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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New Listing! Nature-themed oasis in Kihei
New Listing! Nature-themed oasis in Kihei
New Listing! Nature-themed oasis in Kihei

New Listing! Nature-themed oasis in Kihei

Welcome to Maui Kamaole F101 – your perfect island retreat! This beautifully appointed ground-floor condo features 1 bedroom and 2 full bathrooms, comfortably accommodating up to 4 guests. The dual-bathroom layout is ideal for families or couples traveling together.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $280 
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Ohia Lehua Hale-Hot Tub-Fireplace-Fire Table-3-Bed, 2-Bath Newly Renovated Home
Ohia Lehua Hale-Hot Tub-Fireplace-Fire Table-3-Bed, 2-Bath Newly Renovated Home
Ohia Lehua Hale-Hot Tub-Fireplace-Fire Table-3-Bed, 2-Bath Newly Renovated Home

Ohia Lehua Hale-Hot Tub-Fireplace-Fire Table-3-Bed, 2-Bath Newly Renovated Home

Welcome to Ohia Lehua Hale, located just 6 minutes from Hawaii Volcanoes National Park.

Escape to our recently renovated vacation home; we recently added many upgrades to enjoy a relaxing stay.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Volcano
from $502 
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Perfection in Poipu:  Brand new luxury home, ocean views, pool+spa
Perfection in Poipu:  Brand new luxury home, ocean views, pool+spa
Perfection in Poipu:  Brand new luxury home, ocean views, pool+spa

Perfection in Poipu: Brand new luxury home, ocean views, pool+spa

Nestled in the exclusive Kukui'ula neighborhood in Poipu, this stunning, brand new luxury home offers the perfect blend of comfort, elegance, and island charm. 5 bathrooms, this meticulously designed residence comfortably accommodates up to 12 guests, making it an ideal retreat for families or groups.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 12
Hawaii> Koloa
from $2,634 
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🏖️Family-Friendly | Pools & BBQs | Concierge Service
🏖️Family-Friendly | Pools & BBQs | Concierge Service
🏖️Family-Friendly | Pools & BBQs | Concierge Service

🏖️Family-Friendly | Pools & BBQs | Concierge Service

vrKCV - Waikoloa Colony Villas 801, Professionally Managed by Kona Coast Vacations

Welcome to Waikoloa Colony Villas 801 — your perfect escape to the beauty and tranquility of Hawaii's Kohala Coast. Tucked within a private, gated resort community, this spacious villa invites you to experience the magic of island living.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Waikoloa
from $344 
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Kona Koa House by Gather: Oceanview 3BR Estate w/ Pool, Spa & BBQ
Kona Koa House by Gather: Oceanview 3BR Estate w/ Pool, Spa & BBQ
Kona Koa House by Gather: Oceanview 3BR Estate w/ Pool, Spa & BBQ

Kona Koa House by Gather: Oceanview 3BR Estate w/ Pool, Spa & BBQ

Luxury Oceanview 4-Bedroom Vacation Rental with Infinity Pool – Kona Koa House by Gather.

Escape to Kona Koa House by Gather, a premier four-bedroom, three-bathroom luxury vacation rental in the exclusive Keauhou Estates, a 24-hour guard-gated community in Kailua-Kona, Hawaiʻi.

  • 4 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kailua Kona
from $1,109 
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Hale Kiekiena - Oceanview Luxury
Hale Kiekiena - Oceanview Luxury
Hale Kiekiena - Oceanview Luxury

Hale Kiekiena - Oceanview Luxury

While you're here, you can enjoy all the comforts of home and more, including WiFi, towels, and bed sheets. Other amenities include soap and toilet paper.

  • 6 bedroom
  • 7 bathroom
  • Sleeps 12
Hawaii> Waimea
from $5,780 
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