with plenty of amenities and convenient location.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Waikoloa
from $560 
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Wailea Grand Champions 149 - Family-Friendly Maui Condo
Wailea Grand Champions 149 - Family-Friendly Maui Condo
Wailea Grand Champions 149 - Family-Friendly Maui Condo

Wailea Grand Champions 149 - Family-Friendly Maui Condo

Escape to paradise at Wailea Grand Champions 149, a family-friendly condo nestled on Maui's stunning south coast. This spacious unit offers the perfect blend of comfort and convenience, making it ideal for family vacations or a getaway with friends.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Wailea
from $425 
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Keauhou Country Club Villas Ocean View Condo
Keauhou Country Club Villas Ocean View Condo
Keauhou Country Club Villas Ocean View Condo

Keauhou Country Club Villas Ocean View Condo

Discover this beautifully renovated 2-bedroom ground-floor condo in Keauhou's Country Club Villas, offering stunning ocean views across the Keauhou Country Club Golf Course from the spacious living area, master bedroom, and covered lanai with a private garden.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua Kona
from $262 
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Kamahana Condo with Ocean Mountain Golf Views
Kamahana Condo with Ocean Mountain Golf Views
Kamahana Condo with Ocean Mountain Golf Views

Kamahana Condo with Ocean Mountain Golf Views

Welcome to this charming two-bedroom, two-bath upper-end unit at Kamahana, offering breathtaking ocean, mountain, and golf course views from every room. As you settle into the luxurious king bed in the master bedroom, you'll drift asleep to the soothing sounds of the sea.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $385 
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Wailea Grand Champions Villas 2BR with Ocean Views
Wailea Grand Champions Villas 2BR with Ocean Views
Wailea Grand Champions Villas 2BR with Ocean Views

Wailea Grand Champions Villas 2BR with Ocean Views

Book your Maui getaway at the Wailea Grand Champions Villas, a spacious and nicely decorated second-floor 2-bedroom, 2-bath condo. Enjoy stunning ocean, tennis court, and tropical foliage views from the living area, lanai, and master bedroom. The condo features a fully stocked kitchen perfect for preparing meals, whether staying in or enjoying a big breakfast.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $844 
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Kapalua Golf Villas 16V3 with Ocean Views and Pools
Kapalua Golf Villas 16V3 with Ocean Views and Pools
Kapalua Golf Villas 16V3 with Ocean Views and Pools

Kapalua Golf Villas 16V3 with Ocean Views and Pools

Escape to the tranquil paradise of Maui at Kapalua Golf Villas 16V3, a beautifully appointed luxury villa nestled in the heart of Kapalua. This inviting retreat offers stunning golf course views, bright and airy interiors filled with natural light, and tasteful ocean-themed decor that creates a calming coastal ambiance.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $378 
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Kauhale Makai Penthouse 607 Oceanfront Maui Vacation
Kauhale Makai Penthouse 607 Oceanfront Maui Vacation
Kauhale Makai Penthouse 607 Oceanfront Maui Vacation

Kauhale Makai Penthouse 607 Oceanfront Maui Vacation

Experience the ultimate Maui getaway at Kauhale Makai Penthouse 607, a stunning oceanfront condo offering breathtaking sunrises and sunsets from your private balcony. This luxurious penthouse features an open-concept living space with modern touches, including a well-equipped kitchen with granite countertops, a center island, and stainless steel appliances, perfect for family meals or entertaining.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $265 
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Beautiful 2BR Villa at Waikoloa Beach Resort
Beautiful 2BR Villa at Waikoloa Beach Resort
Beautiful 2BR Villa at Waikoloa Beach Resort

Beautiful 2BR Villa at Waikoloa Beach Resort

Welcome to our beautifully upgraded 2-bedroom, 2-bath villa nestled in the heart of Fairway Villas at Waikoloa Beach Resort. This fully equipped retreat offers modern comforts and a prime location for an unforgettable Hawaiian getaway. The recent renovations include new furniture and carpeting, providing a fresh and inviting atmosphere.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Waikoloa Village
from $417 
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Wailea Grand Champions #122 Ocean View Condo
Wailea Grand Champions #122 Ocean View Condo
Wailea Grand Champions #122 Ocean View Condo

Wailea Grand Champions #122 Ocean View Condo

Experience the perfect island getaway at Wailea Grand Champions #122, a spacious 1-bedroom, 2-bath condo offering stunning ocean views, a relaxing pool and spa, and lush tropical landscapes. Located just minutes from beautiful sandy beaches like Ulua, Wailea, and Keawakapu, this property is ideal for those seeking both comfort and convenience.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Wailea
from $278 
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Kihei Akahi D515 Beachfront Maui Condo
Kihei Akahi D515 Beachfront Maui Condo
Kihei Akahi D515 Beachfront Maui Condo

Kihei Akahi D515 Beachfront Maui Condo

Stay at Kihei Akahi D515, a charming two-bedroom condo located just across the street from Kamaole Beach Park II, one of Maui’s most beautiful beaches. This well-appointed unit offers a private lanai to relax while soaking in breathtaking sunsets or enjoying early morning strolls along miles of pristine white sandy beaches.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $322 
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