Villas and Vaction Homes in Hawaii

157157 Villas and Vacation Homes in Hawaii

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Hawaii
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Best villa offers in Hawaii

Hulili Tropical Fruit Farm - Pineapple Cottage - Hawaii
9.9 183 reviews
Hawaii
11/30 – 01/29
$240/nighttotal: $14400 (60 )

Hulili Tropical Fruit Farm - Pineapple Cottage

1 2
cottage, Honomu
Located in Hakalau, this secluded tropical farm cottage offers breathtaking, unspoiled ocean views and is just a short drive to Akaka Falls State Park and the Hawaii Tropical Botanical Garden.
This 720 sq ft villa comfortably accommodates up to 4 guests with a king bed, a full futon, and a unique queen hanging bed on the lanai, featuring a fridge, freezer, microwave, and complimentary internet for a perfect holiday home experience.
Kihei - Tropical Cottage Across From The Beach - Permit # Stkm 2015/0003 - Hawaii
10 55 reviews
Hawaii
07/19 – 07/26
$613/nighttotal: $4291 (7 )

Kihei - Tropical Cottage Across From The Beach - Permit # Stkm 2015/0003

2 1
cottage, Kihei
Just a 30-second walk from a 5-mile beach, this welcoming cottage in North Kihei offers stunning views of Maalea Bay and the West Maui Mountains, placing you directly across from prime ocean access and near the Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters.
This 700 square foot holiday home, perfect for families, features 2 bedrooms and 1 bathroom to accommodate up to 4 guests, boasting amenities like air conditioning, a full kitchen with a dishwasher, and a spacious garden, making it an ideal beach house choice in Kihei.
Hale Maluhia-private 2 Bedroom Home - Hawaii
8.3 9 reviews
Hawaii
11/16 – 11/17
$302/nightfor 1 night

Hale Maluhia-private 2 Bedroom Home

1 3
house, Hawaiian Paradise Park
Hale Maluhia, a welcoming Keaau holiday home, is located 10 miles from Lava Tree State Park and 13 miles from Pana'ewa Rainforest Zoo, offering convenient access to the Pacific Tsunami Museum and Lyman Museum & Mission House, both 17 miles away, and is situated 17 miles from Hilo International Airport.
This private 2-bedroom villa, accommodating up to 9 guests, features 130 square feet of living space, free private parking, a patio, complimentary WiFi, air conditioning, a fully equipped kitchen with a fridge and microwave oven, and a washing machine, making it an ideal base for exploring the natural beauty and historical sites of the Hawaiian Paradise Park area.
Owl Nest: Serene Stream Side Retreat For 2 Or 3 - Hawaii
9.9 245 reviews
Hawaii
11/16 – 11/17
$230/nightfor 1 night

Owl Nest: Serene Stream Side Retreat For 2 Or 3

1 3
B&B, Kukuihaele
This welcoming B&B in Kukuihaele offers a peaceful, stream-side retreat immersed in the Hamakua Coast rainforest, just a five-minute walk from the Waipio Valley Lookout.
Explore this family-friendly log cabin, a perfect holiday home for up to three guests, featuring a kitchenette, HiSpeed Internet, and a private lanai with garden views, situated near horseback riding and hiking opportunities.
Off-grid Rainforest River Cabin (No Cleaning Fee) - Hawaii
9.5 54 reviews
Hawaii
11/16 – 11/17
$138/nightfor 1 night

Off-grid Rainforest River Cabin (No Cleaning Fee)

1 3
cabin, Honomu
Experience a unique, rustic cabin in Honomu, situated directly next to a spring-fed river and its own waterfall swimming area, offering an off-grid escape surrounded by exotic fruit trees.
This secluded holiday home accommodates up to 6 guests and features solar power, hot showers, a private en-suite bathroom, and an outdoor dining area, providing a memorable step above camping in the lush rainforest jungle.
Kamaole Sands 3-305 - Hawaii
9.7 3 reviews
Hawaii
08/15 – 08/19
$390/nighttotal: $1560 (4 )

Kamaole Sands 3-305

1 4
house, Wailea
This welcoming villa in Wailea is a 2-minute walk from Kamaole Beach, 3.4 miles from Wailea Emerald Course, and 18 miles from Iao Valley State Park.
This holiday home offers 820 square feet of living space, accommodates up to 7 guests, and features a fully equipped kitchen, air conditioning, and an on-site swimming pool.
❤Pih❤the Oasis At Kulalani Tons Of Extras Near Pools Bikes - Hawaii
10 18 reviews
Hawaii
07/05 – 07/12
$700/nighttotal: $4900 (7 )

❤Pih❤the Oasis At Kulalani Tons Of Extras Near Pools Bikes

3 7
house, Puako
Located in Waikoloa, this villa is 1.1 miles from Pauoa Bay Beach and 25 miles from Kaloko-Honokohau National Historic Park.
This welcoming 1920 sq ft holiday home features 3 bedrooms, air conditioning, a private swimming pool, jacuzzi, spa, and a terrace with mountain views, perfect for families seeking a relaxing escape with internet and a well-equipped kitchen.
Oceanview Kehena Black Sand Beach House - Spa/pool - Hawaii
9.8 68 reviews
Hawaii
10/10 – 10/18
$523/nighttotal: $4184 (8 )

Oceanview Kehena Black Sand Beach House - Spa/pool

1 6
bungalow, Leilani Estates
Located in Puna on the Big Island's east coast, this bungalow offers direct ocean views and sounds from the master bedroom balcony, just a 3-minute walk from Kehena black sand beach and 15 minutes from Hawaii's only public hot springs.
This welcoming villa, accommodating up to 8 guests, features a heated swim spa, fire pit, BBQ grill, and ample deck space designed for indoor/outdoor living, providing an ideal base for exploring nearby attractions like Hawaiian Volcanoes National Park and Hilo's waterfalls.
Luxury  Cottage W/ Private Pool. Under The Warm Maui Sun Pmt #Bbkm\\2016\\0004 - Hawaii
10 193 reviews
Hawaii
06/20 – 06/27
$570/nighttotal: $3990 (7 )

Luxury Cottage W/ Private Pool. Under The Warm Maui Sun Pmt #Bbkm\\2016\\0004

1 2
cottage, Wailea
Located in Wailea, this cottage is a mere 4-minute drive from Keawekapu beach, with Wailea beach, Makena beach, and The Shops at Wailea also just minutes away.
This luxurious 700 sq ft villa offers a private saline swimming pool, a fully equipped kitchen, and an Italian villa ambiance, perfect for a couple seeking an exclusive holiday home experience.
@ Marbella Lane - 3br W/ Amazing Mt & Ocean Vistas - Hawaii
8.0 1 review
Hawaii
08/28 – 09/11
$834/nighttotal: $11676 (14 )

@ Marbella Lane - 3br W/ Amazing Mt & Ocean Vistas

1 1
cottage, Makaha Valley
Located in Waianae, this cottage offers a secluded experience with a private yard and patio, situated less than 2 miles from historical Kaneʻaki Heiau and Makaha Valley Golf Club, and within 3 miles of Mauna Lahilahi Beach Park.
This welcoming villa provides a fully equipped kitchen with an oven and microwave, air conditioning, a swimming pool, and complimentary WiFi in public areas, making it an ideal holiday home for exploring the Makaha Valley.
Ponomana Oasis  - New!! The Serenity Cottage - Hawaii
9.9 37 reviews
Hawaii
07/01 – 07/31
$219/nighttotal: $6570 (30 )

Ponomana Oasis - New!! The Serenity Cottage

1 2
cottage, Honaunau-Napoopoo
Secluded on a 5-acre eco-friendly property in Captain Cook, this cottage offers a unique elevation at 950ft above Kealakesua Bay, providing proximity to exceptional waters for marine life viewing and close access to cultural sites like the Kona Coffee Living History Farm.
This 1-bedroom, 1-bathroom villa accommodates 2 guests and features a private lanai with gentle breezes, making it an ideal holiday home for personal retreats or romantic getaways, with opportunities for game walks and birdwatching on the grounds.
Jungle Top Suite Nature Escape ~ Two King Beds - Hawaii
10 33 reviews
Hawaii
09/07 – 09/21
$318/nighttotal: $4452 (14 )

Jungle Top Suite Nature Escape ~ Two King Beds

2 2
gîte, Orchidlands Estates
Centrally located in Orchidland Estates, this gîte is a 30-minute drive to Hawaiʻi Volcanoes National Park and local beaches, offering an immersive agritourism experience on a botanical food forest farm.
This family-friendly gîte accommodates up to 4 guests in 2 bedrooms and features a spacious, screened lanai with outdoor dining, a full kitchen, and panoramic nature views, perfect for a relaxing holiday home stay.

Villas and Vacation Homes with Pool in Hawaii

Among the 157157 villas in Hawaii here are the 8 best villas with pool

Outrigger Paradise Hale Wa A Pale With Private Pool - Hawaii
Hawaii
07/05 – 07/12
$1122/nighttotal: $7854 (7 )

Outrigger Paradise Hale Wa A Pale With Private Pool

5 7
house, Holualoa
Located in Kailua-Kona, this holiday home is 3.7 miles from Hulihee Palace and 6.9 miles from Kaloko-Honokohau National Historic Park, offering proximity to significant historical sites like Pu'uhonua o Honaunau National Historical Park (19 miles) and Kealakekua Bay (10 miles).
This spacious villa boasts 2900 square feet with 5 bedrooms and 3 bathrooms, accommodating up to 19 guests with a fully equipped kitchen, private swimming pool, garden, and complimentary Wi-Fi, ensuring a comfortable stay with a private entrance for added privacy.
Year-round Sunset, Ocean And Island Views! Unrivaled Value In The Kapalua® Resort! - Hawaii
9.5 84 reviews
Hawaii
10/05 – 10/18
$339/nighttotal: $4407 (13 )

Year-round Sunset, Ocean And Island Views! Unrivaled Value In The Kapalua® Resort!

1 2
apartment, Kapalua
Enjoy breathtaking ocean and island sunset views year-round from this secluded, family-friendly apartment at The Ridge Villas in Kapalua, just a five-minute walk to world-class beaches like Kapalua Bay.
This welcoming villa offers 1 bedroom and 2 bathrooms for up to 4 guests, featuring a spacious private lanai with a grassy area, access to two heated swimming pools with BBQ facilities, and complimentary Wi-Fi, beach chairs, and covered parking, making it an ideal beach house for your Kapalua holiday home.
Rustic Retreat With Panoramic Views At Pu'u O Hoku Ranch - Hawaii
10 95 reviews
Hawaii
08/28 – 09/11
$585/nighttotal: $8190 (14 )

Rustic Retreat With Panoramic Views At Pu'u O Hoku Ranch

2 1
cottage, Ualapue
Offering panoramic ocean views from its hilltop perch above a working ranch, this rustic cottage in Ualapue provides a glimpse of old Hawaii with historic 1930s ranch-style architecture, furnished with Balinese and Hawaiian wood and textiles, and is just a short drive from the black-sand beaches of Halawa Valley, making it an ideal eco-conscious holiday home.
This 2-bedroom, 2-bathroom villa accommodates up to 5 guests and features off-grid living with renewable energy, well water, a kitchen with a fridge, and a terrace, with on-site activities including hiking, swimming, and stargazing, plus optional delivery of fresh biodynamic and organic produce, beef, and venison for self-catering.
Come To Maui-  Beautiful 2bd/3ba  Oceanview Kapalua Ridge Villa - Hawaii
9.5 102 reviews
Hawaii
09/26 – 10/10
$538/nighttotal: $7532 (14 )

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

2 3
house, Kapalua
This luxury villa in Kapalua offers unobstructed ocean, Honolua Bay, and sunrise views from every room, situated in a tropical, park-like setting just steps from the sea and conveniently located 1.5 miles from Napili Bay and 3 miles from Kaanapali Beach.
This 1750 square foot, ground-floor, single-level villa comfortably accommodates up to 6 guests and features an enormous wrap-around lanai, a well-stocked Chef’s Kitchen, and access to two heated resort pools, making it an ideal holiday home for exploring the Kapalua golf courses and coastline.
Maui Is Calling You Back! Enjoy Our Ocean View Cottage- 200+ Rave Reviews Await! - Hawaii
10 206 reviews
Hawaii
08/15 – 08/19
$539/nighttotal: $2156 (4 )

Maui Is Calling You Back! Enjoy Our Ocean View Cottage- 200+ Rave Reviews Await!

2 4
cottage, Kaanapali
Perfectly situated within the North Kaanapali Golf Course, this remodeled 2-bedroom, 2-bathroom cottage is just a few minutes' walk, approximately 1,000 feet, to the snorkeling spots at Kaanapali Beach, offering spectacular views of Molokai and Lanai.
This welcoming holiday home provides a spacious "great room" with vaulted ceilings, a modern kitchen, and a lanai with wrap-around windows, accommodating up to 4 guests with amenities like a dishwasher, microwave, fridge, and Wi-Fi, plus access to two swimming pools and beautiful gardens, making it an ideal beach house.
Spacious Molokai Style Condo Locally Owned - Hawaii
9.8 32 reviews
Hawaii
11/16 – 11/17
$193/nightfor 1 night

Spacious Molokai Style Condo Locally Owned

1 3
apartment, Kaunakakai
This ground-floor apartment in Kaunakakai offers direct access to a large grassy area and is situated shoreside, providing convenient proximity to beach access and local amenities.
Enjoy resort-like amenities including an on-site swimming pool, shuffleboard, a mini putting green, and shore-side picnic tables with propane grills, making this a perfect holiday home and potential beach house for up to 4 guests.
Quaint Stand-alone Cottage - 2 Bedroom 2 Bath - Hawaii
9.4 55 reviews
Hawaii
09/14 – 09/20
$366/nighttotal: $2196 (6 )

Quaint Stand-alone Cottage - 2 Bedroom 2 Bath

1 6
cottage, Princeville
Directly on a path leading to shopping, Princeville Park, the library, and happy hour at the Westin, this unique stand-alone cottage in Princeville offers direct access to a hiking path just 1,500 feet from Anini Beach.
This 1,050 square foot villa boasts two distinct living spaces, including a lofted sleeping area and an oversized bedroom with a bonus living area, each opening to a private lanai overlooking the former Prince Golf Course, and comfortably accommodates up to 6 guests with a full kitchen, swimming pool, and tennis court on site.
Resort Amenities | Golf Course View | Cottage + Guesthouse - Hawaii
Hawaii
09/14 – 09/20
$2562/nighttotal: $15372 (6 )

Resort Amenities | Golf Course View | Cottage + Guesthouse

3 6
cottage, Poipu
Located in Poipu, this luxurious cottage is a 5-minute drive from The Shops at Kukui'ula, 7 minutes from Historic Old Koloa Town, and 10 minutes from Spouting Horn Blow Hole.
This 2600 square feet villa offers 3 bedrooms and 4 bathrooms accommodating up to 6 guests, featuring a private backyard with a firepit and grilling area, air conditioning, a swimming pool, jacuzzi, and exclusive access to The Club at Kukui'ula's amenities.

Frequently Asked Questions about Hawaii

  • What are the must-see attractions that I should visit in Hawaii, United States?

    When visiting Hawaii, United States, a few key attractions stand out. On Oahu, Pearl Harbor offers a significant historical experience. The Polynesian Cultural Center provides a deep dive into island cultures. For natural beauty, the Nā Pali Coast State Wilderness Park on Kauai is breathtaking, and Haleakalā National Park on Maui offers incredible sunrise views from its summit. Volcanoes National Park on the Big Island is essential for witnessing active volcanic landscapes.
  • How much does it typically cost to stay in a villa in Hawaii, United States?

    The cost of a villa in Hawaii, United States, varies significantly based on location, size, amenities, and time of year. Generally, expect rates to range from $500 to $3,000 per night, with luxury beachfront properties in popular areas like Maui or Kauai often falling at the higher end of this spectrum. Smaller, less amenity-rich villas in less-trafficked areas might be found for closer to the lower end.
  • What are the best towns, villages, or areas to rent a villa in Hawaii, United States?

    For villa rentals in Hawaii, United States, consider areas known for their beauty and amenities. On Maui, Kaanapali and Wailea are popular for their resorts and beaches. Kauai offers stunning natural scenery, with Poipu on the south shore and Hanalei on the north shore being sought-after locations. Oahu has options in areas like Kailua or the North Shore for a more relaxed vibe, though Waikiki offers a more urban beachfront experience. The Big Island has villas in Kona and Kohala Coast.
  • When is the best time to book a villa in Hawaii, United States, and how far in advance should I plan?

    Booking a villa in Hawaii, United States, is best done well in advance, especially for peak seasons. For travel during the winter holidays (December to March) or the summer months (June to August), booking 9 to 12 months ahead is advisable. Shoulder seasons, like April to May and September to November, offer a good balance of pleasant weather and potentially lower prices, with booking 6 to 9 months in advance recommended.
  • What are the must-see festivals or seasonal events in Hawaii, United States?

    Hawaii, United States, hosts several notable festivals. The Merrie Monarch Festival, held in Hilo on the Big Island each spring (usually April), is the premier hula competition in the world. The Aloha Festivals, celebrated across the islands in September, are a statewide celebration of Hawaiian culture with parades and events. The King Kamehameha Day celebrations in June honor the first king of the Hawaiian Kingdom.

Villas in Popular Destinations

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