Villas and Holiday Homes in Hawaii

239795 Villas and Holiday Homes in Hawaii

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Hawaii
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Best villa offers in Hawaii

Villas and holiday homes with private pool in Hawaii

The finest holiday homes with pool in Hawaii feature heated pools and infinity options overlooking the Pacific. Find yours.

An Absolute, Perfect Paradise And Affordable - Hawaii
9.6 171 reviews

An Absolute, Perfect Paradise And Affordable

cottage, Punaluu
Directly on Punalu'u beach, this cottage in Hau'ula offers immediate access to a sandy shoreline just 30 feet away, presenting breathtaking sunset and sunrise views and the chance to see abundant sea turtles in the early mornings.
This fully furnished holiday home, a 70-square-meter villa rental accommodating two guests, boasts a swimming pool, garden, and on-site barbecue area, alongside provided beach equipment, making it a perfect beach house for exploring nearby snorkeling and fishing opportunities.
Experience Luxury In Waikoloa At The Spacious 4-bedroom Pacific Sunset Villa! - Hawaii
No reviews

Experience Luxury In Waikoloa At The Spacious 4-bedroom Pacific Sunset Villa!

house, Puako
Located in Waikoloa, this luxury villa is a 7-minute walk from Anaeho'omalu Beach and 27 kilometers from Ellison Onizuka Kona International at Keāhole Airport.
This spacious 4-bedroom holiday home accommodates up to 15 guests and boasts a private hot tub, six bathrooms, and a fully equipped kitchen, offering a convenient beach house experience close to historical sites and golf courses.
Resort Amenities | Golf Course View | Cottage + Guesthouse - Hawaii
No reviews

Resort Amenities | Golf Course View | Cottage + Guesthouse

cottage, Poipu
Located in Poipu, this luxury cottage is a 5-minute drive from The Shops at Kukuiʻula and 7 minutes from Historic Old Koloa Town.
This 242 square meter villa rental offers three bedrooms accommodating up to six guests, featuring a main plantation-style cottage and a stand-alone 'ohana unit, complete with en suite bathrooms, private outdoor lava rock showers, an open-air living space, indoor and outdoor dining areas, a fully equipped kitchen, and a private backyard with a firepit and grilling area, providing exclusive access to The Lodge at Kukuiʻula's amenities including pools, a spa, and a golf course.
Luxury Ocean/island View Kapalua Ridge 2914 - Hawaii
9.8 68 reviews

Luxury Ocean/island View Kapalua Ridge 2914

house, Kapalua
Located in Kapalua, this apartment is just a short walk to Kapalua® Bay, Oneloa Bay, and D.T. Fleming Beach, offering a prime position within the Kapalua Resort.
This Gold Level remodeled villa rental boasts a spacious 1156 sq ft floor plan with two bathrooms, a large lanai, a fully equipped kitchen with stainless steel appliances, and access to two heated swimming pool complexes, making it an ideal holiday home.

Villas and holiday homes by the sea in Hawaii: sea view and coastal stays

Some of our holiday homes by the sea in Hawaii offer direct Pacific access, from dramatic lava coastlines to sheltered sandy bays.

Villa Paraiso - Huge Pool With Hot Tub,  For Up To 12 People - Hawaii
9.8 222 reviews

Villa Paraiso - Huge Pool With Hot Tub, For Up To 12 People

house, Hawaiian Paradise Park
Oceanfront in Keaau, this expansive villa offers direct access to the Hawaiian breeze and is conveniently located just 3 kilometers from the Port of Hilo and Hilo Municipal Golf Course, with Prince Kuhio Plaza and Hilo Shopping Centre nearby.
This luxury holiday home boasts 465 square meters of living space, accommodating up to 12 guests with three bedrooms and three bathrooms, complemented by a gourmet kitchen, extensive outdoor living area, and complimentary access to surfboards, bodyboards, and snorkelling gear.
@Marbella Lane - Paradise Gem W/breathtaking Views - Hawaii
No reviews

@Marbella Lane - Paradise Gem W/breathtaking Views

house, Makaha Valley
Book this Holiday rental. Your accommodation will be based in Makaha Valley.
Services and facilities: an iron, a dish washer and free parking. Take advantage of the jacuzzi in this house.
Forest Retreat Eco-lodge - 24 Acres Of Private Land. - Hawaii
10 5 reviews

Forest Retreat Eco-lodge - 24 Acres Of Private Land.

chalet, Honokaa
This secluded sanctuary, situated on the slopes of Mauna Kea at 3,000 feet elevation on the Hamakua Coast, offers a unique retreat 5.6 kilometres from the belt road, placing it 20 minutes from Waipio Valley and 25 minutes from Waimea, all within the 24-acre Ahu Lani Sanctuary.
Boasting 458 square meters of floor area, this family-friendly chalet accommodates up to 20 guests with 11 bedrooms and 5 bathrooms, featuring a wrap-around lanai, a commercial-style chef's kitchen, a 30-foot cedar round room for activities, a miniature petting zoo, and operates 100% off-grid, providing an exclusive holiday home experience.
Quaint Stand-alone Cottage - 2 Bedroom 2 Bath - Hawaii
9.4 60 reviews

Quaint Stand-alone Cottage - 2 Bedroom 2 Bath

cottage, Princeville
Just 500 meters from Anini Beach, this standalone cottage offers a private villa experience within the Princeville Paniolo condominium complex, providing convenient access to Princeville shopping, the library, and happy hour at the Westin.
This 98 square meter holiday home accommodates up to six guests across one spacious bedroom and a lofted sleeping area, featuring two distinct living zones with extensive windows leading to a lanai overlooking the former Prince Golf Course, alongside a recently updated kitchen and close proximity to the complex swimming pool.

Frequently Asked Questions about Hawaii

  • What are the must-see attractions in Hawaii, United States?

    When visiting Hawaii, United States, several attractions stand out. On Oahu, Pearl Harbor offers a significant historical experience. The North Shore is famous for its legendary surf breaks like Pipeline. Maui boasts the scenic Road to Hana, with its waterfalls and lush rainforest, and Haleakala National Park for sunrise or sunset views. Kauai, known as the "Garden Isle," features the dramatic Na Pali Coast, accessible by boat tours or challenging hikes, and Waimea Canyon, often called the "Grand Canyon of the Pacific."
  • How much does it typically cost to stay in a villa in Hawaii, United States?

    The cost of a villa in Hawaii, United States, can vary significantly based on location, size, amenities, and the time of year. Generally, expect prices to range from approximately 300 USD to over 2,000 USD per night. For example, a well-appointed villa in a prime location like Maui or Kauai might fall in the 700 USD to 1,500 USD range nightly, while more luxurious or larger properties could exceed that significantly. Booking during peak seasons, such as winter holidays, will naturally command higher rates.
  • What are the best towns, villages, or areas to rent a villa in Hawaii, United States?

    For villa rentals in Hawaii, United States, several areas offer distinct experiences. Maui's West Maui region, including Ka'anapali and Lahaina, provides beachfront access and resort amenities. The South Maui coast, with areas like Wailea, is known for upscale villas and beautiful beaches. Kauai's North Shore, around Hanalei Bay, offers stunning natural beauty and a more secluded feel. Oahu's Kailua and Lanikai on the Windward Coast are popular for their picturesque beaches and relaxed atmosphere, while the Kohala Coast on the Big Island is renowned for its luxury resorts and golf courses.
  • When is the best time to book a villa in Hawaii, United States, and how far in advance should I plan?

    To secure the best villa options and rates in Hawaii, United States, it's advisable to book well in advance, especially for popular locations and during peak travel times. For travel during the winter months (December to March) or summer holidays, booking six to twelve months ahead is recommended. For the shoulder seasons, such as spring (April to May) or fall (September to November), booking three to six months in advance usually provides a good selection.
  • What are the must-see festivals or seasonal events in Hawaii, United States?

    Hawaii, United States, hosts several notable festivals and events. The Merrie Monarch Festival, held in Hilo on the Big Island shortly after Easter, is a world-renowned hula competition. In late July, the Kapalua Food & Wine Festival on Maui attracts culinary enthusiasts. The Aloha Festivals, celebrated across the islands in September, feature parades and cultural events showcasing Hawaiian heritage. For whale watching enthusiasts, the migration season from December to May, particularly along Maui's coast, is a significant natural event.

Villas in Popular Destinations

Luxury villas and holiday homes in Hawaii

Our platform brings together the finest luxury holiday homes in Hawaii, between volcanic landscapes and Pacific shores. Find your luxury villa.

Honu He'e Nalu - The Surfing Turtle - Ocean & Beachfront! Stunning Views! - Hawaii
No reviews

Honu He'e Nalu - The Surfing Turtle - Ocean & Beachfront! Stunning Views!

house, Poipu
Accommodation. You will stay in Poipu.
Services and facilities include a jacuzzi, a washing machine and air conditioning. This is a family-friendly house!
New 4 Bedroom Home With Ocean And Gorgeous Mountain Views In The Gated Community Of Mauna Olu - Hawaii
9.6 1 review

New 4 Bedroom Home With Ocean And Gorgeous Mountain Views In The Gated Community Of Mauna Olu

house, Makaha Valley
Book this Holiday rental with an excellent rating of 96% based on 1 reviews. This accommodation is based in Makaha Valley.
Facilities and services: an access for persons with reduced mobility, an iron and a fridge. This house in Makaha Valley has a swimming pool!
Luxury 5 Bed Home With Pool And Spa- Alekona Kauai - Hawaii
No reviews

Luxury 5 Bed Home With Pool And Spa- Alekona Kauai

house, Poipu
Located in Koloa, this luxury 5-bedroom villa is just a 16-minute walk from Baby Beach and 23 kilometres from Lihue Airport.
This spacious holiday home offers air conditioning, a fully equipped kitchen with a dishwasher and oven, a private terrace, a hot tub, and accommodates up to 12 guests, with on-site parking and complimentary Wi-Fi available.
Luxury Oceanview 4br Penthouse In Poipu - Hawaii
No reviews

Luxury Oceanview 4br Penthouse In Poipu

house, Poipu
Located in Koloa, this luxury villa is a mere 7-minute walk from Brennecke's Beach and 0.9 kilometres from Prince Kuhio Park, offering an exclusive holiday home experience.
This expansive 4-bedroom villa rental accommodates up to 15 guests, boasting 255 square meters of living space complete with a fully equipped kitchen, air conditioning, a terrace, garden, spa, fitness centre, tennis court, and Wi-Fi, providing all the amenities for a memorable beach house stay.

Villas and family holiday home rentals in Hawaii

Our curated family holiday homes in Hawaii include properties with gated pools and large outdoor spaces for the whole family. Find your family-friendly holiday rental.

125 M² House ∙ 3 Bedrooms ∙ 8 Guests - Hawaii
9.8 58 reviews

125 M² House ∙ 3 Bedrooms ∙ 8 Guests

house, Makaha Valley
Located in Mākaha Valley, this welcoming villa offers proximity to Mākaha Beach Park, just 600 meters away, and is surrounded by tropical mountains and numerous hiking trails, including the Kaʻala Hiking Trail and Mākua Keaʻau Forest Reserve.
This spacious holiday home, covering 125 square meters, features three bedrooms accommodating up to 8 guests, a fully-equipped kitchen, air conditioning, a swimming pool, a Jacuzzi, and ample parking, providing a comfortable base for exploring the area.
Come To Maui-  Beautiful 2bd/3ba  Oceanview Kapalua Ridge Villa - Hawaii
9.5 103 reviews

Come To Maui- Beautiful 2bd/3ba Oceanview Kapalua Ridge Villa

house, Kapalua
Enjoying unobstructed ocean and Honolua Bay views, this Kapalua villa is situated on Maui's northwest shore, adjacent to a golf course and just 300 meters from the sea.
This luxurious holiday home offers 163 square meters of single-level living space for up to six guests, featuring a well-equipped chef's kitchen, a wrap-around lanai perfect for enjoying the trade winds, and access to resort pools with gas grills and an herb garden.
Gorgeous 1 Bedroom Golf Front Near Beach - Hawaii
No reviews

Gorgeous 1 Bedroom Golf Front Near Beach

house, Kawela Bay
House rental. You will be based in Kawela Bay.
Services and facilities: a fridge, a swimming pool and a kitchen. Take advantage of the air conditioning in this house in Kawela Bay.
Resort Townhome W/ Pool - Walk To Pohaku Beach - Hawaii
9.4 32 reviews

Resort Townhome W/ Pool - Walk To Pohaku Beach

house, Napili-Honokowai
Steps from Pohaku Park Beach in Kahana, this resort townhome offers direct access to the sand and is just 4.3 kilometres from the renowned Kapalua Plantation Course.
This welcoming villa rental boasts 121 square metres of air-conditioned living space, featuring two bedrooms, two bathrooms, a fully equipped kitchen, a private hot tub, and a balcony with sea views, complemented by an on-site spa and tennis court.

Rental villas and holiday homes with jacuzzi in Hawaii

Explore our holiday homes with hot tub in Hawaii: some properties feature outdoor jacuzzis on private terraces overlooking the Pacific.

Nalu Collection 2/2 Oceanfront Living~luxurious Amenities - Hawaii
10 140 reviews

Nalu Collection 2/2 Oceanfront Living~luxurious Amenities

house, Ko Olina
@Ml Ocean View, Golf, Gazebo And Bbq, We Have All! - Hawaii
No reviews

@Ml Ocean View, Golf, Gazebo And Bbq, We Have All!

cottage, Makaha Valley
The Westin Nanea Ocean Villas (2br) - Hawaii
8.0 4 reviews

The Westin Nanea Ocean Villas (2br)

house, Kaanapali
Kona Makai 5307 - Hawaii
9.5 13 reviews

Kona Makai 5307

house, Holualoa
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