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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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Makani Sands Condo 107 - Beachfront Maui Retreat

Makani Sands Condo 107 - Beachfront Maui Retreat

Makani Sands Condo 107 offers a comfortable, updated one-bedroom beachfront retreat on Maui's stunning coast. With a prime ground-floor location, you can step directly onto the lush grass and sandy beach, making your mornings and evenings truly special.

1 bedroom
1 bathroom
Sleeps 4

from $246

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Waikiki Beachwalk 6th-Floor End Unit Condo

Waikiki Beachwalk 6th-Floor End Unit Condo

Welcome to Regency on Beachwalk #64, a comfortable and conveniently located 6th-floor end unit condo in the heart of Waikiki. Spanning 494 square feet with an additional 145-square-foot lanai, this fully furnished property offers a perfect blend of comfort and accessibility for your Hawaiian getaway.

Registration Number: 260030140031, GE-200-866-3040-01, TA-200-866-3040-01

2 bedroom
1 bathroom
Sleeps 4

from $292

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Luxury Ocean Villa at Mauna Kea Resort Hawaii

Luxury Ocean Villa at Mauna Kea Resort Hawaii

Welcome to Beautiful Ocean Villa, also known as Nani Moana Hale, part of our Hawaiian Luxury Collection. Situated within the prestigious Mauna Kea Resort Wai'ula'ula complex, this villa offers majestic views of mountains and the ocean, providing an unforgettable Hawaiian escape.

4 bedroom
3 bathroom
Sleeps 8

from $758

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Oceanfront Kona Makai Condo with Pool & Views

Oceanfront Kona Makai Condo with Pool & Views

Experience the ultimate island retreat at Kona Makai 4-106, a charming oceanfront condo nestled in Kailua-Kona. This vacation home offers a perfect blend of comfort, natural beauty, and convenient amenities, making it ideal for families, couples, or groups seeking a memorable Hawaiian escape.

3 bedroom
2 bathroom
Sleeps 6

from $288

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Oceanfront Maui Condo at Sugar Beach Resort

Oceanfront Maui Condo at Sugar Beach Resort

Welcome to Sugar Beach 534, a charming coastal-style oceanfront condo in North Kihei offering stunning ocean views from every room and your private lanai. This 1-bedroom, 1-bath unit comfortably accommodates up to 4 guests, making it ideal for couples or small families seeking a relaxing Maui escape.

1 bedroom
1 bathroom
Sleeps 4

from $368

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Charming Maui Vista 3-220 Near Beaches

Discover the newly renovated Maui Vista 3-220, a charming condo that offers a fresh tropical ambiance perfect for your Maui vacation. The clean and inviting decor creates a relaxing atmosphere, setting the stage for an unforgettable getaway. Located just steps from the famous Kamaole I and Charlie Young Beaches, this property provides effortless access to warm-water swimming, snorkeling, and the tranquil beauty of Kihei's premier shores.

1 bedroom
1 bathroom
Sleeps 4

from $578

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Charming Kona Bali Kai Condo with Pool & Beach Access

Charming Kona Bali Kai Condo with Pool & Beach Access

Welcome to your perfect Hawaiian retreat at Kona Bali Kai, nestled on Ali'i Drive in the heart of Kona's renowned resort area. This oceanfront complex offers breathtaking views, easy access to the surf at Banyans, and a relaxing sandy beach just steps away.

1 bedroom
1 bathroom
Sleeps 2

from $279

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Spacious 3-Bedroom Deluxe Suite in Kamaole Sands

Spacious 3-Bedroom Deluxe Suite in Kamaole Sands

Discover this spacious and beautifully updated 3-bedroom, 3-bath deluxe end unit in Kamaole Sands, located on the top floor of building 2. The condo offers stunning views of tropical gardens, fountains, ponds, the pool, and a partial ocean vista.

4 bedroom
3 bathroom
Sleeps 8

from $636

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Lokelani A104 Oceanfront Condo in Maui

Welcome to Lokelani A104, your perfect Maui escape. This beach-level, oceanfront condo offers direct access to the sand and surf, making it ideal for beach lovers. Recently renovated, it features state-of-the-art appliances, granite countertops, and modern decor.

1 bedroom
1 bathroom
Sleeps 4

from $292

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Wailea Elua Village Beachfront Condo with Pools

Wailea Elua Village Beachfront Condo with Pools

Experience a luxurious stay at Wailea Elua Village, a secluded beachfront property nestled in the heart of Wailea’s resort community. The complex spans over twenty-four acres of lush tropical landscaping, offering a tranquil environment for your Hawaiian holiday.

2 bedroom
1 bathroom
Sleeps 4

from $604

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Maui Beachfront 1-Bedroom Condo with Ocean View

Maui Beachfront 1-Bedroom Condo with Ocean View

Experience the magic of Maui from this charming one-bedroom condo with a sleeper sofa, perfect for couples or small families. Located just steps from Kam II Beach, you'll have the ocean at your doorstep and breathtaking sunsets right from your lanai.

2 bedroom
1 bathroom
Sleeps 4

from $230

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Stunning 3-Bedroom Ocean View Townhome in Keauhou

Stunning 3-Bedroom Ocean View Townhome in Keauhou

Discover this stunning 3-bedroom, 3-bath townhome offering panoramic 180-degree ocean views from both levels. Spacious and beautifully furnished by Hawaii's top interior designer, it features a fully equipped gourmet kitchen, luxurious linens, and well-appointed fixtures and lamps.

3 bedroom
3 bathroom
Sleeps 6

from $299

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Beachfront Condo on Hidden Oahu Beach

Escape to this beautifully updated beachfront condo located on one of Oahu's most under-rated beaches. Designed for relaxation, the property offers a full kitchen to prepare your favorite meals, an upgraded shower, and a spacious lanai where you can sip coffee while watching whales migrate or enjoy breathtaking sunsets with a glass of wine.
Registration Number: GE-041-636-0448-01, TA-041-636-0448-01, 840040140031

1 bedroom
1 bathroom
Sleeps 4

from $140

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Kealia Unit 208 Maui Vacation Rental with Ocean Views

Kealia Unit 208 Maui Vacation Rental with Ocean Views

Experience the charm of Kealia Unit 208, a welcoming retreat featuring tasteful tiling and a recently remodeled kitchen with stainless steel appliances and granite counters. The spacious kitchen island seats four, ideal for entertaining or family meals, while enjoying breathtaking views of Ma'alaea Bay and the Pacific Ocean.

1 bedroom
1 bathroom
Sleeps 4

from $291

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Luxury Kauai Princeville Villas Near Napali Coast

Luxury Kauai Princeville Villas Near Napali Coast

Experience the ultimate tropical escape at our beautifully renovated Princeville villa on Kauai's North Shore. Nestled on cliffs overlooking the stunning Napali Coast, this Hawaiian-style resort offers the perfect blend of indoor and outdoor living.

2 bedroom
2 bathroom
Sleeps 5

from $385

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Hololani B201 Oceanfront Maui Condo with Views

Hololani B201 Oceanfront Maui Condo with Views

Experience the ultimate Maui vacation at Hololani B201, an oceanfront condo nestled in Kahana on Maui's beautiful West Coast. This spacious 2-bedroom, 2-bathroom unit offers 1,166 sq feet of comfort and style, with stunning ocean and island views from the large private lanai.

3 bedroom
2 bathroom
Sleeps 6

from $369

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Beachfront Studio at Maui Kaanapali Villas

Beachfront Studio at Maui Kaanapali Villas

Set within 11 acres of lush tropical pools and gardens, Maui Kaanapali Villas is a AAA three-diamond resort offering exceptional value along the stunning Kaanapali coast. Located right on the best beach in Kaanapali, this property provides breathtaking views of neighboring Molokai and Lanai, making it a perfect tropical retreat.

1 bedroom
1 bathroom
Sleeps 3

from $764

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Beachfront Condo at Mahina Surf in Lahaina

Beachfront Condo at Mahina Surf in Lahaina

Experience the perfect Maui getaway at Mahina Surf 117, a charming beachfront condo in Lahaina. This ground-floor unit offers easy access to a rocky beach just steps away, where you can spot sea turtles and enjoy the sun. The property features a shared pool, oceanfront gas grills for cookouts, and a private patio ideal for sunset viewing.

2 bedroom
1 bathroom
Sleeps 4

from $257

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Remodeled Kona Golf Course Condo with Ocean Views

Remodeled Kona Golf Course Condo with Ocean Views

Welcome to Country Club Villas, Unit#115, a stunning remodeled condo situated along the renowned Kona Country Club golf course. This ground-floor unit, totaling 1000 square feet, combines comfort and style with all-new flooring, furnishings, and freshly painted interiors as of July 2023.

3 bedroom
2 bathroom
Sleeps 6

from $268

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Renovated Ocean View Condo in Keauhou Kona

Renovated Ocean View Condo in Keauhou Kona

Discover this beautifully renovated ground floor condo in the Keauhou Kona Surf and Racquet Complex, offering breathtaking ocean views from a spacious wrap-around lanai. This 2-bedroom, 2-bathroom unit combines modern comfort with tropical charm, making it an ideal retreat for your Hawaiian getaway.

2 bedroom
2 bathroom
Sleeps 4

from $498

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Kona Beachfront 2BR 2BA Remodeled Condo

This beautifully remodeled two-bedroom, two-bathroom condo offers an ideal Kona vacation experience. Located just across the street from the beach, it provides stunning ocean views and convenient access to the sand. Inside, the decor exudes a calming Aloha vibe, complemented by modern amenities such as air conditioning, fast Wi-Fi, and a private lanai perfect for outdoor dining or relaxing with Kona coffee.

3 bedroom
2 bathroom
Sleeps 6

from $317

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Hale Kai Villa with Golf & Ocean Views in Waikoloa

Hale Kai Villa with Golf & Ocean Views in Waikoloa

Welcome to Hale Kai, a stunning villa nestled in the heart of Waikoloa Resort, offering the perfect blend of luxury, comfort, and adventure. This air-conditioned retreat is designed for relaxation and fun, with a spacious layout that includes a gourmet kitchen, perfect for preparing meals and snacks to enjoy on the expansive lanai while soaking in the breathtaking views of the Pacific.

2 bedroom
2 bathroom
Sleeps 6

from $594

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Serene Maui Oceanview Condo Near Beaches

Serene Maui Oceanview Condo Near Beaches

Escape to this peaceful Maui condo located at the quiet east end of Pacific Shores, offering breathtaking views of Mt. Haleakala. This spacious, eco-friendly retreat features two beautifully decorated bedrooms—Aqua Bedroom with a queen bed, dresser, closet, and adjoining bathroom, and Sunset Bedroom with a queen bed, dresser, attached bathroom, and a relaxing decor designed to promote restful sleep.

3 bedroom
2 bathroom
Sleeps 5

from $294

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Beautiful 3BR Kona Beach Resort Condo in Hawaii

Beautiful 3BR Kona Beach Resort Condo in Hawaii

Imagine your dream vacation in a private Hawaiian resort where you wake up each morning to enjoy your Kona coffee in a lovely 3-bedroom, 3-bath condo. This spacious garden-level unit offers 2,138 sq. ft. of luxurious living space, featuring original artwork by local artists throughout that reflects the vibrant Hawaiian culture.

3 bedroom
3 bathroom
Sleeps 6

from $597

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Deluxe Turtle Bay Golf & Beach Condo Hawaii

Deluxe Turtle Bay Golf & Beach Condo Hawaii

Enjoy a luxurious stay at this beautifully located Turtle Bay condo, offering access to two world-class golf courses, tennis courts, and a relaxing pool with barbecue grills. Just a short ten-minute walk brings you to excellent local restaurants and vibrant outdoor bars, perfect for sunset views.
Registration Number: GE-150-998-2208-01, TA-113-442-2016-01, 570010270000

2 bedroom
3 bathroom
Sleeps 5

from $520

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Poipu Beach House with Private Lanai and Pool

Poipu Beach House with Private Lanai and Pool

Welcome to Hale Kai Kea, your ideal Kauai retreat located in beautiful Poipu. This spacious island home features three large bedrooms, each furnished with a comfortable king-sized bed and an ensuite bathroom, providing ample space and privacy for your family or friends.

3 bedroom
3 bathroom
Sleeps 8

from $821

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Oceanfront Condo at Sugar Beach Resort Maui

Oceanfront Condo at Sugar Beach Resort Maui

Experience breathtaking oceanfront living in this beautifully remodeled top-floor condo at Sugar Beach Resort in North Kihei, Maui. The modern design and contemporary furnishings create a luxurious sanctuary with stunning views of the Pacific Ocean, Lanai, and Kaho'olawe islands.

1 bedroom
1 bathroom
Sleeps 2

from $330

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Oceanfront Maui Sunset Condo with Pool & Views

Oceanfront Maui Sunset Condo with Pool & Views

5 lush acres overlooking the crystal-blue Pacific. This well-appointed unit offers 939 sq. ft. of living space plus a 150 sq. ft. lanai, perfect for enjoying breathtaking sunrises over Haleakala or relaxing with ocean views. The condo features a fully upgraded kitchen with stainless appliances, granite countertops, and all necessary cookware and utensils, making meal preparation effortless.

3 bedroom
2 bathroom
Sleeps 6

from $308

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Kamaole Sands Ocean View Condo in Maui

Kamaole Sands is a stunning resort set on 15 acres of lush tropical gardens, waterfalls, pools, hot tubs, and tennis courts. Nestled between Mount Haleakala, Maui's dormant volcano, and the pristine white sandy beaches, it offers the perfect Hawaiian escape.

2 bedroom
2 bathroom
Sleeps 4

from $376

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Honua Kai Konea 110 Luxury Beachfront Suite

Honua Kai Konea 110 Luxury Beachfront Suite

Konea 110 offers a spacious and luxurious ground-floor experience at Honua Kai, featuring one of the largest one-bedroom layouts on the property. Its prime location provides easy access to the resort’s expansive pools, pristine beach, and outdoor BBQ areas, making it an ideal retreat for families, couples, or groups seeking both relaxation and adventure.

1 bedroom
1 bathroom
Sleeps 4

from $510

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Spacious Hilo Home Surrounded by Exotic Plants

Spacious Hilo Home Surrounded by Exotic Plants

Immerse yourself in the lush beauty of this spacious Hilo home, nestled among vibrant anthuriums, majestic old growth Ohia trees, and a variety of exotic ferns and palms. Located just 15 minutes from Rainbow Falls and the local hospital, and within easy reach of downtown Hilo, beaches, and Volcano National Park, this property offers a perfect base for exploring the Big Island.

5 bedroom
4 bathroom
Sleeps 10

from $519

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Luxury 1-Bed Maui Beachfront Condo in Kihei

Luxury 1-Bed Maui Beachfront Condo in Kihei

Discover the comfort and luxury of this beautifully renovated Maui condo located in the heart of Kihei at the Maui Banyan Hotel. This one-bedroom, two-bathroom unit offers a perfect blend of modern convenience and tropical charm, making it an ideal retreat for families, couples, or remote workers seeking a slice of paradise.

2 bedroom
2 bathroom
Sleeps 4

from $245

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Hanalei Bay Resort Ocean View Condo Kauai

Hanalei Bay Resort Ocean View Condo Kauai

This exquisite top-floor condo at Hanalei Bay Resort offers breathtaking direct views of Hanalei Bay, Bali Hai waterfalls, and coconut palms right from your private lanai. Designed to make you feel like Hawaiian royalty, the unit features a spacious private bedroom, full-sized kitchen, large living room, and a full loft, making it perfect for families or couples seeking luxury and comfort.

2 bedroom
0 bathroom
Sleeps 6

from $280

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Hololani A304 Oceanview Maui Condo with Lanai

Hololani A304 Oceanview Maui Condo with Lanai

Experience the beauty of Maui from Hololani A304, a charming 2-bedroom, 2-bath oceanfront condo located on the third floor. This inviting unit comfortably accommodates up to 4 guests, making it ideal for families or romantic retreats.
The front bedroom boasts a queen-size bed, stunning ocean views, and direct access to the spacious lanai, perfect for enjoying Maui's spectacular sunsets.

2 bedroom
2 bathroom
Sleeps 4

from $365

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Upgraded Maui Vista Condo with Ocean View and Modern Amenities

Upgraded Maui Vista Condo with Ocean View and Modern Amenities

Experience the beauty of Maui from this beautifully upgraded ground-floor condo at Maui Vista Resort. Located in the quiet building, just three buildings back from Kihei Road to minimize noise, this one-bedroom unit offers a perfect blend of comfort and convenience.

1 bedroom
1 bathroom
Sleeps 4

from $203

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Luxurious Maui Penthouse with Stunning Ocean Views

Luxurious Maui Penthouse with Stunning Ocean Views

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Boasting breathtaking 270-degree views from a top-floor corner location, this one-bedroom, two-bath penthouse offers sweeping vistas from the Pacific Ocean to the West Maui Mountains. Gaze upon miles of pristine coastline and enjoy private sunset views at Kaanapali's iconic Black Rock.

2 bedroom
2 bathroom
Sleeps 4

from $540

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Sandcastles Kauai Beach House with Lanai & Garden

Sandcastles Kauai Beach House with Lanai & Garden

Welcome to Sandcastles, a stunning beachfront home nestled on the East Shore of Kauai in Anahola. This spacious residence features soaring vaulted ceilings and large sliding glass doors that open to a expansive lanai, perfect for lounging or dining al fresco.

3 bedroom
3 bathroom
Sleeps 6

from $1,400

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Charming Ocean View Beach Condo with Modern Amenities

Charming Ocean View Beach Condo with Modern Amenities

Discover this charming second-floor condo nestled close to sparkling beaches, offering an ideal retreat for your seaside vacation. The well-appointed bedroom features a comfortable queen-sized bed, providing restful nights after a day of sun and surf.

2 bedroom
1 bathroom
Sleeps 4

from $321

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Beautiful Makai Golf Course View Vacation Home

Beautiful Makai Golf Course View Vacation Home

Experience the beauty of Hawaii in this stunning vacation home overlooking the lush greens and fairways of Makai Golf Course. Large windows and a spacious lanai provide breathtaking views and a gentle breeze from the trade winds. The beautifully furnished interior features a vaulted ceiling in the great room, creating an open and inviting atmosphere perfect for gathering with family and friends.

3 bedroom
3 bathroom
Sleeps 6

from $386

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Lokelani 1BR Condo with Ocean Views on Maui

Lokelani 1BR Condo with Ocean Views on Maui

A105 Lokelani is a beautifully renovated 1-bedroom condo designed to enhance your Hawaiian vacation experience. Its modern, Indonesian-inspired interior combines simplicity with style, creating a welcoming space that showcases breathtaking views of Molokai and Lanai.

2 bedroom
1 bathroom
Sleeps 4

from $280

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Luxury Maui Resort on Kanapalli Golf Course

Luxury Maui Resort on Kanapalli Golf Course

Discover this amazing resort property situated on the beautiful Kanapalli golf course, offering a perfect blend of luxury and convenience. Walk to the popular Whaler's Village shopping and dining area, making it easy to explore Maui’s vibrant scene.

2 bedroom
2 bathroom
Sleeps 8

from $913

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Poipu Beach Oceanview Villa with Pool & Tennis

Poipu Beach Oceanview Villa with Pool & Tennis

Discover this stunning two-bedroom villa nestled in the heart of Poipu Beach, Kauai, offering breathtaking ocean views and a wealth of resort amenities. Located just steps from the shoreline and a short walk to Brennecke's Beach and Poipu Beach Park, this villa provides the perfect tropical escape for families, couples, or groups seeking relaxation and adventure.

2 bedroom
2 bathroom
Sleeps 4

from $635

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Poipu Honeymoon Vacation Rental on Kauai's Sunny South

Poipu Honeymoon Vacation Rental on Kauai's Sunny South

Experience the charm of this brand new Poipu vacation hideaway nestled within the luxurious Poipu Beach Estates on Kauai's sunny south shore. Ideal for honeymooners and couples celebrating anniversaries, this turnkey villa suite offers a perfect blend of comfort, culture, and natural beauty.

1 bedroom
1 bathroom
Sleeps 2

from $272

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Sugar Beach Resort 513 Maui Beachfront Condo

Sugar Beach Resort 513 Maui Beachfront Condo

Escape to Sugar Beach Resort 513, a stunning beachfront condo on Maui's famous Sugar Beach. Wake up to the soothing sounds of waves and enjoy spectacular ocean views from your private lanai. This well-appointed one or two-bedroom condo offers all the comforts of home, including a fully-equipped kitchen, free WiFi, washer/dryer, and access to resort amenities such as swimming pools, BBQ areas, and lush gardens.

2 bedroom
2 bathroom
Sleeps 4

from $530

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Charming Kona Pacific Condo with Ocean Views and Resort Perks

Charming Kona Pacific Condo with Ocean Views and Resort Perks

Embrace the island lifestyle in this lively Kailua-Kona condo located in the Kona Pacific complex. This 2-bedroom, 3-bathroom vacation home offers access to fantastic resort amenities like an outdoor pool and barbecue areas. The condo features a full kitchen for all your meal prep needs, a spacious wraparound lanai with stunning ocean views accessible from the living room and bedrooms, perfect for relaxing or outdoor dining.

2 bedroom
3 bathroom
Sleeps 6

from $391

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Luxury Builder's Model with Stunning Ocean Views in Kona

Luxury Builder's Model with Stunning Ocean Views in Kona

Discover this exceptional condo, originally the builder's model, offering a blend of elegance and comfort. With over 1700 square feet of living space plus a large lanai, this unit provides the best views in the complex—breathtaking sunsets over the ocean and Kona Country Club Golf Course.

4 bedroom
3 bathroom
Sleeps 7

from $423

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Comfortable Waikiki Condo Near Beach with Pool View

Comfortable Waikiki Condo Near Beach with Pool View

Experience the comfort of this well-maintained Waikiki condo located at 2440 Kuhio Avenue, just three blocks from the beach. The unit features a relaxing lanai overlooking the pool and cityscape, perfect for unwinding after a day in the sun. Stay connected with high-speed internet and wireless access, making it ideal for both leisure and work.
Registration Number: GE-189-020-3648-01, TA-189-020-3648-01, 260240240106

2 bedroom
1 bathroom
Sleeps 5

from $194

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White Sands Village 127 - Oceanfront Hawaii Condo

White Sands Village 127 - Oceanfront Hawaii Condo

Welcome to White Sands Village #127, your perfect tropical retreat on the Big Island. This beautifully managed 2-bedroom, 2-bathroom condo is just steps from the stunning White Sands Beach on Alii Drive, offering a blend of relaxation and adventure.

3 bedroom
2 bathroom
Sleeps 6

from $337

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Charming Hawaiian Family Home Near Hanalei Bay

Charming Hawaiian Family Home Near Hanalei Bay

Puanani, meaning beautiful flower in Hawaiian, offers a serene family retreat on Kauai's North Shore. Located at the end of a peaceful cul-de-sac, this charming Hawaiian-style house is within walking distance of Hanalei Bay and the vibrant town of Hanalei.

2 bedroom
3 bathroom
Sleeps 4

from $650

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Luxury Oceanfront Condo at Royal Kahana Resort Maui

Luxury Oceanfront Condo at Royal Kahana Resort Maui

The Royal Kahana Resort stands out as one of West Maui's premier vacation spots, offering guests a luxurious beachfront experience on the beautiful white sands of Kahana Beach. Ideally situated between the renowned Ka`anapali and Kapalua resorts, in the tranquil community of Kahana, this location puts you just minutes away from Maui’s top attractions and activities, making it an excellent choice for your tropical escape.

1 bedroom
1 bathroom
Sleeps 4

from $327

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