1. To-Hawaii.com »
2. 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.

Sort By

Default View Price: Low to High Price: High to Low Bedrooms: Least to Most Bedrooms: Most to Least

• Select Default View Price: Low to High Price: High to Low Bedrooms: Least to Most Bedrooms: Most to Least

List

Map

Sunny Maui Beachfront Condo with Ocean View

Discover this charming 1-bedroom, 1-bathroom Maui condo offering stunning ocean views and a private lanai for relaxing sunsets. Located near Cove Park Bay, this vacation rental provides easy access to sandy beaches, local shops, and outdoor adventures.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kihei

from $250 

View Property     Book Direct

Oceanfront Lanai View Condo with Panoramic Pacific Views

Immerse yourself in the splendor of direct oceanfront living at this charming fourth-floor condo, offering unparalleled panoramic views of the Pacific. Wake up to the sight of turtles swimming gracefully below and whales breaching during their season, all against the stunning backdrop of Lanai.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Wailuku

from $839 

View Property     Book Direct

Hawaii Forest Retreat Near Volcanoes National Park

Escape to a tranquil retreat set amidst the native Ohia Lehua forest on the Big Island. This cozy vacation home offers a perfect blend of comfort and nature, ideal for exploring the island’s natural wonders.
Nestled in a quiet, lush setting, the property provides a peaceful sanctuary just three miles from Hawaii Volcanoes National Park, renowned for its breathtaking lava flows and scenic hikes.

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Volcano

from $281 

View Property     Book Direct

Charming Ocean View Condo at Pono Kai Resort

Discover this charming 1-bedroom, 1-bathroom ocean view condo located on the ground floor of Pono Kai Resort in Kapaa, Kauai. Surrounded by lush gardens and just steps from the serene Pacific Ocean, this unit offers a perfect blend of comfort and convenience for your island escape.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kapa`a

from $344 

View Property     Book Direct

Waikiki Ilikai Condo with Pools and City Views

Discover the vibrant beauty of Waikiki from our contemporary condo at the Ilikai. This 500 sqft unit offers a spacious balcony perfect for morning coffee while soaking in city views. Inside, you'll find a comfortable living area with a sofa bed, flat-screen TV with streaming options, and free WiFi.
Registration Number: 260100070580, TA-169-326-3360-01, GE-169-326-3360-01

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Honolulu

from $374 

View Property     Book Direct

Bright Ocean View Maui Condo with Modern Amenities

Welcome to Papakea B306, a beautifully remodeled 1-bedroom, 1-bath condo offering breathtaking ocean vistas and modern comforts. This third-floor unit was updated in 2021 and 2024, featuring a spacious layout designed for relaxation and convenience.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Lahaina

from $319 

View Property     Book Direct

Paradise Ocean View Condo in Kauai

Wake up to the melodious songs of songbirds in this stunning Kauai condo, where panoramic ocean views greet you from virtually every room. Step onto the lanai for breakfast while watching the vibrant sunrise over the Pacific, and unwind on the loungers as the sun sets, casting fiery hues across the sky.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $221 

View Property     Book Direct

Princeville Ocean & Mountain View Condo with Amenities

Experience the beauty of Princeville from this spacious corner condo that showcases breathtaking ocean and mountain views. Natural light floods the living space through two lanais, one off the bedroom and another off the living room, both offering relaxing breezes and picturesque scenery.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Princeville

from $554 

View Property     Book Direct

Oceanfront Studio at Papakea with Panoramic Views

Papakea F207 is a charming second-floor oceanfront studio condo that comfortably accommodates 2 guests. Recently furnished with all-new decor, this unit offers a fully equipped kitchen featuring an ice-maker, modern microwave, stove, and dishwasher—ideal for preparing in-house meals.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Lahaina

from $420 

View Property     Book Direct

Oceanfront Condo with Stunning Views at Wailua Bay

Discover this charming oceanfront condo at Wailua Bay View, perched on the top floor with breathtaking coastline views. Decorated with vibrant Hawaiian accents, the condo offers a warm and inviting ambiance that makes you feel right at home. Inside, you'll find a full kitchen, glass slider doors opening to a spacious private lanai, and modern updates including a walk-in shower and flat-screen TVs in both the living room and bedroom.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Kapaa

from $344 

View Property     Book Direct

Accessible Oceanfront Condo in Maalaea Bay Maui

This unique property on Maalaea Bay offers a recently upgraded and renovated condo with wheelchair accessible features. The large master bathroom is ADA compliant, including a spacious roll-in shower, making it easy for guests with mobility needs.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Maalaea

from $284 

View Property     Book Direct

Luxury Ocean View Condo at Maui Elua Village

This beautiful ground-floor condo at Wailea Elua Village offers an ideal Maui retreat for couples seeking tranquility and luxury. With two walls of windows, the spacious living area is flooded with natural light and breathtaking ocean views. Step out onto the large lanai to enjoy sunbathing, shaded relaxation, or al fresco dining under the stars, all while listening to the gentle trade winds.

• 1 bedroom
• 2 bathroom
• Sleeps 2

Hawaii> Kihei

from $685 

View Property     Book Direct

Charming Maui Oceanview Condo with Modern Renovation

This charming 3rd floor condo in Maui offers the perfect base for exploring the island or relaxing in comfort. Decorated with a casual Hawaiian theme, it provides all the essentials for a memorable vacation. The Leinaala complex features just 24 units, ensuring a peaceful atmosphere with unobstructed ocean views and minimal traffic noise.

• 2 bedroom
• 1 bathroom
• Sleeps 6

Hawaii> Kihei

from $271 

View Property     Book Direct

Luxurious Mauna Kea Resort Home with Ocean & Mountain Views

Located in the prestigious South Fairways of Mauna Kea Resort, this stunning private home offers breathtaking views of the ocean and mountains. Perfect for extended families or friends, the property boasts a large secluded pool, outdoor shower, lush landscaping, expansive lawns for children, and three spacious lanais to soak in the scenery.

• 4 bedroom
• 4 bathroom
• Sleeps 9

Hawaii> Kamuela

from $1,340 

View Property     Book Direct

North Shore Guest House Maui - 3BR Peaceful Retreat

Experience the tranquility of North Shore Maui at this spacious and private 3-bedroom, 2-bathroom guest house nestled on a lush banana farm. The home offers a large, comfortable living room and an open-style kitchen, perfect for relaxing after a day of exploring.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Haiku-Pauwela

from $500 

View Property     Book Direct

Kamaole Beach Royale Maui Condo Near Kamaole I Beach

Kamaole Beach Royale offers a charming condo experience in South Kihei, Maui. Situated just across from Kamaole I Beach Park, this seven-story building provides easy access to one of Maui's most beautiful beaches. The property features a serene, well-maintained setting with a solar-heated pool nearby, perfect for relaxing after a day of exploring.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $316 

View Property     Book Direct

Wailea Elua Village Beachfront Condo with Pools

Discover the perfect Maui escape at Wailea Elua Village, an exclusive beachfront property nestled in the heart of Wailea's resort community. This well-maintained, low-density complex offers two-story buildings set amidst 24 acres of lush tropical landscaping.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Wailea, Maui

from $829 

View Property     Book Direct

Luxury Ocean View Suites at Honua Kai Maui

This tandem package features two beautifully appointed 5th-floor two-bedroom suites at Honua Kai, situated right across from each other. Hokulani 510 offers partial ocean views and vistas of the West Maui Mountains, while Hokulani 511 boasts full ocean views along with lush interior courtyard scenery.

• 4 bedroom
• 4 bathroom
• Sleeps 12

Hawaii> Lahaina

from $1,139 

View Property     Book Direct

Luxury Princeville Home on Kauai's North Shore

Welcome to your ultimate Kauai escape at Luana Hale, a luxurious single-story home nestled in a peaceful neighborhood on the lush North Shore. This beautifully decorated residence features high-end finishes like travertine tile and Brazilian cherry flooring, offering over 2,800 square feet of stylish, comfortable living space on a spacious, private lot.

• 3 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Princeville

from $742 

View Property     Book Direct

West Maui Garden & Ocean View Condo Near Beach

Escape to this peaceful garden unit at Papakea Resort in West Maui. This charming ground-floor condo features two bedrooms and two bathrooms, comfortably accommodating up to seven guests. Located just 100 yards from the ocean's edge, it offers stunning pond and garden views from the lanai, perfect for relaxing with a drink or a meal.

• 2 bedroom
• 2 bathroom
• Sleeps 7

Hawaii> Lahaina

from $351 

View Property     Book Direct

Charming Kauai Beach House with Ocean Views

Experience the ultimate island getaway in this charming Kauai beach house, set in the quaint town of Kapaa. The home boasts a traditional Hawaiian style with spacious, sunlit interiors and breathtaking ocean vistas. The upstairs master suite offers a California King bed, a sun-room with twin beds, and a deck with panoramic 180-degree ocean views, perfect for relaxing and watching sunsets.

• 3 bedroom
• 3 bathroom
• Sleeps 8

Hawaii> Kapaa

from $580 

View Property     Book Direct

Charming Kona Golf Course Condo with Ocean Views

Located adjacent to the Kona Country Club Golf Course, this inviting one-bedroom plus den, two-bath condo at Keauhou Palena provides a relaxing base for your Big Island adventures. The unit features a comfortable master bedroom with a memory-foam mattress pad and a 32-inch cable TV, ensuring restful nights after a day exploring the island.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $282 

View Property     Book Direct

Oceanfront Pali Ke Kua Condo with Stunning Views

Discover your perfect Hawaiian retreat at Pali Ke Kua #102, a charming oceanfront condo nestled on Kauai's stunning North Shore. This beautifully maintained 1-bedroom, 1-bath unit offers breathtaking panoramic views of the Bali Hai Mountains and Hanalei Bay, visible from the living room, dining area, and private lanai.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Princeville

from $630 

View Property     Book Direct

Luxury Ground-Floor Villa with Scenic Lawn Views

This charming ground-level villa offers a prime location with direct access to a large, open grassy area from the lanai, making it perfect for children and those seeking a peaceful, scenic setting.
Upon entering, you'll find an open-concept living space that overlooks the expansive lanai and lush lawn.

• 3 bedroom
• 3 bathroom
• Sleeps 6

Hawaii> Waikoloa Village

from $749 

View Property     Book Direct

Oceanfront 1-Bedroom Condo at Kahana Reef Maui

Kahana Reef 321 offers a charming oceanfront experience in a 1-bedroom, 1-bath condo located on the third floor, perfect for up to 4 guests. This unit boasts breathtaking ocean views and a convenient elevator, making access easy.
Inside, you'll find a master bedroom with a plush king-size bed, a wall-mounted cable TV, and a beautifully remodeled bathroom with a large walk-in shower, custom countertops, and cabinets.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Lahaina

from $273 

View Property     Book Direct

Keoniana Kai: Luxury Ocean View Vacation Home in Princeville

Discover Keoniana Kai, a stunning architectural masterpiece perched on a dramatic ocean bluff in Princeville. This 3-bedroom, 4-bath home offers panoramic views of the ocean and white water surf from nearly every room, creating a breathtaking backdrop for your vacation.

• 3 bedroom
• 4 bathroom
• Sleeps 6

Hawaii> Princeville

from $1,746 

View Property     Book Direct

Spacious Royal Palm Condo Near Poipu Beach

Welcome to our airy and spacious Royal Palm condo, nestled amidst lush tropical landscaping on the beautiful island of Kauai. Spanning 1550 square feet, this single-story retreat offers privacy with no neighbors above or below, making it ideal for families or couples seeking a peaceful escape.

• 2 bedroom
• 2 bathroom
• Sleeps 5

Hawaii> Koloa

from $536 

View Property     Book Direct

Alii Villas Oceanfront Condo in Kona

This beautifully renovated oceanfront condo at Alii Villas offers a luxurious and comfortable stay on the Big Island. Perfectly suited for up to four guests, it features two queen beds, walk-in showers in both bathrooms, high-end appliances, and a fully equipped kitchen.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua-Kona

from $350 

View Property     Book Direct

Luxury Kauai Resort Condo with Pool & Amenities

Experience the perfect island escape in this beautifully appointed resort condo on Kauai. The spacious bedroom features a comfortable king bed, dresser, closet, and a connecting bath with a relaxing lanai seating area. Full-length mirrors, room-darkening curtains, a mini-fridge, and a 55" smart TV enhance your comfort.

• 1 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Princeville

from $432 

View Property     Book Direct

Exotic Plantation Home with Waimea Valley Views

Welcome to this beautifully refreshed and decorated executive-style plantation home, featuring rich exotic wood finishes that evoke a nostalgic sense of home from days gone by. Perched on a serene cliffside, the property offers breathtaking panoramic views of Waimea Valley and the Pacific Ocean, creating an awe-inspiring backdrop for your stay.

• 3 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Waimea

from $485 

View Property     Book Direct

Luxury Oceanfront Home in Hawaii with Pool and Spa

Welcome to this exquisite oceanfront residence situated along the iconic Ali'i Dr. in Hawaii, offering unparalleled privacy and world-class amenities for a memorable stay.
Upon entering through the secure gate, you are greeted with unobstructed panoramic ocean views that set the tone for your luxurious escape.

• 1 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kauilua Kona

from $1,497 

View Property     Book Direct

Oceanfront Ground Floor 2BR at Maui Sunset in Kihei

Escape to this beautiful oceanfront ground-floor condo at Maui Sunset, the perfect vacation spot in Kihei, Maui. This spacious two-bedroom apartment offers a prime location just steps from 10 acres of manicured lawns and gardens, with breathtaking views of the ocean from your private deck.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kihei

from $585 

View Property     Book Direct

Ocean View Condo at Pali Ke Kua in Kauai

Welcome to your perfect island retreat in paradise! This charming two-story condo at Pali Ke Kua offers peaceful garden and ocean vistas, situated in the heart of Princeville on Kauai’s stunning North Shore.
Inside, the spacious and tastefully decorated condo features a fully equipped kitchen with modern appliances including a stove, oven, refrigerator, dishwasher, and microwave, ideal for preparing delicious meals during your stay.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Princeville

from $461 

View Property     Book Direct

Waikoloa Fairway Villas H3 - Spacious Getaway

Welcome to Waikoloa Fairway Villas H3, a beautifully maintained and conveniently located vacation home perfect for your Hawaii getaway. This unit offers a seamless blend of comfort and accessibility, making it an ideal choice for families, couples, or friends looking to explore Waikoloa and its surroundings.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Waikoloa

from $387 

View Property     Book Direct

Turtle Bay unit 6, 2 bedrooms w/LOFT - Kuilima Estates

Welcome to your perfect North Shore getaway at Turtle Bay Estates West, part of the exclusive Kuilima Collection by Hawaii Life Vacations. \nThroughout your stay, enjoy modern upgrades including remodeled kitchens and bathrooms completed in 2020, and brand-new A/C units installed in October 2024 for ultimate comfort.
Registration Number: GE-189-963-8784-01, TA-189-963-8784-01, 570010290006

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kahuku

from $751 

View Property     Book Direct

Kauai Ocean View Condo Near Hanalei Bay

Located on the edge of a scenic bluff, this inviting condominium offers breathtaking views of the ocean and iconic Bali Hai mountain. A favorite among repeat guests, many consider this end unit their top choice for a memorable stay in Kauai's North Shore.

• 1 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Princeville

from $465 

View Property     Book Direct

Furnished 2-Bedroom Condo in Ko Olina Resort

Discover this beautifully furnished two-bedroom, two-bath condo located on the ground floor within Coconut Plantation at Ko Olina Resort. The property offers convenient access to four stunning lagoons, first-class shopping and dining options, and world-renowned golf courses.
Registration Number: GE-164-801-5360-01, TA-164-801-5360-01

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Kapolei

from $212 

View Property     Book Direct

Charming Stand-Alone Condo Near Prince Golf Course

This charming, affordable condo offers a peaceful retreat on the side of the Paniolo Complex that faces the Prince Golf Course, ensuring quiet and privacy. As a stand-alone unit, it provides a sense of seclusion and tranquility, unlike many other units in the complex that are closer to the street or shared walls.

• 0 bedroom
• 1 bathroom
• Sleeps 2

Hawaii> Princeville

from $203 

View Property     Book Direct

Stunning Oceanfront Condo with Mountain Views at The Cliffs

Experience breathtaking oceanfront living at The Cliffs 6306, where panoramic views of the Pacific Ocean and lush mountains create an idyllic setting. This spacious corner unit features 18-foot floor-to-ceiling windows and two lanais, providing endless vistas of the ocean and mountains.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Princeville

from $495 

View Property     Book Direct

Oceanfront Condo at Casa de Emdeko in Kailua-Kona

Escape to Casa de Emdeko 109, a beautifully maintained ground-floor condo nestled within the historic Casa de Emdeko complex on Ali'i Drive. Built in 1969, this iconic Kailua-Kona property boasts mid-century architecture and lava rock walls, creating a charming tropical ambiance.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $200 

View Property     Book Direct

Spacious Maui Condo with Ocean & Pool Views

This inviting Maui condo offers a perfect blend of comfort and stunning views. It features two bedrooms plus a cozy sleeping loft, all overlooking the ocean, lush gardens, and the pool area.
The master bedroom boasts a luxurious king-sized bed, while the downstairs bedroom is furnished with two new twin beds, ideal for family or friends.

• 2 bedroom
• 2 bathroom
• Sleeps 8

Hawaii> Kihei

from $440 

View Property     Book Direct

Beachfront Ocean View Vacation Home in Waimea Kauai

Discover Kai Nalu, a stunning oceanfront home in Waimea, Kauai, perfectly situated between the river and historic pier. This spacious residence offers breathtaking views of the Pacific Ocean and Ni'ihau, the Forbidden Island, providing a truly magical setting for your island getaway.

• 4 bedroom
• 4 bathroom
• Sleeps 8

Hawaii> Waimea

from $964 

View Property     Book Direct

Charming 1-Bedroom Kihei Condo Near Kamaole Beach

Welcome to Kalama Terrace P-307, a charming one-bedroom condo nestled in the sunny heart of Kihei. This tropical retreat offers a perfect blend of comfort and convenience, just a short stroll from the stunning Kamaole I Beach. Located on the third floor, it provides a tranquil ambiance with views over the courtyard pool.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kihei

from $218 

View Property     Book Direct

Modern Kapaa Condo Near Beach with Amenities

Experience the perfect Kauai getaway in this modern, clean condo located in the heart of Kapaa. Recently remodeled, this unit is ideal for families or groups of up to four guests. The condo features two bedrooms: one with a comfortable queen bed and the other with two twin beds, providing flexible sleeping arrangements.

• 2 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Kapaa

from $251 

View Property     Book Direct

Hale Kona Kai 405 Oceanfront Condo with Views

Escape to Hale Kona Kai 405, a beautifully updated top-floor condo situated right on the ocean in Kona. This unit features central air conditioning to keep you cool during warm nights, and upgraded high-speed WiFi perfect for remote work or streaming.

• 1 bedroom
• 1 bathroom
• Sleeps 3

Hawaii> Kailua Kona

from $362 

View Property     Book Direct

Hawaii Oceanfront Condo at Kepuhi Beach

Welcome to your Hawaiian paradise at Kepuhi Beach, where the spirit of Aloha envelops you from the moment you arrive. Our sanctuary offers a perfect blend of comfort, luxury, and natural beauty, inviting you to relax, rejuvenate, and reconnect with the ocean and island life.

• 1 bedroom
• 1 bathroom
• Sleeps 4

Hawaii> Maunaloa

from $190 

View Property     Book Direct

Keauhou Ocean View Vacation Home with Hot Tub

Discover Koana Breeze, a stunning 2500 sq ft plantation-style home perched on a hillside with panoramic views of Keauhou and Kailua Bays. The home offers a perfect blend of traditional Hawaiian charm and modern comfort, making it an ideal retreat for families or groups seeking relaxation and adventure in Hawaii.

• 4 bedroom
• 3 bathroom
• Sleeps 10

Hawaii> Kailua Kona

from $578 

View Property     Book Direct

Ocean View Tropical Condo with Modern Amenities

Experience the ultimate in relaxation and privacy with this beautifully located condo offering breathtaking ocean views over the bay. Situated at the end of the building, it provides a serene retreat with a tropical-inspired design that creates a welcoming and comfortable atmosphere.

• 2 bedroom
• 2 bathroom
• Sleeps 4

Hawaii> Kailua Kona

from $376 

View Property     Book Direct

Luxury Beachfront Condo with Panoramic Ocean Views in Maui

Indulge in a luxurious Maui getaway with this beautifully renovated beachfront condo spanning 1,287 sq ft. The property boasts expansive wrap-around lanais that offer breathtaking panoramic ocean views, perfect for relaxing and enjoying the island’s natural beauty.

• 2 bedroom
• 2 bathroom
• Sleeps 6

Hawaii> Lahaina

from $473 

View Property     Book Direct

• « First
• «
• 176
• 177
• 178
• 179
• 180
• »
• Last »

Showing 178 of 333 pages.