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

Stylized Captain's House - Hawaii
10 3 reviews
Hawaii
05/01 – 05/02
$532/nightfor 1 night

Stylized Captain's House

3 5
house, Captain Cook
Stylized Captain's House in Captain Cook is precisely located 2.1 miles from Kealakekua Bay and 5 miles from Kealakekua Bay State Historical Park, offering a welcoming retreat for families.
This 2150 square foot holiday home features 3 bedrooms, 2 bathrooms, a garden, and a balcony with garden views, accommodating up to 13 guests with complimentary WiFi and private parking.
Honeymoon Bliss: Bamboo Temple With Ocean Views At Maui Eco Retreat - Hawaii
Hawaii
05/02 – 05/09
$496/nighttotal: $3472 (7 )

Honeymoon Bliss: Bamboo Temple With Ocean Views At Maui Eco Retreat

1 2
cottage, Haiku-Pauwela
Located on Maui's North Shore waterfront in Haiku, this secluded honeymoon cottage, Bamboo Temple, offers panoramic Pacific Ocean and Hana coastline views, situated just 15 miles from town and close to Mama's Fish House, Ho'okipa Beach, and the Road to Hana.
This eco-friendly, off-grid retreat features a romantic bamboo 4-poster bed, a private outdoor shower with an ocean view, a fully equipped kitchen, and exclusive daily yoga and meditation classes, making it an ideal villa for a relaxing getaway.
Maui Is Calling You Back! Enjoy Our Ocean View Cottage- 200+ Rave Reviews Await! - Hawaii
10 206 reviews
Hawaii
07/18 – 07/31
$526/nighttotal: $6838 (13 )

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.
Marbella Lane Nohea Stylish Home Makaha - Hawaii
Hawaii
06/16 – 06/28
$641/nighttotal: $7692 (12 )

Marbella Lane Nohea Stylish Home Makaha

1 2
cottage, Makaha Valley
This Makaha Valley cottage offers a welcoming stay, located just 1 mile from historical Kaneʻaki Heiau and Makaha Valley Golf Club, and within 3 miles of the scenic Waianae Mountain Range.
Enjoy outdoor relaxation with a private yard, hot tub, garden, and barbecue grills, plus a full kitchen equipped with a refrigerator and coffee/tea maker, making this a perfect holiday home for your vacation.
Makai Hideaway  600ft From  Ocean Giant Deck\n Gameroom/10 Day Special In Fall - Hawaii
9.8 377 reviews
Hawaii
07/12 – 07/19
$373/nighttotal: $2611 (7 )

Makai Hideaway 600ft From Ocean Giant Deck\n Gameroom/10 Day Special In Fall

3 5
apartment, Hawaiian Ocean View
Offering outstanding Hawaiian Ocean Views, this exclusive villa is located in the secluded Milolii area, south of Kona, approximately 1 hour and 10 minutes from Kona airport and Hawaii Volcanoes National Park, with direct water access within a short walk for swimming, snorkeling, kayaking, scuba diving, and fishing.
This spacious 1940 square feet holiday home comfortably accommodates up to 10 guests across 3 bedrooms and 3 bathrooms, featuring a large lanai for dolphin and whale watching, a well-equipped kitchen, barbecue, washer/dryer, and extensive outdoor amenities for a relaxing getaway.
Kahana Reef 201 · Kr 201 Oceanfront 1bd Condo W Ocean Views Pool - Hawaii
9.4 17 reviews
Hawaii
11/01 – 11/21
$258/nighttotal: $5160 (20 )

Kahana Reef 201 · Kr 201 Oceanfront 1bd Condo W Ocean Views Pool

1 3
house, Napili-Honokowai
Directly on the oceanfront in Kahana, this villa offers captivating sea views and is an 11-minute walk to Pohaku Park Beach and 2.7 miles from the Kapalua Plantation Course.
This welcoming holiday home features 1 bedroom and 1 bathroom, accommodating up to 7 guests with a fully equipped kitchen, free Wi-Fi, and access to a pool, making it an ideal beach house for your vacation.
Waimea/kawaihae Dry Side With Breathtaking Ocean View And Sunset. \N - Hawaii
9.8 11 reviews
Hawaii
05/17 – 05/27
$464/nighttotal: $4640 (10 )

Waimea/kawaihae Dry Side With Breathtaking Ocean View And Sunset. \N

2 2
cottage, Waimea
Experience panoramic Pacific Ocean and sunset views from the wrap-around balcony of this unique octagonal Topsider cottage, offering hurricane sustainability and seclusion on 3.5 acres bordering Parker Ranch land, just a 5-minute drive from Mauna Kea and Hapuna beaches.
This family-friendly, 900 sq ft cottage accommodates four guests with two bedrooms and one newly renovated bathroom, featuring a full kitchen with a dishwasher, on-site laundry, and excellent stargazing opportunities, making it an ideal villa for exploring the west side of the Big Island.
Mauna Nani - Hawaii
9.9 117 reviews
Hawaii
07/04 – 07/10
$617/nighttotal: $3702 (6 )

Mauna Nani

3 7
house, Volcano
Located in Volcano, this welcoming villa is 14 miles from Kilauea and 21 miles from Pana'ewa Rainforest Zoo.
This spacious 3-bedroom holiday home offers a family-friendly environment with an equipped kitchen, living room with a flat-screen TV, fireplace, an indoor play area, and outdoor amenities including a patio and barbecue, perfect for exploring nearby snorkeling and cycling opportunities.
Puako 1940's Vintage Beach Cottage - Now With Air Conditioning - Hawaii
10 241 reviews
Hawaii
05/02 – 05/09
$325/nighttotal: $2275 (7 )

Puako 1940's Vintage Beach Cottage - Now With Air Conditioning

2 2
cottage, Puako
Directly across the street from the ocean in Puako, Hawaii's sole beachfront community on the Kohala Coast, this restored vintage beach cottage offers an excellent user rating and is just 0.2 miles from Hāpuna Beach State Recreation Area.
This welcoming villa provides accommodation for up to 4 guests in 2 bedrooms, featuring a private outdoor garden shower, a jacuzzi, spa, and lush garden, making it an ideal holiday home close to ancient petroglyphs and world-class golf courses.
Year-round Sunset, Ocean And Island Views! Unrivaled Value In The Kapalua® Resort! - Hawaii
9.5 83 reviews
Hawaii
05/20 – 05/27
$298/nighttotal: $2086 (7 )

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.
New Listing! 2 Bd/1ba With Jungle Views And A/c - Hawaii
10 63 reviews
Hawaii
05/19 – 06/06
$348/nighttotal: $6264 (18 )

New Listing! 2 Bd/1ba With Jungle Views And A/c

2 6
house, Princeville
Overlooking Hanalei on Kauai's North Shore, this duplex condo offers a unique bluff location with stunning views of the Hanalei mountain range and rainforest, just a short drive from Hanalei town and beaches.
This welcoming villa, accommodating up to 6 guests, features 2 bedrooms, 1 bathroom, split air conditioning in the bedrooms, a gourmet kitchen with new appliances including a dishwasher, and a lush jungle backyard with a covered lanai, perfect for enjoying the natural surroundings and fruit trees.
Includes Mauna Lani Beach Club Pass.  Golf Villa At Mauna Lani D3 - Hawaii
9.7 84 reviews
Hawaii
07/04 – 07/10
$591/nighttotal: $3546 (6 )

Includes Mauna Lani Beach Club Pass. Golf Villa At Mauna Lani D3

3 7
apartment, Puako
Located in the prestigious Mauna Lani Resort area on the Kohala Coast of the Big Island, this apartment is a short drive to Hāpuna Beach State Recreation Area and Mauna Kea Beach, offering an exclusive Mauna Lani Beach Club Pass for access to a calm, white sandy cove with a full-service restaurant.
This 1820 sq ft villa comfortably accommodates up to 8 guests with 3 bedrooms and 3 bathrooms, featuring central air conditioning, a well-equipped kitchen with a rice cooker and blender, an in-unit washer and dryer, and provided beach equipment, making it an ideal holiday home for exploring world-class golf courses.

Villas and Vacation Homes with Pool in Hawaii

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

Keauhou Luxury Estate By Casago Kona - Simply Delicious - Private Pool - Hawaii
10 108 reviews
Hawaii
07/12 – 07/19
$1061/nighttotal: $7427 (7 )

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

3 5
house, Kahaluu-Keauhou
Located in Kailua-Kona, this Keauhou vacation home is 8.8 miles from Kaloko-Honokohau National Historic Park and 10 miles from Kealakekua Bay.
This luxurious villa offers 2380 square feet of living space with 3 bedrooms, a private outdoor swimming pool, a Jacuzzi, a garden, and a tennis court, providing complimentary WiFi and on-site parking for guests.
Hono Kai A16 - Hawaii
Hawaii
09/24 – 09/30
$298/nighttotal: $1788 (6 )

Hono Kai A16

1 2
house, Maalaea
House rental listing. You will stay in Maalaea.
Facilities and services: a swimming pool, air conditioning and a dish washer. Take advantage of the Free Parking with this accommodation in Maalaea!
Resort Amenities | Golf Course View | Cottage + Guesthouse - Hawaii
Hawaii
07/12 – 07/19
$2799/nighttotal: $19593 (7 )

Resort Amenities | Golf Course View | Cottage + Guesthouse

3 5
cottage, Poipu
This luxurious three-bedroom cottage is located in Poipu, Koloa, a mere 5-minute drive from The Shops at Kukui'ula and 7 minutes from Historic Old Koloa Town.
Spanning 2600 square feet, this exclusive villa accommodates up to 6 guests and features a gourmet kitchen, a private lanai with an outdoor dining area, a backyard with a firepit and BBQ station, and access to The Lodge at Kukui'ula's extensive amenities including pools, a spa, and a golf course.
Kulakane 211 · Kk 211 Updated Oceanfront Whale Watching - Hawaii
8.7 13 reviews
Hawaii
07/18 – 07/31
$344/nighttotal: $4472 (13 )

Kulakane 211 · Kk 211 Updated Oceanfront Whale Watching

1 4
house, Napili-Honokowai
Located in Kahana, this oceanfront villa is a 2-minute walk from Honokowai Beach Park and 2.7 miles from Whalers Village Shopping Center and Museum.
Offering stunning sea views and complimentary WiFi, this 1-bedroom, 1-bathroom holiday home accommodates up to 7 guests with a fully equipped kitchen and on-site parking, perfect for a relaxing beach house getaway.
Royal Kahana 701 · Rk 701 Spacious Oceanfront 2bd W Pool Ac - Hawaii
9.0 1 review
Hawaii
05/02 – 05/09
$401/nighttotal: $2807 (7 )

Royal Kahana 701 · Rk 701 Spacious Oceanfront 2bd W Pool Ac

2 3
house, Napili-Honokowai
Directly oceanfront, this welcoming 2-bedroom condo in Kahana is located just 8 minutes' walk from Pohaku Park Beach and 2.6 miles from the Kapalua Plantation Course.
This well-appointed holiday home offers air conditioning, complimentary WiFi, a full kitchen with a dishwasher, and an on-site swimming pool, making it an ideal beach house for your next vacation.
Balinese Beach House With Pool - Hawaii
10 1 review
Hawaii
05/01 – 05/02
$747/nightfor 1 night

Balinese Beach House With Pool

1 5
house, Leilani Estates
Directly steps from Kehena Black Sand Beach, this Balinese beach house in Pahoa offers a welcoming escape, located 13 miles from Lava Tree State Park.
This expansive villa boasts 3160 square feet, accommodates 23 guests with 4 bathrooms, and features a private terrace with sea views, an outdoor swimming pool, barbecue facilities, and a fully equipped kitchen.
Maui Kai 308 · Mk 308 Oceanfront Condo W Ac Pool - Hawaii
Hawaii
05/02 – 05/09
$380/nighttotal: $2660 (7 )

Maui Kai 308 · Mk 308 Oceanfront Condo W Ac Pool

1 3
house, Kaanapali
Directly on the oceanfront in Kahana, this villa is conveniently located 2.3 miles from the Whalers Village Shopping Center and 4.7 miles from the Kapalua Plantation Course.
This air-conditioned holiday home accommodates up to 7 guests and features a fully equipped kitchen with a dishwasher and oven, plus complimentary on-site parking and WiFi.
@Marbella Lane - Paradise Gem W/breathtaking Views - Hawaii
Hawaii
05/12 – 05/15
$921/nighttotal: $2763 (3 )

@Marbella Lane - Paradise Gem W/breathtaking Views

1 2
cottage, Makaha Valley
Located in Waianae, this cottage offers convenient access to Makaha Valley Golf Club and historical Kaneʻaki Heiau, both within 2 miles, and is situated within 3 miles of the Waianae Mountain Range.
This pet-friendly cottage provides a refreshing outdoor pool, a serene garden, complimentary self-parking, and free WiFi in public areas, making it an ideal villa for your Hawaiian holiday home getaway.

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.

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