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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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Renovated Waikoloa Condo with Pool & Views

Escape to Paniolo Greens at Waikoloa C212, a recently renovated corner condo offering a perfect blend of comfort and island charm. This spacious, well-appointed retreat features colorful artwork, warm wood finishes, and stunning views of volcanoes and golf courses from the shaded, covered lanai.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Waikoloa Village

from $347 

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Charming Maui Condo Near Kamaole Beach I with Ocean Views

Located on the 5th floor, this charming Maui condo offers stunning views of the Pacific Ocean and West Maui mountains from your private lanai. Perfectly positioned directly across from Kamaole Beach I, it provides easy access to pristine sands, swimming, and sunbathing.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $235 

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Charming Ocean-View Condo near Beaches and Shops

Our Prince Kuhio 206 condominium is a charming and recently updated one-bedroom unit, perfect for a relaxing Kauai getaway. The condo features stylish slab granite counters, new kitchen and bath tile, plush new carpet, and modern appliances, including cookware for those who enjoy cooking.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Koloa

from $286 

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Waikiki Banyan Cozy Condo with Ocean View

Aloha from Midway Vacations! Our expert team is dedicated to making your Hawaiian escape unforgettable with professionally maintained, clean properties and 24/7 support. Discover this inviting 7th-floor condo at Waikiki Banyan, just a block from world-famous waves and offering a partial ocean view.
Registration Number: TA-030-906-3680-01, GE-030-906-3680-01, 260250050446, Permit #: 2212-CCH-0687

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $452 

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Napili Bay Resort Condo 217 Oceanfront Retreat

Discover the perfect escape at Napili Bay Resort condo 217, a serene and cozy retreat with breathtaking partial ocean views from the lanai. This oceanfront studio offers a tranquil atmosphere and direct access to the white sandy beach, making it an ideal spot for relaxation and adventure.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Lahaina

from $243 

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Oceanfront Kona Reef Condo with Pool & Ocean Views

Discover this inviting oceanfront condo at Kona Reef, offering breathtaking views of the ocean and pool from a spacious lanai. The open floor plan features a comfortable living room with a queen-sized sofa bed, perfect for relaxing while enjoying the scenic vistas or watching cable TV.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kailua-Kona

from $292 

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Remodeled Oceanfront Condo in Kailua-Kona

Experience the charm of Kailua-Kona in this beautifully remodeled top-floor 1-bedroom, 1-bath condominium at Casa De Emdeko. Located in the heart of Kailua-Kona, this property offers convenient access on the 3rd floor near the elevator, making it ideal for easy living.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $214 

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Luxury Oceanfront Condo at Honua Kai Maui

Aloha and welcome to Maui! Our unit 925K at Honua Kai Resort and Spa offers a stunning oceanfront experience with breathtaking views from every room. This beautifully decorated, spacious 3-bedroom, 3-bath condo is located on the 9th floor of the prestigious Konea Tower, providing front-facing ocean views that captivate from every window.

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Lahaina

from $1,285 

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Beachfront Studio at Kapa'a Sands on Kauai

Discover the charm of Kapa'a Sands 04, a beautiful ground-floor studio nestled right on Kauai's east coast. This cozy retreat offers direct access to the beach from your back lanai, allowing you to enjoy the soothing sounds of the surf and breathtaking sunrises every morning.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kapaa

from $406 

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Charming Ocean-View Condo Near Charley Young Beach

A vibrant, tropical retreat nestled in the heart of South Kihei, this beautifully renovated condo offers a perfect blend of comfort and convenience. Situated on the third floor of the third building away from the busy South Kihei Road, it provides a peaceful environment with a peek-a-boo ocean view and expansive views of Haleakala, making it an ideal spot for relaxation.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $194 

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Luxury Family Vacation Home in Hawaii with Pool

Experience the comfort and luxury of our spacious Hawaii vacation home, perfect for families or groups. The property features four bedrooms, including a large master suite with a spa-like bath, and accommodates up to 12 guests comfortably. With over 150 detailed pictures in the listing, you'll get a clear sense of the home's inviting atmosphere.

• 4 bedroom
• 2 bathroom
• Sleeps 10

Hawaii> Keaau

from $598 

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Remodeled 2-Bedroom Ground Floor Condo Near Kamaole II Beach

Welcome to our beautifully remodeled two-bedroom ground floor condo located in the scenic Kihei Akahi Resort. Designed with your comfort in mind, this unit offers a perfect Maui getaway with modern touches and thoughtful amenities.
Located in South Kihei on Maui's southwest coast, the condo is just steps from the stunning Kamaole II Beach, renowned for its white sands, excellent swimming, snorkeling, and breathtaking sunsets.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $425 

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Oceanfront 3-Bedroom Home on Waimea Bay

Experience the ultimate oceanfront retreat in this beautifully furnished 3-bedroom home on Waimea Bay, nestled directly on Hawaii's North Shore. The prime location offers breathtaking views from the covered lanai, where you can relax just feet from the surf and watch whales, dolphins, turtles, surfers, rainbows, and stunning sunsets unfold before your eyes.
Registration Number: 124-368-8960-01, TA-124-368-8960-01, GE-124-368-8960-01, 124368896001

• 3 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Haleiwa

from $939 

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Ocean View Condo at Plantation Hale Kauai

Discover a beautifully remodeled condo at Plantation Hale, offering stunning ocean views and a prime location right across from the beach. This two-story, laid-back complex provides a peaceful retreat with modern upgrades and easy access to Kauai's top attractions.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kapaa

from $525 

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Luxury Oceanfront Vacation Home in Princeville Kauai

Welcome to Surf Song, a luxurious private vacation home nestled on a bluff overlooking the breathtaking Pacific Ocean in Princeville, Kauai. This elegant, modern residence offers four air-conditioned bedrooms, each with en-suite bathrooms, ensuring comfort and privacy for all guests.

• 4 bedroom
• 4 bathroom
• Sleeps 10

Hawaii> Princeville

from $2,278 

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Heavenly Ocean View Kailani Suite in Hana Maui

The Kailani Suite, meaning "Heavenly Sea" in Hawaiian, offers a breathtaking oceanfront experience in Hana, Maui. Located at Hana Kai Maui Resort, this top-floor corner suite provides unparalleled privacy and expansive views of the Pacific Ocean from every room, including a generous 200-foot covered lanai perfect for outdoor dining, relaxing, or simply soaking in the scenery.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Hana

from $419 

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Stunning Ocean View Maui Condo with Wi-Fi

Discover this beautiful second-floor Maui condo offering breathtaking ocean views and free wireless internet access. The unit features unobstructed vistas of the ocean, sunrise and moonrise over Haleakala, and stunning Maui sunsets from your private lanai.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $275 

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Sandpiper Village in Princeville with Pool & Beach Access

Welcome to Sandpiper Village, ideally situated in the scenic North Shore Princeville Resort area. This inviting property is within walking distance to pristine beaches perfect for swimming, snorkeling, and surfing. Golf enthusiasts will appreciate its proximity to Princeville Makai Golf Course, along with nearby tennis courts, restaurants, and shopping venues.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Princeville

from $218 

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Spacious 2BR Villa Near A-Bay Beach in Waikoloa

Discover your perfect Hawaiian retreat at our spacious 2-bedroom, 2-bathroom villa located in the peaceful "B" building of Waikoloa Fairway Complex. Situated on the ground floor, this condo offers easy access to the lush grassy area, ideal for outdoor games or relaxing evenings star gazing.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Waikoloa Village

from $337 

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Kapalua Golf Villa 25P 3&4 - Ocean View Retreat

Welcome to Kapalua Golf Villa 25P 3&4, a stunning 2-bedroom, 2-bathroom retreat nestled on the scenic Kapalua Bay Course. This spacious villa comfortably hosts up to 6 guests, offering a perfect blend of luxury, comfort, and natural beauty. The fully equipped kitchen features granite countertops and full-size stainless-steel appliances, ideal for preparing delicious meals.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $492 

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Charming 1-Bedroom Maui Condo Near Beaches

Escape to the sunny shores of Kihei, Maui, and enjoy a comfortable and convenient island retreat at our charming 1-bedroom condo. Located just an 18-minute drive from the stunning Wailea Beach and only 10 minutes from the pristine Kamaole Beach Park, this property offers the perfect base for exploring the natural beauty of Maui.

• 1 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Kihei

from $285 

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Charming Beachfront Condo in Kihei with Ocean Views

This charming walk-up condo in the first building of Kihei Kai Nani offers an unbeatable location across from the stunning Kamaole II Beach, one of Maui's most beautiful shorelines. Positioned just 200 feet from the sand, you can step outside onto your lanai and choose your perfect swimming moment.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $279 

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Aulani Disney Resort & Spa on Oahu's Ko Olina

Aulani, a Disney Resort & Spa, is ideally situated on the picturesque beaches of Ko Olina on Oahu. Surrounded by lush mountains and shimmering ocean, this resort offers a peaceful retreat away from the bustling Waikiki, yet provides easy access to the island's attractions.
Registration Number: 12385684, TA-067-063-9616-01, GE-067-063-9616-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kapolei

from $767 

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Luxury 3BR Condo in Wailea Grand Champions

Built in Building 10, Unit #94, this stunning condo offers a fully renovated space with new roof, carpet, appliances, and a new bed, providing a fresh and luxurious environment. The spacious 3-bedroom, 2-bath layout is ideal for families or groups seeking comfort and style.

• 3 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Wailea

from $649 

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Oceanfront 1BR at Kahana Sunset B4B Maui

Welcome to Kahana Sunset B4B by Gather, managed by the Stice Team. This beautifully remodeled one-bedroom, one-bath condo offers 700 sq. ft. of comfortable living space decorated with warm Hawaiian accents. From your private lanai, enjoy breathtaking views of Keoni Nui Bay, ideal for sunsets and seasonal whale watching, surrounded by fragrant plumeria trees.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $346 

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Remodeled Maui Oceanview 2-Bedroom Condo

Discover this beautifully remodeled unit at Kaanapali Shores, offering stunning ocean views from the bedrooms and living room. This 2-bedroom, 2-bath condo was renovated in 2020 with modern upgrades including a full kitchen, new appliances, and stylish artwork.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $608 

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Charming Maui Studio Condo with Pool & Beach Access

Welcome to our inviting Maui studio condo, ideal for a relaxing getaway. This cozy and clean space accommodates up to 4 guests with a comfortable California king bed and a queen futon. The condo’s second-floor balcony offers stunning views of Maui’s sunsets and is perfect for morning coffee or evening relaxation.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $208 

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Charming 1-Bedroom Condo in Kihei Alii Kai

Discover this charming 1-bedroom condo at Kihei Alii Kai, offering a spacious 700 sq ft layout plus a 150 sq ft lanai with a lovely garden view of plumeria trees and lush foliage. Its prime ground-floor location provides easy access to the pool, barbecue area, and the nearby beach just one block away, making it ideal for travelers seeking convenience and privacy.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei,Maui

from $219 

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Beautiful Maui Beachside Condominium with Pool & Ocean Views

Located in a prime area of Maui, this charming condominium offers the perfect blend of relaxation and adventure. Less than two minutes from the beach and a large swimming pool, the unit provides a tranquil retreat away from street noise, situated on the second floor for added privacy and quietness.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $238 

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Beachfront Vacation Home in Haleiwa North Shore

Discover this legally licensed beachfront vacation rental nestled on a pristine white sandy beach at the end of a quiet cul-de-sac. This charming home offers ample space and privacy, ideal for a peaceful holiday escape. Located just a short drive from the historic town of Haleiwa, a vibrant hub of cafes, art galleries, boutiques, and local shops that showcase the authentic Hawaiian culture.
Registration Number: TA-158-481-4592-01, 660300320000, GE-158-481-4592-01

• 3 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Haleiwa

from $2,492 

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Puamana Maui Oceanview Townhome with Pool Access

5-bath townhome offers a peaceful retreat amidst Maui�s natural beauty. Situated within a secure, low-density gated community, the property provides spectacular ocean views, breathtaking sunsets, and the soothing sound of waves from your private lanai.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $676 

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Oceanfront Maui Condo at Polynesian Shores

Welcome to Polynesian Shores 120, your perfect island retreat in Maui! This beautifully decorated condo features warm tropical decor, creating a cozy, inviting atmosphere. After exploring Maui’s stunning scenery, unwind in the living room on a plush sofa that folds into a queen bed, perfect for extra guests.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $197 

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North Shore Hawaii Condo with Golf and Beach Access

The charming North Shore of Hawaii offers a tranquil escape with this spacious condo, perfect for families or groups. Featuring 1 bedroom, 1 bath, and a loft, it comfortably sleeps 6 guests. The unit is fully air-conditioned, ensuring comfort during warm Hawaiian days.
Registration Number: 570010290074, TA-206-269-4400-01, GE-206-269-4400-01

• 2 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Kahuku

from $558 

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Molokai Oceanfront Condo with Stunning Beach Views

This charming second-floor condo on Molokai offers a perfect island retreat with stunning ocean views and direct beach access. The one-bedroom plus sleeping loft comfortably sleeps six, making it ideal for families or groups. Recently upgraded, the condo features a fully equipped kitchen with new dishes, a coffee maker, crockpot, and blender, perfect for preparing meals or snacks after a day at the beach.

• 2 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Maunaloa

from $230 

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Charming Kihei Kai Nani Condo Near Kamaole Beach

This charming condo at Kihei Kai Nani offers an ideal Maui escape, nestled on 6 lush acres in sunny South Kihei. Perfectly situated near Kamaole II Beach Park, this property combines convenience and comfort for a memorable vacation.
Located just a short walk from some of Kihei’s best restaurants and shops, the resort provides easy access to a variety of beach activities, including snorkeling in crystal-clear waters, stand-up paddleboarding, seasonal whale watching, and breathtaking sunsets.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $223 

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Oceanfront Maui Getaway at Sugar Beach Resort

A perfect oceanfront retreat at Sugar Beach Resort in Kihei, Maui. Wake up to breathtaking sunrise and sunset views from your lanai. This second-floor unit offers a fully equipped kitchen, washer/dryer, and modern amenities for a comfortable stay.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $495 

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Luxury Big Island Vacation Home at KaMilo 111

Welcome to KaMilo 111, your ideal Big Island retreat! Step inside this beautifully furnished home and feel the stress melt away as you open the 15-foot pocket doors onto your spacious lanai. Surrounded by lush greenery, this residence offers three large bedrooms, each equipped with high-definition TVs and plush beds, providing a perfect sanctuary after a day exploring the island.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kamuela

from $703 

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Waikoloa Villages E108 Golf Course Condo with Ocean View

Escape to Waikoloa Villages E108, a delightful island condo offering stunning views of the sixth hole at The Village Course. Whether you're relaxing on the private furnished patio or enjoying the shared amenities, this property provides the perfect base for your Hawaiian vacation.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Waikoloa Village

from $284 

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Oceanview Wailea Condo with Pool & Lanai

Welcome to our stunning Oceanview retreat located in the sought-after Palms at Wailea. This beautifully updated ground-floor 1-bedroom, 2-bathroom condo offers an ideal Hawaiian escape with all the comforts and amenities you need for a memorable vacation.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $444 

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Luxury North Shore Kauai Vacation Home with Pool

Welcome to your luxurious North Shore Kauai retreat! 5-bath home is nestled among lush tropical foliage, offering a serene escape just minutes from stunning beaches and mountain vistas. The home features an open, airy layout with a chef-grade kitchen, perfect for preparing family meals or romantic dinners.

• 3 bedroom
• 2 bathroom
• Sleeps 7

Hawaii> Princeville

from $618 

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Koa Resort Unit 4i - Tropical Hawaii Getaway

Koa Resort Unit 4i offers a peaceful escape in a tropical setting on Maui. Located on the second floor, this beautifully renovated condo features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Each bedroom is equipped with split air conditioning units to ensure restful sleep after a day of exploring the island.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $557 

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Luxury 1-Bedroom Oceanfront Villa in Kapalua Bay

Experience the best of Maui in this beautifully renovated 1-bedroom, 1-bathroom villa located within the exclusive gated community of Kapalua Bay Villas. Spanning 16 acres, this oceanfront property offers stunning ocean views, direct beach access, and luxurious amenities.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $937 

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Mahina Kai Luxury Hawaii Kai Retreat with Views

Welcome to Mahina Kai by Gather, a beautiful tropical retreat nestled in a quiet cul-de-sac in Hawaii Kai. This spacious five-bedroom, three-bathroom home offers breathtaking views of Koko Crater and the deep blue Pacific, creating an ideal setting for relaxing getaways and memorable family gatherings.

Registration Number: TA-178-279-8336-01, GE-178-279-8336-01, 390730320000

• 5 bedroom
• 3 bathroom
• Sleeps 12

Hawaii> Honolulu

from $1,253 

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Mauna Lani Palm Villas Condo with Pool & Beach Access

This beautiful and spacious condo at the Palm Villas at Mauna Lani Resort offers over 1400 square feet of comfortable living space in a lush, landscaped setting. Located on Pauoa Rd, approximately 20 minutes north of Kona Airport, this 2005-built unit is part of a small, gated community of just 44 units spread across 6 acres of beautifully maintained grounds.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Waimea

from $454 

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Elegant Kona Oceanview Golf Course Condo

Located in the beautiful Keauhou Punahele community on the Big Island, this top-floor, 3-bedroom, 3-bath condo offers stunning views of the ocean and the 7th green of the Kona Country Club Ocean Course. The spacious unit has been recently renovated with a modern kitchen featuring granite countertops, a ceramic cooktop, oven, microwave, dishwasher, and fully stocked with cookware and utensils.

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Kailua-Kona

from $251 

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Luxury Princeville Hawaii Condo with Pool & Ocean Views

The Cliffs at Princeville Resort offers an idyllic Hawaiian retreat featuring a stylish 1-bedroom, 2-bath condo with breathtaking ocean views from the private walk-out lanai. This single-story, ground-floor property provides step-free access and is ideal for a relaxing vacation.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Princeville

from $358 

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Maui Banyan Q-109 Beachfront Condo Near Kamaole Beaches

Maui Banyan Q-109 is an ideal vacation condo nestled just across the street from Kamaole Beach II, offering easy access to some of Maui's most beautiful beaches. This ground-floor unit is perfect for families and groups, boasting two bedrooms, a living room, and a private patio surrounded by lush foliage for privacy.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kihei

from $417 

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Downtown Kona Ocean View Condo with Private Lanai

Discover the best of Downtown Kona at Kailua Village#701, a stunning top-floor condo offering breathtaking ocean and city views. Situated on the 7th floor in a secure high-rise, this end-unit provides unparalleled privacy and comfort.
The condo's prime corner location captures the island's refreshing breezes, with daytime onshore winds and cooler mountain breezes at night, creating a perfect climate for relaxation.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $219 

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Hawaiian Beachfront Ground Floor Condo with Ocean Views

Experience the serenity of a beachfront paradise in this recently remodeled ground-floor condo on Hawaii Island. The 812 sq. ft. unit offers direct walk-out access to a quiet, reef-protected white sandy beach, perfect for swimming, kayaking, paddleboarding, and snorkeling among vibrant tropical fish and sea turtles.
Registration Number: GE-108-734-2080-01, TA-108-734-2080-01, 1530080020011

• 1 bedroom
• 1 bathroom
• Sleeps 5

Hawaii> Hauula

from $447 

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