Villas and Holiday homes in Hawaii

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Hawaii holiday homes
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10329 Villa rentals in Hawaii

Best Hawaii villas and holiday homes with a pool

Among the 10329 accommodations in Hawaii, here are the 4 best villas and holiday homes with a pool

Hanalei Bay Resort - 6br Condos - Sleeps 16 - Hawaii
No reviews

Hanalei Bay Resort - 6br Condos - Sleeps 16

house, Princeville
This property offers direct beachfront access to Hanalei Bay with stunning sea views, situated within the Hanalei Bay Resort in Princeville.
This spacious 195 square meter house accommodates up to 30 guests with six bedrooms and four bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, hot tub, garden, terrace, and parking, with free WiFi available in public areas.
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
This spacious villa is situated in the Honua Kai Resort on Kaanapali Beach, just a short walk from Duke's Beach House restaurant and the Whaler's General Store. This property has received excellent user ratings, making it a popular choice for travellers.
The villa offers 380 square metres of living space and can accommodate up to 16 guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a terrace, a garden, and access to a range of resort amenities, including a fitness centre, restaurants, and a spa.
Kona Islander Inn#228 - Hawaii
9.0 2 reviews

Kona Islander Inn#228

house, Kailua
This Kona Islander Inn #228 apartment is located in Kailua-Kona, a mere 7-minute walk from HuliHee Palace and steps from Magic Sands Beach.
This 35-square-meter studio offers accommodation for up to 5 guests, featuring a fully equipped kitchen, air conditioning, a swimming pool, and garden access, with kayaking and canoeing opportunities nearby.
Ilikai Tower 1717 - Hawaii
9.8 33 reviews

Ilikai Tower 1717

house, Urban Honolulu
This one-bedroom flat in the Ilikai Tower is located in Waikiki, Honolulu, just a short walk from Kahanamoku Beach, Fort DeRussy Beach and Magic Island Lagoon Beach. It has excellent user, location and cleanliness ratings, making it a great choice for travellers.
The 46 square metre flat comfortably sleeps two guests and features a fully equipped kitchen with a fridge and microwave, air conditioning, free Wi-Fi, a private balcony, a swimming pool and valet parking. Guests can enjoy stunning city views and a range of amenities, making it a perfect base for exploring all that Waikiki has to offer.

Top cities

Best Hawaii villas and holiday homes with a kitchen

Ridge 924: Ocean Views W/exquisiteoutdoor Living - Hawaii
9.8 92 reviews

Ridge 924: Ocean Views W/exquisiteoutdoor Living

house, Kapalua
This Kapalua oceanfront apartment, near Napili Bay and Oneloa Beach (less than 1.6km away), offers easy access to Kapalua Golf Resort Bay Course and Makaluapuna Point (within a 24km radius).
The self-catering flat features one bedroom, two bathrooms, sleeps two guests, and includes a fully equipped kitchen, washing machine, terrace, swimming pool access, and parking; nearby amenities encompass gardens and barbecue facilities.
483 M² House ∙ 6 Bedrooms ∙ 16 Guests - Hawaii
10 1 review

483 M² House ∙ 6 Bedrooms ∙ 16 Guests

house, Poipu
Hale Hanohano is an island elegant estate located in Koloa's Poipu district, offering panoramic ocean, mountain, and golf course views, with convenient walking access to Poipu's trails, beaches, and fairways, and a short 3.2 kilometre drive to Old Koloa Town.
This spacious 483 square metre villa accommodates up to 16 guests with 6 bedrooms and 5 bathrooms, featuring a chef-ready gourmet kitchen, central air conditioning, a swimming pool, spa, and is situated near Poipu Bay Golf Course, The Shops at Kukuiula, and oceanfront restaurants.
Kona Oceanview Villa For Groups Pool & Hot Tub - Hawaii
No reviews

Kona Oceanview Villa For Groups Pool & Hot Tub

house, Honaunau-Napoopoo
This Kona Oceanview Villa is located in Captain Cook, offering easy access to Pu'uhonua o Honaunau National Historical Park, 19 kilometres away, and Kealakekua Bay, 22 kilometres away, with Hawaii Pack & Paddle just 3.5 kilometres distant.
This property provides accommodation for 29 guests, featuring a private swimming pool, hot tub, fully equipped kitchen, and an electric vehicle charging station, all managed by a private host for a personalised experience.
Hilo Villa W/pool- 16 Guests Max - Hawaii
9.3 7 reviews

Hilo Villa W/pool- 16 Guests Max

house, Hilo
This Hilo villa is located just 4.5km from the Pana'ewa Rainforest Zoo and 4.7km from the University of Hawaii, Hilo, offering a peaceful retreat close to local attractions. It has consistently received excellent ratings for its cleanliness, location, and overall user experience.
The spacious property, spanning 569 square metres, comfortably accommodates up to 16 guests. It boasts a private swimming pool, Jacuzzi, and a tranquil garden, providing ample space for relaxation and entertainment.

Frequently asked questions about villa rentals in Hawaii

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

    Hawaii offers a plethora of iconic sights. For natural beauty, you can't miss the stunning beaches of Waikiki, the volcanic landscapes of Volcanoes National Park on the Big Island, and the dramatic cliffs of Kalaupapa National Historical Park on Molokai. For cultural immersion, Pearl Harbor in Oahu is a significant historical site, while Iolani Palace in Honolulu offers a glimpse into Hawaiian royalty. Don't forget the Road to Hana on Maui, a scenic drive with waterfalls and lush rainforests.
  • What are the best holiday homes in Hawaii?

  • Is Hawaii, United States known for mountains, beaches, forests, or other types of landscapes?

    Hawaii boasts incredible diversity. Volcanic mountains dominate the landscape, particularly on the Big Island with Mauna Kea and Mauna Loa. World-renowned beaches, from the white sands of Waikiki to the black sands of Punalu'u Black Sand Beach, are abundant. Lush rainforests, like those found along the Road to Hana, are also prevalent. Additionally, there are unique desert-like landscapes in some areas, showcasing the islands' geological variety.
  • What are the best holiday homes with a pool in Hawaii?

  • What are the most surprising and hidden attractions in Hawaii, United States?

    Beyond the well-trodden paths, you'll find gems like the Waimea Canyon on Kauai, often called the 'Grand Canyon of the Pacific'. The Polynesian Cultural Center on Oahu offers a fascinating look at Polynesian cultures. Exploring the remote valleys of Molokai, such as the Kalaupapa peninsula, reveals a different side of the islands, rich in history and natural beauty. The Ho'omaluhia Botanical Garden on Oahu is a tranquil escape with stunning views.
  • What are the best holiday homes with a jacuzzi in Hawaii?

  • What are some unique ways to learn about the culture of Hawaii, United States by engaging with its people?

    Attend a traditional luau with authentic food, music, and dance performances. Take a lei-making workshop to learn about this important symbol of Hawaiian culture. Visit local farmers' markets to interact with local producers and sample fresh produce. Consider a guided hike with a local expert who can share stories and knowledge about the land and its history. Many cultural centres and museums offer interactive exhibits and programmes.
  • What are the best holiday homes for families and kids in Hawaii?

  • How much time should you set aside to thoroughly explore Hawaii, United States?

    To truly appreciate the diversity of Hawaii, at least two weeks is recommended. This allows for exploring several islands and experiencing different aspects of Hawaiian culture and nature. A shorter trip might focus on one or two islands, allowing for a more in-depth experience of a specific region.
  • What are the best pet friendly holiday homes in Hawaii?

  • Is there anything you might not think to pack for Hawaii, United States?

    While it's sunny, you'll need rain gear, especially if you plan on hiking. The islands experience microclimates, with sudden showers common. Good hiking boots are essential if you plan to explore trails. A reusable water bottle is crucial for staying hydrated, especially during outdoor activities. Sunscreen, a hat, and sunglasses are vital for protecting yourself from the strong sun.
  • What are the best holiday homes with parking in Hawaii?

  • What cultural experiences or workshops in Hawaii, United States offer something different?

    Consider learning about traditional Hawaiian healing practices, such as lomilomi massage. Participate in a slack-key guitar workshop to appreciate this unique style of Hawaiian music. Learn about traditional Hawaiian tattooing (kakau) from a reputable artist. Many cultural centres offer immersive experiences focusing on specific crafts or aspects of Hawaiian history.
  • Are there any food festivals in Hawaii, United States where you can try local food?

    The annual Merrie Monarch Festival in Hilo, on the Big Island, features a large food component alongside its hula competition. Many smaller, local festivals throughout the year celebrate specific crops or regions, offering opportunities to sample local cuisine. Check local listings for specific dates and locations.
  • What seasonal natural events, such as migrations or blooming periods, occur in Hawaii, United States?

    Whale watching season (November to May) is a popular activity, with humpback whales migrating to Hawaiian waters to breed and calve. Various flowers bloom throughout the year, depending on the elevation and location. Check local guides for specific blooming periods of particular flowers.

Nearby regions

Best Hawaii villas and holiday homes with air conditioning

Kuleana Club #510 - Ocean View -1 Bedroom & 1 Bathroom - 2nd Floor - Hawaii
8.5 10 reviews

Kuleana Club #510 - Ocean View -1 Bedroom & 1 Bathroom - 2nd Floor

house, Napili-Honokowai
Kuleana Club #510, a one-bedroom apartment in Kahana, Napili-Honokowai, is a short walk from Pohaku Park Beach and less than a kilometre from Honokowai Beach Park, with Kapalua Airport under a kilometre away.
This 46-square-metre self-catering apartment sleeps seven, boasting a fully equipped kitchen, private patio with ocean views, in-unit laundry, free Wi-Fi, and access to a shared swimming pool and garden; nearby attractions include Whalers Village Shopping Centre (approximately 5km) and the Kapalua Plantation Course (approximately 5km).
Ko Olina Beach Villas - 6br - Sleeps 16 - Hawaii
No reviews

Ko Olina Beach Villas - 6br - Sleeps 16

house, Ko Olina
This Kapolei villa offers an exceptional location, situated just 200 metres from the Ko Olina Lagoons and 19 kilometres from Honolulu International Airport, with Pacific Aviation Museum Pearl Harbor 21 kilometres away.
This substantial 6-bedroom villa, spanning 223 square metres and accommodating up to 28 guests, boasts a fully equipped kitchen with a dishwasher, air conditioning, a terrace, garden, and private parking, all within easy reach of attractions such as the USS Bowfin Submarine Museum & Park and the World War II Valor in the Pacific National Monument, located approximately 27 kilometres distant.
Kihei Oceanside Escape W/ Balcony - Steps To Beach - Hawaii
9.4 61 reviews

Kihei Oceanside Escape W/ Balcony - Steps To Beach

house, Kihei
This apartment is located in Kihei, just a short walk from the beach and within easy reach of popular beaches like Mai Poina, Kalepolepo, and Waipuilani. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
The apartment is spacious, measuring 84 square metres and comfortably accommodating up to 4 guests. It features a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a spa, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
Papakea A-309 - Hawaii
9.3 92 reviews

Papakea A-309

house, Napili-Honokowai
Papakea A-309, a self-catering holiday home in Kahana, offers easy access to Honokowai Beach Park (a two-minute walk) and is situated 3.7km from Whalers Village Shopping Centre and 6.4km from the Kapalua Plantation Course.
This 88 square metre property features one bedroom, one bathroom, a fully equipped kitchen, a private terrace, and access to a swimming pool, Jacuzzi, fitness centre, and tennis court; free Wi-Fi is also available.

Best Hawaii villas and holiday homes with jacuzzi

Kanaloa At Keauhou 2301 - Hawaii
9.0 2 reviews

Kanaloa At Keauhou 2301

house, Kahaluu-Keauhou
This Kahaluu-Keauhou holiday home is situated in Kailua-Kona, offering a 2.4-kilometre distance to Kahaluu Beach Park and 13.7 kilometres to Kealakekua Bay, with stunning sea views.
This 2-bedroom, 2-bathroom villa accommodates up to 11 guests, featuring a private swimming pool, hot tub, on-site parking, concierge service, free WiFi, and a fully equipped kitchen with a dishwasher and microwave.
White Sands Village Condo With Ocean View - Hawaii
9.1 7 reviews

White Sands Village Condo With Ocean View

house, Kahaluu-Keauhou
This two-bedroom condo in Kailua-Kona offers exceptional proximity to White Sands Beach Park, a mere 2-minute walk away, and is situated 13.7 kilometres from Kaloko-Honokohau National Historic Park.
This 94 square metre holiday home accommodates up to nine guests, featuring a separate living room, a well-equipped kitchen with a dishwasher, two bathrooms (one with a hot tub), air conditioning, a swimming pool, garden, and complimentary on-site parking and WiFi, with cycling opportunities nearby.
Includes Hilton Pool Pass For 2026.  2705 Waikoloa Colony Villas - Hawaii
9.6 62 reviews

Includes Hilton Pool Pass For 2026. 2705 Waikoloa Colony Villas

apartment, Puako
This three-bedroom house in Puako is situated just 1.6 kilometres from the Waikoloa Beach Golf Course and Waikoloa Kings' Course, and within 1.6 kilometres of Anaehoomalu Beach and Queens' Marketplace. The property features a swimming pool, a Jacuzzi, a terrace, a fitness centre, a tennis court, and parking, as well as a fully equipped kitchen and free Wi-Fi.
Magical Oceanfront 7th Floor Suite 2-bed 2-bath - Hawaii
No reviews

Magical Oceanfront 7th Floor Suite 2-bed 2-bath

house, Napili-Honokowai
This oceanfront condo in Kahana, Napili-Honokowai, is an 8-minute walk from Pohaku Park Beach, 4km from the Kapalua Plantation Course, and 6.4km from Whalers Village.
This 99 square metre apartment offers two bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, swimming pool, jacuzzi, fitness centre, free Wi-Fi, and private parking.
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