Holiday Rentals in Hawaii

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Hawaii holiday rentals
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Best Holiday rentals and Airbnb offers in Hawaii

Best family friendly Hawaii holiday rentals

Among the 45697 accommodations in Hawaii, here are the 4 best family friendly rentals

Special Rate! Gorgeous Top To Bottom Remodel! Kaanapali Plantation 62 - Hawaii
9.5 80 reviews
Hawaii
03/08 – 09/08
SG$882/nighttotal: SG$5292 (6 )

Special Rate! Gorgeous Top To Bottom Remodel! Kaanapali Plantation 62

3 8
apartment , Kaanapali
This apartment is located in Kaanapali, just 1.6 kilometres from Whalers Village and a short walk from Kahekili and Kaanapali beaches. The property has excellent user, location and cleanliness ratings.
This three-bedroom apartment can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a terrace or balcony, a garden, a swimming pool, a spa, a fitness centre, tennis courts, and parking.
Mokulē'ia Beach Houses At Owen's Retreat - Hawaii
9.0 92 reviews
Hawaii
15/08 – 19/08
SG$2027/nighttotal: SG$8108 (4 )

Mokulē'ia Beach Houses At Owen's Retreat

4 4
house , Mokuleia
This house is located in Waialua on the North Shore of O'ahu, just a short drive from Camp Erdman Beach and Polo Beach, both popular spots for swimming and sunbathing. The house is rated very good for user experience, excellent for location and good for cleanliness.
The property offers a fully equipped kitchen, a terrace, and a garden. Guests can enjoy barbecue facilities, access to water sports facilities and free parking.
Just Reduced Value Season! 3rd Floor Unit Steps From The Beach - Hawaii
9.2 89 reviews
Hawaii
29/06 – 27/07
SG$257/nighttotal: SG$7196 (28 )

Just Reduced Value Season! 3rd Floor Unit Steps From The Beach

1 4
apartment , Kihei
This South Kihei flat is located in the mountains, a short 100-metre walk from Kamaole Beach Park II, offering mountain views and potential whale watching opportunities in winter.
This family-friendly one-bedroom flat, accommodating up to four guests, features a 61 square metre floor area with a fully equipped kitchen, air conditioning, a swimming pool, and a terrace, all within well-maintained grounds that resemble a botanical garden.
Kaanapali Shores: 943 ~ Penthouse Level With Stunning Ocean Views - Hawaii
9.4 62 reviews
Hawaii
17/10 – 27/10
SG$568/nighttotal: SG$5680 (10 )

Kaanapali Shores: 943 ~ Penthouse Level With Stunning Ocean Views

1 3
apartment , Kaanapali
This Kaanapali penthouse apartment is situated directly on the beach, a short 500-meter walk from Kaanapali Beach, local supermarkets, restaurants, and Whalers Village.
This recently remodelled one-bedroom, one-bathroom condo offers 67 square metres of living space, accommodates up to four guests, and boasts a spacious 9.6 square metre lanai, with access to resort amenities including two swimming pools, two spa pools, and tennis courts.

Top cities

Best Hawaii holiday rentals with a pool

Among the 45697 accommodations in Hawaii, here are the 4 best rentals with a pool

1308 Oceanview | Turtles • Pool • Spa • Whales W/d - Hawaii
10 1 review
Hawaii
23/07 – 21/08
SG$817/nighttotal: SG$23693 (29 )

1308 Oceanview | Turtles • Pool • Spa • Whales W/d

1 7
apartment , Poipu
This oceanfront holiday flat in Poipu offers panoramic ocean views from its bluff-top position, just a few minutes' drive from Poipu's renowned beaches and 700 meters from the shops and restaurants at Poipu Shopping Village.
This updated residence accommodates up to eight guests with three bedrooms and two bathrooms, featuring a private lanai, a communal swimming pool, spa, and tennis/pickleball courts, plus provided beach gear for your enjoyment.
Timeless Island Charm And Breathtaking Views - Hawaii
9.5 56 reviews
Hawaii
22/08 – 26/08
SG$349/nighttotal: SG$1396 (4 )

Timeless Island Charm And Breathtaking Views

1 4
apartment , Napili-Honokowai
This beachfront apartment in Napili-Honokowai, Maui, offers direct access to Keka'a Beach and is within 5km of Kaanapali Beach and Whalers Village.
The one-bedroom, one-bathroom condo sleeps four, features a fully equipped kitchen, in-unit laundry, and access to a swimming pool, jacuzzi, tennis court, and concierge services.
Quiet And Peaceful Getaway On The Ground Floor And A Short Walk To The Pool ! - Hawaii
9.7 233 reviews
Hawaii
01/07 – 08/07
SG$336/nighttotal: SG$2352 (7 )

Quiet And Peaceful Getaway On The Ground Floor And A Short Walk To The Pool !

2 5
apartment , Waikoloa Village
This ground floor apartment is situated in a peaceful complex just a short drive (around 2 kilometres) from the beach, shops, and restaurants in Waikoloa Village. It has received excellent ratings for location, cleanliness, and overall guest experience.
The two-bedroom, two-bathroom apartment spans 106 square metres and comfortably accommodates up to six guests. It offers a range of amenities, including a private lanai, a well-equipped kitchen, and access to a swimming pool, hot tub, and BBQ areas.
4bd Home In Mauna Lani | Special Discounted Golf Rates | Kamilo 417 | Coraltree - Hawaii
10 1 review
Hawaii
03/07 – 05/07
SG$1540/nighttotal: SG$3080 (2 )

4bd Home In Mauna Lani | Special Discounted Golf Rates | Kamilo 417 | Coraltree

4 10
apartment , Puako
This expansive four-bedroom, four-bathroom residence is situated in Kamuela within the Mauna Lani Resort, offering convenient access to Mauna Lani Beach Club (1.29 kilometres), Shops at Mauna Lani (644 metres), Kalahuipua'a Historic Park (805 metres), and Mauna Lani Golf Club (966 metres).
Boasting over 214 square metres of living space, this apartment accommodates up to 10 guests and features a private lanai with a barbecue, access to two community pools and hot tubs at the KaMilo Recreation Center, and includes two sets of golf clubs and in-home entertainment options, with privileged member rates at Mauna Lani golf course.

Frequently asked questions about holiday rentals in Hawaii

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

    For must-see sights in Hawaii, you absolutely have to visit Pearl Harbor in Oahu, a significant historical site. Then there's Waikiki Beach, also on Oahu, famous for its iconic views and surfing. On Maui, the Road to Hana offers stunning coastal drives and waterfalls, and Haleakala National Park provides breathtaking sunrise views from its volcanic crater. The volcanic landscapes of Volcanoes National Park on the Big Island are also incredible, with active volcanoes and unique geological formations. Don't forget the Na Pali Coast on Kauai, with its dramatic cliffs and lush valleys.
  • What are the best Airbnb and vacation rentals in Hawaii?

    Luxury Mountain View Resort Condo With Large Private Balcony, Ocean Villas At Turtle Bay and Honua Kai - Luana Garden Villa 3c are the most popular Airbnb and vacation rentals in Hawaii among travelers.

  • What types of vacation rentals are common in Hawaii?

    Whether you are looking for a house, apartment, bungalow, cottage, villa, or even a cabin, Hawaii offers a wide range of vacation rentals perfect, so you'll be sure to find the right match for you.
  • Are there unique natural phenomena in Hawaii, United States?

    Yes! Hawaii boasts many unique natural phenomena. The volcanic activity in Volcanoes National Park on the Big Island is a major draw, with active volcanoes like Kilauea. The diverse ecosystems, from rainforests to deserts, are also unique. Witnessing the green flash at sunset, a fleeting optical illusion, is another special experience. Then there are the numerous waterfalls cascading down lush mountainsides throughout the islands.
  • What are the most popular Airbnbs in Hawaii?

  • Can I find any unusual vacation rentals in Hawaii?

    Make your stay in Hawaii different with a stay in a unique vacation rental. You can book into a yurt by the beach, a treehouse in a rainforest, or even a hut in a naturist resort. You'll be sure to find a place to stay in Hawaii that will leave you with memories.
  • What essentials should you bring along for a trip to Hawaii, United States?

    Pack light clothing, swimwear, sunscreen (essential!), a hat, sunglasses, and comfortable walking shoes. Rain gear is also advisable, as showers can be sudden. Don't forget insect repellent, especially for the rainforest areas. A reusable water bottle is crucial for staying hydrated in the tropical climate. Consider a portable charger for your electronic devices.
  • What are the best vacation rentals with a pool in Hawaii?

  • Where should I book for the Aloha Festivals?

    The Aloha Festivals take place state-wide, but most of the events occur on the island of Oahu, so you may want to book a vacation rental around Honolulu or anywhere on the island.
  • What famous events or festivals are happening in Hawaii, United States?

    The Merrie Monarch Festival in Hilo, on the Big Island, is a major celebration of Hawaiian culture, featuring hula competitions. The Aloha Festivals, celebrated across various islands, showcase traditional music, dance, and crafts. Many smaller, local festivals happen throughout the year, celebrating various aspects of Hawaiian life and heritage, so checking local listings is always recommended.
  • What are the best rentals for families and kids in Hawaii?

  • What are the top sites in Hawaii?

    One of the top attractions in Hawaii is Waikiki Beach and Diamond Head State Monument. Other sites to check out are the Pearl Harbor and USS Arizona Memorial, the Hanauma Bay Nature Preserve, and the Volcanos National Park. And that's just to get started! You'll find beautiful nature and curious spots on each island.
  • Where can you find the best restaurants serving local dishes in Hawaii, United States, and what are the must-try specialties?

    Many restaurants throughout Hawaii serve delicious local cuisine. For example, Helena's Hawaiian Food in Honolulu offers traditional Hawaiian plates. Alan Wong's in Honolulu is a renowned restaurant showcasing modern Hawaiian cuisine. You must try poke (marinated raw fish), kalua pig (slow-roasted pork), and poi (a starchy paste made from taro root). Shave ice is also a must-try local treat.
  • What are the best rentals or Airbnbs with a jacuzzi in Hawaii?

  • When is the best time to come to Hawaii?

    March to September is the best time of year, as you'll see the highest temperatures and the least amount of rain, so you can enjoy the beach or water.
  • What are some less-famous attractions in Hawaii, United States that are worth a visit?

    Beyond the well-known spots, consider exploring the Ho'omaluhia Botanical Garden on Oahu for tranquil beauty. The Iolani Palace in Honolulu offers a fascinating glimpse into Hawaiian royalty. On Kauai, the Wailua River State Park provides opportunities for kayaking and exploring the Fern Grotto. On Maui, the Surfing Goat Dairy offers a unique experience.
  • What are the best activities for engaging with locals and understanding their culture in Hawaii, United States?

    Attending a luau provides an immersive cultural experience with traditional food, music, and dance. Visiting local farmers' markets allows you to interact with producers and learn about local ingredients. Taking a lei-making workshop is a hands-on way to connect with Hawaiian crafts. Consider attending a traditional Hawaiian music performance or a storytelling session.
  • What unique natural landscapes and terrain features can travellers explore in Hawaii, United States?

    Hawaii's landscapes are incredibly diverse. You can explore volcanic craters, lush rainforests, cascading waterfalls, dramatic cliffs, expansive beaches (like Punalu'u Black Sand Beach on the Big Island), and even deserts. Each island offers unique geological features shaped by volcanic activity and erosion.
  • How many days are ideal for a trip to Hawaii, United States, and what are some itinerary suggestions?

    Seven to ten days is a good amount of time to explore one or two islands properly. A possible itinerary could focus on Oahu (Pearl Harbor, Waikiki, Diamond Head) and Maui (Road to Hana, Haleakala, beaches). Alternatively, you could spend your time exploring the Big Island (Volcanoes National Park, Kona coffee plantations, black sand beaches). More time allows for a more relaxed pace and exploring additional islands.

Nearby regions

Best Hawaii holiday rentals with a balcony

Refined Oceanfront Retreat - Hawaii
9.9 217 reviews
Hawaii
25/07 – 01/08
SG$344/nighttotal: SG$2408 (7 )

Refined Oceanfront Retreat

1 2
house , Kihei
This apartment is located in Kihei, just a short walk from Waipuilani Park and Beach, offering direct access to the sand and oceanfront activities. It is also within walking distance of Lava Fields, and a short drive to Maalaea Bay Beaches and Kalepolepo Beach Park. The property has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 66 square metre apartment comfortably sleeps four guests and has one bedroom and one bathroom. Enjoy a range of amenities including a fully equipped kitchen, a private balcony, a swimming pool, a jacuzzi, and free parking.
Keauhou Kona Surf & Racquet Club #4-102 - Hawaii
9.4 1866 reviews
Hawaii
09/08 – 14/08
SG$490/nighttotal: SG$2450 (5 )

Keauhou Kona Surf & Racquet Club #4-102

2 6
house , Kahaluu-Keauhou
This holiday home is located in the Keauhou Kona area of Kailua-Kona, just 1.3 kilometres from Kahaluu Beach Park and a short drive from popular attractions like White Sands Beach Park (2.4 kilometres), Kaloko-Honokohau National Historic Park (16 kilometres), and Kealakekua Bay State Historical Park (18 kilometres). The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, two-bathroom property is perfect for families or groups. The home offers a range of amenities, including a fully equipped kitchen, air conditioning, private parking, Wi-Fi, satellite TV, a swimming pool, a terrace, a garden, a spa, a concierge service, a fitness centre, and a tennis court.
Banyan Tree 403c By Casago Kona - On The Pacific - Hawaii
9.2 142 reviews
Hawaii
14/09 – 20/09
SG$566/nighttotal: SG$3396 (6 )

Banyan Tree 403c By Casago Kona - On The Pacific

1 6
house , Holualoa
Banyan Tree 403C, situated in Kailua-Kona, offers convenient access to Pahoehoe Beach Park (a short walk away) and White Sands Beach Park (within 1.6km), with Honl's Beach (2.7km) and Kaloko-Honokohau National Historical Park (10.7km) also within easy reach.
This 107 square metre self-catering property sleeps four guests across two bedrooms and two bathrooms, boasting a private swimming pool, spa, terrace, garden, free Wi-Fi, on-site parking, and a fully equipped kitchen including a dishwasher; massage treatments are available on request.
Ocean View | Spa‑style Shower | Massage Chair - Hawaii
9.9 142 reviews
Hawaii
01/07 – 08/07
SG$297/nighttotal: SG$2079 (7 )

Ocean View | Spa‑style Shower | Massage Chair

2 5
apartment , Discovery Harbour
This ocean-view apartment in Naalehu, Hawaii, offers a tranquil escape 101km from Ellison Onizuka Kona International Airport at Keāhole.
The 139-square-metre property features two bedrooms, one bathroom, a fully equipped kitchen, private garden, terrace, and parking, sleeping multiple guests and providing easy access to Discovery Harbour's coastal activities.

Best Hawaii holiday rentals with parking

Hale Pau'ole - Hawaii
9.6 93 reviews
Hawaii
03/08 – 09/08
SG$596/nighttotal: SG$3576 (6 )

Hale Pau'ole

3 8
house , Volcano
Hale Pau'ole is located in Volcano, Hawaii, just 19 kilometres from the Kilauea Volcano and within 48 kilometres of attractions like Pana'ewa Rainforest Zoo, the University of Hawaii Hilo, and the Pacific Tsunami Museum. The property has received excellent ratings for user experience, location, and cleanliness.
The house is a 3-bedroom property that can accommodate up to 8 guests. It features a fully equipped kitchen, a comfortable living room with a dining area, a private bathroom with a walk-in shower and a bath, and a garden with views. Guests can enjoy free Wi-Fi, a DVD player, and parking.
Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach - Hawaii
9.4 113 reviews
Hawaii
28/12 – 09/01
SG$501/nighttotal: SG$6012 (12 )

Waikiki Banyan 1909 Amazing Views And Just Steps To The Beach

1 2
house , Urban Honolulu
This Waikiki vacation home is located just a four-minute walk from Kuhio Beach and within easy reach of other popular Waikiki beaches, offering a prime location in the heart of the bustling district. The property has received excellent ratings for its location, cleanliness, and overall experience.
The house is a one-bedroom property with one bathroom, covering 56 square metres of floor space. Guests can enjoy a range of amenities, including a private patio, a well-equipped kitchen, a hot tub, a tennis court, and a swimming pool, as well as access to a range of activities and features such as golfing, free Wi-Fi, and on-site parking.
High Floor, Newly Furnished Condo At Island Colony In Waikiki! - Hawaii
8.5 74 reviews
Hawaii
28/12 – 09/01
SG$290/nighttotal: SG$3480 (12 )

High Floor, Newly Furnished Condo At Island Colony In Waikiki!

1 2
apartment , Urban Honolulu
This apartment is situated in Waikiki, just a kilometre from the International Market Place, Royal Hawaiian Center, and Waikiki Beach Walk, offering easy access to shopping, dining, and entertainment. It has received very good user ratings and excellent ratings for location and cleanliness.
The apartment features one bedroom and one bathroom, providing a comfortable space for a solo traveller or a couple. It offers a range of amenities including a swimming pool, a jacuzzi, a terrace, a garden, a sauna, a fitness centre, a tennis court, and parking.
Wai'ula'ula: You Can't Beat This View - Hawaii
10 89 reviews
Hawaii
27/06 – 04/07
SG$1034/nighttotal: SG$7238 (7 )

Wai'ula'ula: You Can't Beat This View

3 7
apartment , Puako
This three-bedroom apartment in Puako is located in the exclusive Wai'ula'ula community, offering stunning ocean and golf course views and a tranquil setting close to the amenity centre. It has received excellent ratings for location, cleanliness, and user experience.
The apartment comfortably accommodates eight guests and features two master suites, a children's bedroom with bunk beds, and a spacious living area. Guests can enjoy access to a swimming pool, hot tub, fitness centre, and concierge services, as well as the option to purchase a resort amenity package for access to nearby facilities.
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