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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 Condo in Lanikai with Pool & Beach Access

Oceanfront Condo in Lanikai with Pool & Beach Access

Discover the stunning beauty of the Garden Isle from this spacious 1445 square foot oceanfront condo in Lanikai. The condo features a private lanai with plush seating, offering incredible views of the ocean and lush surrounding gardens, perfect for relaxing mornings or sunset evenings.

2 bedroom
2 bathroom
Sleeps 6

from $727

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Waikoloa Fairway Villas K31 Penthouse Condo

Waikoloa Fairway Villas K31 Penthouse Condo

Welcome to Waikoloa Fairway Villas K31, a beautifully appointed third-floor penthouse offering spacious living in the heart of Waikoloa Beach Resort on the Big Island of Hawaii. This professionally managed condo provides the perfect setting for a relaxing getaway, with all the amenities needed for comfort and convenience.

2 bedroom
2 bathroom
Sleeps 4

from $340

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Luxury Oceanfront Maui Condo with Free Activities

Luxury Oceanfront Maui Condo with Free Activities

Experience the ultimate Hawaiian escape in this luxurious three-bedroom, three-bathroom oceanfront condo at Papakea Resort. This sought-after property offers stunning panoramic views of the Pacific Ocean and neighboring islands, providing a serene and picturesque setting for your Maui vacation.

3 bedroom
3 bathroom
Sleeps 8

from $630

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Luxury Hokulani 728 Maui Suite with Ocean Views

Luxury Hokulani 728 Maui Suite with Ocean Views

The Hokulani 728 suite is a luxurious seventh-floor residence offering breathtaking views of the West Maui Mountains and their iconic rainbows. Designed for small families and couples, this spacious one-bedroom condo combines comfort, style, and value in a prime Maui location.

1 bedroom
1 bathroom
Sleeps 4

from $402

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Luxurious Oceanfront Honua Kai Ali'I Residence Maui

Luxurious Oceanfront Honua Kai Ali'I Residence Maui

Experience the ultimate Maui getaway in this exclusive Honua Kai Ali'I residence, a true crown jewel located on the 5th floor with breathtaking ocean vistas stretching from Molokai to Lanai. This beautifully appointed condo seamlessly combines the rich charm of old Hawaii with sophisticated modern design, highlighted by warm Hawaiian Koa wood accents that create a welcoming tropical ambiance.

3 bedroom
3 bathroom
Sleeps 10

from $2,322

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Luxury Hawaii Residence with Ocean Views and Pool

Luxury Hawaii Residence with Ocean Views and Pool

Experience the perfect blend of luxury and natural beauty at Laule'a Residence 5, a contemporary Hawaiian retreat nestled within the prestigious Mauna Lani Resort on Hawaii Island. This stunning property offers a spacious 4,000-square-foot living space with modern finishes, designed with comfort and elegance in mind, making it ideal for family getaways or a luxurious escape.

4 bedroom
4 bathroom
Sleeps 10

from $2,004

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Wailea Ekolu Ocean View Condo with Pool

Discover the beauty of Maui from this spacious 1,400-square-foot ground-floor condominium in Wailea Ekolu. Surrounded by lush island foliage and lush lawns, this two-bedroom, two-bath unit comfortably accommodates four guests. The interior is tastefully decorated with island fabrics and decor, creating a relaxing tropical ambiance.

2 bedroom
1 bathroom
Sleeps 4

from $420

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Mele Kai Ocean View Retreat with Hot Tub

Mele Kai Ocean View Retreat with Hot Tub

Mele Kai offers a luxurious island escape with over 2,300 square feet of living space, panoramic ocean views, and modern amenities. The property features three bedrooms and two-and-a-half baths, providing ample comfort for up to six guests. The primary suite is spacious and private, furnished with a king bed, walk-in closet, and a private lanai with stunning ocean vistas.

3 bedroom
2 bathroom
Sleeps 6

from $413

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Sunset Drive Princeville Ohana Hale with Mountain Views

Sunset Drive Princeville Ohana Hale with Mountain Views

Ramatici Ohana Hale offers a spacious, beautifully updated three-bedroom home nestled on a 1/3-acre lot in the tranquil Sunset Drive neighborhood of Princeville. The residence boasts panoramic views of lush mountains, cascading waterfalls, and distant Hanalei Bay, creating a breathtaking backdrop for your Kauai getaway.

3 bedroom
2 bathroom
Sleeps 6

from $592

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Ka'anapali Beachfront Studio Condo with Ocean View

Ka'anapali Beachfront Studio Condo with Ocean View

Experience the best of Ka'anapali in our fully equipped, ocean view studio condo, A-517, located on the fifth floor of the Aloha Tower. This prime beachfront property is just half a mile north of Black Rock, offering easy access to shopping, dining, and activities.

2 bedroom
1 bathroom
Sleeps 4

from $268

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Luxury Ilikai Hilton Oceanfront Condo with Lagoon Views

Luxury Ilikai Hilton Oceanfront Condo with Lagoon Views

Experience a fully renovated and elegantly decorated condo located on the 6th floor of the Ilikai Hotel, offering breathtaking views of the Duke Kahanamoku Lagoon and the Pacific Ocean. Spanning 500 sq ft with a spacious 120 sq ft lanai, this condo provides an ideal setting for relaxation and enjoyment.
Registration Number: GE-119-995-1872-01, TA-119-995-1872-01

1 bedroom
1 bathroom
Sleeps 4

from $406

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Luxury 2-Bedroom Suite with Ocean Views in Maui

Luxury 2-Bedroom Suite with Ocean Views in Maui

Breathtaking 2-bedroom suite in Hokulani Tower offering panoramic ocean views, a sunset lanai, and elegant interiors. *Special Offer: Book any KBM rental home in Hawaii for 6+ nights with an arrival between January 1 - December 31, 2025, and receive a complimentary 4-door rental car from Hertz, Alamo, Avis, or Budget.

2 bedroom
2 bathroom
Sleeps 8

from $923

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Luxury 2-Bedroom Townhome at Pili Mai Resort

Luxury 2-Bedroom Townhome at Pili Mai Resort

Welcome to Pili Mai 14F, a stunning ground-floor, two-bedroom townhome nestled in the heart of Poipu on Kauai's South Shore. This brand new, beautifully furnished residence offers over 1,200 square feet of luxurious living space, with modern plantation-style architecture, bamboo floors, and koa cabinets that create a warm, inviting atmosphere.

2 bedroom
2 bathroom
Sleeps 6

from $551

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Charming Haiku Hoku Cottage with Modern Amenities

Charming Haiku Hoku Cottage with Modern Amenities

Discover the idyllic charm of Hunter Hales "HOKU" cottage, a cozy 810 sqft retreat nestled on a half-acre lot just behind Haiku Town center. Perfectly situated at the start of the Road to Hana, this private haven offers a laid-back Hawaiian lifestyle with modern comforts.

1 bedroom
1 bathroom
Sleeps 2

from $353

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Remodeled One-Bedroom Village Retreat on Big Island

Remodeled One-Bedroom Village Retreat on Big Island

Discover this newly remodeled one-bedroom unit nestled in the heart of the village on Big Island. Just a 5-minute walk to the Ironman start line, pristine beaches, shopping districts, and local restaurants, making it an ideal base for your island adventure.

1 bedroom
1 bathroom
Sleeps 4

from $174

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Private Ocean View Estate at MauiJOY Villa

Private Ocean View Estate at MauiJOY Villa

A private estate offering a serene Maui getaway where comfort, privacy, and natural beauty come together. Situated on half an acre adjacent to undeveloped land, MauiJOY Villa boasts breathtaking 180-degree ocean views of three islands and is nestled above the bustling resorts of Wailea, including The Four Seasons and The Grand Wailea.

2 bedroom
2 bathroom
Sleeps 6

from $847

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Beachfront Wade Home with Ocean Views and Hot Tub

Beachfront Wade Home with Ocean Views and Hot Tub

This exquisite 3,200-square-foot home is ideally located just steps from the beautiful beach, offering a perfect blend of luxury and comfort. The property features a private hot tub and 650 square feet of lanai space where you can lounge, soak in the views, and enjoy gentle breezes.

5 bedroom
5 bathroom
Sleeps 10

from $2,069

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Luxury Maui Beachfront Condo with Ocean View

Luxury Maui Beachfront Condo with Ocean View

Escape to a truly luxurious Maui retreat at The Whaler Unit 312, situated on the peaceful north side of Tower 1 on the third floor, offering stunning ocean and garden views. This five-room suite has recently undergone a comprehensive half-year renovation, ensuring top-tier comfort and style for discerning guests.

1 bedroom
2 bathroom
Sleeps 4

from $413

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Luxury Princeville Retreat with Ocean & Garden Views

Luxury Princeville Retreat with Ocean & Garden Views

Welcome to Honoiki Lane Hale, a luxurious and spacious vacation home nestled in the prestigious Princeville community on the north shore of Kauai. This stunning residence offers breathtaking views of the ocean, mountains, waterfalls, and manicured golf course greens, creating a true tropical paradise for your getaway.

4 bedroom
4 bathroom
Sleeps 10

from $1,141

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Luxury Ocean View Maui Condo with Modern Upgrades

Luxury Ocean View Maui Condo with Modern Upgrades

Our top-of-the-line Maui condo offers breathtaking ocean views from the lanai, perfect for relaxing after a day of exploring. Recently remodeled with attention to detail, the unit features a brand new sofa sleeper and a stylish dining set, making it ideal for both lounging and entertaining.

1 bedroom
1 bathroom
Sleeps 4

from $206

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Hale Hoku Beach Cottage in Hanalei Kauai

Hale Hoku Beach Cottage in Hanalei Kauai

Welcome to Hale Hoku, a delightful 5-bedroom, 4-bathroom beach cottage located just across the street from the beautiful sands of Hanalei Bay on Kauai's north shore. Designed with a sunny, open floor plan, this home feels like your private breezy treehouse perched on stilts, offering stunning views and easy access to the beach and town.

5 bedroom
4 bathroom
Sleeps 12

from $2,120

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Lokelani B204 Oceanfront Townhouse Maui

Lokelani B204 is a premium direct oceanfront townhouse with two spacious bedrooms, two full baths, and two large lanais (balconies) that offer 180-degree water views! This quiet 1,117 square foot townhouse features a well-appointed master bedroom with a king bed, a guest bedroom with a queen bed, plus a queen sleeper sofa, comfortably accommodating 2 to 6 guests.

2 bedroom
2 bathroom
Sleeps 6

from $556

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Oceanfront Studio at Kapa'a Sands with Pool

Oceanfront Studio at Kapa'a Sands with Pool

Immerse yourself in the natural beauty of Kauai at Kapa'a Sands 13, a charming vintage Hawaiian studio offering breathtaking views of the blue Pacific from your private oceanfront lanai. Located on the upper floor of a unique property built on the site of an old Shinto Shrine, this retreat offers a truly authentic Hawaiian experience.

1 bedroom
1 bathroom
Sleeps 2

from $322

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Spacious 2BR Condo in Poipu-Kai with Pool Access

Spacious 2BR Condo in Poipu-Kai with Pool Access

Located in the highly desirable Poipu-Kai community on the sunny southern tip of Kauai, this spacious single-level 2-bedroom, 2-bath condo offers the perfect home-away-from-home experience. The condo features a comfortable, open living space with cozy furniture, a large Smart TV, and seamless access to a private lanai.

2 bedroom
2 bathroom
Sleeps 4

from $469

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Luxury 2-Bedroom Maui Condo with Ocean & Golf Views

Luxury 2-Bedroom Maui Condo with Ocean & Golf Views

Experience the ultimate Maui vacation in this beautifully upgraded 2-bedroom, 2-bathroom condo located in the sought-after Maui Eldorado resort. Spanning over 1,440 square feet, this spacious unit offers breathtaking ocean and golf course views from its large covered lanai, perfect for outdoor entertaining and relaxing while watching stunning Maui sunsets.

2 bedroom
2 bathroom
Sleeps 6

from $582

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Charming 1BR Condo Near Maui Beaches with Pool

Charming 1BR Condo Near Maui Beaches with Pool

Discover the perfect Maui getaway at Kihei Kai Nani 217, a charming one-bedroom condo nestled in sunny South Kihei. This second-floor unit offers garden views and comfortable accommodations for up to four guests. Please note, there is no elevator, so be prepared for stairs.

1 bedroom
1 bathroom
Sleeps 4

from $233

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Recently Renovated Kihei Beachfront Condo with Pool

Recently Renovated Kihei Beachfront Condo with Pool

Discover this recently renovated Kihei condo offering comfortable living spaces and stunning views of Haleakala. The ground-floor unit features a cozy 1-bedroom with a luxurious king-size bed, perfect for restful nights. The living room includes a new queen sofa bed and flat-screen TV, making it ideal for families or groups.

1 bedroom
1 bathroom
Sleeps 4

from $301

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Luxury Orchid Hale Villa in Princeville, Kauai

Luxury Orchid Hale Villa in Princeville, Kauai

Discover Orchid Hale, a luxurious 3,200-square-foot home nestled in the lush Princeville area of Kauai's north shore. Whether traveling with family, friends, or a romantic partner, this elegant retreat offers a perfect blend of comfort and style.

3 bedroom
3 bathroom
Sleeps 6

from $836

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Charming Kawaihae Village Beach Cottage with Ocean Views

Charming Kawaihae Village Beach Cottage with Ocean Views

Discover the laid-back charm of our Kawaihae Village beach cottage, a perfect Hawaiian retreat. This turn-key Kama'aina home offers a comfortable, island-style decor designed for adventure and relaxation.
Situated close to luxury hotels and resorts, it provides a unique alternative to traditional resort stays.

3 bedroom
1 bathroom
Sleeps 6

from $414

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Oceanfront Maui Condo at Kihei Surfside Resort

Oceanfront Maui Condo at Kihei Surfside Resort

Experience the best of Maui at Kihei Surfside Resort, a charming oceanfront condo built in 1975. This second-floor unit offers breathtaking views of Lanai, dolphin sightings, and seasonal whale watching from your lanai or the lush front lawn. Relax in style with granite countertops, bamboo cabinets, stainless-steel appliances, and Italianate tile throughout.

1 bedroom
1 bathroom
Sleeps 3

from $295

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Oceanfront One-Bedroom Condo with King Bed

Oceanfront One-Bedroom Condo with King Bed

Experience this charming one-bedroom oceanfront condo featuring a comfortable king-size bed and a queen sleeper sofa in the living room. The unit is fully furnished with linens, an iron and board, hair dryer, cable TV, DVD player, telephone, refrigerator, oven, range, microwave, dishwasher, and a stack washer/dryer.

1 bedroom
1 bathroom
Sleeps 4

from $246

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Oceanfront Kauai Condo with Stunning Views

Oceanfront Kauai Condo with Stunning Views

Experience the beauty of Kauai from this exceptional oceanfront condo in Poipu Shores. Perfectly positioned on the ground floor, it offers unobstructed views of the endless Pacific Ocean, where you can watch turtles, dolphins, whales during the season, and enjoy various ocean activities right from your lanai.

2 bedroom
1 bathroom
Sleeps 4

from $609

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$\"Bamboo Bungalow\" Spacious & Bright, w\/ Full Kitchen, W\/D & Large Bath$

"Bamboo Bungalow" Spacious & Bright, w/ Full Kitchen, W/D & Large Bath

FULLY EQUIPPED, QUIET AND CLOSE TO EVERYTHING!

This is a clean, bright and spacious condo with bedroom loft in Princeville!

We provide you with everything you need and in good quality, making it easy to take advantage of all the spectacular wonders of the North Shore which are all within minutes of this prime location.

1 bedroom
1 bathroom
Sleeps 4

from $356

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Bright Ocean View Condo in Maui with Modern Decor

Bright Ocean View Condo in Maui with Modern Decor

This bright and airy ground-floor condo offers stunning ocean views and a stylish, modern decor with vintage Hawaiian accents. Spanning over 1000 square feet, it features a spacious master bedroom with a new king-sized bed, a comfortable queen pull-out sofa, and two bathrooms.

1 bedroom
2 bathroom
Sleeps 4

from $351

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Ocean Palms Villa at Mauna Kea Resort Hawaii

Ocean Palms Villa at Mauna Kea Resort Hawaii

Experience the beauty of Hawaii at Ocean Palms Villa, a luxurious 3-bedroom retreat within the prestigious Mauna Kea Resort Wai'ula'ula complex. Wake up to breathtaking ocean and mountain vistas visible from your bedroom windows, and enjoy your morning coffee on the covered lanai while gazing at the endless blue.

3 bedroom
3 bathroom
Sleeps 7

from $725

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Charming Maui Condo Near Beach & Local Amenities

Charming Maui Condo Near Beach & Local Amenities

Experience a peaceful retreat in this beautifully remodeled Maui condo, ideally located just a one-minute walk from a stunning beach. Nestled in the lush and well-maintained Kihei Garden Estates, this two-bedroom, one-bath unit offers comfort, convenience, and tropical charm.

2 bedroom
1 bathroom
Sleeps 5

from $406

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Spacious 2-Bedroom Condo Near Downtown Hilo

Spacious 2-Bedroom Condo Near Downtown Hilo

This peaceful and beautifully furnished 2-bedroom condo is situated in the heart of Hilo at the Hilo Lagoon Center. Located within walking distance to downtown shops, restaurants, lagoons, and Hilo Bay parks, it offers the perfect blend of convenience and comfort for your Hawaiian getaway.

2 bedroom
2 bathroom
Sleeps 6

from $276

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Luxury Maui Condo Hokulani 709 with Ocean Views

Luxury Maui Condo Hokulani 709 with Ocean Views

Experience the ultimate Maui getaway with Hokulani 709 at the prestigious Honua Kai Resort. 5-bath condo offers breathtaking ocean views from an expansive 430 sq ft wrap-around lanai, perfect for relaxing or entertaining. Inside, the space boasts modern furnishings, elegant travertine flooring, custom Koa wood trim and doors, and a premium in-home audio system, creating a warm and luxurious ambiance.

2 bedroom
2 bathroom
Sleeps 6

from $1,091

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Hololani B804 Oceanfront Maui Condo with Views

Hololani B804 Oceanfront Maui Condo with Views

Experience the beauty of Maui from Hololani B804, a stunning oceanfront condo offering two bedrooms and two bathrooms, perfect for up to six guests. This top-floor, corner unit features an open and airy layout with breathtaking ocean views from every room, immersing you in the coastal beauty of Maui's Kahana area.

2 bedroom
2 bathroom
Sleeps 6

from $352

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Beautiful 3BR Condo with Fairway Views and Modern Upgrades

Beautiful 3BR Condo with Fairway Views and Modern Upgrades

Escape to this beautifully upgraded 3-bedroom, 3-bathroom Pili Mai condo offering spectacular fairway views right from the ground floor lanai. The spacious layout features a king, queen, and two twin beds, perfect for families or groups seeking comfort and style.

3 bedroom
3 bathroom
Sleeps 6

from $983

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Poipu Oceanfront Corner Suite Makahuena #5203

Poipu Oceanfront Corner Suite Makahuena #5203

Experience the ultimate beachfront retreat in Makahuena #5203, a fully remodeled oceanfront corner suite offering stunning 180-degree views of the Pacific Ocean and Kauai's coastline. This spacious 2-bedroom, 2-bath condo is perched on the second floor, providing unobstructed vistas of crashing waves, whales, and turtles from every room and a sprawling 72-foot wrap-around lanai.

2 bedroom
2 bathroom
Sleeps 4

from $1,147

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Charming 1-Bedroom Maui Condo Near Kamaole Beach

Charming 1-Bedroom Maui Condo Near Kamaole Beach

Discover this spacious one-bedroom condo in the serene Kihei Kai Nani complex, located on the third floor with partial ocean views from a private lanai. This property has earned a "Solid Gold Value" rating by Maui Revealed, highlighting its excellent quality and value.

1 bedroom
1 bathroom
Sleeps 3

from $202

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Relaxing Oceanfront Maui Condo with Stunning Views

Relaxing Oceanfront Maui Condo with Stunning Views

Escape to Maui Paradise and indulge in unforgettable oceanfront luxury at this beautifully designed condo. Wake up to the soothing sounds of waves and enjoy panoramic views of Sugar Beach from your spacious lanai. Situated on the fourth floor facing south, this unit offers a stunning 15-foot oceanfront vista from both the living room and master bedroom, providing the perfect backdrop for relaxation or entertainment.

2 bedroom
2 bathroom
Sleeps 4

from $518

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Spacious Oceanfront 2BR Condo at Kona by the Sea

Spacious Oceanfront 2BR Condo at Kona by the Sea

Experience the perfect Kona vacation in this spacious oceanfront condo at Kona by the Sea. This 2-bedroom, 2-bath suite is bright and recently upgraded, offering modern furnishings and a comfortable living space. Central air conditioning ensures a cool retreat after a day exploring the island.

2 bedroom
2 bathroom
Sleeps 4

from $221

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Hale Mala House in the Garden - Hilo Hawaii

Hale Mala House in the Garden - Hilo Hawaii

Discover Hale Mala, a serene retreat known as the "House in the Garden" in Hawaiian. This charming downstairs unit of a family home offers a tranquil setting amidst lush tropical surroundings in Hilo. Step through your private lanai entrance and feel immediately at home with three spacious bedrooms and a large outdoor lanai illuminated with ambient lights, connecting seamlessly to the living space.

3 bedroom
1 bathroom
Sleeps 10

from $270

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Deluxe 2BR Maui Condo with Partial Ocean View

Deluxe 2BR Maui Condo with Partial Ocean View

Experience the comfort of this deluxe 2-bedroom, 2-bathroom condo on Maui's northwest side at Luana Kai resort. The unit offers a partial ocean view and overlooks the resort's interior, providing a peaceful and scenic retreat. Located on the third floor, access involves climbing three flights of stairs as there are no elevators.

2 bedroom
2 bathroom
Sleeps 6

from $368

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Beautiful Ocean View Remodeled Condo in Maui

Beautiful Ocean View Remodeled Condo in Maui

Experience breathtaking ocean vistas from this beautifully remodeled Maui condo situated in Sugar Beach Resort. The unit features a fully equipped kitchen with granite countertops, bamboo cabinets, and stainless appliances, making meal preparation a delight.

1 bedroom
1 bathroom
Sleeps 4

from $254

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Oceanfront Hale Kai in Hawaii Paradise Park

Oceanfront Hale Kai in Hawaii Paradise Park

Welcome to Hale Kai, an inviting oceanfront escape nestled on the cliffs of Hawaiian Paradise Park. This stunning home offers breathtaking, unobstructed ocean views, which you can enjoy from the large wraparound deck. Whether you're planning a family vacation or a romantic retreat, Hale Kai provides a perfect setting for relaxation and memorable moments.

3 bedroom
2 bathroom
Sleeps 4

from $431

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Quiet Ground Floor Condo with Ocean View in Maui

Quiet Ground Floor Condo with Ocean View in Maui

Discover this private, ground-floor condo nestled in a highly desirable building on Maui's inner circle. Recently renovated in 2024, this unit offers a peaceful retreat with views of a lush tropical garden and partial ocean glimpses. Designed with adults in mind, it features stylish tropical furniture, including a plush King bed, Queen sofa, and a four-person dining table.

1 bedroom
2 bathroom
Sleeps 4

from $207

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Private Ocean-View Villa in Mauna Lani Resort

Private Ocean-View Villa in Mauna Lani Resort

Experience the ultimate Hawaiian escape in this stunning private villa located in the highly sought-after Palm Villas at Mauna Lani. Nestled at the end of the complex, this corner unit offers unparalleled privacy and breathtaking views, including a peek at the ocean from the master lanai.

3 bedroom
3 bathroom
Sleeps 6

from $543

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