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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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Elegant 2BR Ocean View Guest House in Kona

Elegant 2BR Ocean View Guest House in Kona

Experience a beautifully furnished 2-bedroom, two-bath guest house on a gated estate with stunning ocean views. The residence features antique accents, an open beam ceiling, and over 1000 square feet of living space, plus a 280-square-foot lanai ideal for outdoor relaxation.

2 bedroom
2 bathroom
Sleeps 7

from $288

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Luxury Oceanfront Villa at Ko Olina Beach Villas B610

Luxury Oceanfront Villa at Ko Olina Beach Villas B610

Experience unparalleled oceanfront luxury at Ko Olina Beach Villas B610, a stunning sixth-floor villa nestled in the exclusive Ko Olina Resort. This spacious two-bedroom, two-bathroom retreat comfortably accommodates up to six guests, offering spectacular ocean views from nearly every room.
Registration Number: GE-082-003-5584-01, TA-082-003-5584-01, 910570090219

2 bedroom
2 bathroom
Sleeps 6

from $1,330

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Hawaii Oceanview Condo Royal Kahana 308

Welcome to Royal Kahana 308 by Gather, an inviting one-bedroom, one-bathroom condo nestled on the third floor of the Royal Kahana Resort in Lahaina, Hawaii. This beautifully renovated unit comfortably hosts up to four guests and offers breathtaking ocean views and direct access to a generous lanai.

2 bedroom
1 bathroom
Sleeps 4

from $293

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Wailea Ekahi 47F: Luxury Maui Beach Retreat

Wailea Ekahi 47F: Luxury Maui Beach Retreat

Escape to Wailea Ekahi 47F, a tranquil oasis nestled amidst lush gardens that offer privacy and serenity. This top corner unit boasts soaring ceilings and expansive windows that flood the space with natural light, complemented by ceiling fans and air conditioning to keep you comfortable.

1 bedroom
1 bathroom
Sleeps 2

from $406

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Charming South Kohala Cottage Near Beaches

Charming South Kohala Cottage Near Beaches

Escape to a tranquil cottage nestled on the reef in South Kohala, Hawaii. This charming, recently renovated midcentury-modern retreat offers a peaceful ambiance just steps from pristine sand beaches, lava tidepools, and vibrant marine life. Whether you're snorkeling in Wailea Bay, sunbathing at Hapuna Beach, or exploring nearby resorts like Waikoloa and Mauna Lani, you'll find endless activities.

2 bedroom
1 bathroom
Sleeps 3

from $364

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Luxury Waikoloa Condo with Golf & Mountain Views

Luxury Waikoloa Condo with Golf & Mountain Views

Discover the stunning Vista Waikoloa condo, a luxurious 2-bedroom, 2-bath retreat nestled within the prestigious Waikoloa Beach Resort. This beautifully appointed unit offers a perfect blend of comfort, style, and natural beauty, making it an ideal destination for your Big Island getaway.

2 bedroom
2 bathroom
Sleeps 4

from $325

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Beautiful One-Bedroom Condo at Kiahuna Plantation

Beautiful One-Bedroom Condo at Kiahuna Plantation

A charming ground-floor condo at Kiahuna Plantation Resort offers easy access from parking and a lanai overlooking lush grounds. Located in building 18 #113, it's centrally situated near the beach, pool, shopping, and dining options. The unit features a California King bed, a queen sofa sleeper, and a portable crib, making it ideal for families or couples.

1 bedroom
1 bathroom
Sleeps 4

from $453

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Luxury Maui Condo at Grand Champions Villas 128

Luxury Maui Condo at Grand Champions Villas 128

Discover the exquisite Grand Champions Villas 128 in Wailea, Maui, a fully renovated luxury condo designed for comfort and style. This spacious unit features central air conditioning with three zones, ensuring a quiet, even temperature throughout your stay.

2 bedroom
2 bathroom
Sleeps 4

from $503

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Ocean View Townhome in Poipu Kauai

Discover this beautifully renovated end-unit townhome in Poipu, Kauai, offering breathtaking ocean vistas from every downstairs room and the upstairs primary suite. The property features two spacious bedrooms, each with en suite baths, plush new beds, and tropical decor that creates a true island retreat.

3 bedroom
3 bathroom
Sleeps 6

from $1,056

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Remodeled Maui Beach Condo with Spectacular Sunset Views

Remodeled Maui Beach Condo with Spectacular Sunset Views

Welcome to Lokelani B101, a beautifully remodeled condo offering a perfect Maui getaway. This unit features a spectacular new bathroom, a cozy Cal King bed, and a living area equipped with a 42' Samsung flat-screen TV, DVD player, and free Netflix for your entertainment.

2 bedroom
1 bathroom
Sleeps 4

from $291

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Oceanfront Polo Beach Condo with Free Night Offer

Oceanfront Polo Beach Condo with Free Night Offer

Escape to this beautifully updated oceanfront condo located in the serene Polo Beach area of Wailea, Maui. Perfect for a relaxing getaway, this property offers breathtaking water views, easy access to some of the world's best beaches, and a host of amenities to make your stay unforgettable.

3 bedroom
2 bathroom
Sleeps 5

from $965

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Luxury Ocean View Condo at Lae Nani

Welcome to "Bay Watch" at Lae Nani, a beautifully renovated, fully air-conditioned condo situated on the top floor of building 3. This luxurious unit offers breathtaking ocean views and modern comforts, making it an ideal retreat for your Kauai vacation.

2 bedroom
2 bathroom
Sleeps 4

from $548

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Luxury Poipu Condo Near Beaches and Golf

Luxury Poipu Condo Near Beaches and Golf

A beautifully appointed vacation rental condo located just minutes from Poipu's top attractions, Pili Mai 12B is the ideal destination for your Hawaiian getaway. Featuring three spacious bedrooms and three bathrooms, this condo comfortably accommodates up to eight guests, making it perfect for family vacations or group stays.

3 bedroom
3 bathroom
Sleeps 8

from $1,204

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Beautiful 1-Bedroom Maui Condo Near Kamaole Beach

Beautiful 1-Bedroom Maui Condo Near Kamaole Beach

A gorgeous and relaxed home away from home in Maui, this newly renovated 1-bedroom, 2-bathroom condo offers comfort and style. The space features a pullout sofa bed, fully equipped kitchen, 60-inch flat-screen TV, washer and dryer, and split air conditioning to keep you cool.

2 bedroom
2 bathroom
Sleeps 4

from $339

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Remodeled Waikiki Beachfront Condo with Balconies

Remodeled Waikiki Beachfront Condo with Balconies

Experience a relaxing stay at this recently renovated condo located in the iconic Ilikai Hotel. Boasting two spacious bedrooms and two bathrooms, this 1000 sqft unit offers stunning views from two private balconies overlooking the world-famous Waikiki beaches.
Registration Number: GE-005-049-6512-01, TA-005-049-6512-01

2 bedroom
2 bathroom
Sleeps 6

from $617

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Ma'alaea Banyans 314 Oceanfront Maui Condo

Ma'alaea Banyans 314 Oceanfront Maui Condo

Welcome to Ma'alaea Banyans 314, a beautifully situated oceanfront condo on Maui offering breathtaking views of the Pacific Ocean. This property is nestled in a quiet, scenic harbor village, providing access to some of the island's most pristine and lightly visited beaches, including Sugar Beach and a hidden gem right in front of the complex.

2 bedroom
1 bathroom
Sleeps 4

from $304

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Hale Alapi'i: Lanikai Vacation Home Near Beach

Hale Alapi'i: Lanikai Vacation Home Near Beach

Welcome to Hale Alapi'i, your charming home in the stunning neighborhood of Lanikai on Oahu. This beautifully renovated 3-bedroom, 2-bathroom main house offers approximately 1,400 sq. ft. of comfortable living space, perfect for families or small groups seeking a relaxing Hawaiian getaway.
Registration Number: 430030350000, TA-150-218-4960-01, GE-150-218-4960-01

4 bedroom
3 bathroom
Sleeps 6

from $385

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Luxury Oceanfront Condo at Waipouli Beach Resort Kauai

Luxury Oceanfront Condo at Waipouli Beach Resort Kauai

Indulge in a premier vacation experience at this stunning oceanfront condo located within the highly-rated Waipouli Beachfront Resort & Spa on the beautiful island of Kauai. This deluxe unit features rich hardwood furnishings, a gourmet kitchen, and spacious bathrooms, offering both comfort and elegance.

2 bedroom
2 bathroom
Sleeps 4

from $484

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Lae Nani Ocean View 2BR Condo with Private BBQ

Lae Nani Ocean View 2BR Condo with Private BBQ

Discover this highly requested corner unit at Lae Nani, offering breathtaking garden and ocean views from your private lanai and a serene koi pond setting. The condo has been recently remodeled to ensure a modern, clean, and comfortable stay. Each bedroom is equipped with split air conditioning units, providing cool and restful nights after a day of exploring Kauai.

2 bedroom
2 bathroom
Sleeps 5

from $570

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Spacious 3-Bed Maui Hill Condo with Ocean Views

Spacious 3-Bed Maui Hill Condo with Ocean Views

This stunning split-level 3-bedroom, 3-bath Maui Hill condo offers breathtaking ocean views from both levels. Outfitted with brand-new furnishings, beds, appliances, and modern comforts, it ensures a relaxing stay. Located in southern Kihei, just across from Keawakapu and Kamaole III Beaches, it provides easy access to some of Maui's best beaches and water activities.

4 bedroom
3 bathroom
Sleeps 8

from $610

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Luxury Kapalua Golf Villa with Ocean and Fairway Views

Luxury Kapalua Golf Villa with Ocean and Fairway Views

Experience the epitome of island elegance in this beautifully remodeled Kapalua Golf Villa, offering two spacious bedrooms, spa-like bathrooms, and a gourmet kitchen perfect for culinary adventures. The open floor plan seamlessly connects the living area to a private lanai, where sweeping ocean and golf course views create a tranquil backdrop for morning coffees or sunset cocktails.

3 bedroom
2 bathroom
Sleeps 6

from $958

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Secluded Countryside Retreat on Hawaii's Big Island

Secluded Countryside Retreat on Hawaii's Big Island

Experience the tranquility of Hawaii's southern coast in this brand-new, fully furnished vacation home, built in 2022. Perfect for families or groups, the house comfortably sleeps six adults and nine guests with a variety of beds including a king, full, twin, and sofa bed.

4 bedroom
2 bathroom
Sleeps 9

from $266

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Lu'uwai's Makena Landing Oceanfront Vacation Home

Lu'uwai's Makena Landing Oceanfront Vacation Home

Welcome to Lu'uwai's at Makena Landing, an exclusive oceanfront vacation home in Maui offering breathtaking sunset views and a relaxing atmosphere. Spanning over 2400 square feet, this spacious residence features four recently renovated bedrooms, each with private baths and entrances.

4 bedroom
4 bathroom
Sleeps 14

from $2,235

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Island Sands 612 Ocean View Condo in Maui

Island Sands 612 Ocean View Condo in Maui

Island Sands 612 offers a beautifully furnished two-bedroom, two-bathroom condo located on the 6th floor with elevator access, perfect for up to 4 guests. The master bedroom features a luxurious king-size bed and stunning ocean views, with large sliding doors that open fully onto the living room, creating a spacious, open-floor plan that maximizes panoramic ocean vistas and Haleakala in the distance.

2 bedroom
2 bathroom
Sleeps 4

from $410

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Oceanfront Condo at Pali Ke Kua with Sunset Views

Oceanfront Condo at Pali Ke Kua with Sunset Views

Discover the stunning Pali Ke Kua #215, a family-friendly oceanfront condo offering breathtaking sunset views from your private lanai. The spacious living area features vibrant art, high wood-beam ceilings, and abundant natural light, creating a warm and inviting atmosphere.

2 bedroom
2 bathroom
Sleeps 6

from $633

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Oceanfront Maui Condo with Beach Access

Welcome to the Waiohuli Beach Hale, a charming oceanfront retreat nestled on a secluded beach in sunny Kihei, Maui. Completely renovated with modern touches and beautiful tile floors throughout, this ground-floor, two-bedroom condominium offers a perfect blend of comfort and natural beauty.

3 bedroom
2 bathroom
Sleeps 6

from $416

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Napili Bay Resort Condo 211 - Oceanfront Maui Getaway

Napili Bay Resort Condo 211 - Oceanfront Maui Getaway

Experience a tranquil escape at Napili Bay Resort Condo 211, offering stunning ocean views and direct beach access. This well-maintained unit features a comfortable king-size bed and a fully equipped kitchen, making it ideal for couples seeking relaxation and convenience.

0 bedroom
1 bathroom
Sleeps 2

from $229

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Spacious Kona Vacation Home with Infinity Pool

Spacious Kona Vacation Home with Infinity Pool

Escape to Blue Hawaii, a spacious 3,200 sq ft. vacation home in Kona designed for family gatherings and friends. This expansive property offers ample space for indoor and outdoor entertaining, making it an ideal retreat for large groups. The highlight is the stunning infinity edge pool, recently equipped with a solar heating system in May 2022, creating a relaxing oasis perfect for cooling off or enjoying sunset views.

6 bedroom
4 bathroom
Sleeps 14

from $1,506

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Mauna Lani Palm Villas Luxury Condo with Pool

Mauna Lani Palm Villas Luxury Condo with Pool

Experience the perfect blend of comfort and luxury at Palm Villas in Mauna Lani Resort on Hawaii's Big Island. This recently updated ground-level unit offers a spacious and stylish retreat ideal for couples or families, with two bedrooms and two bathrooms.

2 bedroom
2 bathroom
Sleeps 4

from $421

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Luxurious Oceanfront 2BR Suite at Honua Kai Maui

Luxurious Oceanfront 2BR Suite at Honua Kai Maui

Enter Konea 401 and be greeted by stunning ocean vistas that set the tone for a memorable Maui getaway. As one of only five oceanfront two-bedroom suites at Honua Kai, this residence offers a prime location in the most coveted section of the resort.

3 bedroom
3 bathroom
Sleeps 6

from $908

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Spacious Oceanfront 3BR in Kahana Maui with Views

Spacious Oceanfront 3BR in Kahana Maui with Views

Immerse yourself in the beauty of Maui at this stunning oceanfront condo located in Kahana. This spacious 3-bedroom, 2-bathroom unit on the 5th floor at Sands of Kahana offers over 1,850 square feet of comfort and style.
As you step inside, the breathtaking ocean views greet you immediately, with vistas of Molokai and Lanai visible from the living room, dining area, and lanais.

4 bedroom
2 bathroom
Sleeps 12

from $850

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Ocean View Kona Shores Condo with Modern Upgrades

Ocean View Kona Shores Condo with Modern Upgrades

Experience a delightful stay in this beautifully renovated Kona Shores condo, offering spectacular partial ocean views from the screened lanai. The modern kitchen features new cabinets, a 5-burner gas stove, microwave, refrigerator, and granite countertops, perfect for preparing meals.

1 bedroom
1 bathroom
Sleeps 2

from $159

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Maui North Shore Farmhouse with Ocean Views

Maui North Shore Farmhouse with Ocean Views

Experience the beauty of Maui's North Shore at Hookipa Farm, a delightful 3-bedroom farmhouse nestled on a 2-acre working farm just minutes from Hookipa Beach Park. This unique property offers guests a blend of rural charm and modern comfort, making it an ideal retreat for families, friends, or small groups seeking an authentic island experience.

3 bedroom
3 bathroom
Sleeps 6

from $832

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Ocean View Studio at Royal Kahana Maui

Enjoy this spacious and beautifully updated studio at Royal Kahana, a hotel-zoned property on Maui. The large lanai offers breathtaking ocean views, perfect for watching sunsets with a drink in hand or relaxing in a lounge chair by the pool. Recent upgrades include new flooring, fresh paint, a modern kitchen island, and new artwork, creating a bright, inviting atmosphere.

1 bedroom
1 bathroom
Sleeps 3

from $457

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Renovated Ocean View Condo in Waikiki with Pools

Renovated Ocean View Condo in Waikiki with Pools

Discover this beautifully renovated condo located on the 14th floor of the Ilikai Hotel, offering breathtaking, unobstructed ocean views from every room. The unit features high-end finishes throughout, creating a luxurious and comfortable space for your Hawaiian getaway.

Registration Number: 260100070299, TA-094-185-9840-01, GE-094-185-9840-01

1 bedroom
1 bathroom
Sleeps 4

from $494

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Hanalei Bay Parkfront Home with Stunning Ocean Views

Hanalei Bay Parkfront Home with Stunning Ocean Views

Discover this stunning Hanalei Bay parkfront home offering breathtaking views of the ocean and Hanalei Bay from Pu'u Poa Point to Waikoko. The perfect retreat for honeymooners, families, or couples seeking a memorable Hawaiian escape. The spacious living room, dining area, and kitchen are seamlessly connected to a great room, all with spectacular bay vistas.

4 bedroom
2 bathroom
Sleeps 8

from $1,720

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Honokeana Cove One-Bedroom Condo in Maui

Honokeana Cove One-Bedroom Condo in Maui

Our charming one-bedroom condo at Honokeana Cove offers a serene tropical retreat in West Maui. Designed for two guests, the condo features a fully equipped kitchen, a comfortable bedroom, and a bathroom, providing all the essentials for a relaxing stay.

1 bedroom
1 bathroom
Sleeps 2

from $397

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Beautiful Beachfront 1-Bedroom Condo with Ocean Views

Beautiful Beachfront 1-Bedroom Condo with Ocean Views

Discover your perfect getaway at this beautifully remodeled beachfront condo, offering a seamless blend of comfort and natural beauty. The open-concept kitchen and bathroom have been updated to provide a modern, inviting space where you can unwind and enjoy your vacation.

2 bedroom
1 bathroom
Sleeps 4

from $258

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Treehouse Experience in Kahuku - Hawaii Condo

Treehouse Experience in Kahuku - Hawaii Condo

Escape to this charming Hawaii condo located on the grounds of the Ritz-Carlton O'ahu at Turtle Bay, Kahuku. Recently renovated in June 2024, the property boasts a complete bathroom remodel, modern HVAC with two Mitsubishi mini-split units in the living room (24,000 BTU) and loft bedroom (15,000 BTU), ensuring cool comfort during your stay.
Registration Number: GE-176-754-0736-01, TA-176-754-0736-01, 570010270062, STR #643

0 bedroom
1 bathroom
Sleeps 2

from $360

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Waikiki Shore #408 - Oceanfront Condo with Sunset Views

Waikiki Shore #408 - Oceanfront Condo with Sunset Views

Imagine stepping directly from your condo onto the world-famous Waikiki Beach! Waikiki Shore #408 offers a 4th-floor partial ocean view with 706 sqft interior and a 124 sqft lanai featuring a table and chairs for sunset watching. While there is no pool, the beautiful beach is right outside your door, providing endless relaxation and fun.
Registration Number: TA-009-937-5104-01, 260040120021, GE-009-937-5104-01

2 bedroom
1 bathroom
Sleeps 4

from $415

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Beautiful Ocean View Condo at Kaha Lani Kauai

Beautiful Ocean View Condo at Kaha Lani Kauai

Kaha Lani Unit 129 offers a serene oceanfront retreat on Kauai's Eastside, perfectly situated amidst lush tropical surroundings. This beautiful Bali-style ground floor condo provides unmatched privacy and spectacular views only steps from the Pacific Ocean, where the soothing sounds of waves and gentle trade winds create an idyllic atmosphere.

2 bedroom
2 bathroom
Sleeps 6

from $407

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Luxury Maui Penthouse Ocean View Studio

Aloha and welcome to our island paradise! This top-floor corner studio at Kihei Akahi offers breathtaking front-facing ocean views, just across from the beautiful Kamaole Beach II in sunny South Kihei. The unit provides privacy and security, with a spacious and modern interior that was recently remodeled.

0 bedroom
1 bathroom
Sleeps 2

from $266

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Luxury 3BR/3BA Maui Villa at Luana Gardens

Luxury 3BR/3BA Maui Villa at Luana Gardens

This stunning brand-new 3-bedroom, 3-bath residence at Luana Garden Villas offers a perfect blend of luxury, privacy, and convenience. Located in Enclave One of the resort, Villa 2C has a north-facing orientation, providing a shaded retreat from West Maui’s renowned sun.

4 bedroom
3 bathroom
Sleeps 8

from $1,261

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Luxury Ocean-View Condo in Kona's Top Complex

Luxury Ocean-View Condo in Kona's Top Complex

Welcome to 'Want for Nothing,' a beautifully appointed ocean-view condo located on 17 acres of lush tropical landscaping in Kailua-Kona, Hawaii. This top-floor unit offers a bright, airy atmosphere with high ceilings and stunning views of Keauhou Bay and the Pacific Ocean.

2 bedroom
2 bathroom
Sleeps 6

from $412

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Manini Beachfront Getaway in Hawaii - Ocean Views & Luxury

Manini Beachfront Getaway in Hawaii - Ocean Views & Luxury

Escape to the Manini Beachfront Getaway, a luxurious Hawaiian retreat offering breathtaking ocean views and direct beach access. This palm-lined property is your private oasis, perfect for relaxing under the sun or enjoying evening barbecues on the lanai.

4 bedroom
3 bathroom
Sleeps 8

from $678

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Luxury Oceanfront Condo at Mauna Lani Point

Luxury Oceanfront Condo at Mauna Lani Point

Experience the perfect Hawaiian escape in this stunning 1-bedroom condo located in the exclusive oceanfront community of Mauna Lani Point.
Recently remodeled in 2021, this luxury residence offers a tranquil retreat ideal for honeymooners, couples celebrating special occasions, or anyone seeking relaxation amidst lush surroundings.

1 bedroom
2 bathroom
Sleeps 2

from $503

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Oceanfront Two-House Retreat near Haleiwa

Oceanfront Two-House Retreat near Haleiwa

Welcome to this beautifully landscaped, multimillion-dollar gated oceanfront estate featuring two residences. The primary house is owner-occupied, while the rental is located just about 100 feet from the beach, offering easy access and outdoor shower facilities.
Registration Number: TA-063-799-7056-01, GE-063-799-7056-01

3 bedroom
1 bathroom
Sleeps 4

from $508

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Beautiful Kamaole Sands Condo Near Kamaole Beach

Beautiful Kamaole Sands Condo Near Kamaole Beach

Experience the perfect Maui vacation at this beautifully renovated condo in Kamaole Sands, one of the most sought-after locations on the island. Situated just across the street from Kamaole Beach Park III, this property offers unparalleled convenience and stunning surroundings.

2 bedroom
2 bathroom
Sleeps 4

from $301

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Charming Kona Plaza Condo in Historic Kailua Kona

Charming Kona Plaza Condo in Historic Kailua Kona

Discover this beautifully updated Kona Plaza vacation condo, perfectly situated in the vibrant heart of Historic Kailua Kona Town. Condo #217 offers a stylish, comfortable retreat with modern amenities and stunning views.
This lively and colorful one-bedroom, one-bath condo comfortably sleeps four, with a cozy Queen bed in the bedroom and a futon sleeper sofa in the living area.

2 bedroom
1 bathroom
Sleeps 4

from $195

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Luxury Kona Blue Ocean View Vacation Home

Luxury Kona Blue Ocean View Vacation Home

Kona Blue by Gather offers a luxurious oceanfront retreat on Hawaii's Kona Coast. Step inside to find spacious, elegantly furnished interiors with breathtaking ocean views and modern comforts.
The first level welcomes you with a generous entryway leading to a dining area that seats eight, ideal for celebrations or family dinners.

5 bedroom
4 bathroom
Sleeps 13

from $2,171

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