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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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Maalaea Bay Ocean View Condo with Luxury Amenities

Welcome to Lauloa 410, a beautifully remodeled top-floor condo offering spectacular views of Maalaea Bay, the majestic Haleakala volcano, and the sparkling Kihei lights at night. From your private lanai, enjoy the calming sounds of the ocean and breathtaking scenery that encapsulate the magic of Maui.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Wailuku

from $465 

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Sunset Kahili Ocean View Condo with Sunset & Whale Sightings

Experience breathtaking sunsets and ever-changing ocean vistas from our beautifully renovated, bright, and spacious corner unit at Sunset Kahili. This inviting one-bedroom, one-bath condominium boasts an upgraded kitchen and bathroom featuring elegant granite countertops and a walk-in shower.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Poipu

from $443 

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Luxury Wailea Condo with Sunset Views and Modern Updates

Experience the ultimate Maui retreat in this stunning, newly remodeled 2-bedroom, 2-bath condo at Palms at Wailea. Situated in a private corner of the complex, this tropical oasis offers breathtaking sunset views, lush landscaping, and one of the largest floor plans available at the resort.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $495 

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Oceanfront Poipu Condo with Beach Access

Discover this charming oceanfront condo in Poipu, the perfect retreat for romantic getaways or family vacations. As you step inside, the soothing ocean breeze welcomes you, setting the tone for a relaxing stay. The spacious living room offers breathtaking views of the sea, while the large bay window in the master bedroom provides a peaceful vantage point to watch the waves crash upon the rocks below.

• 2 bedroom
• 1 bathroom
• Sleeps 5

Hawaii> Koloa

from $549 

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Charming Maui Beachfront Condo in Kihei Garden Estates

Discover this charming south-side Maui condo located in Kihei Garden Estates, offering nearly 1000 sq ft of comfortable living space with vaulted ceilings that create an airy, spacious feel. Ideally situated right next to the beach, guests can easily walk to an array of local attractions including restaurants, grocery stores, arts and craft shops, and a lively live music forum.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Kihei

from $1,582 

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Oceanfront Studio on Kauai's Coconut Coast

Experience a stunning oceanfront stay in this top-floor studio located on Kauai's picturesque Coconut Coast. , the space features a comfortable king bed, full-size sofa/sleeper, and modern amenities including central air conditioning and a private lanai with breathtaking sunrise and moon-rise views.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kapaa

from $301 

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Hapuna Beachfront Bliss - Big Island Vacation Rental

Welcome to Hapuna Beachfront Bliss, your luxurious retreat at Hapuna Beach Residences on the Big Island of Hawaii. This modern, single-level condo offers breathtaking views of the shimmering Pacific Ocean, inviting you to relax and unwind in style.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kamuela

from $1,344 

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Luxury Oceanfront Villa at Kona Bay Estates

Escape to a tropical paradise in this stunning oceanfront property located in the exclusive Kona Bay Estates on Keiki Beach. 5 bathrooms, perfect for up to eight guests seeking a blend of privacy, comfort, and natural beauty. Inside, the primary bedroom is situated on the second floor, featuring a king-size bed, a private lanai with ocean views, a jetted tub, and a walk-in shower for ultimate relaxation.

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kailua Kona

from $1,566 

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Beautiful 2BR Home Near Ocean with Community Access

Welcome to Emmalani Court 414, a recently remodeled and beautifully furnished 2-bedroom, 2-bathroom home nestled on Kauai's stunning North Shore. Designed with contemporary open-air living, this residence offers a spacious and light-filled environment that comfortably sleeps up to five guests.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Princeville

from $523 

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Kanaloa 801 Beachfront Condo with Pool & A/C

This beautifully maintained gated community condo at Kanaloa #801 offers a perfect base for exploring the Big Island. Located on the first floor in Building 8, this unit features a comfortable master bedroom with a king bed and a living area with a sleeper sofa, accommodating up to four guests.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $303 

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Luxurious Hawaiian Retreat at Umauma Experience

The Umauma Experience Grand Melemele Home offers a luxurious Hawaiian escape just outside Hilo. Spanning 3300 sq. , this spacious 3-bedroom, 3-bath residence provides ample space for family and friends, with the flexibility of a downstairs office featuring a sofa bed for additional guests.

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Pepeekeo

from $509 

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Ocean View Condo near Hanalei with Beach Access

A stunning ocean vista welcomes you at this beautifully furnished condo, offering breathtaking views of Bali Hai and the Pacific from the living and dining areas. Nestled near the edge of a bluff, the first-floor unit provides easy access to a scenic path leading down to a sandy beach at sea level, making it perfect for beach days and seaside strolls.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Princeville

from $478 

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Oceanfront Condo at Kuhio Shores #315 in Poipu

Experience the ultimate Hawaiian retreat at Kuhio Shores #315, a bright and spacious two-bedroom, two-bathroom oceanfront condo in Poipu. Located just 40 feet from the water's edge, this condo offers breathtaking panoramic views through floor-to-ceiling glass windows.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Koloa

from $495 

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Stunning Oceanfront Maui Condo with Whale Watching

Discover this stunning third-floor oceanfront condo in Maui offering unparalleled views of the sea and surrounding landscapes. Named Lauloa, meaning 'long wave,' it perfectly captures the essence of its location with sweeping vistas across the bay, Mt.

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Ma'alaea

from $375 

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Maalaea Kai 215 Beachfront Condo with Ocean Views

Welcome to Maalaea Kai 215, a beautifully renovated second-floor condo offering breathtaking Pacific Ocean views and direct access to over six miles of sandy shoreline at Sugar Beach. This beachfront retreat features a modern design with beachy furnishings that create a relaxing atmosphere, perfect for unwinding amidst Maui’s natural beauty.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Wailuku

from $295 

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Oceanfront 1BR Condo at Sea Village in Kailua Kona

Welcome to your oceanfront retreat at Sea Village in Kailua Kona, a beautifully decorated 1-bedroom condo perfect for relaxing and exploring the Big Island. This ground-floor unit offers a unique combination of convenience and breathtaking views.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $285 

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Beautiful Ilikai Condo with Ocean & Marina Views

Experience the iconic Ilikai condo at 1777 Ala Moana Blvd, offering breathtaking marina and ocean vistas from a spacious 2-bedroom, 2-bath unit. Spanning 1000 sq ft plus two lanais, this condo provides a perfect blend of comfort and luxury. The large lanai, accessible from the living and bedrooms, is ideal for relaxing al fresco dining or enjoying the spectacular sunset views.
Registration Number: 260100070264, TA-109-659-0848-01, GE-109-659-0848-01

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Honolulu

from $678 

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Spacious Kuleana Unit 209 with Ocean & Pool Views

Discover the perfect Maui getaway at Unit #209 in Kuleana, a spacious and inviting condo designed for comfort and relaxation. This unit offers more space than typical one-bedroom condos, providing a generous living area that feels like a home away from home.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $285 

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Beachfront Sugar Beach Resort Condo in Maui

Experience the beauty of Maui at Sugar Beach Resort Condo 526, perfectly situated on a pristine five-mile stretch of white-sand beach. This updated condo offers spectacular ocean or garden views, providing a serene escape just steps from the water.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $331 

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Sunset Kahili 101; Two Bedroom & Two Bath Ocean View Condo on Kauai

Sunset Kahili 101 offers a beautifully furnished two-bedroom condo nestled in the heart of Poipu on Kauai's stunning south shore. This nearly oceanfront property provides a perfect blend of comfort and style, ideal for a memorable Hawaiian vacation.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Koloa

from $426 

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Puamana 14B Kauai Ocean View Condo

Indulge in a memorable Hawaiian escape at Puamana #14B, a beautifully appointed two-story condo nestled on Kauai's northern shore in Princeville. This 2-bedroom, 2-bath unit offers panoramic views of the ocean, mountains, and nearby golf courses, making it an ideal retreat for relaxation and adventure.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Princeville

from $558 

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Oceanfront Penthouse with Unmatched Waikiki Views

Experience breathtaking 180-degree ocean views from every room in this beautifully updated penthouse perched on the 18th floor of Waikiki. The spacious space features a gourmet kitchen with brand-new appliances, perfect for crafting gourmet meals or quick snacks.
Registration Number: GE-046-151-0144-01, 260100020250, TA-046-151-0144-01

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Honolulu

from $473 

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Poipu Palms 204 Oceanfront Condo with Panoramic Views

Welcome to Poipu Palms 204, your perfect Hawaiian getaway nestled on a scenic oceanfront bluff in beautiful Kauai. This inviting two-bedroom, two-bath condo offers breathtaking panoramic views of the Pacific Ocean, making it an ideal spot for relaxing and enjoying nature’s spectacle.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Koloa

from $696 

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Charming 1-Bedroom Condo Near Charley Young Beach

Discover this bright and inviting 1-bedroom condo nestled in sunny South Kihei at the Maui Vista Complex. Designed for comfort and convenience, the condo features a plush king bed, high-speed WiFi, air conditioning, and two smart TVs for entertainment after a day exploring the island.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $217 

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Ocean Tower Villa 503 with Ocean View & Luxury Amenities

Experience the perfect Hawaiian retreat at Ocean Tower Villa 503, offering breathtaking ocean views from every room and luxurious touches throughout. Spanning 1,575 sq ft, this villa provides ample space for families or couples seeking a memorable getaway.
Registration Number: 910570090058, GE-048-487-6288-03, TA-048-487-6288-03

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kapolei

from $761 

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Wailea Grand Champions Condo Near Beach & Golf

Discover this charming Grand Champions condo (#15 in building #2), nestled in the heart of Wailea, Maui. This 1148 sq. ft. tree-top level retreat offers a perfect blend of privacy, comfort, and convenience. Located just a short stroll from pristine beaches and adjacent to the renowned Blue Golf Course, it’s an ideal base for exploring the best of South Maui.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $294 

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Spacious 3-Bedroom Condo at Pili Mai in Poipu

Pili Mai is one of Poipu's newest and most desirable complexes, offering a perfect blend of comfort and convenience. This spacious 3-bedroom condo welcomes up to 8 guests with a thoughtfully designed floorplan that provides private retreat areas for guests, ensuring everyone can relax in style.

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Koloa

from $974 

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Sweet Escape Villa - Luxury 3BR Home in Hawaii

Welcome to Sweet Escape Villa, part of Paradise in Hawaii Luxury Homes, nestled in the stunning KaMilo community on the Big Island. This beautiful single-story 3-bedroom home is ideal for large families or groups of up to 8 guests, offering a blend of comfort, style, and convenience for your Hawaiian vacation.

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kamuela

from $670 

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30 day Perfect “BEACHFRONT “ Getaway! Steps to the beach through the backyard

“30 day Vacation rental, Live the beach life in this luxury “BEACHFRONT”vacation home now available, Ideal for you and a large group with plenty of room to house up to 15 people MAX, next to the beautiful beaches of Hawaii. This home has been newly furnished and professionally decorated in its entirety.
Registration Number: TA-026-967-9104-01, GE-026-967-9104-01, 550010830001

• 5 bedroom
• 4 bathroom
• Sleeps 15

Hawaii> Laie

from $1,889 

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Mahina Surf 228 Oceanfront Condo with Stunning Views

Welcome to Mahina Surf 228, a beautiful oceanfront condo offering breathtaking views of Lanai and Molokai from every room. Located just yards from the water, this upper-level unit provides a serene retreat with the soothing sounds of the surf, perfect for relaxation and rejuvenation.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Lahaina

from $392 

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Spacious Ocean View Condo at Maui Eldorado Resort

Experience the ultimate Maui getaway at Maui Eldorado Resort L200, a top-floor, ocean-view condo located in the heart of Kaanapali. This spacious 1,700 sq ft two-bedroom, two-bath unit offers breathtaking ocean vistas from a large, extended lanai that connects the master bedroom to the living room.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kaanapali

from $490 

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Luxury Waikiki Condo at You Found Paradise

Check our calendar for available dates and choose the 'You Found Paradise' luxury condo for an unforgettable stay! This revamped condo offers a perfect blend of modern design and comfort, making your vacation truly special.
Step into a stylish, contemporary space featuring cutting-edge decor that’s as impressive as it is inviting.
Registration Number: TA-141-480-1920-01, GE-141-480-1920-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $525 

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Oceanfront Maui Condo with Stunning Views and Modern Comforts

Welcome to Polynesian Shores, your perfect oceanfront escape in Maui. This beautifully updated condo comfortably sleeps six guests, making it ideal for couples, families, or friends seeking a tropical getaway. The upstairs loft offers a spacious master suite with a king bed and full bathroom, while the downstairs bedroom provides privacy with another king bed and a hallway bathroom.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $327 

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Oceanfront 1-Bedroom at Kepuhi Beach Resort

Experience the ultimate beachfront retreat in this newly upgraded, ground-floor corner unit at Kepuhi Beach Resort. The spacious one-bedroom features a luxurious king-size bed overlooking the ocean, offering unobstructed sunset views right outside your door.

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maunaloa

from $206 

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Turtle Bay 1 bed with Lanai Renovated Corner Unit 101 - Kuilima Estates East

Immerse yourself in the beauty of Oahu at this beautifully renovated 1-bedroom condo located on the lush grounds of Turtle Bay Resort. The unit offers stunning panoramic views of the Arnold Palmer golf course and the surrounding mountains, creating a serene and picturesque setting for your vacation.
Registration Number: TA-188-701-4912-01, GE-188-701-4912-01, 570010270100

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kahuku

from $471 

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Cozy Top-Floor Kona Dove Condo with Ocean Views

Tastefully designed and recently upgraded, this top-floor Kona Dove condo offers a perfect blend of comfort and island charm. Nestled among lush tropical treetops, the unit features a private lanai with peek-a-boo ocean views, ideal for relaxing and soaking in the island ambiance.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kailua-Kona

from $167 

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Charming 1-Bedroom Maui Condo Near Beaches & Golf

Escape to this charming 1-bedroom Maui condo nestled amidst lush tropical foliage, offering a peaceful retreat just minutes from the island’s stunning beaches and vibrant shopping districts.
Located in a tranquil area surrounded by the Wailea Old Blue Golf Course and adjacent to the Wailea Tennis Club and Town Center, this spacious condo provides both comfort and convenience for your Maui vacation.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Wailea-Makena

from $416 

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Oceanfront Kona Penthouse with Stunning Views

Experience the ultimate oceanfront escape in this beautifully updated 2-bedroom, 2-bath penthouse condo in Kona. Wake up to 180-degree unobstructed views of the ocean from your private lanai, where you can watch surfers, migrating whales during season, dolphins, and resident sea turtles.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kailua-Kona

from $650 

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Honua Kai Garden View Suite with Pool Access

Experience ultimate relaxation in this serene garden-view suite at Honua Kai Resort in Maui. Featuring two bedrooms, a spacious private lanai with a koi pond, and direct access to pools and the beach, this villa is ideal for families or groups seeking a blend of privacy, space, and tropical beauty.

• 2 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Lahaina

from $1,542 

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Hololani B404 Oceanview Maui Condo with Pool

Escape to Maui with this charming oceanview condo at Hololani B404, perfectly situated in Kahana. This well-appointed home offers stunning views and convenient access to the island’s best attractions. Whether you're relaxing on the balcony, taking a dip in the shared pool, or exploring nearby beaches, you'll find plenty of opportunities to unwind and enjoy your Hawaiian vacation.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Lahaina

from $358 

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Mana Kai Maui Resort Condo with Ocean Views

Experience the perfect Maui getaway at Mana Kai Maui Resort 201C, ideally situated on one of Maui's best beaches. This condo offers a blend of comfort and convenience, combining the privacy of a condo with the amenities of a resort. The property features one and two-bedroom suites equipped with full kitchens and private lanais, ideal for relaxing after a day of swimming, snorkeling, or lounging by the beach.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $591 

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A beautiful Turtle Bay condo on the golf course - Kuilima Estates East

Welcome to your dream vacation home on the North Shore of Oahu. This beautifully maintained Turtle Bay condo offers a perfect blend of comfort and convenience. Inside, you'll find a private master bedroom equipped with a king-sized bed and air conditioning, providing a cool retreat after a day exploring the island.
Registration Number: GE-078-470-9632-01, TA-078-470-9632-01, 570010270105

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kahuku

from $482 

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Jubilee By The Sea Beach House Near Kona

Discover Jubilee By The Sea, a welcoming and spacious vacation home perfect for families or groups seeking a memorable getaway near Kona, Hawaii. This beautifully furnished property features a large wraparound deck with partial ocean views, ideal for relaxing with cocktails while soaking in the island breeze.

• 4 bedroom
• 2 bathroom
• Sleeps 11

Hawaii> Kailua-Kona

from $753 

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Oceanfront Kona Reef A6 Condo with Beach Access

Experience the perfect island retreat in this beautifully renovated ground-floor condo at Kona Reef. This 1-bedroom, 1-bathroom unit features tropical decor, modern comforts, and breathtaking ocean views. Step onto your spacious lanai and listen to the sounds of the Pacific Ocean, just steps from Honl's Beach, renowned for its white sands and snorkeling opportunities.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $309 

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Windward Oahu Coconut Corner Vacation Rental

Coconut Corner is a spacious 700 square foot duplex located on the serene Windward side of Oahu in Kailua. It features a comfortable king-size bed, full split A/C units in every room, and Smart TVs in both the bedroom and living area, providing modern comfort and entertainment.

Registration Number: GE-048-719-5648-01, TA-048-719-5648-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua

from $259 

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Beautiful Maui Condo at Kamaole Sands with Ocean View

Experience the perfect Maui getaway in this beautifully remodeled condo located in the desirable Kamaole Sands resort. This second-floor unit offers a spacious lanai with breathtaking views, ideal for relaxing and enjoying the tropical surroundings.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $245 

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Beautiful 2BR Oceanfront Condo at Papakea Maui

Welcome to your perfect Maui retreat at Papakea Resort, where luxury meets comfort in this beautifully maintained 2-bedroom, 2-bathroom condo. Located on the top floor as a corner unit, J401 offers stunning ocean views and tropical garden scenery, providing a serene escape just 10 minutes from vibrant Lahaina.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $495 

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Hawaii The Whale House at Kehena Beach

Welcome to The Whale House at Kehena Beach, located on the stunning Big Island of Hawaii. This charming oceanfront cottage comfortably sleeps 3-4 guests, featuring a bedroom with a queen bed and a leather sofa bed in the living room. The fully equipped kitchen includes a large refrigerator, oven, utensils, plates, glasses, blender, coffee maker with coffee, pots and pans, microwave, and other household essentials, making it easy to feel at home.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kehena Beach

from $237 

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Beautiful Princeville Garden Home Near Beaches & Golf

Set amidst a lush, tropical garden landscape and just steps from the resort's inviting pool and poolside lounging area, this charming Princeville vacation home offers an ideal base for exploring Kauai's abundant natural beauty and attractions. Whether you're seeking adventure or relaxation, you'll find this property perfectly suited to your needs.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Princeville

from $544 

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