Haleiwa vacation rentals

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Booking Insights
Recommended by KAYAK

Best Haleiwa vacation rentals

These are the best prices for May 26 - 27.
Glorious Beachfront high end Villa - Kawela Bay - Beach
Glorious Beachfront high end Villa
Kawela Bay, , HI
9.4Wonderful(36)
House
$1,598+
Check availability
Beautiful Kuilima East Estates Townhome - Golf Course & Ocean Views - Kawela Bay - Building
Beautiful Kuilima East Estates Townhome - Golf Course & Ocean Views
Kawela Bay, , HI
9.1Wonderful(34)
Condo
$484+
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Hale Maluhia ~ Peaceful home - Kawela Bay - Bedroom
Hale Maluhia ~ Peaceful home
Kawela Bay, , HI
10Wonderful(23)
Condo
$835+
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Hale Hau'oli ~ House of Happiness - Kawela Bay - Patio
Hale Hau'oli ~ House of Happiness
Kawela Bay, , HI
9.8Wonderful(14)
House
$743+
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Turtle Bay Hale Lani Condo - Kawela Bay - Beach
Turtle Bay Hale Lani Condo
Kawela Bay, , HI
9.5Wonderful(10)
Condo
$565+
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North Shore Tropical Studio with breathtaking mountain views! - Waialua - Beach
North Shore Tropical Studio with breathtaking mountain views!
Waialua, O'ahu, HI
9.3Wonderful(44)
House
$421+
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Spacious North Shore cottage with lush mountain scenery in the country! - Waialua - Beach
Spacious North Shore cottage with lush mountain scenery in the country!
Waialua, O'ahu, HI
8.7Very good(16)
House
$546+
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Large Family Retreat on Calm Swimming Beach, A/C - Waialua - Living room
Large Family Retreat on Calm Swimming Beach, A/C
Waialua, O'ahu, HI
10Wonderful(3)
House
$1,231+
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Haleiwa Waterfront House - Haleiwa - Kitchen
Haleiwa Waterfront House
Haleiwa, O'ahu, HI
9.7Wonderful(84)
House
$1,631+
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Turtle Bay Guavata-009966796801 1 Bedroom Condo by RedAwning - Kawela Bay
Turtle Bay Guavata-009966796801 1 Bedroom Condo by RedAwning
Kawela Bay, , HI
8.7Very good(11)
Condo
$572+
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Kbm Resorts Free Car Kuilima Estates 2-B - Kawela Bay
Kbm Resorts Free Car Kuilima Estates 2-B
Kawela Bay, , HI
7.0Good(3)
Condo
$715+
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Hale Mokulani 57 - 1 Br Condo - Kawela Bay
Hale Mokulani 57 - 1 Br Condo
Kawela Bay, , HI
7.1Good(7)
Apartment
$560+
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Lilikoi Kahuku - 1 Br Condo - Kawela Bay
Lilikoi Kahuku - 1 Br Condo
Kawela Bay, , HI
8.0Very good(1)
Apartment
$705+
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Mokule'ia Beach Houses At Owen's Retreat - Waialua
Mokule'ia Beach Houses At Owen's Retreat
Waialua, O'ahu, HI
9.0Wonderful(133)
House
$611+
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1BR Loft on Golf Course - Walk to Turtle Bay Beach - Kawela Bay
1BR Loft on Golf Course - Walk to Turtle Bay Beach
Kawela Bay, , HI
Apartment
$576+
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Protea Kahuku 57 - 1 Br Condo - Kawela Bay
Protea Kahuku 57 - 1 Br Condo
Kawela Bay, , HI
Condo
$677+
Check availability
Booking Insights

KAYAK’s insights for vacation rentals in Haleiwa

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Haleiwa with confidence.

What is the cheapest day of the week to book a vacation rental in Haleiwa?

Thursday offers the lowest rates in Haleiwa, with an average nightly price of $421. The highest prices are found on Saturday, with average rates at $1,064.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
May
$577
$767
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 132% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Haleiwa vacation rental deals

  • The best vacation rental properties in Haleiwa are Hale Maluhia ~ Peaceful home (10.0, 23 reviews), Walk to Pipeline Rocky Point and Waimea (9.9, 35), and Haleiwa Waterfront House (9.7, 84), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Haleiwa, you should consider visiting during the low season. The cheapest vacation homes in Haleiwa can be found in June and October.
  • The cheapest night for renting a vacation home in Haleiwa is Thursday. In contrast, the most expensive is Saturday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Haleiwa for 5 days.

FAQs when booking a vacation home in Haleiwa

  • How much is a vacation rental for a week in Haleiwa?

    The average price for a weekly Haleiwa vacation rental found by KAYAK users in the last 2 weeks is $4,301.

  • How much is a vacation rental for a month in Haleiwa?

    The average price for a monthly Haleiwa vacation rental found by KAYAK users in the last 2 weeks is $18,434.

  • What types of vacation rentals are available in Haleiwa?

    There are loads of different property types that you can make your vacation home in Haleiwa. You’ll find apartments, cabins, condos, cottages, houses and villas.

  • Are there any pet-friendly vacation rentals in Haleiwa?

    There are a number of dog and pet-friendly Haleiwa vacation rentals, with around 5% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Haleiwa?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Haleiwa?

Our map will help you find the perfect place to stay in Haleiwa by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Haleiwa