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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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Sunset Breeze Hawaii Luxury Home with Resort Passes

Sunset Breeze Hawaii Luxury Home with Resort Passes

Experience the ultimate Hawaiian retreat at Sunset Breeze, a beautifully appointed single-level 4-bedroom, 3-bathroom home in the Ainamalu community of Kohala Coast. This spacious, well-equipped residence comfortably accommodates up to 10 guests, making it ideal for families or groups seeking luxury and convenience.

4 bedroom
3 bathroom
Sleeps 10

from $909

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Waikoloa Colony Villas 2306 - Hawaii Vacation Rental

Waikoloa Colony Villas 2306 - Hawaii Vacation Rental

Welcome to Waikoloa Colony Villas 2306, your perfect Hawaiian escape managed by Kona Coast Vacations. Nestled on Hawaii's sunny Kohala Coast within the Waikoloa Beach Resort, this charming two-bedroom, two-bath villa offers a blend of comfort, style, and authentic Hawaiian ambiance.

2 bedroom
2 bathroom
Sleeps 4

from $348

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Ocean View 1BR Maui Kaanapali Villas A405

Ocean View 1BR Maui Kaanapali Villas A405

Maui Kaanapali Villas #A405 offers an exceptional ocean view experience on North Kaanapali Beach. This one-bedroom condo is situated on the 4th floor within the Aloha Tower, providing breathtaking vistas and easy elevator access to the lobby, pools, lush tropical gardens, and all resort amenities.

1 bedroom
1 bathroom
Sleeps 3

from $698

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Remodeled Maui Condo Near Kamaole Beach

Kamaole Sands unit #10208 offers a spacious, recently remodeled one-bedroom, two-bathroom condo on Maui's beautiful south shore. Located on the second floor, this bright and airy unit provides the perfect retreat just a block from the iconic Kamaole Beach Park III.

1 bedroom
2 bathroom
Sleeps 4

from $436

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Luxury Ocean View Villa at Konea Tower Maui

Luxury Ocean View Villa at Konea Tower Maui

Experience the ultimate Maui escape in this contemporary 2-bedroom villa located in Konea Tower at Honua Kai Resort & Spa. Spanning 1220 sq. , this luxurious residence offers breathtaking ocean views, a spacious lanai, and premium amenities designed for relaxation and entertainment.

2 bedroom
2 bathroom
Sleeps 6

from $1,850

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Kaanapali Royal Top Floor Luxury Condo

Welcome to our Kaanapali Royal Condo, a top-floor retreat managed directly by the owner. Nestled within a quiet, gated community, this luxurious 1,800 sq ft condo offers a perfect blend of comfort and convenience. Located on the 16th fairway of the Kaanapali Royal Golf Course, it provides stunning views of the pool, golf course, ocean, and neighboring islands.

2 bedroom
2 bathroom
Sleeps 5

from $480

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Waikiki Shore 1216

Experience the ultimate Hawaiian getaway in this beautifully updated one-bedroom suite at Castle Waikiki Shore, the only beachfront condominium in Waikiki offering direct Pacific Ocean views. Renovated in 2014, this bright and airy suite combines modern comforts with tropical charm, making it perfect for beach lovers and travelers seeking convenience and style.

Registration Number: GE-066-371-9936-01, TA-066-371-9936-01

1 bedroom
1 bathroom
Sleeps 4

from $611

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Luxury Ground Floor Condo at Honua Kai Maui

Luxury Ground Floor Condo at Honua Kai Maui

This stunning ground floor unit, Konea 103, at Honua Kai Resort & Spa offers a perfect blend of luxury and convenience. Located on the interior courtyard of the Konea tower, this 2-bedroom, 2-bathroom condo spans 1315 sq ft with an additional 700 sq ft of lanai/garden space.

2 bedroom
2 bathroom
Sleeps 8

from $1,131

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Comfortable Maui Hotel Zone Condo with Private Entrance

Comfortable Maui Hotel Zone Condo with Private Entrance

Discover this comfortable Maui condo located in the sought-after hotel zone, offering a private entrance on the 5th floor of a secure condo community. Guests enjoy assigned parking in the garage and a seamless self check-in process, receiving their door code and instructions well before arrival.

2 bedroom
2 bathroom
Sleeps 6

from $785

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Bright South Maui Condo Near Kamaole Beach II

Bright South Maui Condo Near Kamaole Beach II

Welcome to this bright and airy second-floor end unit located in the heart of Kihei, South Maui. Situated in Building 4, Unit #223, this condo boasts windows on three sides, allowing ample natural light and refreshing trade winds to flow through, creating a comfortable and inviting atmosphere.

1 bedroom
1 bathroom
Sleeps 4

from $734

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Honua Kai Resort Suite 215 Ocean View

Experience the ultimate Maui vacation in this spacious Honua Kai Resort Suite 215, offering stunning ocean and tropical courtyard views. This open-concept studio can comfortably accommodate up to four guests, making it ideal for couples, families, or friends seeking a luxurious and convenient retreat.

1 bedroom
1 bathroom
Sleeps 4

from $402

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Fairway Villas Waikoloa F31 - Relaxing Condo

Fairway Villas Waikoloa F31 - Relaxing Condo

Welcome to Fairway Villas Waikoloa F31, a beautifully updated top-floor condo in the sunny Waikoloa Beach Resort. This 2-bedroom, 2-bathroom plus loft retreat combines Mid-Century Modern style with Hawaii-inspired decor, offering a perfect sanctuary for relaxation and rejuvenation.

2 bedroom
2 bathroom
Sleeps 6

from $377

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Pu'u O Hoku Ranch Retreat

Escape to the rustic charm of Sunrise Cottage at Puu O Hoku Ranch, a unique Hawaiian retreat nestled above a working ranch. This historic 1930s cottage combines classic Hawaiian ranch style with modern eco-friendly amenities. Surrounded by lush tropical gardens and offering panoramic views over bluffs to the ocean, it’s ideal for romantic escapes or intimate group stays.

2 bedroom
2 bathroom
Sleeps 4

from $580

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Beautiful 2-Bedroom Home Near Beaches and Golf Course

Beautiful 2-Bedroom Home Near Beaches and Golf Course

This stunning 2-bedroom, 2-bathroom home offers 1,209 square feet of comfortable living space complemented by expansive outdoor areas, backing directly onto Hole 3 of the prestigious Beaches Golf Course. The master suite provides a peaceful retreat with a king-sized bed, a spacious walk-in closet, and a luxurious en-suite bathroom featuring his and hers vanities.

2 bedroom
2 bathroom
Sleeps 6

from $310

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Kona Clark's Luxury Studio with Ocean Views in Kailua Kona

Kona Clark's Luxury Studio with Ocean Views in Kailua Kona

The Kona Clark's luxury studio offers an idyllic retreat in the heart of Kailua Kona, nestled in a tranquil neighborhood just half a mile from the renowned Honl's Ocean Beach Park on Alii Drive. This charming and modern studio boasts stunning panoramic views of the ocean, Hualalai, and Mauna Loa volcanoes, providing a perfect backdrop for your Hawaiian getaway.

1 bedroom
1 bathroom
Sleeps 2

from $224

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Updated Ground-Floor Maui Condo with Ocean Views

Updated Ground-Floor Maui Condo with Ocean Views

Experience the perfect Maui getaway in this beautifully updated ground-floor condo at Papakea Resort. Step directly onto lush grounds from your lanai, with stunning ocean and garden views. The condo has been tastefully decorated in island decor with tile flooring throughout, offering a peaceful retreat with modern comforts.

1 bedroom
1 bathroom
Sleeps 4

from $267

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Luxury 5BR North Shore Oahu Beach House

Nalu Hale is a luxurious 5-bedroom, 6-bathroom home situated on the renowned North Shore of Oahu, offering a perfect blend of beach tranquility and contemporary elegance. This custom-built residence features meticulously designed interior and exterior living spaces, creating an ideal family retreat.
Registration Number: 590030230005, TA-046-409-3184-01, GE-046-409-3184-01

5 bedroom
5 bathroom
Sleeps 12

from $1,514

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Wailea Ekahi Village Ocean View Condo with Pool

Wailea Ekahi Village Ocean View Condo with Pool

This beautifully renovated Wailea Ekahi Village residence offers a luxurious and comfortable tropical retreat on Maui. Completed in 2022, the condo features vibrant artwork, sleek furnishings, and a prime location with stunning ocean views from the living room, kitchen, and outdoor lanai.

1 bedroom
1 bathroom
Sleeps 4

from $633

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Remodeled Ocean View Penthouse with Dual Lanais in Kihei

Remodeled Ocean View Penthouse with Dual Lanais in Kihei

Experience the best of Maui in this stunning, fully remodeled one-bedroom penthouse in Kihei. This top-floor unit boasts two large lanais with commanding views of the ocean, Haleakala, and West Maui Mountains, offering a truly spectacular setting for your vacation.

1 bedroom
1 bathroom
Sleeps 3

from $279

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Luxurious Maui Dolphin Penthouse with Ocean & Mountain Views

Luxurious Maui Dolphin Penthouse with Ocean & Mountain Views

The Dolphin Penthouse offers a truly luxurious Maui vacation experience with breathtaking ocean and mountain views from its 4th-floor corner location. Exit your private elevator directly into this thoughtfully renovated and unique residence, designed to provide comfort and style for up to six guests.

3 bedroom
3 bathroom
Sleeps 6

from $1,042

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Honolulu Ocean & Park View Studio with King Bed

Honolulu Ocean & Park View Studio with King Bed

Experience the perfect Honolulu getaway in this spacious 10th-floor studio apartment offering stunning ocean and park views from your private lanai. The property features a comfortable King bed with new flooring and a modern, bright bathroom with a shower/tub combo and an oversized backlit mirror, creating a welcoming and stylish atmosphere.
Registration Number: TA-175-217-6640-01, 260270200072, GE-175-217-6640-01

0 bedroom
1 bathroom
Sleeps 2

from $220

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Hale Lani Lanai: Elegant Princeville Retreat with Views

Hale Lani Lanai: Elegant Princeville Retreat with Views

Welcome to Hale Lani Lanai, a stunning and spacious vacation home nestled in the heart of Princeville on the beautiful island of Kauai. This property offers an exceptional blend of comfort, style, and breathtaking views, making it the perfect retreat for families, friends, or couples seeking a memorable island escape.

3 bedroom
4 bathroom
Sleeps 8

from $729

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Hawaii Beachfront Condo with Lanai and Modern Amenities

Hawaii Beachfront Condo with Lanai and Modern Amenities

Welcome to your perfect Hawaiian getaway! This charming 1st-floor condo offers a spacious and comfortable retreat with a private lanai, ideal for relaxing and enjoying island breezes.
The unit features stylish tile flooring throughout, creating a cool and clean atmosphere.

1 bedroom
1 bathroom
Sleeps 2

from $528

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Beachfront Marriott Condo on Kauai's South Shore

Beachfront Marriott Condo on Kauai's South Shore

Immerse yourself in the beauty of Kauai with this spacious 2-bedroom, 2-bathroom timeshare condo at Marriott Waiohai Beach Club, nestled on the south shore of Hawaii's Garden Isle. The resort offers lush landscaped grounds, three pools including quiet and children's pools, and soothing spas, creating a perfect tropical retreat.

2 bedroom
2 bathroom
Sleeps 8

from $944

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Honolulu Ilikai Studio with Ocean Views and Resort Access

Honolulu Ilikai Studio with Ocean Views and Resort Access

Your perfect island retreat awaits at this stylish Honolulu studio located within the iconic Ilikai Hotel. This 1-bathroom unit features a spacious open floor plan with two queen beds, a private balcony offering stunning ocean vistas, and modern amenities designed for comfort and convenience.

Registration Number: TA-105-142-0160-01, GE-105-142-0160-01, 260100070737

1 bedroom
1 bathroom
Sleeps 4

from $376

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Oceanfront Maui Condo with Stunning Views and Modern Amenities

Oceanfront Maui Condo with Stunning Views and Modern Amenities

Our oceanfront condo offers a beautifully remodeled island-style retreat with an Asian touch, ideally situated on Maui's southwest coast. While recent high surf has washed away the beach access steps, a nearby park provides a scenic walk to the beach, and the condo association is actively working to restore the steps.

2 bedroom
2 bathroom
Sleeps 4

from $396

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Luxury Maui Kamaole H105 with Stunning Ocean Views

Luxury Maui Kamaole H105 with Stunning Ocean Views

Discover Maui Kamaole H105, a beautifully remodeled condo offering spectacular unobstructed ocean and sunset views right from your private lanai. Just steps away from Kamaole III Beach, renowned for snorkeling and stunning sunsets, this condo provides the perfect Maui escape.

1 bedroom
2 bathroom
Sleeps 3

from $762

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Waikiki Shore 1406

Your Waikiki vacation begins in this beautifully updated one-bedroom, one-bathroom ocean view suite, renovated in 2015. The suite features a stylish kitchen with wooden cabinetry, stainless steel appliances, and a view that invites you to unwind.
Registration Number: GE-199-290-0608-01, TA-199-290-0608-01

1 bedroom
1 bathroom
Sleeps 4

from $612

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Luxury Nohea Hale in Waikoloa Beach Resort

Luxury Nohea Hale in Waikoloa Beach Resort

Experience the perfect blend of luxury and paradise at Nohea Hale, a stunning 4-bedroom, 4-bath estate located in the prestigious Ainamalu community within Waikoloa Beach Resort. This top-rated Airbnb guest favorite, ranked in the top 5%, offers an unforgettable Hawaiian retreat with exceptional amenities and breathtaking views.

4 bedroom
4 bathroom
Sleeps 10

from $1,582

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Oceanview 3-Bed Hanalei Beach House Near Sand

Oceanview 3-Bed Hanalei Beach House Near Sand

Indulge all your senses in this stunning ocean-view, 3-bedroom, 2-bath Hanalei beach home. Located just 80 steps from the soft sands of Hanalei Bay, considered the best beach in Hawaii, this residence offers an unparalleled tropical escape. Nestled on a quiet cul-de-sac, the 1,900-square-foot home combines elegant design with spectacular views and a prime location in Hanalei, providing guests with a memorable island experience.

3 bedroom
2 bathroom
Sleeps 6

from $894

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Charming Kihei Condo with Ocean Views & Amenities

Charming Kihei Condo with Ocean Views & Amenities

Welcome to your perfect Maui getaway at Shores of Maui in Kihei. This charming upstairs corner condo offers breathtaking panoramic views of the Pacific Ocean, where you can watch surfers and enjoy spectacular sunrise moments right from your balcony.

2 bedroom
2 bathroom
Sleeps 6

from $392

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Luxury Kapalua Golf Villa with Ocean and Mountain Views

Luxury Kapalua Golf Villa with Ocean and Mountain Views

Welcome to the exquisite Kapalua Golf Villa, your private slice of paradise on Maui. This luxurious two-story retreat offers unparalleled privacy, modern elegance, and spectacular panoramic views of the ocean, golf course, and neighboring Lanai and Molokai Mountains.

3 bedroom
3 bathroom
Sleeps 6

from $1,207

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Charming 1-Bedroom Honolulu Condo Near Waikiki Beach

Charming 1-Bedroom Honolulu Condo Near Waikiki Beach

Escape to this charming 1-bedroom, 1-bathroom condo nestled just moments from the iconic Waikiki Beach in Honolulu. Perfectly suited for your Hawaiian adventure, this single-story home features modern amenities and thoughtful touches to ensure a comfortable stay.
Registration Number: GE-058-455-5008-01, TA-058-455-5008-01, 260240590006

1 bedroom
1 bathroom
Sleeps 2

from $153

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Chic 1-Bed Waikiki Banyan Condo with Pool

Chic 1-Bed Waikiki Banyan Condo with Pool

Escape to paradise in this stylish 1-bedroom condo at Waikiki Banyan, Honolulu. The air-conditioned unit features an open floor plan with a comfortable king-size bed, a queen pull-out sofa, and modern amenities. The fully equipped kitchen includes a microwave, stove, refrigerator, dishwasher, and trendy countertop with four bar stools, making meal prep and dining a breeze.
Registration Number: GE-121-769-3184-01, TA-121-769-3184-01, 260250050315, 2211-CCH-0470

1 bedroom
1 bathroom
Sleeps 4

from $516

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Luxury 3BR Condo at Kai Lani Ko Olina

Welcome to your tropical paradise in this stunning 3-bedroom, 2-bath condo at Kai Lani in Ko Olina. Designed for comfort and elegance, this fully equipped home offers the perfect retreat for your Hawaiian holiday. Inside, you'll find a gourmet kitchen with granite countertops, ideal for preparing delicious meals.
Registration Number: 910560020056, GE-060-850-7392-01, TA-060-850-7392-01

3 bedroom
2 bathroom
Sleeps 6

from $367

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Luxurious Wailea Treasure Near Maui Beaches

Luxurious Wailea Treasure Near Maui Beaches

In sunny Wailea, just a short stroll to some of south Maui's most incredible sandy beaches, our Wailea Treasure offers the perfect blend of luxury and convenience. Recently remodeled from the studs up, this unit features a spacious layout with a master bedroom equipped with a comfortable king bed and a guest bedroom with a cozy queen bed.

2 bedroom
2 bathroom
Sleeps 4

from $642

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Renovated Maui Beachfront Condo with Pool & Sunset Views

Renovated Maui Beachfront Condo with Pool & Sunset Views

Welcome to your perfect Maui getaway in this beautifully renovated beachfront condo, just two years new. The modern, fresh design creates a comfortable and inviting atmosphere for your stay. Located on the ground floor, the unit offers easy access from the parking lot, making unloading and coming and going effortless.

1 bedroom
2 bathroom
Sleeps 4

from $797

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Charming Kihei Bay Surf Studio Near Beaches

Charming Kihei Bay Surf Studio Near Beaches

Discover this charming Kihei Bay Surf studio, perfect for a memorable vacation. Located just steps from gorgeous beaches, this second-floor unit offers a peaceful retreat surrounded by lush tropical foliage. The modern, updated space features a private lanai, ideal for relaxing or enjoying your morning coffee while listening to birds singing outside.

1 bedroom
1 bathroom
Sleeps 4

from $205

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Luxury Oceanview Condo at Mauna Lani Point

Luxury Oceanview Condo at Mauna Lani Point

Experience the ultimate Hawaiian escape at Mauna Lani Point F102, a beautifully appointed two-bedroom, two-and-a-half-bath condo perched in the exclusive Mauna Lani resort on the Big Island of Hawaii. This luxurious upstairs residence offers breathtaking ocean vistas, making it an ideal retreat for relaxation and adventure alike.

2 bedroom
2 bathroom
Sleeps 6

from $1,057

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Luxury Maui Condo Polo Beach Club 707

Indulge in the luxurious Polo Beach Club 707, a Maui modern masterpiece nestled on the pristine Ke One o Polo Beach in Wailea. This exquisite condo showcases breathtaking ocean and sunset vistas from its prime location, offering an unparalleled Maui experience.

2 bedroom
2 bathroom
Sleeps 4

from $1,522

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Honu Sunset Maui Beachfront Condo with Pools

Honu Sunset Maui Beachfront Condo with Pools

Experience the ultimate Maui getaway at Honu Sunset, a beautifully updated second-floor condo nestled within the lush 23-acre Maui Kamaole community. Surrounded by vibrant tropical greenery and just steps from Keawakapu Beach and Kamaole Beach Park, this vacation home offers a perfect blend of relaxation and adventure.

2 bedroom
2 bathroom
Sleeps 4

from $384

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Stunning Waikiki Oceanfront Condo with Panoramic Views

Stunning Waikiki Oceanfront Condo with Panoramic Views

Discover this spectacular high-floor oceanfront condo located in the Diamond Head Beach Hotel & Residences, offering stunning panoramic views of Waikiki, Diamond Head, sunsets, and surfers. This beautiful 1-bedroom apartment provides a luxurious and comfortable stay with easy access to Waikiki's vibrant dining, shopping, and entertainment options.
Registration Number: 310320290052, GE-145-993-9328-01, TA-145-993-9328-01

1 bedroom
1 bathroom
Sleeps 4

from $615

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Island Breeze Maui Shoreline 2BR Condo with Ocean Views

Island Breeze Maui Shoreline 2BR Condo with Ocean Views

Experience the charm of Island Breeze, a delightful 2-bedroom, 2-bath condo located just steps from the azure waters of Ma'alaea Bay. This beautifully maintained shoreline property offers stunning sunrise views over Haleakala from two private lanais, where you can also watch whales frolic and turtles glide through the gentle waves.

2 bedroom
2 bathroom
Sleeps 6

from $293

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Shores of Maui 122 Ocean View Condo

Aloha! Discover Shores of Maui #122, a charming condo nestled in a prime location on Maui. This ground floor, one-bedroom, one-bath unit offers breathtaking ocean views and modern comforts, making it an ideal retreat for relaxation and fun.

1 bedroom
1 bathroom
Sleeps 4

from $272

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Beautiful Oceanfront Condo at Kuleana Resort Maui

Beautiful Oceanfront Condo at Kuleana Resort Maui

The Kuleana Resort offers a picturesque setting nestled between the West Maui mountains and the ocean on Maui's renowned Gold Coast. Unit 411 is a charming, second-floor one-bedroom condo surrounded by lush, tropical gardens. Recently renovated, it features elegant granite countertops and travertine flooring throughout, providing a blend of comfort and style.

1 bedroom
1 bathroom
Sleeps 2

from $333

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Mountain View Condo at Honua Kai Maui

This ninth-floor Mountain View Suite at Honua Kai Resort offers a luxurious and tranquil retreat in West Maui. The 1-bedroom, 1-bath condo is perfectly zoned for hotel use and complies with all Maui County ordinances, ensuring a seamless vacation experience.

1 bedroom
1 bathroom
Sleeps 4

from $314

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Charming Hawaiian Home Near Hanalei Bay

Experience the best of Kauai at this charming Hawaiian home located in Hanalei. Surrounded by lush tropical gardens and traditional Hawaiiana decor, this inviting residence offers a tranquil retreat just a short stroll from Hanalei Bay and the town's vibrant shops and restaurants.

5 bedroom
4 bathroom
Sleeps 10

from $1,239

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Luxury Honolulu Apartment with Ocean and Mountain Views

Luxury Honolulu Apartment with Ocean and Mountain Views

Welcome to One Ala Moana, one of Honolulu's premier luxury apartments offering an intimate, boutique experience with only 206 units. This means no long waits for elevators, ample lounge chairs by the pool, and a fully equipped gym ready whenever you are.
Registration Number: 23040022, TA-105-291-1616-01, GE-105-291-1616-01

2 bedroom
2 bathroom
Sleeps 4

from $399

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Luxury Beach Villa in Ko Olina Oahu with Ocean Views

Luxury Beach Villa in Ko Olina Oahu with Ocean Views

Welcome to our stunning luxury Beach Villa situated in the prestigious Ko Olina resort on the island of Oahu! This oceanfront property offers a perfect blend of comfort, style, and breathtaking views. The villa spans over 1500 square feet, featuring three spacious bedrooms and three modern bathrooms, making it ideal for families or groups seeking a luxurious island retreat.

Registration Number: 0190570090034, GE-030-995-3536-01, TA-030-995-3536-01

3 bedroom
3 bathroom
Sleeps 8

from $895

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Hawaii Kona Beachfront Penthouse with Snorkeling Access

Hawaii Kona Beachfront Penthouse with Snorkeling Access

Experience the ultimate Hawaii getaway in this modern beachfront penthouse located right across from Kahaluu Beach, renowned for its vibrant marine life and over 100 species of tropical fish and turtles.
Whether you're an avid snorkeler or simply seeking relaxation, this unit offers stunning ocean and sunset views from its spacious open-air lanai, perfect for enjoying Hawaiian evenings.

2 bedroom
2 bathroom
Sleeps 4

from $352

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