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.

Puna Rainforest Retreat Hotspring - Blue Ginger Cottage - Hawaii
9.4 3 reviews

Puna Rainforest Retreat Hotspring - Blue Ginger Cottage

cottage, Leilani Estates
Leilani Estates, a gated private retreat in Pahoa, offers a secluded escape surrounded by forest reserve, providing direct access to rainforest trails and volcanic steam vents within the property.
This welcoming villa rental, spanning 60 square meters with one bedroom and one bathroom, accommodates up to three guests and features a complete kitchen, a plunge pool, and volcanic hotspring tubs, making it an affordable retreat near the Seaview Performing Arts Centre and University of Hawaii at Hilo Performing Arts Centre.
Luxury Poipu Estates Home W Private Pool- Alekona Kauai - Hawaii
No reviews

Luxury Poipu Estates Home W Private Pool- Alekona Kauai

house, Poipu
Located in the Poipu Estates district of Koloa, this luxury villa is situated 1.8 kilometres from Baby Beach and 22.5 kilometres from Lihue Airport.
This expansive 279 square metre holiday home offers accommodation for up to 19 guests, featuring three air-conditioned bedrooms, four bathrooms, a private swimming pool, a Jacuzzi, and a fully equipped kitchen with a dishwasher and oven, ensuring a comfortable stay.
Keauhou Luxury Estate By Casago Kona - Simply Delicious - Private Pool - Hawaii
10 109 reviews

Keauhou Luxury Estate By Casago Kona - Simply Delicious - Private Pool

house, Kahaluu-Keauhou
Located in Keauhou, a prime district for exploring Kona's rich history and natural beauty, this villa is situated 8.8 kilometres from Kaloko-Honokohau National Historic Park and 10 kilometres from Kealakekua Bay.
This spacious holiday accommodation offers 221 square meters of living space with 3 bedrooms, a private outdoor swimming pool, a Jacuzzi, a garden, and a terrace, complemented by complimentary on-site parking and free Wi-Fi.
Kaanapali Shores 548 - Hawaii
9.7 3 reviews

Kaanapali Shores 548

house, Kaanapali
Just 7 minutes' walk from Honokowai Beach Park, this Kaanapali villa rental is located in Kahana, offering convenient access to Whalers Village Shopping Centre (3.5 kilometres) and the Royal Kaanapali Golf Course (3.9 kilometres).
This air-conditioned holiday home, covering 67 square meters, features one separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and accommodates up to 7 guests, with an outdoor swimming pool and elevator access available.

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.

Alii Villas 107 - Hawaii
9.2 13 reviews

Alii Villas 107

house, Holualoa
Just a 12-minute walk from Honl's Beach, Alii Villas 07 is a house located in Kailua-Kona, 3.4 kilometres from Hulihee Palace and 8.9 kilometres from Kaloko-Honokohau National Historic Park.
This welcoming villa rental offers a fully equipped kitchen, complimentary WiFi, and an outdoor swimming pool, with a concierge service available to arrange local activities like kayaking and canoeing, accommodating up to 7 guests.
Kulakane 105 · Kk105 Sunsets Ocean Views Oceanfront In West Maui - Hawaii
9.0 16 reviews

Kulakane 105 · Kk105 Sunsets Ocean Views Oceanfront In West Maui

house, Napili-Honokowai
Directly on the oceanfront in Kahana, West Maui, this villa offers stunning sea views and is just a 2-minute walk to Honokowai Beach Park, with Whalers Village Shopping Centre 4.4 kilometres away.
This welcoming holiday home, accommodating up to 7 guests, features a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, on-site parking, and access to an outdoor swimming pool, making it an ideal beach house for exploring nearby golf courses.
Alii Villas 309 - Hawaii
9.4 13 reviews

Alii Villas 309

house, Holualoa
Offering stunning sea views, this villa rental is located in Kailua-Kona, a 12-minute walk from Honl’s Beach and 8.9 kilometres from Kaloko-Honokohau National Historic Park.
This welcoming holiday home features a fully equipped kitchen, air conditioning, a swimming pool, and parking, accommodating up to 3 guests with 1 bedroom and 1 bathroom.
Direct Oceanfront, Big Island Home - Hawaii
9.4 112 reviews

Direct Oceanfront, Big Island Home

house, Hawaiian Paradise Park
Directly on the oceanfront in Keaau, this exquisite villa offers unparalleled sea views from its terrace, situated 16 kilometres from Lava Tree State Park and 21 kilometres from Lava Tree State Monument.
This spacious 121 square metre holiday home features two bedrooms, a well-equipped kitchen with a dishwasher, and access to a garden and spa, providing a luxurious beach house experience for your Hawaiian Paradise Park getaway.

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.

Kapalua Bay Villas 35g1 · Kbv 35g1 Luxury Kapalua Villa W Ac Poo - Hawaii
No reviews

Kapalua Bay Villas 35g1 · Kbv 35g1 Luxury Kapalua Villa W Ac Poo

house, Kapalua
Located in Kahana, this villa is a short 16-minute walk from Oneloa Bay Beach and 2.1 kilometres from the Kapalua Plantation Course.
This welcoming holiday home sleeps up to 7 guests and offers a fully equipped kitchen with a dishwasher and oven, air conditioning, private parking, and complimentary Wi-Fi, with beautiful sea views.
Whaler 859 Beachfront Luxury Condo W Ocean Views - Hawaii
9.5 2 reviews

Whaler 859 Beachfront Luxury Condo W Ocean Views

house, Kaanapali
Directly on the Kaanapali beachfront, this villa rental is located in Lahaina, 4.2 miles from Lahaina Boat Harbour and 7 miles from Kapalua Plantation Course, offering excellent user ratings and proximity to Kaanapali Beach, Whalers Village Shopping Centre, and the Whalers Village Museum.
This welcoming holiday home provides air-conditioned accommodation for up to 7 guests, featuring a fully equipped kitchen with a fridge, microwave, and dishwasher, along with access to a shared outdoor swimming pool, fitness centre, complimentary on-site parking, and free WiFi, all accessible via an elevator.
Mauna Lani Palm Villas D-2 Corner Unit Historic View - Hawaii
No reviews

Mauna Lani Palm Villas D-2 Corner Unit Historic View

house, Puako
House. You will stay in Puako.
Facilities and services: a terrace, a jacuzzi and a washing machine. This house in Puako also has a gym!
@ Marbella Lane - Mesmerizing Ocean + Mt Views - Hawaii
No reviews

@ Marbella Lane - Mesmerizing Ocean + Mt Views

house, Makaha Valley
Holiday rental listing. This accommodation is based in Makaha Valley.
Facilities and services include free parking, a swimming pool and a terrace. This house is very convenient for families.

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.

Rv In A Rainforest Tree! True Jungle Experience! - Hawaii
10 7 reviews

Rv In A Rainforest Tree! True Jungle Experience!

cabin, Nanawale Estates
Located in the Pahoa Rainforest on the East Hilo side of the island, this unique cabin is situated approximately 6 kilometres from Pahoa town and Lava Tree Park.
This 2-bedroom, 1-bathroom holiday home accommodates up to 6 guests and offers a distinctive "RV in a Tree" Hawaiian-style living experience with a full kitchen, BBQ area, and complimentary beach gear, providing an excellent base for exploring the 1.5-acre private property and surrounding natural beauty.
Ridge 1512- Peaceful Lanai W/sparkling Ocean Views - Hawaii
9.7 78 reviews

Ridge 1512- Peaceful Lanai W/sparkling Ocean Views

house, Kapalua
Just 300 meters from Kapalua Bay, a beach rated #1 globally by Dr. Beach, this apartment offers a secluded and spacious luxury escape within Kapalua Resort on Maui's west side. This exceptional villa rental boasts sensational ocean and coastal views from its 107 square meters of living space, featuring a sizable lanai and adjacent lawn, alongside access to two heated swimming pool complexes with BBQ facilities, making it a superb holiday home for up to four guests.
149 M² Villa ∙ 3 Bedrooms ∙ 8 Guests - Hawaii
9.5 4 reviews

149 M² Villa ∙ 3 Bedrooms ∙ 8 Guests

house, Ko Olina
Located on the second lagoon within the world-famous Ko Olina Resort, this oceanfront condominium rental is just 32 kilometres from Waikiki and 3 kilometres from Kapolei town, offering convenient access to the Ko Olina Golf Course and Marina.
This spacious 148 square metre, 3-bedroom villa comfortably accommodates up to 8 guests, boasting 2.5 bathrooms and full access to resort amenities including two swimming pools, three spas, a fitness centre, and complimentary beach essentials, making it an ideal holiday home.
Kaluako'i Resort Cottage 1a Beachfront Rental - Molokai, Hawaii - Hawaii
8.4 23 reviews

Kaluako'i Resort Cottage 1a Beachfront Rental - Molokai, Hawaii

cottage, Maunaloa
Prime beachfront accommodation at Kaluako'i Resort Cottage 1A in Maunaloa offers direct access to Papohaku Beach, the longest continuous stretch of beach in the Hawaiian Islands, and is just a short distance from the Mauna Loa Museum & Cultural Park and RW Meyer Sugar Mill.
This welcoming 79 square meter villa rental comfortably accommodates up to 4 guests with one bedroom and features a fully equipped kitchen, a private lanai for enjoying cook-outs and sunset views, and access to resort amenities including a freshwater swimming pool and spa, perfect for a relaxing holiday home experience.

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.

Maui Eldorado Condo J221 - Hawaii
No reviews

Maui Eldorado Condo J221

house, Kaanapali
Welcome To 2 Luana Garden Villas 1a &1c Oceanfront Resort Partial Ocean Views - Hawaii
10 12 reviews

Welcome To 2 Luana Garden Villas 1a &1c Oceanfront Resort Partial Ocean Views

house, Kaanapali
Luxury 3 Bedroom Townhome In Kailua-kona - Hawaii
9.7 4 reviews

Luxury 3 Bedroom Townhome In Kailua-kona

house, Kahaluu-Keauhou
Klvr Welcomes You To Luana Garden Villa 1d Upper Level With Partial Ocean View - Hawaii
10 18 reviews

Klvr Welcomes You To Luana Garden Villa 1d Upper Level With Partial Ocean View

house, Kaanapali
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