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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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West Maui Oceanfront Condo at Polynesian Shores

West Maui Oceanfront Condo at Polynesian Shores

Experience the best of West Maui at Polynesian Shores, a serene oceanfront community nestled on 2 lush acres with only 52 units. This top-floor 2-bedroom, 2-bath condo offers breathtaking ocean and Molokai views from both the unit and the spacious balcony (lanai).

2 bedroom
2 bathroom
Sleeps 6

from $354

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Spacious Kihei Condo Near Kamaole Beach Park

Spacious Kihei Condo Near Kamaole Beach Park

Welcome to our spacious 818 sq ft condo in the highly acclaimed Kamaole Sands Resort, ideally located in South Kihei just across from the popular Kamaole Beach Park III. Situated in building 4 on the third floor, our unit offers a peaceful retreat away from the resort's busier areas, providing privacy and tranquility.

2 bedroom
2 bathroom
Sleeps 3

from $260

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South Maui Oceanfront Condo with Partial Views

South Maui Oceanfront Condo with Partial Views

Experience the stunning beauty of South Maui from this beautifully remodeled ground-floor condo. Located on a 5-acre oceanfront property in Kihei, this spacious one-bedroom, two-bath unit offers partial ocean views and modern comforts for a perfect vacation.

1 bedroom
2 bathroom
Sleeps 4

from $330

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Modern Ilikai Marina Studio with City Views

Modern Ilikai Marina Studio with City Views

Experience the vibrant city life from this modern studio at Ilikai Marina, perfectly positioned at the gateway of Waikiki. The spacious open layout features large windows that flood the space with natural light, highlighting the stunning city and mountain views.
Registration Number: GE-165-379-6864-01, TA-165-379-6864-01

2 bedroom
1 bathroom
Sleeps 3

from $348

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Waikiki Ocean View Studio with Rooftop Pool

Waikiki Ocean View Studio with Rooftop Pool

Aloha from Midway Vacations! Discover this beautifully remodeled, east-facing studio on the 22nd floor in Waikiki, offering stunning ocean vistas you have to see to believe. Designed to host up to 3 guests, this unit is nestled in the heart of historic Waikiki at the Pacific Monarch, just a three-minute walk from the famous beaches with warm sands and azure waters.
Registration Number: 260230560138, GE-168-854-9888-01, TA-168-854-9888-01

2 bedroom
1 bathroom
Sleeps 3

from $508

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Sugar Beach Resort 106 Maui Beachfront Condo

Sugar Beach Resort 106 Maui Beachfront Condo

Escape to Sugar Beach Resort 106, a beautiful beachfront condo on Maui offering spectacular ocean views and direct access to five miles of white-sand beaches. This condo provides a perfect home-away-from-home experience with a private lanai, fully-equipped kitchen, and modern conveniences including free WiFi and a washer/dryer.

2 bedroom
1 bathroom
Sleeps 4

from $268

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Luxury Oceanfront Condo in Poipu Beach with Views

Luxury Oceanfront Condo in Poipu Beach with Views

com, offering stylish boutique hotel-style condos and homes designed for comfort and elegance. Our oceanfront condo in the heart of Poipu Beach provides unobstructed views of the Pacific Ocean from both the living room and the master bedroom, creating a stunning backdrop for your vacation.

2 bedroom
3 bathroom
Sleeps 6

from $653

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Beautiful Princeville End Unit with AC and Pool

Beautiful Princeville End Unit with AC and Pool

Immerse yourself in the stunning natural beauty of Kauai with this beautifully furnished end unit townhouse located in Princeville. Positioned next to the renowned Princeville Makai Golf Course, this property offers the perfect blend of comfort and convenience for couples, families, and friends seeking a tropical escape.

3 bedroom
3 bathroom
Sleeps 6

from $576

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Ocean View 1-Bedroom Condo at Lae Nani Kauai

Ocean View 1-Bedroom Condo at Lae Nani Kauai

Immerse yourself in the breathtaking ocean views of Lae Nani from this beautifully renovated third-floor unit. The light, airy decor and laminate floors create a welcoming atmosphere, complemented by a new king-sized bed for restful nights. 5-bath condo offers a private lanai ideal for morning coffee or afternoon cocktails while soaking in the ocean breeze.

1 bedroom
2 bathroom
Sleeps 2

from $373

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Charming Garden Condo Near Keawakapu Beach Maui

Charming Garden Condo Near Keawakapu Beach Maui

This charming garden condo is located on the first floor of the south side of the building, offering privacy and easy access to the outdoor space. Just about 60 steps along the pathway leads you to the breathtaking Keawakapu Beach, renowned for its soft golden sands, clear waters, and lush surroundings.

2 bedroom
2 bathroom
Sleeps 4

from $654

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Legal Short Term on North Shore Oahu, Upper Floor - Kuilima Estates

Legal Short Term on North Shore Oahu, Upper Floor - Kuilima Estates

Welcome to this beautifully updated two-bedroom condo nestled on the peaceful east side of Kuilima Estates at Turtle Bay. This inviting unit features modern touches like new tile flooring in the living room and kitchen, along with fresh kitchen cabinetry.
Registration Number: GE-102-829-8752-01, 570010270083, TA-102-829-8752-01

2 bedroom
4 bathroom
Sleeps 6

from $445

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Luxury Kauai Condo Near Makai Golf Course

Luxury Kauai Condo Near Makai Golf Course

Discover this luxurious Kauai condo nestled next to the iconic Makai Golf Course at the Princeville Resort. This intimate resort offers only 42 units, creating a peaceful retreat with amenities like a swimming pool, spa, and outdoor barbecue area.

2 bedroom
2 bathroom
Sleeps 4

from $454

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Beachside Two-Bedroom Condo at Pono Kai

Escape to this charming ground floor two-bedroom condo at Pono Kai, offering stunning ocean views and direct access to a mile-long sandy beach. Privately owned and meticulously cared for, this island retreat provides a warm, inviting atmosphere with a thoughtfully decorated interior.

3 bedroom
2 bathroom
Sleeps 6

from $431

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Ali'i Point #5 Oceanfront Vacation Home in Kona

Ali'i Point #5 Oceanfront Vacation Home in Kona

Ali'i Point #5 offers a serene oceanfront escape in a secure, gated community of 16 seaside homes. This spacious residence features central A/C, a comfortable living area, and a modern kitchen. The main floor includes a master king bedroom with an en suite bathroom, a living room, dining space, half bath, and large glass sliders opening to an expansive oceanfront lanai.

3 bedroom
4 bathroom
Sleeps 6

from $945

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Treehouse-Style Deluxe Kauai Condo Near Beach

Treehouse-Style Deluxe Kauai Condo Near Beach

Experience the tranquility of living in a treehouse with this beautifully renovated 1-bedroom, 1-bath deluxe condo at Kiahuna, Building 35. Located on the top floor, it offers vaulted ceilings and panoramic views of lush trees and vibrant tropical flowers, creating a peaceful retreat just steps from Poipu's pristine beach.

1 bedroom
1 bathroom
Sleeps 2

from $707

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Beautiful 8th Floor Suite at Diamond Head Beach Hotel

Beautiful 8th Floor Suite at Diamond Head Beach Hotel

Experience a beautifully remodeled and thoughtfully updated 8th-floor suite at Diamond Head Beach Hotel, completed in October 2022 with stylish touches throughout. This condo offers breathtaking ocean views and an unbeatable location for a relaxing Hawaiian escape.
Registration Number: TA-112-953-0880-01, GE-112-953-0880-01, 310320290036

2 bedroom
1 bathroom
Sleeps 4

from $370

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Oceanfront Kona Magic Sands Condo with Beach Access

Oceanfront Kona Magic Sands Condo with Beach Access

Experience the ultimate beachfront retreat at Kona Magic Sands#309, a beautifully maintained top-floor condo offering direct oceanfront views and luxurious amenities. This meticulously furnished unit is ideal for 1 or 2 guests seeking a serene island escape.

1 bedroom
1 bathroom
Sleeps 2

from $272

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Hawaii Ocean View 2-Bed Condo Near Golf & Shops

Hawaii Ocean View 2-Bed Condo Near Golf & Shops

Immerse yourself in the true Hawaiian spirit with this stunning 2-bedroom, 2-bath condo located in the Keauhou Country Club complex. The property boasts breathtaking ocean views, where palm trees sway in the trade winds and the soothing sounds of birds create a peaceful atmosphere.

2 bedroom
2 bathroom
Sleeps 6

from $215

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Waikiki Beach Condo with Ocean Views and Pool

Waikiki Beach Condo with Ocean Views and Pool

Discover the perfect Waikiki Beach getaway in this beautifully remodeled 1-bedroom, 1-bath condo located just steps from the world-famous Waikiki Beach. The unit comfortably sleeps four and offers stunning peek ocean views from a private lanai, ideal for relaxing after a day in the sun.
Registration Number: GE-165-376-6656-01, TA-165-376-6656-01, 1260230560040

0 bedroom
0 bathroom
Sleeps 4

from $266

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Ocean View 1-Bedroom Condo at Kuhio Cabana

Ocean View 1-Bedroom Condo at Kuhio Cabana

Welcome to the Kuhio Cabana, a beautifully renovated one-bedroom condo perched on the 28th floor offering breathtaking views of Kuhio Beach and the Pacific Ocean. This comfortable unit is perfect for singles, couples, friends, or small families seeking a convenient and scenic base for exploring Oahu.
Registration Number: TA-091-508-3264-01, GE-091-508-3264-01

2 bedroom
1 bathroom
Sleeps 4

from $501

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Honu Hale Waterfront Island Cottage in Hawaii

Honu Hale Waterfront Island Cottage in Hawaii

Welcome to Honu Hale, a delightful waterfront island cottage nestled on the pristine shores of Hawaii. This charming home offers a perfect blend of comfort and natural beauty, making it an ideal retreat for your Hawaiian vacation.
The cottage comfortably sleeps 3 adults or 2 adults and 2 children, providing a cozy loft bedroom with a king-size bed and breathtaking ocean views.
Registration Number: GE-174-700-7488-01, TA-174-700-7488-01

2 bedroom
1 bathroom
Sleeps 4

from $296

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Ocean View Islander Studio with Pool and Tiki Bar

Ocean View Islander Studio with Pool and Tiki Bar

Discover this inviting second-floor studio condo in Hawaii, offering stunning ocean and garden views. This cozy retreat is a little piece of paradise, featuring a new queen bed, full bathroom, and a fully equipped kitchen with a microwave, coffee maker, and dishes for four.

2 bedroom
1 bathroom
Sleeps 2

from $260

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Makaha Valley Tropical Paradise Vacation Home

Makaha Valley Tropical Paradise Vacation Home

Welcome to your tropical paradise nestled in the heart of Makaha Valley. 5-bath vacation home offers a perfect retreat for families and friends looking to unwind in a serene and private environment amidst Hawaii's stunning landscapes. Spanning approximately 1,935 sqft, the home features a full kitchen equipped for home-cooked meals, high-speed WiFi for staying connected, and a sanitized, contactless self-check-in process for your convenience.
Registration Number: GE-070-901-9136-01, 840291500017, TA-070-901-9136-01

4 bedroom
4 bathroom
Sleeps 10

from $576

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Oceanfront Boutique Condo at Kapa'a Sands 12

Oceanfront Boutique Condo at Kapa'a Sands 12

Escape to Kapa'a Sands 12, a charming ground-floor studio nestled right on the ocean in Kauai. This boutique property offers a tranquil setting with lush tropical gardens, a swimming pool, and direct beach access. The peaceful acre grounds are perfect for relaxing while listening to the waves and trade winds.

1 bedroom
1 bathroom
Sleeps 2

from $323

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Poipu Makai C1 Oceanfront Condo with View

Poipu Makai C1 Oceanfront Condo with View

Discover the perfect oceanfront retreat at Poipu Makai C1, nestled on a bluff overlooking the vibrant Pacific Ocean on Kauai's south shore. This intimate complex features only 15 condos, ensuring privacy and tranquility for your vacation. The spacious 1,100 sq ft ground-floor condo offers a single-level layout with split-system air conditioning in the living room and bedrooms, providing cool comfort throughout.

2 bedroom
2 bathroom
Sleeps 4

from $706

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Waikiki Beach Tower Condo with Ocean Views

Waikiki Beach Tower Condo with Ocean Views

Experience the perfect Hawaiian getaway in this beautifully maintained 2-bedroom, 2-bath condo located in Waikiki Beach Tower at 2470 Kalakaua Ave. Boasting 1092 sq ft of interior living space and a spacious 171 sq ft ocean-view lanai, this condo offers unobstructed views of the Pacific Ocean, making every sunrise and sunset a memorable experience.
Registration Number: TA-080-021-5040-01, GE-080-021-5040-01, 260230070058

3 bedroom
2 bathroom
Sleeps 6

from $791

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Charming Oceanview Condo with Lanais in Kihei

Charming Oceanview Condo with Lanais in Kihei

Discover the perfect Maui escape at this charming two-bedroom condo in Kihei. Unwind on one of two oceanview lanais and watch the sunset, possibly catching a green flash. Step outside for a swim at Kamaole II Beach Park, just across the street, or enjoy the vibrant nightlife, shopping, and dining options just minutes away.

2 bedroom
2 bathroom
Sleeps 4

from $424

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Beachfront Condo at Kaha Lani Resort Kauai

Beachfront Condo at Kaha Lani Resort Kauai

Experience the serenity of Kauai at Kaha Lani Resort #114, a charming beachfront condo offering breathtaking ocean views and modern comforts. This ground-floor end unit provides a peaceful retreat with a spacious 739 sq ft layout, ideal for families or couples seeking a relaxing getaway.

2 bedroom
2 bathroom
Sleeps 4

from $353

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Waikoloa Shores Condo with Mountain Views and Near Beaches

Waikoloa Shores Condo with Mountain Views and Near Beaches

Welcome to Waikoloa Shores, your perfect island retreat on the sunny coast of Waikoloa Resort. This beautifully updated one-bedroom, one-and-a-half-bath condo offers a blend of comfort, style, and convenience. Upon entering, you'll be greeted by fresh decor, new furnishings, and stunning mountain vistas visible from the spacious lanai.

2 bedroom
2 bathroom
Sleeps 4

from $329

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Ocean View Ground Floor Condo in Maui

Experience the ultimate Maui getaway in this beautifully updated ground floor condo located directly across from Kamaole I Beach in Kihei. Spanning approximately 700 sqft, this one-bedroom unit combines modern comfort with stunning ocean views and convenient access to Maui's finest attractions.

2 bedroom
2 bathroom
Sleeps 4

from $310

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Charming Ground Floor Condo Near Kamaole Beach II

Charming Ground Floor Condo Near Kamaole Beach II

Welcome to your perfect Maui getaway at our charming ground floor condo in the heart of South Kihei. Located in the desirable Kihei Kai Nani complex, Unit #144 in Building 11, this well-cared-for condo offers a comfortable and convenient base for exploring the beautiful island of Maui.

1 bedroom
1 bathroom
Sleeps 4

from $205

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Luxury Kailua Beachfront Villa with Pool & Jacuzzi

Luxury Kailua Beachfront Villa with Pool & Jacuzzi

Escape to this stunning Kailua beachfront villa that offers direct access to the renowned Kailua Beach, perfect for a luxurious and relaxing vacation. The property features five spacious bedrooms, each equipped with private split-system A/C units, ensuring comfort during your stay.
Registration Number: TA-112-883-7120-01, GE-112-883-7120-01, 430170600000

5 bedroom
6 bathroom
Sleeps 10

from $2,992

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Spacious Corner Villa with Golf Course and Mountain Views

Spacious Corner Villa with Golf Course and Mountain Views

Discover this spacious and modern corner villa nestled in a serene location with stunning views of the golf course and mountains. The multi-level layout ensures privacy, with no units above or below, providing a quiet retreat. Located just outside the Kings and Queens Marketplaces, it's ideal for shopping, dining, and entertainment, all within minutes.

3 bedroom
3 bathroom
Sleeps 6

from $478

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Luxury 1BR Condo Near Kamaole Beach Maui Banyan

Luxury 1BR Condo Near Kamaole Beach Maui Banyan

This beautifully remodeled 1-bedroom, 1-bathroom condo offers a luxurious, single-level floor plan with modern furnishings and appliances. Located on the cooler side of the building, it provides a tranquil retreat just across the street from the stunning Kamaole Beach 2.

2 bedroom
1 bathroom
Sleeps 4

from $280

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Ocean-View Condo at Kiahuna Plantation in Poipu

Ocean-View Condo at Kiahuna Plantation in Poipu

Immerse yourself in the beauty of Poipu with this charming second-floor condo at Kiahuna Plantation 106. Nestled amidst 35 acres of lush gardens and tropical lawns, this ocean-view retreat combines historic charm with modern comforts. The condo features a vibrant tropical decor, an open floor plan, and a fully equipped kitchen with stunning ocean vistas, creating a breezy, inviting atmosphere.

1 bedroom
1 bathroom
Sleeps 4

from $502

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Sunny Maui 2-Bedroom Condo with Ocean Views

Sunny Maui 2-Bedroom Condo with Ocean Views

Escape to this peaceful and beautifully appointed 2-bedroom, 2-bath condo at Koa Lagoon on South Maui, known for its dry and sunny climate. The spacious living area offers a breathtaking 180-degree view of the surf, swaying palms, and vibrant tropical flowers, creating a perfect setting for your island retreat.

3 bedroom
2 bathroom
Sleeps 6

from $418

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Hale 'Olu'Olu Waikoloa Beach Resort Condo with Views

Hale 'Olu'Olu Waikoloa Beach Resort Condo with Views

Welcome to Hale 'Olu'Olu, a stunning 2-level condo nestled within Waikoloa Beach Resort, offering an ideal retreat for families and groups. This spacious 1800 sq ft home boasts breathtaking panoramic views of the golf course and majestic mountains, creating a tranquil tropical setting.

3 bedroom
3 bathroom
Sleeps 6

from $470

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Honua Kai Hokulani 110 - Spacious Beachfront Condo

Honua Kai Hokulani 110 - Spacious Beachfront Condo

Welcome to Honua Kai Hokulani 110, a beautifully updated, bright, and spacious condo nestled in the heart of Ka'anapali on Maui. This inviting property offers a perfect blend of comfort and convenience, ideal for families, couples, or groups seeking a memorable island escape.

3 bedroom
2 bathroom
Sleeps 6

from $724

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Ilika Hotel 838 with Ocean & City Views in Honolulu

Ilika Hotel 838 with Ocean & City Views in Honolulu

Experience the perfect Hawaiian getaway at Ilikai Hotel 838, a beautifully appointed condo located in the heart of Honolulu. This stylish retreat offers breathtaking views of the ocean and city from a furnished balcony, making it an ideal spot for relaxation and sightseeing.
Registration Number: TA-115-768-5248-01, 260100070130, GE-115-768-5248-01

1 bedroom
1 bathroom
Sleeps 6

from $349

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Luxury Ocean View Konea Villa in Maui

This exquisite second-floor villa located in the Konea Building at Honua Kai Resort offers an ideal blend of modern comfort and breathtaking ocean vistas. Spanning 1,235 square feet, this two-bedroom, two-bath retreat features large Nano doors that open to a generous 475-square-foot lanai, creating a seamless indoor-outdoor living experience with unobstructed views of the Pacific Ocean and lush resort grounds.

3 bedroom
2 bathroom
Sleeps 6

from $876

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Kona Reef Oceanfront Condo D6 with Pool & Hot Tub

Kona Reef Oceanfront Condo D6 with Pool & Hot Tub

Experience the ultimate Hawaiian getaway at Kona Reef Oceanfront Condo D6, a beautifully located unit just steps from the pristine beaches of Kailua-Kona. This condo offers stunning ocean vistas and easy access to some of Hawaii's most famous spots, including Magic Sands Beach Park, Kahalu'u Beach Park, and Kaloko-Honokohau National Historical Park, all within five miles.

2 bedroom
1 bathroom
Sleeps 4

from $295

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Charming Maui Condo Near Kamaole Beaches

Charming Maui Condo Near Kamaole Beaches

Discover the perfect Maui getaway at our carefully maintained Kihei Kai Nani condo, ideally located just a minute's walk from the stunning Kamaole 2 Beach Park. This end-unit condo offers a bright, airy living space with a wall of louvered windows that invite natural breezes, complemented by efficient ceiling fans and optional air conditioning for comfort.

1 bedroom
1 bathroom
Sleeps 2

from $219

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Charming Hanalei Rustic Home Near Beach & Town

Charming Hanalei Rustic Home Near Beach & Town

Experience the perfect blend of comfort and rustic charm in this delightful Hanalei home, ideal for romantic escapes or family vacations. Surrounded by tropical foliage, the property features spacious vaulted ceilings in the living area that create an open, airy atmosphere.

2 bedroom
3 bathroom
Sleeps 4

from $673

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Sunset Ocean View Kona Condo with Pool and Beach

Sunset Ocean View Kona Condo with Pool and Beach

This stunning 1-bedroom condo in Kona offers breathtaking sunset ocean views and a prime location in the heart of town. The recently renovated kitchen features modern appliances, and the bathroom boasts a new walk-in shower, providing comfort and convenience for your stay.

2 bedroom
1 bathroom
Sleeps 4

from $378

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Kona Beachfront 2BR Condo Near Snorkel Beach

Kona Beachfront 2BR Condo Near Snorkel Beach

Experience the ideal Hawaiian vacation in this cozy 2-bedroom, 2-bath condo just a short walk from Kahaluʻu Beach, one of Kona's top snorkeling spots. This unit offers a perfect blend of privacy and convenience, nestled in a quiet complex that respects residents’ peace.

2 bedroom
2 bathroom
Sleeps 6

from $344

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Private Banana Tree House with Ocean & Valley Views

Private Banana Tree House with Ocean & Valley Views

Aloha and welcome to our private banana tree house, a unique and tranquil cottage offering stunning views of the ocean and lush tropical valleys. Situated on a 20-acre estate, this charming retreat overlooks an active organic banana orchard, providing a peaceful and immersive Hawaiian experience.

1 bedroom
1 bathroom
Sleeps 2

from $254

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Ocean View Vacation House Near Kailua-Kona

Ocean View Vacation House Near Kailua-Kona

Discover this exceptional vacation house nestled on Hawaii's Big Island, just 33 miles south of Kailua-Kona near the charming village of Milolii. This home offers breathtaking ocean vistas and easy access to a variety of attractions including Volcano National Park, pristine beaches, ancient ruins, and Kona plantations.

2 bedroom
2 bathroom
Sleeps 4

from $280

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Spacious 4-Bedroom Princeville Home with Golf Views

Spacious 4-Bedroom Princeville Home with Golf Views

This stunning four-bedroom home in the peaceful Princeville community offers a perfect blend of comfort and natural beauty. Situated on a large lot adjacent to the 12th hole of Makai Golf Course, it boasts panoramic mountain and waterfall views from the lanai.

4 bedroom
3 bathroom
Sleeps 9

from $795

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Oceanfront Maui Townhouse in Kihei - Renovated Luxury

Oceanfront Maui Townhouse in Kihei - Renovated Luxury

Kihei Akahi A-102 offers a stunning oceanfront townhouse experience on Maui's sunniest coast. Fully renovated with modern upgrades, this upscale 2-bedroom unit features two spacious lanais, totaling 224 sq. , perfect for outdoor relaxation and sunset viewing.

3 bedroom
2 bathroom
Sleeps 6

from $576

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Ocean View 1-Bedroom Condo at Kaleialoha

Ocean View 1-Bedroom Condo at Kaleialoha

Kaleialoha 415 is a beautifully appointed 1-bedroom, 1-bathroom corner condo on the 4th floor, offering unobstructed ocean views and a serene setting. Please note, this unit does not have A/C but features excellent natural light and a refreshing breeze.

1 bedroom
1 bathroom
Sleeps 4

from $241

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