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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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Waikoloa Shores 338 Ocean View Condo with Resort Amenities

Waikoloa Shores 338 Ocean View Condo with Resort Amenities

Welcome to Shores at Waikoloa 338, a charming third-floor condo nestled in the heart of Waikoloa Beach Resort. This property offers a perfect blend of comfort, convenience, and stunning natural surroundings. As you step off the elevator, the refreshing ocean breezes greet you, and the resort's extensive amenities await your enjoyment.

1 bedroom
2 bathroom
Sleeps 2

from $286

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Charming Haleiwa 3-Bedroom Vacation Estate

Charming Haleiwa 3-Bedroom Vacation Estate

Escape to Haleiwa and enjoy a stunning 3-bedroom estate designed for comfort and relaxation. This property features two queen beds and one king bed, making it ideal for families or groups seeking a peaceful retreat. Guests can unwind in the bathtub after a day exploring the island, stay connected with WiFi, and use amenities like a hair dryer for added convenience.
Registration Number: TA-126-090-0900-01, 300587273412, GE-126-090-0900-01

3 bedroom
1 bathroom
Sleeps 6

from $789

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Beautiful Ground Floor Kihei Condo Near Beach

Beautiful Ground Floor Kihei Condo Near Beach

Welcome to our charming ground floor condo in South Kihei, Maui, filled with the warmth and Aloha spirit. Located next door to the famous Kihei Caffe, this spacious unit comfortably sleeps up to six guests, making it ideal for families, friends, or couples seeking a relaxing island retreat.

3 bedroom
2 bathroom
Sleeps 6

from $364

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Ocean View Kona Condo with Pool & Beach Gear

Ocean View Kona Condo with Pool & Beach Gear

Enjoy this spacious condo featuring a beautiful lanai overlooking the pool and ocean, perfect for morning coffee or evening cocktails. The bedroom offers a comfortable king-size mattress, while the living room includes a pull-out sofa bed suitable for an adult or two kids.

1 bedroom
1 bathroom
Sleeps 4

from $241

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Keauhou Punahele B-107 Ground Floor Condo with Golf Course Views

Keauhou Punahele B-107 Ground Floor Condo with Golf Course Views

Experience the tranquility of Keauhou Punahele #B-107, a beautifully appointed ground floor condo offering approximately 1200 sq ft of comfortable living space. Situated right on the Keauhou Country Club golf course, this unit provides stunning views and easy access to outdoor activities.

2 bedroom
2 bathroom
Sleeps 4

from $221

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Stunning Ocean View Suite at Luana Waikiki

Stunning Ocean View Suite at Luana Waikiki

Discover this superb fully furnished 1-bedroom suite at Luana Waikiki, offering stunning 180-degree ocean views from private lanais. The spacious bedroom features a comfortable king bed, while the living room includes a sleeper sofa, perfect for relaxing or entertaining.
Registration Number: 260060020198, GE-202-267-1872-01, TA-202-267-1872-01

1 bedroom
1 bathroom
Sleeps 4

from $306

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Kapaa by the Sea Oceanfront Kauai Beach Home

Kapaa by the Sea Oceanfront Kauai Beach Home

Experience the ultimate Kauai vacation at Kapaa by the Sea, a beautiful oceanfront home offering 3 bedrooms and 3 baths with 1,750 sq ft of comfortable living space. Located just half a block from historic Kapa'a Town, this property provides convenient access to boutique shops, local restaurants, grocery stores, and scenic beach parks.

4 bedroom
3 bathroom
Sleeps 8

from $1,016

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Luxury Waikoloa Beach Resort Villa near Beaches

Luxury Waikoloa Beach Resort Villa near Beaches

Immerse yourself in tropical luxury at this stunning two-story villa located in the exclusive, gated Waikoloa Beach Resort community. As the closest villa to the ocean, it offers an unbeatable location within walking distance to pristine beaches, world-class golf courses, upscale resorts, fine dining, boutique shops, art galleries, and grocery stores.

3 bedroom
2 bathroom
Sleeps 6

from $348

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Spacious 2BR Oceanview Condo in Maui

Experience a comfortable stay at this spacious 2-bedroom, 2-bath renovated condo at Nani Kai Hale. The unit features a king bed in one bedroom and twin beds in the other, with a sectional in the living room that converts into two twin beds, offering more comfort than a typical sofa sleeper.

3 bedroom
2 bathroom
Sleeps 6

from $277

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Hanalei Colony Resort C2 - Romantic Oceanfront Condo

Hanalei Colony Resort C2 - Romantic Oceanfront Condo

Escape to Hanalei Colony Resort C2, an inviting and intimate retreat nestled on Kauai's scenic North Shore. This charming two-bedroom condo offers a tranquil setting perfect for romantic escapes or laid-back vacations. The unit features a fully stocked kitchen, a cozy living and dining area, and large windows that frame breathtaking ocean views.

2 bedroom
2 bathroom
Sleeps 4

from $399

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Charming Ground Floor Oceanfront Studio at Napili Shores

Charming Ground Floor Oceanfront Studio at Napili Shores

Welcome to Napili Shores unit D131, a perfect getaway for couples or small families seeking a peaceful oceanfront retreat on Maui's west coast. This charming ground-floor studio offers a fully equipped kitchen, a comfortable queen bed, and a love seat that converts into a twin bed, making it ideal for relaxing after a day exploring the island.

1 bedroom
1 bathroom
Sleeps 3

from $293

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Waikiki Beach Ocean View Condo Near Attractions

Waikiki Beach Ocean View Condo Near Attractions

Enjoy unobstructed sunset and ocean views from this beautifully remodeled high-floor condo located at the gateway to Waikiki. Just steps from Waikiki Beach, you can walk to parks, shopping malls, restaurants, and vibrant nightlife without crossing any streets.
Registration Number: 1260100020186, GE-046-192-0768-01, TA-046-192-0768-01

1 bedroom
1 bathroom
Sleeps 4

from $277

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Spacious 2BR Condo with Ocean & Garden Views in Kaanapali

Spacious 2BR Condo with Ocean & Garden Views in Kaanapali

This beautifully furnished 2-bedroom, 2-bathroom condo offers a perfect retreat on the 3rd floor, just a 45-second walk from the beach. The unit features a large lanai with garden and partial ocean views, ideal for relaxing and enjoying the tropical surroundings.

3 bedroom
2 bathroom
Sleeps 8

from $678

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Chic Waikiki Studio with Pool and Free Parking

Chic Waikiki Studio with Pool and Free Parking

Discover this beautifully renovated studio in the heart of Waikiki, offering a unique vintage Hawaiiana charm. Located on the 9th floor of Marine Surf, this cozy condo features a plush King bed, a full kitchen with stainless steel appliances, and a private lanai that offers sweeping city views.
Registration Number: GE-119-847-1168-02, 260190010064, TA-119-847-1168-01

1 bedroom
1 bathroom
Sleeps 2

from $244

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Beachfront Kahana Sunset Resort A10 in Maui

Beachfront Kahana Sunset Resort A10 in Maui

Kahana Sunset Resort A10 offers an exceptional Maui vacation experience in a beautifully renovated corner unit that combines privacy and stunning ocean vistas. This direct oceanfront two-bedroom, two-and-a-half-bath condo is situated on the secluded sandy shores of Keoni Nu'i Bay, providing guests with a peaceful retreat and breathtaking views of the Pacific.

3 bedroom
3 bathroom
Sleeps 6

from $658

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White Sands Village 223 - Prime Big Island Condo

White Sands Village 223 - Prime Big Island Condo

Welcome to White Sands Village #223, your ideal island retreat on the Big Island! Nestled just across from the stunning Kona Magic Sands Beach, this second-floor condo offers a perfect blend of comfort and convenience for your Hawaiian getaway.

3 bedroom
2 bathroom
Sleeps 6

from $310

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Manualoha 101 Ocean View Condo near Poipu Beach

Manualoha 101 Ocean View Condo near Poipu Beach

Manualoha 101 offers a private ground-floor experience in the Poipu Kai Resort, perched just above the famous Poipu Beach Park and Brennecke's Beach. This end-unit provides stunning whitewater ocean views from the lanai, perfect for enjoying enchanting sunsets.

1 bedroom
2 bathroom
Sleeps 6

from $441

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Beachfront Condo at Kiahuna Plantation in Poipu

Beachfront Condo at Kiahuna Plantation in Poipu

Discover this beautifully remodeled ground floor condo at Kiahuna Plantation, Poipu's only oceanfront resort. Perfectly situated between the beach and pool, this 1-bedroom unit offers island comfort and modern amenities for a memorable Hawaiian vacation.

1 bedroom
1 bathroom
Sleeps 4

from $442

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White Sands Village #225 Oceanview Condo in Kona

White Sands Village #225 Oceanview Condo in Kona

White Sands Village#225 offers a prime location in the Kuakini Tower with breathtaking ocean views from a large wrap-around lanai. This corner unit features 1016 sqft of interior space plus a 416 sqft lanai, perfect for enjoying Kona's beautiful scenery.

3 bedroom
2 bathroom
Sleeps 6

from $287

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Alii Kai 3103 Ocean View Condo in Princeville

Alii Kai 3103 Ocean View Condo in Princeville

Discover Alii Kai 3103, a beautifully situated ground-floor condo in the heart of Princeville on Kauai’s North Shore. This two-bedroom unit offers breathtaking, unobstructed ocean views from every room, making it a perfect retreat for your Hawaiian getaway.

2 bedroom
2 bathroom
Sleeps 6

from $352

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Luxury Honua Kai Penthouse with Ocean Views

Luxury Honua Kai Penthouse with Ocean Views

Experience the ultimate Maui getaway in this beautifully upgraded top-floor penthouse suite at Honua Kai. Boasting one of the best one-bedroom locations, the suite features breathtaking partial ocean views from the balcony and primary bedroom, complemented by scenic views of the lush West Maui Mountains.

2 bedroom
1 bathroom
Sleeps 4

from $469

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Luxury Turtle Bay Condo on Fazio Golf Course

Luxury Turtle Bay Condo on Fazio Golf Course

This newly renovated second-story condo offers an upscale vacation experience at Turtle Bay on the North Shore of Oahu. With high ceilings and a spacious loft, it provides a perfect retreat just steps from the Fazio Golf Course and Kuilima West tennis courts.
Registration Number: 570010290151, TA-214-145-4336-01, GE-214-145-4336-01

1 bedroom
2 bathroom
Sleeps 6

from $663

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Charming Old Spreckelsville Beach House with Private Beach Access

Charming Old Spreckelsville Beach House with Private Beach Access

Discover this charming beach house located in the historic Spreckelsville area on Maui's north shore. Built in the 1950s, it exudes classic Hawaiian charm and offers a unique blend of comfort and outdoor adventure. The property features three spacious bedrooms and two bathrooms, including a master suite with a king bed and private bath.

3 bedroom
2 bathroom
Sleeps 6

from $861

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Oceanfront Kailua Kona Condo with Spectacular Views

Oceanfront Kailua Kona Condo with Spectacular Views

Experience the beauty of Kailua Kona from this true oceanfront condo situated on Ali'i Drive, offering breathtaking views of Kailua Bay and beyond. Wake up to the soothing sounds of the surf and enjoy whale watching from your private lanai during the day, then marvel at spectacular sunsets each evening.

2 bedroom
2 bathroom
Sleeps 4

from $398

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Oceanfront Kona Condo with Stunning Views

Oceanfront Kona Condo with Stunning Views

A spectacular oceanfront escape awaits at this ground-floor condo in Kailua-Kona, where gentle waves seem to kiss your lanai. Enjoy panoramic, 180-degree views of the ocean, watch windsurfers and boats glide by, and marvel at unforgettable sunsets each evening.

2 bedroom
1 bathroom
Sleeps 4

from $242

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Stunning Oceanfront Apartment with Private Beach in Hawaii

Stunning Oceanfront Apartment with Private Beach in Hawaii

Escape to this beautiful oceanfront apartment located just steps from the sea, offering approximately 800 sq ft of spacious living with a private entrance. The large windows and lanai patio provide stunning views of the ocean, mountains, and marine life including sea turtles.
Registration Number: GE-074-164-8896-01, TA-074-164-8896-01

2 bedroom
1 bathroom
Sleeps 2

from $427

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Luxurious Oceanfront Condo at Kahana Outrigger Maui

Luxurious Oceanfront Condo at Kahana Outrigger Maui

Discover the ultimate Maui getaway in this beautifully renovated oceanfront condo at Kahana Outrigger. This two-story, upper-level residence offers panoramic views of the Pacific Ocean from its spacious deck, kitchen, and living room, making it perfect for relaxing or entertaining.

4 bedroom
2 bathroom
Sleeps 8

from $948

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Downtown Kona 1-Bed Condo with Pool & Ocean Views

Downtown Kona 1-Bed Condo with Pool & Ocean Views

Centrally located in the vibrant heart of downtown Kona, this beautiful second-floor condo in Kailua Bay Resort offers the perfect base for your Big Island adventure. The unit features one bedroom with a queen-sized bed, a flat-screen TV with Roku for streaming your favorites, a comfortable living area with a larger flat-screen Smart TV, and a private lanai with seating for four where you can unwind with a Mai Tai while enjoying tropical breezes.

1 bedroom
1 bathroom
Sleeps 2

from $204

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Waikiki Beachwalk Condo with Lanai and Parking

Waikiki Beachwalk Condo with Lanai and Parking

Immerse yourself in the vibrant Waikiki scene with this fully furnished 3rd-floor end unit condo at Regency on Beachwalk. Spanning 494 square feet plus a 145-square-foot lanai, the condo offers a cozy yet spacious retreat just steps from the world-famous beaches, lively outdoor activities, and premier shopping at Waikiki Beach Walk.

Registration Number: GE-117-699-7888-01, TA-117-699-7888-01, 260030140011

2 bedroom
1 bathroom
Sleeps 4

from $288

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Spacious Konea 344 Maui Ocean View Suite

Spacious Konea 344 Maui Ocean View Suite

Konea 344 offers an expansive 780 sq. ft. one-bedroom suite with breathtaking views of the tranquil Pacific Ocean and neighboring Lanai island. The spacious layout provides ample room to unwind, with glass doors that fold away to seamlessly blend indoor comfort with Maui's warm breezes.

2 bedroom
1 bathroom
Sleeps 4

from $508

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Honu Hale Ocean View Condo in Princeville

Honu Hale Ocean View Condo in Princeville

A Honu Hale! The views are breathtaking! This beautifully remodeled condo features Quartzite counters throughout, all new cabinets, Kitchen Aid stainless steel appliances, elegant tile flooring, and stylish new furniture and art. Located on Kauai’s stunning north shore, this Hawaiian hale offers the perfect retreat for couples, families, or friends.

1 bedroom
1 bathroom
Sleeps 2

from $475

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Luxury Hale Ohana Nui with Ocean Views in Kauai

Luxury Hale Ohana Nui with Ocean Views in Kauai

Immerse yourself in the beauty of Kauai at Hale Ohana Nui, a spacious, custom-built five-bedroom, six-and-a-half-bath home nestled in the prestigious Princeville resort community. Offering over 1600 square feet of covered lanai with breathtaking panoramic views of the ocean, mountains, and waterfalls, this stunning residence is perfectly positioned high above the sixth hole of the renowned Makai Golf Course.

5 bedroom
7 bathroom
Sleeps 12

from $1,537

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Oceanfront Condo at Kona Isle with Garden Views

Oceanfront Condo at Kona Isle with Garden Views

5 miles from Kailua-Kona town. With stunning views of the ocean, palm trees, and lush gardens from the lanai, it offers a peaceful retreat in paradise.

The condo is part of the well-maintained Kona Isle complex, which boasts 74 units, a library, meeting room with WiFi, and an on-site manager.

1 bedroom
1 bathroom
Sleeps 3

from $240

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Islander on the Beach 111

5-acre resort nestled along the shoreline with lush tropical landscaping. This ground-floor studio condo, located in the Lobby Building, offers a cozy and thoughtfully appointed space for your island getaway. Step onto your private lanai, just four feet above ground, and enjoy scenic views of the ocean and vibrant gardens—ideal for morning coffee or relaxing evenings.

1 bedroom
1 bathroom
Sleeps 4

from $303

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Beachfront Sugar Beach Resort 318 in Maui

Beachfront Sugar Beach Resort 318 in Maui

Experience the ultimate Maui vacation at Sugar Beach Resort 318, a beachfront condo offering spectacular ocean views and direct access to five miles of pristine white-sand beach. This well-appointed one or two-bedroom condo provides a cozy home-away-from-home with a private lanai, fully-equipped kitchen, free WiFi, and in-unit washer/dryer.

2 bedroom
1 bathroom
Sleeps 3

from $335

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Turtle Bay Perfect Family Destination, Kuilima West

Turtle Bay Perfect Family Destination, Kuilima West

Welcome to your perfect vacation spot at Turtle Bay! Our Kuilima West condo offers an ideal location just steps from the luxurious Turtle Bay Ritz Carlton Resort, Lei Lei's restaurant, scenic walking trails, top-tier golf courses, and stunning beaches on Oahu’s North Shore.
Registration Number: GE-138-913-3824-01, TA-138-913-3824-01, 570010290089

3 bedroom
3 bathroom
Sleeps 7

from $885

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Oceanview Outrigger Paradise Hale Waʻa Pale

Oceanview Outrigger Paradise Hale Waʻa Pale

Located in a desirable residential neighborhood, Outrigger Paradise Hale Waʻa Pale offers breathtaking ocean and coastline views stretching from Kona town to Keauhou. This charming home combines indoor comfort with outdoor beauty, making it ideal for a relaxing Hawaiian retreat.

5 bedroom
3 bathroom
Sleeps 10

from $807

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Luxury 3BR Maui Vacation Home with Spectacular Views

Luxury 3BR Maui Vacation Home with Spectacular Views

Welcome to this stunning Maui vacation home, a private retreat offering spectacular views of the West Maui and South Shore. This beautifully renovated 3-bedroom, 2-bath house combines comfort and style, making it ideal for your island getaway.

3 bedroom
2 bathroom
Sleeps 6

from $412

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Luxury Palms at Wailea 2-Bedroom Condo with Ocean Views

Luxury Palms at Wailea 2-Bedroom Condo with Ocean Views

Experience the ultimate Maui vacation in this luxurious Palms at Wailea condo. This spacious 2-bedroom, 2-bath unit offers approximately 1200 sq ft of elegant living space, making it the largest 2-bedroom in the complex. Located on the top floor, it features high ceilings, tasteful furnishings, and a fully equipped kitchen, providing a comfortable and stylish retreat.

3 bedroom
2 bathroom
Sleeps 6

from $420

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Kaunakakai Home at Molokai Shores

Discover the tropical oasis you've been dreaming of at this charming 1-bedroom, 1-bathroom condo nestled in the heart of Molokai. Ideal for those seeking a relaxing escape, this cozy residence offers stunning island views from its patio, where you can unwind and soak in the natural beauty of Hawaii.

2 bedroom
1 bathroom
Sleeps 4

from $150

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Oceanview 1BR in Central Kihei Near Beach & Pool

Oceanview 1BR in Central Kihei Near Beach & Pool

Experience the perfect Hawaiian getaway in this beautifully renovated 1-bedroom, 1-bath apartment located in the heart of Kihei. The property offers unobstructed ocean views from its comfortable lanai, making it an ideal spot for relaxation and enjoying the island's beauty.

1 bedroom
1 bathroom
Sleeps 4

from $260

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New Listing: Vast ocean views with Hawaiian decor

New Listing: Vast ocean views with Hawaiian decor

Welcome to Lokelani C104, a charming one-bedroom, one-bathroom oceanfront condo that comfortably sleeps up to four guests. This ground-floor unit features a king-size bed in the serene master bedroom, along with a sleeper sofa in the living area.

2 bedroom
1 bathroom
Sleeps 4

from $268

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Charming 2BR Island Style Condo Near Beach Park

Charming 2BR Island Style Condo Near Beach Park

Enjoy your stay in this beautifully furnished two-bedroom, one-bath condo with an island vibe, ideally located just across from Honokowai Beach Park. Recently remodeled in December 2020, the condo features a modern kitchen with granite counters, new cabinets, and stylish tile floors throughout the living room, kitchen, and bathroom.

3 bedroom
1 bathroom
Sleeps 6

from $375

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Remodeled Kona Pacific B-409 with Ocean Views

Remodeled Kona Pacific B-409 with Ocean Views

Kona Pacific B-409 is a beautifully remodeled upper-floor condo offering breathtaking ocean views and modern comforts. The spacious lanai, accessible from all rooms—the living room, master bedroom, and second bedroom—creates an ideal space for enjoying the tropical breeze and stunning sunsets.

2 bedroom
3 bathroom
Sleeps 4

from $321

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Sugar Beach Resort 229 - Maui Beachfront Condo

Sugar Beach Resort 229 - Maui Beachfront Condo

Enjoy a memorable Maui vacation at Sugar Beach Resort 229, ideally located on Maui’s famous five-mile white-sand beach. This beachfront condo offers breathtaking ocean or garden views, perfect for relaxation and scenic strolls. The one and two-bedroom units provide a home-away-from-home experience with private lanais, fully-equipped kitchens, free WiFi, and washer/dryers, ensuring comfort and convenience.

2 bedroom
1 bathroom
Sleeps 4

from $294

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Kiahuna Ocean View Family Vacation Home in Kauai

Kiahuna Ocean View Family Vacation Home in Kauai

Experience the ultimate family or friends getaway at Kiahuna Ocean View, a welcoming 3300-square-foot retreat nestled in Kauai's beautiful Poipu area. This luxurious home combines comfort, style, and the natural beauty of the Garden Island, making it an ideal destination for relaxation and exploration.

5 bedroom
4 bathroom
Sleeps 10

from $1,129

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Spacious 3BR Condo Near Beaches in Waikoloa

Spacious 3BR Condo Near Beaches in Waikoloa

This spacious 3-bedroom, 3-bath condo located in Waikoloa Village within the Paniolo Greens complex offers a perfect Hawaiian getaway. With a prime location just minutes from stunning beaches, shopping centers, and outdoor adventures, this condo is ideal for families and groups seeking comfort and convenience.

4 bedroom
3 bathroom
Sleeps 6

from $373

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Kihei Beach Oceanfront Condo with Pool & Views

Kihei Beach Oceanfront Condo with Pool & Views

Welcome to Kihei Beach, a charming six-story oceanfront property nestled in North Kihei with breathtaking views of Kahoolawe, Molokini, and the expansive Pacific Ocean. This condo provides a friendly, relaxed atmosphere perfect for your Hawaiian getaway.

2 bedroom
2 bathroom
Sleeps 2

from $337

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Hanalei Bay Villa 19 in Princeville Kauai

Hanalei Bay Villa 19 in Princeville Kauai

Immerse yourself in the breathtaking beauty of Kauai at Hanalei Bay Villa 19, a charming and spacious home nestled on the North Shore. This stand-alone pole house boasts over 30 windows, vaulted ceilings, and two expansive lanais that frame stunning views of mountains, Hanalei Bay, waterfalls, and lush golf courses.

3 bedroom
2 bathroom
Sleeps 6

from $572

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Honokeana Cove Unit 212 with Ocean Views and Turtles

Honokeana Cove Unit 212 with Ocean Views and Turtles

Experience the beauty of Maui in this charming Unit 212 at Honokeana Cove. This fully equipped two-bath condo comfortably sleeps five, featuring a spacious upstairs Mezzanine bedroom with a California King bed, a private bathroom, and closet. The downstairs bedroom offers two twin beds that can be converted into a Queen, while the living room has a large sofa that transforms into a queen-size bed, providing flexible sleeping arrangements for families or groups.

2 bedroom
2 bathroom
Sleeps 5

from $472

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