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Hawaii Vacation Rentals

Hawaii Vacation Rentals – Explore Island Homes, Beach Condos & Luxury Villas

Planning a getaway to the Hawaiian Islands? Whether you're dreaming of waking up to ocean views in a beachfront condo or relaxing in a private villa surrounded by lush tropical gardens, Hawaii offers vacation rentals to match every traveler’s style. From the golden sands of Maui to the serene shores of Kauai, and the adventure-filled landscapes of the Big Island to the vibrant energy of Oahu, each island invites you to discover its unique charm.

Choose from a variety of accommodations including luxury villas, cozy bungalows, oceanfront homes, and resort-style condos with full amenities. Ideal for couples, families, and groups, these rentals provide the perfect base for exploring nearby beaches, cultural landmarks, hiking trails, and snorkeling spots. Enjoy the freedom of a private stay with space to unwind and all the comforts of home.

Each listing is curated with detailed descriptions and high-quality photos, helping you find a place that fits your needs and budget. Whether you're booking your first trip or returning for another island adventure, your perfect Hawaiian escape begins with the right accommodations. Start browsing on To-Hawaii.com and turn your vacation plans into unforgettable memories.

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Oceanfront 2BR Condo at Kona Bali Kai

Experience a lovely upgraded second-floor 2-bedroom, 2-bath condo at Kona Bali Kai, one of Kona's most popular oceanfront destinations. This bright and airy unit offers breathtaking views of the surf at Banyans from your private lanai, perfect for relaxing evenings.

2 bedroom
2 bathroom
Sleeps 4

from $333

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Top Floor Condo with Beautiful Mountain and Golf Course Views

Top Floor Condo with Beautiful Mountain and Golf Course Views

ALOHA! Welcome to your spacious and elegant 3rd floor vacation rental located in Fairway Villas in Waikoloa Beach Resort, the perfect retreat for those seeking a relaxing getaway with beautiful views of the golf course. We look forward to welcoming you soon!

2 bedroom
2 bathroom
Sleeps 6

from $310

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Waikiki Grand Hotel Beachfront Getaway

Welcome to the Waikiki Grand Hotel, a newly renovated and beautifully updated property situated right in the heart of Waikiki. Step outside and find yourself just across the street from the world-famous Waikiki Beach, where you can unwind on the soft sands and take in breathtaking ocean views.
Registration Number: W01819764-01, 260270310083, TA-081-183-9488-01

0 bedroom
0 bathroom
Sleeps 2

from $156

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Spacious Hawaii Harbor Studio with Kitchen & Views

Spacious Hawaii Harbor Studio with Kitchen & Views

Experience the perfect Hawaiian getaway in this spacious studio apartment, ideal for groups or families. The large studio offers a full kitchen equipped with all necessary cooking tools, making it a convenient choice for both indoor dining and meal prep.
Registration Number: TA-103-352-0128-01, GE-103-352-0128-01, 260100070093

1 bedroom
1 bathroom
Sleeps 3

from $303

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Quiet Hawaii Condo Near Makai Golf Course

Quiet Hawaii Condo Near Makai Golf Course

Discover this serene and family-friendly 1-bedroom condo nestled beside the Makai Golf Course, offering a perfect retreat in Hawaii. The condo comfortably sleeps four with a king-sized bed in the master bedroom and a queen sleeper sofa in the living area.

1 bedroom
1 bathroom
Sleeps 4

from $262

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Luxury Ocean View Condo Near Waikiki Beach

Luxury Ocean View Condo Near Waikiki Beach

Experience the ultimate Hawaiian getaway in this luxurious modern condo located on the 29th floor with breathtaking ocean views. Situated just one block from the iconic Waikiki Beach, this unit offers the perfect blend of comfort, convenience, and stunning scenery.
Registration Number: TA-049-879-0400-01, GE-049-879-0400-01

1 bedroom
1 bathroom
Sleeps 4

from $276

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Charming Turtle Bay Condo with Ocean & Golf Views

Charming Turtle Bay Condo with Ocean & Golf Views

Experience the ultimate Hawaiian getaway with this beautifully maintained 1-bedroom, 1-bath condo located in the gated Kuilima Estates at Turtle Bay Resort on Oahu's North Shore. This charming two-level unit offers stunning views of the golf course and ocean, providing a perfect setting for relaxation and adventure.
Registration Number: TA-173-711-5648-01, GE-173-711-5648-01, 570010290056

1 bedroom
1 bathroom
Sleeps 4

from $582

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Waikomo Stream Villas 503 - Poipu Beach Rental

Waikomo Stream Villas 503 - Poipu Beach Rental

Escape to Waikomo Stream Villas 503, a beautifully maintained one-bedroom condo nestled in lush gardens in the heart of Poipu Beach. This tropical retreat offers a perfect blend of tranquility and modern comfort, ideal for couples or small families seeking a relaxing Hawaiian vacation.

1 bedroom
1 bathroom
Sleeps 2

from $344

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Cozy Private Studio with Pool near Kona Beach

Cozy Private Studio with Pool near Kona Beach

Experience the perfect getaway in this cozy private studio located in the heart of Kona. The space offers quick access to beautiful beaches, popular restaurants, and essential amenities. Guests can enjoy a refreshing dip in the private swimming pool, available exclusively for building residents.

1 bedroom
1 bathroom
Sleeps 2

from $248

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Luxury Ocean View Top Floor Condo with Modern Upgrades

Luxury Ocean View Top Floor Condo with Modern Upgrades

This private top-floor condo offers breathtaking ocean views and has been fully renovated by a luxury resort designer. Completed in 2010, the unit combines tranquility with modern elegance.
Inside, you'll find new appliances, stylish furnishings, and a gorgeous hardwood floor running throughout.

1 bedroom
1 bathroom
Sleeps 3

from $548

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Valley Isle Resort 605 Maui Beach Condo with Ocean Views

Valley Isle Resort 605 Maui Beach Condo with Ocean Views

Step into Valley Isle Resort 605, a charming sixth-floor condo designed for a memorable Maui vacation. This family-friendly retreat offers breathtaking ocean views from the balcony, where you can sip fresh fruit juice and dine al fresco while soaking in the scenery.

1 bedroom
1 bathroom
Sleeps 2

from $294

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Spacious 3-Bedroom Townhouse in Mauna Lani Resort

Spacious 3-Bedroom Townhouse in Mauna Lani Resort

Welcome to Hale Ohana, a beautiful three-bedroom townhouse nestled within the expansive 3,200-acre Mauna Lani Resort. This spacious two-story home combines sophisticated design with authentic Hawaiian hospitality, offering a relaxing retreat for families and friends.

3 bedroom
3 bathroom
Sleeps 6

from $446

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Waikiki Banyan 1-Bedroom Condo with Partial Ocean Views

Waikiki Banyan 1-Bedroom Condo with Partial Ocean Views

Discover this beautifully furnished one-bedroom condo located on the 29th floor of the popular Waikiki Banyan Hotel. Spanning approximately 533 sq ft with an additional 67 sq ft lanai, this unit offers partial ocean and Diamond Head views, perfect for relaxing after a day exploring Waikiki.
Registration Number: TA-191-884-6976-01, 1260250050745, GE-191-884-6976-01

1 bedroom
1 bathroom
Sleeps 4

from $400

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Waikiki Harbor View Condo at Ilikai Marina

Waikiki Harbor View Condo at Ilikai Marina

Step into this beautifully lit 1-bedroom condo at Ilikai Marina, where natural sunlight streams through a floor-to-ceiling door opening onto a private balcony overlooking the harbor and ocean. The fully equipped kitchen invites you to prepare your favorite meals, which you can enjoy at the breakfast bar or on the balcony while soaking in stunning views of the harbor, sunset, and fireworks.
Registration Number: 1260100020225, TA-206-815-0784-01, GE-206-815-0784-01

1 bedroom
1 bathroom
Sleeps 3

from $311

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Charming Beachfront Studio Near Waves with Private Lanai

Charming Beachfront Studio Near Waves with Private Lanai

This charming and beautifully furnished studio offers a perfect blend of comfort and convenience just a 2-minute walk to the waves. Nestled in a peaceful neighborhood on the ocean side of Kam Hwy, it provides an ideal retreat for beach lovers and relaxation seekers.

Registration Number: TA-007-468-4416-01, W65442690-01

1 bedroom
1 bathroom
Sleeps 3

from $336

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Waikoloa Shores Beach Condo with Private Lanai

Waikoloa Shores Beach Condo with Private Lanai

The Shores at Waikoloa offers a perfect setting for your Big Island getaway. Located near Anaehoomalu Bay, this condo provides easy access to sandy beaches, with nearby resorts like Hilton Waikoloa Village and Waikoloa Beach Marriott hosting luau's and dining options.

2 bedroom
2 bathroom
Sleeps 6

from $393

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Cozy Kauai Condo Near Hanalei Beach

Escape to Hanalei Colony Resort C4, a cozy and inviting retreat nestled on Kauai's remote and pristine North Shore. This charming upstairs condo offers two bedrooms, with the option to use the second as a guest room or home office, making it ideal for a peaceful, laidback vacation away from crowds.

2 bedroom
1 bathroom
Sleeps 3

from $384

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Waikiki Ocean View Studio at Kuhio Village 810A

Waikiki Ocean View Studio at Kuhio Village 810A

Discover this charming Waikiki studio at Kuhio Village 810A, recently renovated with fresh linens and artwork. The spacious king bed ensures a restful sleep after a day of exploring. A large 40-inch flat-screen TV provides entertainment, while free WiFi keeps you connected.
Registration Number: GE-054-506-4960-01, TA-054-506-4960-01

1 bedroom
1 bathroom
Sleeps 2

from $235

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Prince Kuhio Beach View Studio with Ocean Balcony

Prince Kuhio Beach View Studio with Ocean Balcony

The Prince Kuhio studio #235 offers a recently renovated space just a short walk from the beach, ideal for couples seeking a relaxing getaway. Located on the second floor, this studio boasts a comfortable king-size bed and a private ocean-view balcony where you can unwind while enjoying the scenic surroundings.

1 bedroom
1 bathroom
Sleeps 2

from $245

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Molokai Shores 303

Escape to Molokai Shores on the island's beautiful south coast, where this welcoming oceanfront suite offers a perfect retreat for families seeking tranquility and stunning views. The suite comfortably sleeps 2 guests, with a cozy queen bed and additional twin beds, along with a pull-out couch for extra flexibility.

2 bedroom
1 bathroom
Sleeps 5

from $203

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Hilo Home Base Spacious 3BR Apartment Near Beaches

Hilo Home Base Spacious 3BR Apartment Near Beaches

Aloha! Welcome to your Hilo Home Base—a spacious and comfortable 3-bedroom upstairs apartment nestled in a charming Plantation Style Home. Perfectly situated in a prime Hilo location, this private retreat offers easy access to beautiful beaches, shopping, dining, and local attractions.

3 bedroom
1 bathroom
Sleeps 7

from $424

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Waikiki Banyan Tower 1 Suite 701 with Pool View

Waikiki Banyan Tower 1 Suite 701 with Pool View

Experience the perfect Hawaiian vacation at Waikiki Banyan Tower 1 Suite 701, a spacious and modern condo just a block from the iconic Waikiki Beach. This fully equipped unit offers stunning Diamond Head views from the bedroom window, providing a relaxing backdrop after a day of exploring.
Registration Number: 260250050011, GE-086-917-1200-01, TA-086-917-1200-01

1 bedroom
1 bathroom
Sleeps 4

from $367

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Waikiki Four Paddle Condo with Pool & Beach Access

Waikiki Four Paddle Condo with Pool & Beach Access

Welcome to your perfect Hawaiian getaway at the Four Paddle in Waikiki! This beautifully maintained condo offers a comfortable and convenient stay just across from the Ritz-Carlton and close to Waikiki's famous beaches, shops, and dining options.
Registration Number: TA-061-054-8224-01, GE-061-054-8224-01, 260170570017

1 bedroom
1 bathroom
Sleeps 3

from $325

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Luxury Makena Coast Condo with Stunning Beach Views

Luxury Makena Coast Condo with Stunning Beach Views

Immerse yourself in the breathtaking beauty of this luxurious 1062 sq ft condo located on Hawaii's stunning Makena coast. The primary bedroom offers a plush king-sized bed, ideal for restful nights after days filled with exploration and activities.

2 bedroom
2 bathroom
Sleeps 6

from $1,128

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Secluded Beachfront Cottage with Ocean Views

Secluded Beachfront Cottage with Ocean Views

Escape to this charming 500 sq. ft. beachfront cottage nestled on a secluded white sandy beach, offering breathtaking ocean views and a tranquil atmosphere.
Step inside to find a cozy yet spacious interior with all the modern comforts you need for a relaxing stay.
Registration Number: TA-184-219-6480-01, GE-184-219-6480-01, 1530080020125

1 bedroom
1 bathroom
Sleeps 4

from $271

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Paki Maui Ocean View Condo with Whale Watching

Paki Maui Ocean View Condo with Whale Watching

Experience the magic of Maui at Paki Maui, a charming low-rise condo complex on Maui's sought-after west side. Wake up to breathtaking panoramic views of the Auau Channel and Molokai from your private lanai, where you can often spot turtles feeding on the reef year-round.

2 bedroom
2 bathroom
Sleeps 6

from $644

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Cozy Volcano Retreat with Hot Tub and Forest Views

Cozy Volcano Retreat with Hot Tub and Forest Views

Experience a charming and comfortable retreat nestled in a stunning volcanic setting. The cozy living room features a plush pull-out sofa and a warm gas fireplace, perfect for unwinding after a day of adventure. Its inviting ambiance makes it an ideal spot for relaxation.

1 bedroom
1 bathroom
Sleeps 4

from $195

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Kona Pacific Condo Near Town with Pool and Views

Kona Pacific Condo Near Town with Pool and Views

Experience the best of Kona at the Kona Pacific Condo, ideally situated just minutes from the lively Kailua Village. This fully furnished, turnkey property comfortably sleeps up to four guests, making it perfect for families or couples seeking a relaxing island getaway.

1 bedroom
2 bathroom
Sleeps 4

from $217

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Charming 2BR Waikoloa Hills Condo Near Golf

Charming 2BR Waikoloa Hills Condo Near Golf

Welcome to this charming 2-bedroom, 2-bathroom condo nestled in the tranquil Waikoloa Hills at 1000 ft elevation, offering cooler temperatures and refreshing breezes. , this residence provides both comfort and convenience for your Big Island getaway.

2 bedroom
2 bathroom
Sleeps 4

from $241

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Spacious 3BR Koa Resort Apartment with Lanai

Spacious 3BR Koa Resort Apartment with Lanai

Discover this spacious three-bedroom, three-bath apartment at Koa Resort, perfect for a family getaway. The first floor features a master suite with a king bed, a guest bedroom with two twin beds (convertible to a king upon request), and an open-concept kitchen, dining, and living area that extends onto a large lanai.

2 bedroom
3 bathroom
Sleeps 6

from $335

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Spacious 2BR Waikiki Beachfront Suite with Ocean Views

Spacious 2BR Waikiki Beachfront Suite with Ocean Views

Discover this ultra-spacious two-bedroom, one-bathroom suite at Waikiki Shore, offering breathtaking views of Fort DeRussy Park from your furnished lanai. The suite's island-inspired decor creates an inviting atmosphere that transports you to Hawaii from the moment you arrive.
Registration Number: 260040120015, GE-027-902-5664-01, TA-027-902-5664-01

2 bedroom
1 bathroom
Sleeps 6

from $783

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Beautiful Oceanfront Studio Condo in Kahana Maui

Beautiful Oceanfront Studio Condo in Kahana Maui

Experience the beauty of Maui with this charming oceanfront studio condo located in Kahana. Just 40 minutes from Kahului Airport and five minutes from Kapalua Airport, the property offers convenient access to the island’s top attractions and golf courses.

1 bedroom
1 bathroom
Sleeps 3

from $244

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Spacious Ocean View Home at Mauna Kea Resort

Spacious Ocean View Home at Mauna Kea Resort

Experience the ultimate Hawaiian retreat at Waiulaula 322, a spacious and beautifully designed home nestled in the Uplands at Mauna Kea Resort. This property offers stunning ocean views and a private pool and hot tub, perfect for relaxing and entertaining.

3 bedroom
3 bathroom
Sleeps 7

from $1,787

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Sunny Poipu Beach Condo with Garden View

Sunny Poipu Beach Condo with Garden View

Welcome to your perfect Kauai retreat at Sunny Poipu Beach! This beautifully upgraded second-floor condo in Kiahuna Plantation offers a tranquil garden view from its private lanai, perfect for relaxing after a day on the sands. Located in building 41, unit #411, this property combines privacy and convenience in a prime location.

1 bedroom
1 bathroom
Sleeps 4

from $446

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Spacious Waikiki Ocean View Condo with Amenities

Spacious Waikiki Ocean View Condo with Amenities

Discover this spacious corner unit at Waikiki Banyan offering breathtaking Diamond and Ocean views. Located just one block from the iconic Waikiki Beach, this condo provides the perfect Hawaiian getaway. The condo features a fully equipped kitchen, free high-speed internet, and comfortable living spaces.
Registration Number: 1260250050375, GE-008-514-5600-01, TA-008-514-5600-01

1 bedroom
1 bathroom
Sleeps 4

from $259

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Sealodge Oceanview Condo in Kauai North Shore

Sealodge Oceanview Condo in Kauai North Shore

Welcome to Sealodge, one of Kauai's most scenic and peaceful escapes on the North Shore. Perched on the edge of a 130-foot bluff in Princeville, this oceanview condo offers breathtaking panoramic views right from your lanai, providing the perfect setting to unwind and soak in the island's natural beauty.

2 bedroom
2 bathroom
Sleeps 5

from $404

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Charming Kihei Akahi Condo with Pool & Garden Views

Charming Kihei Akahi Condo with Pool & Garden Views

Experience the vibrant essence of South Kihei in this charming second-floor condo within the desirable Kihei Akahi complex. Spanning 655 square feet, this airy and welcoming unit offers a perfect tropical escape. Step onto your private lanai, where gentle breezes carry the sweet scent of plumeria and provide serene views of swaying palm trees in lush, well-manicured gardens.

1 bedroom
1 bathroom
Sleeps 4

from $231

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Luxury Maui Ocean View Suites Tandem Package

Luxury Maui Ocean View Suites Tandem Package

Experience the ultimate Maui vacation with this exclusive tandem package featuring two adjacent suites at Honua Kai. The 2-bedroom full ocean view suite offers stunning vistas of the Pacific Ocean and lush courtyard gardens, while the 1-bedroom partial ocean view suite provides scenic views of the West Maui Mountains.

3 bedroom
3 bathroom
Sleeps 10

from $1,282

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Charming Maalaea Banyans 202 Ocean View Condo

Charming Maalaea Banyans 202 Ocean View Condo

Discover the charm of Maalaea Banyans 202, a fully equipped condo nestled within a tranquil resort offering breathtaking 180-degree ocean vistas. This inviting space features a cozy bedroom with a queen-sized bed and a versatile living area with a sofa sleeper, comfortably accommodating up to four guests.

1 bedroom
1 bathroom
Sleeps 4

from $247

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Renovated Wailea Ekahi Village Condo Near Beach

Renovated Wailea Ekahi Village Condo Near Beach

4 miles from Keawakapu Beach, one of Maui's most pristine white sandy beaches. This private, fully renovated condo offers a perfect retreat for up to 2 guests seeking relaxation and luxury in paradise.
Inside, you'll find a spacious 1-bedroom unit with a mesmerizing main patio off the living room, furnished with ultra-comfortable Italian patio furniture, offering lush garden views, the rolling greenbelt, and a glimpse of the ocean.

1 bedroom
1 bathroom
Sleeps 2

from $308

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Ilikai Marina #386 Ocean & Marina Views

Experience the beauty of Hawaii from Ilikai Marina #386, a charming one-bedroom condo offering spectacular sunset views over the ocean and Ala Wai Yacht Harbor. This 651 sqft unit features a small marina-front lanai, perfect for relaxing while enjoying panoramic vistas.
Registration Number: 260100020017, GE-182-470-2464-01, TA-182-470-2464-01

1 bedroom
1 bathroom
Sleeps 4

from $261

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Waikoloa Village Golf Course 2BR Condo with Lanai

Waikoloa Village Golf Course 2BR Condo with Lanai

Experience the comfort of this fully furnished ground-floor condo located right on the scenic Waikoloa Village Golf Course. Featuring two bedrooms and two bathrooms, this 1,100 sq ft unit offers a relaxing and convenient stay in the heart of the Kohala Coast.

2 bedroom
2 bathroom
Sleeps 6

from $251

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Beachside Garden-View Condo at Kiahuna Unit 440

Beachside Garden-View Condo at Kiahuna Unit 440

Aloha and welcome to Kiahuna Unit 440! This charming, garden-view, ground-floor condo offers a peaceful retreat in the heart of Poipu. Designed with a light, beachy ambiance, the unit comfortably sleeps four adults, featuring a plush king-size bed in the master bedroom and a pull-out queen sofa in the living area.

1 bedroom
1 bathroom
Sleeps 6

from $310

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Beachside Condo Near Maui Beaches with Pool

Beachside Condo Near Maui Beaches with Pool

Experience the charm of Maui Sands 2A, a cozy ground-floor condo ideally situated just steps from stunning beaches. This single-level retreat offers a well-equipped island kitchen, perfect for preparing local delicacies, and a pub-height table for intimate meals for two.

1 bedroom
1 bathroom
Sleeps 4

from $247

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Beautiful Maui Ocean View 2-Bedroom Plus Loft Rental

Beautiful Maui Ocean View 2-Bedroom Plus Loft Rental

Discover this beautiful Maui vacation rental offering breathtaking ocean views from a spacious 2-bedroom plus loft condo. The unit features a cozy lanai overlooking a tranquil grassy area, ideal for sunset dinners and whale sightings. Upstairs bedrooms and the loft each have a queen bed, while the downstairs bedroom offers two twin beds.

2 bedroom
2 bathroom
Sleeps 8

from $383

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Kihei Park Shores 13 with Stunning Ocean Views

Kihei Park Shores 13 with Stunning Ocean Views

Experience the ultimate Maui vacation at Kihei Park Shores 13, a beautifully appointed condo offering breathtaking ocean views and a tranquil setting. This bright, beach-inspired unit is just steps from the shimmering beaches, where you can witness vibrant sunsets, surfers, and paddleboarders.

2 bedroom
2 bathroom
Sleeps 6

from $352

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Charming 1-Bedroom Vacation Home in Captain Cook

Charming 1-Bedroom Vacation Home in Captain Cook

Escape to paradise in this charming 1-bedroom, 1-bath vacation home located in the scenic area of Captain Cook on the Big Island. Perfectly situated near top attractions like Kealakekua Bay and Pu'uhonua o Honaunau National Historical Park, this cozy house offers an ideal base for exploring Hawaii’s natural beauty and rich history.

1 bedroom
1 bathroom
Sleeps 3

from $171

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Chic Island Hideaway | AC, 2 Pools - Kuilima Estates West

Chic Island Hideaway | AC, 2 Pools - Kuilima Estates West

Discover this beautifully renovated two-story condo at Turtle Bay Resort, offering a stylish tropical retreat just a short walk from beaches, golf, dining, and activities. The property features a contemporary living area with a sleeper sofa, armchairs, and a smart TV, creating a cozy space to unwind after a day of adventure.
Registration Number: TA-162-135-0912-01, GE-162-135-0912-01, 570010290132

2 bedroom
1 bathroom
Sleeps 4

from $411

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Sugar Beach Resort 335 - Maui Oceanfront Condo

Sugar Beach Resort 335 - Maui Oceanfront Condo

Escape to Sugar Beach Resort 335, a beautifully appointed condo in Maui offering breathtaking oceanfront views and direct access to five miles of pristine white-sand beach. This spacious one-bedroom unit is perfect for couples or small families seeking a relaxing getaway.

1 bedroom
1 bathroom
Sleeps 4

from $351

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Keauhou Gardens Ocean View 2-Bed Condo

Immerse yourself in the relaxed Hawaiian vibe of this spacious two-bedroom, two-bathroom condo at Keauhou Gardens. Located on Alii Drive in the scenic Keauhou area, this property offers stunning ocean views from the large lanai, perfect for watching sunsets or enjoying a morning coffee.

2 bedroom
2 bathroom
Sleeps 6

from $328

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