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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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Oceanview Oceanfront Penthouse! - Menehune Shores 619

This stunning oceanfront two-bedroom/two-bath penthouse condo offers breathtaking panoramic views and the ultimate Maui vacation experience! Perched above the Pacific, you’ll feel like you’re floating over the ocean the moment you walk through the front door.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $782 

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Beachfront Maui Luxury at Kahana Villa Resort

Experience the ultimate Maui getaway at Kahana Villa Resort, where luxurious suites offer stunning ocean views and a relaxing tropical ambiance. Each one-bedroom and two-bedroom suite is thoughtfully designed for comfort and convenience. The one-bedroom units feature a cozy queen bed in the bedroom and a queen sleeper sofa in the living area, perfect for families or couples.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $2,140 

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KPL 19 Stunning West Maui Getaway Close to the Beach Fully Remodeled 2BD Ocean View Condo

FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)
*One ticket per activity per day.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Lahaina

from $356 

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Maui Coastal Retreat with Ocean Views and Private Lanai

Experience the best of Maui at our beautifully updated coastal retreat, offering breathtaking ocean views and a spacious private lanai. Just a short stroll to world-renowned beaches, charming boutiques, and delicious local restaurants, this condo provides the perfect base for your island adventure.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kihei

from $357 

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Honua Kai Piilani Suite 2 Bedroom

2 Bedroom Piilani Suite
- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation

- Sweeping views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings for optimal views

- Oversized accordion glass doors fully open to expand lanai to living area offering more than 2,200 sq ft of indoor/outdoor living space

- Private BBQ gas grill on lanai

- Located on the 10th Floor

- Spacious open-concept living room, dining room and gourmet kitchen

- Fully equipped gourmet kitchen features Viking appliances and granite countertops

- Kitchen includes range, microwave, refrigerator, wine refrigerator, dishwasher, coffeemaker, cookware and tableware

- Master bedroom has 1 king bed

- 2nd bedroom has 1 king bed; can be split into 2 twin beds upon request

- Sofa Bed in living room

- Flat-screen TV in living room and bedrooms

- Each bedroom has large bathroom with double vanity sinks; free standing shower and large soaking tub

- Washer/Dryer in Suite

- In-room safe

- Ceiling fans

- Complimentary High Speed Internet access

- Iron and board

- In-room starter kit: dish soap & sponge, laundry detergent & dryer sheets, hand towels, paper towels and dishwasher soap

- Rollaway beds are allowed in this suite category upon request; subj. to availability & fee

- Maximum occupancy is 6

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $1,586 

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Luxury Coastal Retreat with Floor-to-Ceiling Ocean Views

Aloha! Welcome to our happy place! This newly remodeled coastal retreat offers breathtaking floor-to-ceiling ocean views from every window, providing a luxurious and serene escape by the sea. Designed by a professional interior decorator, the space combines warmth and modern elegance, featuring brand-new wood floors, high-end appliances, stylish furniture, and fixtures.
Registration Number: 260100070818, TA-140-202-6496-01, GE-140-202-6496-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $506 

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Beautiful Remodeled Ocean View Condo in Kihei

Welcome to Kihei Akahi C610, a beautifully remodeled top-floor condo offering breathtaking ocean views and modern comforts. This updated unit features high-end finishes throughout, including a cozy bedroom with a new king-size bed, ceiling fans, split AC, and a Smart TV with cable.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Wailea-Makena

from $307 

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1 Bedroom Villa, 1 King, Sofa bed, Ocean view, Balcony

A Maui Beach resort like no other near Ka'anapali
Step up to a Ka'anapali vacation and embrace a welcoming abundance of resort amenities at The Westin Ka'anapali Ocean Resort Villas. While you can enjoy whale watching, snorkeling, sailing, windsurfing and scuba diving just steps away, there are plenty of activities at our Maui beachfront resort near Lahaina that will keep the entire family entertained in Maui.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Lahaina

from $661 

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Cozy 2BR Condo in Ko Olina Resort

Welcome to Hillside Villas 1498-3 by Gather, a cozy and well-maintained two-bedroom, two-and-a-half-bath condo nestled on the outskirts of the tranquil Ko Olina Resort in Hawaii. This charming townhome offers a perfect blend of modern comfort and tropical serenity, making it an ideal retreat for your vacation or extended stay.

Registration Number: GE-065-745-0496-01, TA-065-745-0496-01, 910560130003

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kapolei

from $219 

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Charming Kihei Studio Near Beaches and Attractions

Escape to this charming studio in picturesque Kihei, Maui. Featuring a cozy bedroom with a queen bed, this rental is ideal for singles or couples seeking a relaxing getaway. Stay connected with WiFi and enjoy the comfort of air conditioning during your visit.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kihei

from $188 

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Mountain View Retreat: Rainforest Guest House Near Volcano

Escape to the tranquil rainforests near Volcano National Park with our charming guest house, nestled behind the main house amidst lush greenery. Perfect for couples or small groups seeking privacy and comfort, this cozy retreat offers a serene environment with breathtaking mountain views.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Mountain View

from $171 

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Honua Kai 1BR Oceanview Suite with Pools & Beach Access

Maui Resort Rentals presents Konea 410, a stunning 1-bedroom partial oceanview suite at Honua Kai Resort, perfect for couples or small families seeking a luxurious Maui escape. This newly launched 4th-floor suite offers 750 sq. ft. of well-appointed living space with breathtaking sunrises over the lush West Maui Mountains and glimpses of the sparkling Pacific Ocean.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $440 

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Beachfront Kailua Villa with Ocean Views

Escape to the tranquil shores of Kailua at Kailua Hale Kahakai, a spacious beachfront villa nestled on one of the most beautiful stretches of Kailua Beach. This serene property sits on a quiet flag lot, surrounded by lush palm trees and tropical flora, offering a peaceful retreat with direct access to pristine sands and sparkling blue waters of Oahu's eastern coast.

Registration Number: 430130020000, GE-039-143-1168-01, TA-039-143-1168-01

• 6 bedroom
• 5 bathroom
• Sleeps 12

Hawaii> Kailua

from $1,288 

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NEW Waipo'o Hale: Luxury 4 Bedroom Estate w/private Pool & AC

Named after one of Kauai’s most majestic places Waipo’o Falls, this brand-new home is the perfect place to enjoy all the best that Kaua’i has to offer. With luxury and elegance from the moment you pull into the driveway, Hale Waipo’o is sure to be your luxury home away from home.

• 4 bedroom
• 5 bathroom
• Sleeps 8

Hawaii> Koloa

from $1,385 

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Modern Waikiki Condo Near Beach with Ocean Views

Welcome to your tropical retreat in the vibrant heart of Waikiki! This recently upgraded one-bedroom condo offers a perfect blend of comfort, convenience, and stunning views. Just a short stroll to Waikiki Beach, renowned for swimming, snorkeling, and sunbathing, you'll be immersed in Hawaii's lively beach culture.
Registration Number: GE-188-519-8848-01, TA-188-519-8848-01, 260250050279

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $526 

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Oceanfront Hotel Rooms in Lahaina with Beach Access

Immerse yourself in the beauty and culture of Lahaina by staying in four distinct hotel rooms at this oceanfront resort. Each 350 sqft unit offers two double beds, daily housekeeping, coffee maker, and all linens and essentials, ensuring a comfortable and hassle-free stay.

• 4 bedroom
• 4 bathroom
• Sleeps 16

Hawaii> Lahaina

from $1,689 

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Royal Mauian #205 Oceanfront Condo with Views

Welcome to Royal Mauian #205, your perfect Maui vacation retreat. This beautifully maintained two-bedroom, two-bath condo offers stunning unobstructed views of the Pacific Ocean from its spacious lanai. The primary bedroom features an oceanfront king bed, while the guest bedroom has two twin beds that can be converted into a king upon request.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei, Maui

from $512 

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Charming Kahana Beach Vacation Home with Modern Amenities

Experience a comfortable and convenient getaway just a short walk from the beautiful Kahana Beach. This smoke-free vacation home offers easy access to the ocean, making it perfect for beach lovers and explorers alike. With onsite parking, you can choose to leave your car behind and enjoy a leisurely 6-minute stroll to the sand, or opt for a quick 4-minute drive to Napili Bay for more seaside adventures.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $321 

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Luxury 3-Bedroom Villa at Honua Kai Maui

Experience the epitome of tropical luxury at this exquisite 3-bedroom villa within Honua Kai Resort on Maui. Spanning over 1,600 square feet, this beautifully upgraded residence combines comfort, elegance, and modern amenities for an unforgettable getaway.

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Kaanapali

from $3,193 

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Luxury 3-Bedroom Ko Olina Resort Rental

Immerse yourself in the ultimate Hawaiian getaway at Ko Olina Kai 1105E by Gather, a beautifully furnished 3-bedroom, 2-bathroom upstairs unit nestled within the prestigious Ko Olina Resort. This luxurious retreat combines the comforts of a high-end home with the enchanting spirit of the islands, offering a perfect blend of relaxation and adventure.

Registration Number: 910560050173, GE-019-559-6288-01, TA-019-559-6288-01

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kapolei

from $441 

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Marriott's Kaua‘i Beach Club | Two Parlor Suites

Summary:
Experience the beauty of Kauai from the cozy parlor suite, the resort offers ocean views and easy access to Kalapaki Beach, consistently ranked among Hawaii's best swimming beaches. Enjoy resort amenities including a communal pool and hot tub, and relax on your private patio or balcony.

• 0 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Lihue

from $614 

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Luxury Princeville Home Near Hanalei Bay

Welcome to Hale Namakeha, a beautifully designed new construction nestled in the lush landscapes of Princeville, Kauai. This elegant residence offers the perfect blend of modern comfort and island charm. Featuring three spacious bedrooms and three pristine bathrooms, each space is thoughtfully crafted with contemporary decor and high-end finishes.

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Princeville

from $690 

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Charming 1-Bedroom Condo in Kihei with Pool & Amenities

Discover this delightful 1-bedroom condo in Kihei, Maui, ideal for a relaxing island escape. The cozy bedroom features a comfortable king bed, while the living room offers a versatile Murphy bed, perfect for extra guests. The condo boasts a full kitchen equipped with modern appliances, making dining in convenient and enjoyable.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $282 

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Oceanfront Kona Bali Kai Condo with Spectacular Views

Escape to this beautiful oceanfront condo located on Ali'i Drive in Kailua-Kona, offering breathtaking views of the Pacific Ocean. Wake up to the soothing sounds of waves and step directly onto the beach for your morning stroll or surf session.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $394 

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Luxury Ocean View 1BR Villa at Ko Olina

Experience luxury in this beautifully appointed one-bedroom villa nestled within the gated community of Marriott's Ko Olina Beach Club on Oahu. Spanning approximately 920 sqft, this elegant retreat features a plush King-size bed, a sofa bed for extra guests, and a full kitchen equipped with modern appliances including a microwave and coffee/tea maker, perfect for preparing your favorite meals and snacks.
Registration Number: TA-005-837-4656-01, GE-005-837-4656-01, 910570140000

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kapolei

from $754 

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Sunset Beach 2nd Floor Condo with Balcony and Modern Amenities

Discover this inviting 2nd floor condo at Sunset Beach, offering a comfortable and stylish retreat just steps from the beach. The condo features a private balcony perfect for enjoying ocean breezes and relaxing evenings. Inside, the tile flooring runs throughout the spacious 1200-square-foot layout, creating a clean and airy atmosphere.

• 1 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Lahaina

from $571 

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Spacious Ocean View 2-Bedroom Condo in Poipu

Escape to this spacious ocean view 2-bedroom, 2-bath condo in Poipu. The split-level layout features a full kitchen equipped with modern appliances—including stove, oven, microwave, refrigerator, dishwasher, and coffee maker—perfect for preparing delicious meals during your stay.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Koloa

from $739 

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Spacious Kapalua Beachfront Split-Level Condo Rental

Experience the comfort of this split-level condo located just steps from Kapalua Beach. The villa features tile flooring throughout, a fully equipped kitchen with stainless steel appliances, and a spacious bedroom with a king bed and master bath with walk-in shower.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $781 

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Ocean View Hawaiian Condo at Ilikai Hotel

This beautifully decorated Hawaiian-style condo is located on the 12th floor of the Ilikai Hotel, offering breathtaking views of the ocean and the iconic lagoon. The cozy interior features a cal king bed, a sofa sleeper, and a spacious lanai perfect for unwinding while enjoying the calming ocean vistas.
Registration Number: GE-141-904-0768-01, TA-141-904-0768-01

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $318 

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Luxurious 2-Bedroom Villa at Westin Kaanapali Maui

The stunning Westin Kaanapali Ocean Resort Villas North offers a spacious 2-bedroom lockoff suite with 1,300 square feet of luxurious living space, combining comfort and convenience for a perfect Maui vacation. This property is ideal for families or groups looking to enjoy a tropical escape with many key amenities of home, all at an attractive price point.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Lahaina

from $515 

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Puamana 6B Kauai Island Retreat with Private Lanai

Experience the perfect blend of comfort and convenience at Puamana 6B, a stylish island retreat nestled in Princeville, Kauai. This contemporary home offers two spacious bedrooms, each with its own private lanai, providing a serene space to unwind after a day of exploring or relaxing.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Princeville

from $365 

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NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.

Parking Pass to Mauna Lani Beach Club Included.

Welcome to the Surf House in picturesque Kulalani, a gorgeous, upscale community within the world-class Mauna Lani Resort. This charming, light-filled two-bedroom townhouse is your perfect Hawaiian escape.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Waimea

from $436 

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Luxury Oceanfront Mauna Kea Residence with Pool

This stunning oceanfront residence offers the perfect blend of luxury and comfort on the beautiful Big Island. As a newly constructed, ground-level masterpiece, it features expansive floor-to-ceiling sliding window walls that seamlessly connect indoor and outdoor living spaces, allowing you to enjoy breathtaking ocean views from every corner.

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> KAMUELA

from $3,100 

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Plumeria Suite in Waikiki with Ocean Access

Welcome to the Plumeria Suite, a vibrant and stylish apartment located in the iconic Ilikai Hotel in Waikiki. This fully furnished condo offers a comfortable Queen Bed and a sofa bed, perfect for couples or small families seeking a relaxing Hawaiian getaway.
Registration Number: TA-100-127-6928-01, GE-100-127-6928-01, 260100070701

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Honolulu

from $507 

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Oceanfront Steps from Beach - Luana Kai A104

This beautiful direct oceanfront two-bedroom/two-bath condo is located just steps from the beach in the peaceful Luana Kai complex! Enjoy breathtaking sunsets, morning walks along five miles of Sugar Beach, and stunning views of the ocean, Haleakala, and the West Maui Mountains.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kihei

from $706 

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Luxury 3BR Villas at Marriott Ocean Club Maui

Experience the beauty of Hawaii at Marriott Ocean Club on Ka'anapali Beach with three spacious 3BR/2BA villas, each featuring a master king bedroom, second bedroom with a king bed and sofa bed, and a third bedroom with two full beds. Enjoy open living spaces, full kitchens, patios or balconies, and modern comforts such as Wi-Fi and in-room safes.

• 9 bedroom
• 9 bathroom
• Sleeps 30

Hawaii> Lahaina

from $5,733 

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Oceanfront Ma�alaea Banyans 315 - 1BR Vacation Rental

Experience the ultimate Maui vacation at Ma�alaea Banyans 315, a beautifully maintained 1-bedroom, 1-bathroom oceanfront condo offering breathtaking, unobstructed views of the Pacific Ocean. Wake up to the soothing sounds of waves and start your day with coffee on your private lanai, where you might spot turtles and seasonal humpback whales right from your seat.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Wailuku

from $316 

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Poipu Beach Condo with Ocean Views and Amenities

Discover this charming third-floor condo in Poipu Beach offering partial ocean views and a tropical ambiance. The bright, airy space features carpeted living, dining, and bedroom areas, with tile flooring in the kitchen and bath. The fully equipped kitchen includes a full-size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware, and tableware, making meal preparation convenient.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Koloa

from $664 

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Charming Lahaina Villa with King Bed and Modern Amenities

Nestled in the heart of Lahaina, this charming villa provides a perfect retreat for travelers seeking comfort and convenience. The property features a spacious bedroom with a plush king bed, ideal for restful nights after a day of exploring. The inviting living room includes a comfortable sofa bed, offering flexibility for additional guests or family members.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $961 

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Secluded Kapalua Beach Villa with Ocean View

Escape to a luxurious 1000 sq ft Bay Villas Gold Ocean View in Kapalua, perfect for relaxing getaways. This 1-bedroom villa offers a choice of a king or queen bed, along with a living area featuring a queen sofabed, all designed for your comfort.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $935 

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Belle Vue Waimea Vacation Rental - Peaceful Island Retreat

Welcome to Belle Vue Waimea Vacation Rental — your peaceful escape in paradise. Discover the charm of Waimea by staying in our beautifully appointed one-bedroom, first-floor apartment, the perfect base for relaxation and adventure on the Big Island.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Waimea

from $229 

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Bright Groovy Beach Condo Near Kamaole Beach III

Welcome to our bright and inviting Groovy Beach Condo, your ideal home away from home in Kihei, Maui. Located just 300 meters from the stunning Kamaole Beach III, this single-level condo offers a relaxed, casual atmosphere perfect for families, couples, or groups seeking comfort and convenience.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $518 

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Four Palms – Hilltop Luxury Villa in Scenic Kukui‘ula

Artfully blending the rustic charm of a country estate with the glamour of an ocean-view villa, Four Palms is a stunning hilltop home located in Kukuiula's scenic Kahalawai neighborhood. 5 bathrooms, offering spacious and luxurious living spaces that are perfect for family gatherings or a memorable retreat.

• 4 bedroom
• 2 bathroom
• Sleeps 9

Hawaii> Koloa

from $8,596 

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Hawaii Vacation! Outdoor Pool, Kitchenette, Onsite Dining, Minutes to Beach!

More than just a city on the beach, Waikiki has plenty of exciting options to keep visitors entertained. Kalakaua Avenue and Kuhio Avenue are home to high-end shopping, fine dining, and major entertainment venues such as the Waikiki Beach Walk, and the International Market Place.
Registration Number: TA-175-366-1440-01, 260210780000, GE-175-366-1440-01

• 1 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Honolulu

from $276 

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Oceanfront Lahaina Hotel Rooms with Pool & Beach Access

Experience the ultimate oceanfront getaway in Lahaina with four individually unique hotel rooms, perfect for families or couples seeking a relaxing retreat. Each 350 sqft unit offers two double beds, daily housekeeping, coffee maker, and all essentials, ensuring a comfortable stay without any worries.

• 4 bedroom
• 4 bathroom
• Sleeps 16

Hawaii> Lahaina

from $1,627 

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