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

Aloha! Close Enough To The Beach You Can Walk. Maui Misses You! - Hawaii
9.8 250 reviews

Aloha! Close Enough To The Beach You Can Walk. Maui Misses You!

apartment, Kihei
This two-bedroom house is located in a peaceful complex in Kihei, just a short walk from the beach, shops and restaurants. It enjoys excellent user, location and cleanliness ratings.
The 69 square metre house comfortably sleeps four guests and offers a modern and comfortable interior with a range of amenities including a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi and a terrace. Guests can also enjoy views of Mount Haleakala from the house.
Chic Waikoloa Condo W/ Lanai + Complex Pools! - Hawaii
9.3 52 reviews

Chic Waikoloa Condo W/ Lanai + Complex Pools!

house, Waikoloa Village
This Waikoloa Village apartment, near the coast, is conveniently located 22.5km from Hapuna Golf Course, 33.8km from Pu'ukohola Heiau National Historical Park, and 46.7km from Kaloko-Honokohau National Historic Park.
The 112 square metre self-catering property features two bedrooms, two bathrooms, a private lanai with sea views, a fully equipped kitchen including a dishwasher, and access to multiple swimming pools, a jacuzzi and a garden within the complex.
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.
Kailua-kona Condo: Steps To Beach & Downtown! - Hawaii
9.1 9 reviews

Kailua-kona Condo: Steps To Beach & Downtown!

house, Kailua
This Kailua-Kona apartment is situated a short walk from Kailua-Kona's beach and town centre, offering easy access to restaurants, shops, and attractions, and within 7.6km of Kaloko-Honokohau National Historical Park.
The 94 square metre property features two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a private terrace with sea views, a swimming pool, spa, parking, and in-unit laundry facilities, sleeping up to four guests.

Top cities

Best Hawaii villas and holiday homes with a kitchen

Beach Front Condo (Ocean View), Best Snorkeling/surfing. - Hawaii
9.6 334 reviews

Beach Front Condo (Ocean View), Best Snorkeling/surfing.

house, Kahaluu-Keauhou
This beachfront villa in Kahaluu-Keauhou is ideally located within 1.6km of Kailua-Kona beaches, Magic Sands Beach, and Kahalu'u Beach Park, and 1.6km from Keauhou Shopping Centre.
The two-bedroom, two-bathroom property boasts a fully equipped kitchen, private swimming pool, jacuzzi, terrace, and free Wi-Fi, sleeping up to four guests and offering stunning ocean views.
Maui Westside Properties - The Whaler 359 - Hawaii
9.7 63 reviews

Maui Westside Properties - The Whaler 359

house, Kaanapali
This one-bedroom house is located in Kaanapali, just a short walk from Kaanapali Beach on the west side of Maui, and is 43 kilometres from Kahului Airport.
The 84 square metre property offers direct beach access, a private outdoor dining area, and access to resort amenities including a swimming pool, hot tub, fitness centre, spa facilities, and a tennis court.
'Big Island Paradise' Hawaiian Retreat W/ Patio! - Hawaii
9.9 57 reviews

'Big Island Paradise' Hawaiian Retreat W/ Patio!

house, Mountain View
Aloha Big Island Paradise, a two-bedroom house in Mountain View, Hawaii, is situated 35km from Volcanoes National Park's Kīlauea and Rainbow Falls, and 27km from Hilo International Airport and the University of Hawaiʻi at Hilo.
This modern (2016) property offers a spacious layout with a living room, fully equipped kitchen, private patio, garden, free Wi-Fi, and parking, comfortably sleeping a small family or group.
1br Wailuku House; Renovated Plantation Home; Walk Into Wailuku Town! - Hawaii
9.2 282 reviews

1br Wailuku House; Renovated Plantation Home; Walk Into Wailuku Town!

cottage, Wailuku
This charming cottage is conveniently located in Wailuku, within a short walk of Iao Theater and Kaʻahumanu Church, offering easy access to the town's historical attractions. The property boasts excellent ratings for location, cleanliness, and overall experience.
The self-catering accommodation is ideal for a small group of up to three guests, featuring a comfortable bedroom and bathroom. The cottage comes equipped with a kitchen, air conditioning, a balcony, a garden, and a spa, providing a relaxing and enjoyable stay.

Frequently asked questions about villa rentals in Hawaii

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

    Hawaii offers a wealth of iconic sights. For natural beauty, you absolutely have to see the volcanic landscapes of Volcanoes National Park on Hawai'i Island, including Kilauea Iki Crater and the Thurston Lava Tube. On Maui, the Road to Hana is a classic drive with waterfalls and lush rainforests. The beaches are stunning everywhere, but Waikiki Beach on Oʻahu is legendary, and you should also explore the stunning Na Pali Coast on Kauaʻi, perhaps via a boat tour.
  • What are the best villa rentals in Hawaii?

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

    Hawaii is renowned for its incredible diversity of landscapes. Volcanic mountains dominate the islands, like Mauna Kea and Mauna Loa on Hawaiʻi Island. The islands also boast stunning beaches, from the white sands of Waikiki to the black sands of Punaluʻu Black Sand Beach. Lush rainforests are abundant, particularly along the Road to Hana on Maui and on Kauaʻi's north shore. Beyond these, you'll find dramatic cliffs, deserts, and unique geological formations.
  • What are the best villa rentals with a pool in Hawaii?

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

    Beyond the well-trodden paths, there are many hidden gems. The Waimea Canyon on Kauaʻi, often called the 'Grand Canyon of the Pacific', is breathtaking. On Oʻahu, the Ho'omaluhia Botanical Garden offers tranquil beauty and stunning views. Exploring lesser-known beaches like Polihale State Park on Kauaʻi or the secluded coves along the Kona coast on Hawaiʻi Island reveals a different side of Hawaii's beauty.
  • What are the best villa rentals with a jacuzzi in Hawaii?

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

    Immerse yourself in the culture by attending a traditional luau with authentic food, music, and dance. Consider taking a lei-making workshop to learn this ancient craft. Visiting local farmers' markets allows you to interact with the people who grow the produce and learn about their farming practices. Exploring smaller, local businesses, like craft shops or family-run restaurants, offers opportunities to engage with the community and learn about their way of life.
  • What are the best villa rentals for families and kids in Hawaii?

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

    To truly experience Hawaii, at least two weeks is recommended. This allows for island hopping and exploring multiple islands at a relaxed pace. Focusing on one or two islands would require less time, but even then, a week per island would be ideal to see the highlights.
  • What are the best pet friendly villa rentals in Hawaii?

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

    While you'll likely pack swimwear and sunscreen, don't forget a reusable water bottle to stay hydrated, especially when hiking. A light rain jacket is also a good idea, as showers are common, even in sunny weather. Comfortable walking shoes are essential for exploring the many trails and uneven terrain. Consider a reef-safe sunscreen to protect the coral reefs.
  • What are the best villa rentals with parking in Hawaii?

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

    Beyond luaus, consider attending a traditional Hawaiian music and dance performance. There are also workshops on ukulele playing, hula dancing, and Hawaiian language lessons available in many locations. Some cultural centres offer insights into Polynesian navigation techniques or traditional tattooing practices. These experiences provide a more in-depth understanding of Hawaiian culture.
  • Are there any food festivals in Hawaii, United States where you can try local food?

    The annual Maui County Fair features a wide array of local foods. Many smaller, community-based events throughout the year also highlight local cuisine. While specific dates vary, checking local listings closer to your travel dates will reveal many opportunities to sample local dishes.
  • What seasonal natural events, such as migrations or blooming periods, occur in Hawaii, United States?

    Whale watching season (November to May) is a popular time to see humpback whales migrating to Hawaii's warmer waters. Different flowers bloom throughout the year, depending on elevation and location. Specific blooming periods for certain flowers would require checking local resources closer to your travel dates.
  • What exclusive experiences are available when visiting Hawaii, United States?

    Consider a private helicopter tour for stunning aerial views of the islands and their volcanic landscapes. Luxury resorts offer exclusive access to private beaches, spas, and dining experiences. For the adventurous, guided hikes to remote waterfalls or secluded beaches provide unique opportunities. Certain resorts offer private stargazing experiences on Mauna Kea, taking advantage of the island's clear night skies.

Nearby regions

Best Hawaii villas and holiday homes with air conditioning

Stunning Ocean View At Kapalua Bay Villas - Hawaii
9.9 148 reviews

Stunning Ocean View At Kapalua Bay Villas

house, Kapalua
This beachfront villa in Kapalua offers stunning sea views and is a short walk (less than 1.6km) from Napili Bay, and within a 1.6-2.4km radius of the Kapalua Golf Resort Bay Course and the Kapalua Coastal Trail.
The one-bedroom, one-bathroom property sleeps four guests and boasts a private pool, BBQ facilities, a fully equipped kitchen, and free Wi-Fi; housekeeping is available on request.
Kahana Villas E408 - Hawaii
No reviews

Kahana Villas E408

apartment, Napili-Honokowai
Kahana Villas E408, a two-bedroom apartment in Kahana, Napili-Honokowai, is situated steps from Pohaku Park Beach and 4.2km from the Kapalua Plantation Course.
This 118-square-metre self-catering property sleeps up to 11 guests and boasts a fully equipped kitchen, private balcony, swimming pool, jacuzzi, spa, tennis court, and free Wi-Fi; nearby attractions include Whalers Village (6km) and Lahaina Boat Harbour (12km).
Fairway Villas Waikoloa O21 - Hawaii
9.4 1471 reviews

Fairway Villas Waikoloa O21

house, Puako
This apartment is situated in Waikoloa on the Big Island of Hawaii, just an 11-minute walk from Anaeho'omalu Beach and a short drive from Kaloko-Honokohau National Historic Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The accommodation offers a fully equipped kitchen, a private hot tub, and a terrace with mountain views. Guests can enjoy a range of amenities, including a swimming pool, a spa, a fitness centre, and a restaurant, as well as activities like tennis and snorkeling.
Kailua-kona Condo W/ Lanai, Walk To Beach + Pier! - Hawaii
9.4 304 reviews

Kailua-kona Condo W/ Lanai, Walk To Beach + Pier!

house, Kailua
This Kailua-Kona apartment is ideally located just an 8-minute walk from Kamakahonu Beach and a short distance from Magic Sands Beach, offering easy access to the area's beautiful coastline. The apartment has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property provides a spacious layout with comfortable bedding, towels, and a fully equipped kitchen, perfect for preparing meals. Guests can enjoy the tropical climate on the balcony or patio, relax in the garden, or take advantage of the swimming pool, Jacuzzi, fitness centre, and spa.

Best Hawaii villas and holiday homes with jacuzzi

Maile Hale - Hawaii
9.8 88 reviews

Maile Hale

house, Kahaluu-Keauhou
This detached house in Kailua-Kona offers a prime location for exploring the Kona coast, with Kaloko-Honokohau National Historic Park just 14 kilometres away and Hulihee Palace a mere 9 kilometres distant.
This 217 square metre holiday home features three bedrooms, air conditioning, a kitchen equipped with a fridge, freezer, microwave oven, and dishwasher, plus a swimming pool, spa, terrace, garden, tennis court, and parking, with complimentary WiFi provided.
Oceanfront 1bd Amazing Ocean Views - Maalaea Banyans 203 - Hawaii
No reviews

Oceanfront 1bd Amazing Ocean Views - Maalaea Banyans 203

house, Maalaea
This Maalaea holiday cottage boasts a direct oceanfront position with stunning sea views, situated a mere 2-minute walk from Maalaea Beach and 400 metres from the Maui Ocean Center.
This property offers accommodation for up to 7 guests, featuring 1 bedroom, 1 bathroom, air conditioning, a jacuzzi, a garden, parking, and a fully equipped kitchen with a fridge, microwave, and dishwasher, all accessible via a lift.
White Sands Village 127 - Hawaii
8.8 5 reviews

White Sands Village 127

house, Kahaluu-Keauhou
This White Sands Village 127 apartment in Kailua-Kona is situated a mere 2-minute walk from White Sands Beach Park, 13.7 kilometres from Kaloko-Honokohau National Historic Park, and 17.7 kilometres from Kealakekua Bay.
This two-bedroom, two-bathroom property accommodates up to 11 guests and boasts a fully equipped kitchen with a dishwasher and oven, air conditioning, free Wi-Fi, a communal swimming pool, and on-site parking.
Beach Gear Included!  Waikoloa Colony Villas 1501 - Hawaii
9.6 90 reviews

Beach Gear Included! Waikoloa Colony Villas 1501

apartment, Puako
This holiday home in Puako is just a 15-minute walk from both the Waikoloa Beach Golf Course and the Waikoloa Kings' Course, offering a peaceful location close to popular attractions. The property has received excellent ratings for user experience, location, and cleanliness.
The two-bedroom villa spans 111 square metres and comfortably accommodates up to six guests. Guests can enjoy a range of amenities including a fully equipped kitchen, a swimming pool, a jacuzzi, a fitness centre, and free Wi-Fi.
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