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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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Charming Maui Vista Condo Near Charley Young Beach

Charming Maui Vista Condo Near Charley Young Beach

Discover the perfect island retreat at Maui Vista 2116, a charming ground-floor condo ideally located just a short stroll from the stunning Charley Young Beach. Nestled in the vibrant South Kihei area, this updated rental offers an inviting blend of comfort, style, and convenience for up to four guests.

1 bedroom
1 bathroom
Sleeps 4

from $268

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Stunning 2BR Maui Condo with Ocean and Mountain Views

Stunning 2BR Maui Condo with Ocean and Mountain Views

Escape to this beautifully upgraded two-bedroom condo in Maui, offering spectacular views of the Pacific Ocean and the West Maui Mountains. The master bedroom features a comfortable queen bed, while the second bedroom has two twin beds, perfect for families or groups.

2 bedroom
2 bathroom
Sleeps 6

from $331

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Oceanfront Maui Condo with Pool and Stunning Views

Oceanfront Maui Condo with Pool and Stunning Views

Immerse yourself in the beauty of Maui from this charming oceanfront condo located on the third floor of the Sugar Beach Resort. The unit features one bedroom with a luxurious king bed and a living room with a pull-out sofa, comfortably accommodating up to four guests.

1 bedroom
1 bathroom
Sleeps 4

from $316

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Kona Bali Kai Studio with Private Balcony and Pool

Kona Bali Kai Studio with Private Balcony and Pool

Escape to the beautiful Kona Bali Kai Resort in this charming studio apartment, ideally situated just steps from Banyan Surf Beach. This updated unit offers a private balcony with views of lush palm trees, providing a perfect setting for morning coffees or evening drinks.

1 bedroom
1 bathroom
Sleeps 2

from $188

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Charming Beachfront Condo in Kihei Akahi C-607

Charming Beachfront Condo in Kihei Akahi C-607

Unwind in paradise with this cozy sixth-floor condo located at Kihei Akahi C-607. Featuring comfortable furnishings, a community pool, and a prime location near the beach, it promises a memorable Maui getaway.
Warm wooden floors lead into a bright, spacious living area with a large HDTV and fast free Wifi, perfect for relaxing or sharing vacation moments.

1 bedroom
1 bathroom
Sleeps 2

from $241

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Luxury Kihei Condo at Maui Kamaole with Ocean Views

Luxury Kihei Condo at Maui Kamaole with Ocean Views

Experience the perfect blend of luxury and privacy at this spacious Kihei condo located within Maui Kamaole, a renowned resort just minutes from South Maui's stunning beaches. The property is ideally situated across from Kamaole Beach Park III, one of the area's top spots for swimming, snorkeling, and sunbathing.

2 bedroom
2 bathroom
Sleeps 4

from $356

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Charming Ocean View Condo at Maui Sands #6E

Charming Ocean View Condo at Maui Sands #6E

Welcome to Maui Sands #6E, a charming second-floor condo located just steps from the ocean in the peaceful Honokowai area. This cozy retreat offers a peek-a-boo view of the ocean from its corner position, providing a perfect balance of privacy and scenic beauty.

1 bedroom
1 bathroom
Sleeps 3

from $245

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Plantation Hale E7 - Convenient Kapa'a Condo

Plantation Hale E7 - Convenient Kapa'a Condo

Escape to Plantation Hale E7, a charming ground-floor condo ideally located in Kapa'a on the beautiful Garden Isle. This well-maintained home offers a seamless blend of comfort and convenience, making it a perfect base for your Hawaiian adventure.

1 bedroom
1 bathroom
Sleeps 4

from $244

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Charming Hawaii Volcano Home Near National Park

Charming Hawaii Volcano Home Near National Park

Experience a tranquil escape at Kahu 'lo - Guardian Hawk, a beautifully situated home on the Big Island. Nestled among native Ohia trees, Kahili ginger, and Hapu'u ferns, this property offers a unique blend of natural beauty and convenient access to Hawaii Volcanoes National Park, just 10 minutes away.

1 bedroom
1 bathroom
Sleeps 4

from $400

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Luxury Oceanfront Waikiki Condo with Spectacular Views

Luxury Oceanfront Waikiki Condo with Spectacular Views

Discover this luxurious oceanfront condo in Waikiki, offering stunning views and a prime location at the famous Ilikai hotel, featured in Hawaii Five-0. Wake up to panoramic ocean vistas from the master bedroom and enjoy watching passing ships, surfers, and dolphins from your private lanai.
Registration Number: TA-203-383-1936-01, W17959279-01, 260100070288

2 bedroom
2 bathroom
Sleeps 5

from $587

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Modern Ala Moana Blvd Studio with Queen Beds

Modern Ala Moana Blvd Studio with Queen Beds

Discover this beautifully remodeled studio at 1850 Ala Moana Blvd, ideally located on the quiet side of the building. It features two comfortable queen beds, a dining area for two, and a private lanai perfect for morning coffee or relaxing views.
Registration Number: TA-026-848-6144-01, 260120030047, GE-026-848-6144-01

0 bedroom
1 bathroom
Sleeps 4

from $197

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Beachfront Maui Condo with Tropical Views & Free Activities

Beachfront Maui Condo with Tropical Views & Free Activities

Welcome to Hono Kai C12, a charming and bright 1-bedroom, 1-bathroom condo nestled on the third floor of a beachfront property in Ma'alaea Bay. This tropical retreat offers stunning ocean views of Haleakala and Kaho'olawe, providing a perfect setting for your Maui getaway.

1 bedroom
1 bathroom
Sleeps 4

from $227

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Spacious 2-Bedroom Ilikai Suite in Waikiki

Spacious 2-Bedroom Ilikai Suite in Waikiki

Discover this spacious and well-appointed 2-bedroom suite at the Ilikai Hotel, nestled in the heart of Waikiki. Perfectly designed for comfort and privacy, each bedroom features its own en-suite bathroom and balcony, offering stunning views to enjoy your mornings or evenings.
Registration Number: GE-059-977-1136-01, TA-059-977-1136-01

2 bedroom
2 bathroom
Sleeps 4

from $660

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Luxurious Maui Kuleana Condo with Ocean Views

Luxurious Maui Kuleana Condo with Ocean Views

Experience the perfect Maui getaway in Condo #207 at Kuleana Resort, a beautifully appointed one-bedroom unit offering breathtaking ocean views and luxurious features. The interior boasts exquisite travertine tile flooring that keeps the space cool and inviting, complemented by gleaming granite countertops in the fully equipped gourmet kitchen with top-of-the-line stainless steel appliances.

1 bedroom
1 bathroom
Sleeps 4

from $250

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Sea View Condo at Pono Kai Resort Kapaa

Pono Kai Resort J101 offers a beautifully furnished condo in the heart of Kapaa. With a modern design, flatscreen TV, kitchenette, and air conditioning, it provides comfort and convenience for your stay.
Guests enjoy access to the resort’s pool, and Haena Beach Park is just a short walk away, perfect for relaxing days on the beach.

1 bedroom
1 bathroom
Sleeps 2

from $294

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Luxury 4-Bedroom Home with Ocean & Mountain Views in Mauna Olu

Luxury 4-Bedroom Home with Ocean & Mountain Views in Mauna Olu

The prospect of enjoying breathtaking sunsets, expansive ocean, and mountain views from both your bedroom and patio creates an idyllic setting. This modern four-bedroom private residence is nestled within the secure, 24-hour gated community of Cottages of Mauna Olu, located in the scenic Makaha Valley.
Registration Number: 840291500066, GE-193-936-7424-01, TA-193-936-7424-01, 1603

4 bedroom
2 bathroom
Sleeps 8

from $731

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Mahina Surf 225 Ocean View Condo with Pool

Mahina Surf 225 Ocean View Condo with Pool

Step into Mahina Surf 225, a charming second-floor condo perfect for your Maui getaway. This well-appointed unit offers breathtaking ocean views from the furnished balcony, ideal for relaxing after a day exploring the island.
Inside, you'll find a fully equipped kitchen with a breakfast bar, perfect for preparing and enjoying meals.

2 bedroom
2 bathroom
Sleeps 6

from $318

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Palms Studio Suite with Pool and BBQ Area

Palms Studio Suite with Pool and BBQ Area

Discover this charming studio suite at The Palms, recently upgraded for your comfort. The unit features a cozy queen size bed and an easy-to-set-up pullout sofa bed suitable for two guests, making it ideal for families or small groups. Fresh white cotton linens and towels provide a clean, inviting atmosphere, complemented by a large, colorful beach towel for your outings.
Registration Number: 260120030077, GE-103-111-2192-01, TA-103-111-2192-01

0 bedroom
1 bathroom
Sleeps 4

from $204

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Charming Corner Townhome in Puamana Maui

Charming Corner Townhome in Puamana Maui

This charming corner townhome is situated in the heart of Puamana, offering a perfect blend of comfort and scenic beauty. The spacious kitchen features a large garden window, Berber carpeting, and glass block accents, creating a warm and inviting atmosphere.

1 bedroom
2 bathroom
Sleeps 4

from $262

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Luxury 2BR/3BA Waipouli Beach Resort Kauai

Luxury 2BR/3BA Waipouli Beach Resort Kauai

Welcome to our luxurious 2-bedroom, 3-bath condo at Waipouli Beach Resort in the heart of Kauai, Hawaii. This well-appointed rental combines comfort and elegance, featuring a Hawaiian-inspired color scheme and sophisticated crown molding. Each bedroom is furnished with a plush California King-size bed, ideal for families or couples seeking a relaxing escape.

2 bedroom
3 bathroom
Sleeps 6

from $614

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Kona Ocean View Escape with Sunset & Sunrise Views

Kona Ocean View Escape with Sunset & Sunrise Views

Welcome to Kona Ocean View Escape! Nestled in the heart of Downtown Kona, this charming condo offers unobstructed views of the stunning West Hawaii sunsets every evening and breathtaking mountain sunrises each morning. The spacious open floor plan features a sliding divider for added privacy in the bedroom, with stylish tiles and hardwood floors that create a warm, inviting atmosphere reminiscent of a home away from home.

1 bedroom
1 bathroom
Sleeps 4

from $518

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Waikoloa Resort Vacation Home with Amenities

Waikoloa Resort Vacation Home with Amenities

This resort offers a blend of comfort and activities for an unforgettable Hawaii vacation. Relax in the refreshing swimming pool or unwind in the hot tub after a day of exploring. Stay active with tennis courts and a fully equipped fitness center, ideal for keeping up with your exercise routine.

1 bedroom
1 bathroom
Sleeps 4

from $266

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"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West

"Da Koa Bar" Paradise at Turtle Bay Unit 113 - Kuilima Estates West

The Kuilima Estates Condos offer a fantastic vacation experience on the renowned North Shore of Oahu, nestled among the prestigious Turtle Bay Resort. This location provides limitless activity options, from relaxing on the lanai to exploring nearby golf courses, including the Fazio and Palmer courses.
Registration Number: STR# 1451, TA-151-868-3136-01, GE-151-868-3136-01, 570010290113

2 bedroom
1 bathroom
Sleeps 6

from $403

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Peaceful Pali Ke Kua Condo with Ocean Views

Peaceful Pali Ke Kua Condo with Ocean Views

Escape to paradise at Pali Ke Kua, a tranquil retreat nestled in the lush landscapes of Princeville on Kauai's North Shore. This spacious private condo offers breathtaking views of the Hanalei mountains from your own lanai, perfect for relaxing after a day exploring the island.

2 bedroom
2 bathroom
Sleeps 4

from $380

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Wavecrest Resort C316

Discover Wavecrest C316, a stunning two-bedroom, one-and-a-half-bath ocean view condo situated on the third floor of the C complex at Wavecrest. This beautifully remodeled unit offers high-end amenities, a modern kitchen, stylish fixtures, and a flatscreen TV with a DVD player for your entertainment.

2 bedroom
1 bathroom
Sleeps 4

from $216

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Cozy Oceanview Room at Cliffs Resort Princeville

Cozy Oceanview Room at Cliffs Resort Princeville

Escape to The Cliffs Resort at Princeville, nestled on 22 lush acres overlooking the Pacific Ocean on Kauai's stunning North Shore. This cozy 350 sq ft private room offers a comfortable king bed, flat-screen cable TV, microwave, mini fridge, and a private balcony facing the parking area.

1 bedroom
1 bathroom
Sleeps 2

from $264

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Waikiki Grand Hotel Studio Suite with Ocean Views

Waikiki Grand Hotel Studio Suite with Ocean Views

Experience the vibrant energy of Waikiki from this legally permitted and well-maintained studio suite at Waikiki Grand Hotel. Located just 20 feet from the iconic Hula's Bar & Lei Stand, this accommodation offers the perfect blend of comfort and convenience for your Hawaiian holiday.

Registration Number: 260270310008, TA-171-863-6544-01, GE-171-863-6544-01

0 bedroom
1 bathroom
Sleeps 2

from $168

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Molokai Beachfront Condo at Kaluakoi Resort

Molokai Beachfront Condo at Kaluakoi Resort

Experience breathtaking sunsets, pristine white-sand beaches, and gentle ocean breezes in this stunning beachfront condo located at Kaluakoi Resort on Molokai. This tranquil island retreat offers a perfect escape from everyday life. The condo comfortably sleeps four, featuring a bedroom with a king-sized bed and a queen sofa-bed in the living area.

1 bedroom
1 bathroom
Sleeps 4

from $230

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Waiakea Villas 2-207 Poolside Condo in Big Island

Waiakea Villas 2-207 Poolside Condo in Big Island

Escape to this charming condo at Waiakea Villas 2-207, ideally situated on the north side of the Big Island. The bright, spacious interior welcomes you with a relaxing atmosphere, perfect for unwinding after your adventures. The condo overlooks a serene pool and shimmering koi stream, providing a peaceful backdrop for your stay.

1 bedroom
1 bathroom
Sleeps 4

from $207

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Waikiki Studio with Pool & Central Location

Waikiki Studio with Pool & Central Location

Experience the perfect Waikiki getaway in this professionally managed studio apartment located at 444 Kanekapolei St #1507. The high-floor unit offers a comfortable queen bed and a pullout sofa, ideal for singles or couples. The air-conditioned space features a kitchenette with a fridge, countertop hotplate, microwave, and coffee-maker, making it easy to prepare meals during your stay.
Registration Number: TA-072-612-0448-01, GE-072-612-0448-01, 260210160198

1 bedroom
1 bathroom
Sleeps 4

from $181

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Oceanfront Maui Condo with Stunning Views and Whale Watching

Oceanfront Maui Condo with Stunning Views and Whale Watching

Escape to this charming oceanfront condo located in the heart of Kahana, Maui, offering breathtaking views of the ocean, whales, and the coastline. The spacious studio is decorated in a Hawaiian style, featuring large windows and a mirrored wall that amplifies the stunning ocean vistas.

1 bedroom
1 bathroom
Sleeps 3

from $216

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Waikiki Sunset Ocean View Studio with Pool & WiFi

Waikiki Sunset Ocean View Studio with Pool & WiFi

Welcome to your perfect Waikiki getaway! This 20th-floor studio at Waikiki Sunset offers stunning ocean views and modern comforts. The space includes a comfortable king-size bed in the bedroom and a queen sofa bed in the living area, providing ample sleeping space for up to four guests.
Registration Number: TA-068-483-1232-01, GE-068-483-1232-01, 260280110182

1 bedroom
1 bathroom
Sleeps 4

from $365

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Molokai Beachfront Condo with Stunning Ocean Views

Molokai Beachfront Condo with Stunning Ocean Views

Our condo located in Bldg 25, #2253 on 'Malibu Row' offers unparalleled unobstructed blue and white water views and breathtaking sunsets from the lanai. Listen to the soothing surf surrounding Kaliaka Rock, a historic site once used by the Dole Pineapple Company for unloading harvested pineapples onto barges.

2 bedroom
1 bathroom
Sleeps 4

from $154

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Poipu Beach 2BR Condo Near Brennecke's

Discover this charming two-bedroom condo located just 200 steps from the stunning Poipu Beach and Brennecke's Beach Restaurant. The unit is fully furnished with two comfortable queen beds, air conditioning in each bedroom, and a TV in every room, ensuring a relaxing stay.

2 bedroom
1 bathroom
Sleeps 4

from $456

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Waikoloa Fairways C119 Family-Friendly Condo

Waikoloa Fairways C119 Family-Friendly Condo

Enjoy a relaxing family vacation at Waikoloa Fairways C119, a bright and inviting condo in a scenic resort setting. This ground-floor unit offers all the comforts of home, including a spacious living area with three cozy sofas and a TV with cable, perfect for unwinding after a day of adventure.

2 bedroom
2 bathroom
Sleeps 4

from $240

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Hawaiian Condo with Diamond Head View in Waikiki

Hawaiian Condo with Diamond Head View in Waikiki

Located in a peaceful neighborhood just three blocks from the iconic Waikiki Beach, this unique condominium offers a perfect blend of comfort and stunning views. The interior is decorated in vibrant tropical and Hawaiian motifs, creating a relaxing island atmosphere.
Registration Number: TA-082-280-3456-01, GE-082-280-3456-01, 260280110054

2 bedroom
1 bathroom
Sleeps 7

from $303

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Charming 1BR Maui Condo near Beaches & Pools

Charming 1BR Maui Condo near Beaches & Pools

Experience the perfect Maui getaway at Kihei Akahi C616, a cozy and well-equipped condo that comfortably sleeps up to 4 guests. Located just across the street from stunning white sand beaches, this sixth-floor unit offers breathtaking mountain and ocean views from the lanai, where you can unwind after a day of adventures.

1 bedroom
1 bathroom
Sleeps 4

from $212

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Private Kauai Beach Resort Room with Ocean View

Private Kauai Beach Resort Room with Ocean View

Experience a peaceful stay in this privately owned second-floor unit at Outrigger Kauai Beach Resort & Spa. The unit features two comfortable Queen beds and offers scenic views of the park and partial ocean glimpses from the balcony, perfect for relaxing after your island adventures.

1 bedroom
1 bathroom
Sleeps 4

from $245

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Stylish Kapahulu Ave Condo with Diamond Head Views

Stylish Kapahulu Ave Condo with Diamond Head Views

Experience the vibrant energy of Honolulu from this legally permitted rental at 134 Kapahulu Ave #911. The condo offers breathtaking views of Diamond Head, Kapiolani Park, and Kuhio Beach, visible from the spacious lanai where you can enjoy sunrise and sunset vistas.
Registration Number: GE-212-825-7024-01, TA-212-825-7024-01, 260270310158

1 bedroom
1 bathroom
Sleeps 2

from $199

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Hawaiian Garden View Condo Near Pool with Modern Amenities

Hawaiian Garden View Condo Near Pool with Modern Amenities

This charming one-bedroom condo offers a lush garden view and is conveniently located near the pool within the upper complex. Adorned with beautiful Hawaiian decor throughout the living room and bedroom, it creates a warm, inviting atmosphere for your stay.

1 bedroom
1 bathroom
Sleeps 2

from $233

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Spacious 1BR in Keauhou Gardens with Ocean View

Spacious 1BR in Keauhou Gardens with Ocean View

Welcome to Keauhou Gardens 11-101, a spacious one-bedroom, one-bath unit situated in the lush 21-acre Keauhou Gardens within the Kona Coast Resort. This private condo offers a comfortable and relaxing retreat with access to an array of resort amenities, including two pools, hot tubs, tennis courts, shuffleboard, a workout room, and beach volleyball.

1 bedroom
1 bathroom
Sleeps 4

from $247

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Hanalei Bay Resort 4206 - Ocean View Studio

Hanalei Bay Resort 4206 - Ocean View Studio

Escape to Hanalei Bay Resort 4206, a beautifully located corner studio offering breathtaking views of lush tropical grounds, Hanalei Bay, and distant mountains. This inviting space features air-conditioning, a king bed, a full bathroom with a tub and shower, a mini fridge, and a coffee maker, along with a private lanai perfect for relaxing while soaking in the scenery.

1 bedroom
1 bathroom
Sleeps 2

from $299

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Beachfront Condo at Islander on the Beach 155

Beachfront Condo at Islander on the Beach 155

The Islander on the Beach 155 offers a perfect escape with stunning oceanfront views and easy access to the beach, shopping, and dining. This cozy condo features a comfortable studio layout where you can unwind after a day in the sun. The living space includes a TV, air conditioning, and a lanai to enjoy the ocean breeze and waves crashing nearby.

1 bedroom
1 bathroom
Sleeps 4

from $265

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Mauna Kai 8 - Tropical Family Vacation Condo

Mauna Kai 8 - Tropical Family Vacation Condo

Escape to Mauna Kai 8, a spacious 3-bedroom plus loft condo nestled in the lush landscapes of Kauai's North Shore. This tropical retreat offers stunning jungle views from large windows and relaxing lanais, creating an ideal setting for family vacations.

3 bedroom
2 bathroom
Sleeps 8

from $892

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Oceanfront Kona Condo with Sunset Views and Amenities

Oceanfront Kona Condo with Sunset Views and Amenities

Escape to this beautiful oceanfront condo on the Kona Coast, offering breathtaking sunset views and whale sightings right from your lanai. Located on the second floor, this spacious 2-bedroom, 2-bathroom unit features a king bed in the primary bedroom, a queen in the guest room, and a queen sleeper sofa in the living area.

2 bedroom
2 bathroom
Sleeps 6

from $357

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Waikiki Studio with Balcony and Modern Upgrades

Waikiki Studio with Balcony and Modern Upgrades

Enjoy a comfortable and stylish stay at this legally permitted Waikiki studio located at 2425 Kuhio Ave. Recently upgraded in April 2020, the suite offers modern features including brand new ultra-quiet sliding doors and a super cooling split A/C system, ensuring a peaceful and refreshing environment for your Hawaiian vacation.

Registration Number: 260230670060, GE-137-159-7312-01, TA-137-159-7312-01

0 bedroom
1 bathroom
Sleeps 2

from $192

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Charming Kihei Akahi C501 with Beach Access

Charming Kihei Akahi C501 with Beach Access

Welcome to Kihei Akahi C501, a beautifully appointed condo ideally situated right across from the renowned Kamaole Beach Park II in Maui. This vacation home offers a perfect blend of comfort, convenience, and stunning ocean views, making it an ideal choice for your Maui getaway.

1 bedroom
1 bathroom
Sleeps 2

from $248

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Kauai Beach Resort #3124 Ocean View Room

Kauai Beach Resort #3124 Ocean View Room

Experience the beauty of Kauai from this comfortable ground-floor room at Kauai Beach Resort, situated on a three-mile sandy beach on the island's eastern shore. The resort offers a perfect blend of natural beauty and luxurious amenities, making it an ideal getaway destination.

1 bedroom
1 bathroom
Sleeps 2

from $285

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Remodeled Maui Vista 3201 Condo near Beaches

Remodeled Maui Vista 3201 Condo near Beaches

Remodeled in 2024! Maui Vista 3201 is situated in one of Kihei's prime locations, offering the perfect base for your Maui holiday. This charming 1-bedroom, 1-bath condo combines comfort and convenience, just minutes from stunning beaches, delicious dining, shopping, and golf courses.

1 bedroom
1 bathroom
Sleeps 4

from $238

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Beautiful Oceanfront 2BR/2BA Condo in Menehune Shores

Beautiful Oceanfront 2BR/2BA Condo in Menehune Shores

Experience the perfect Maui getaway in this beautifully decorated oceanfront condo located at Menehune Shores in South Kihei. This second-floor unit offers breathtaking views of the Pacific Ocean, West Maui Mountains, and neighboring islands Kaho'olawe and Lanai.

2 bedroom
2 bathroom
Sleeps 5

from $377

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