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Vacation rentals in Kailua, Hawaii, United States

Enchanting condo in a beautiful Honolulu resort, just steps from the beach!

1 bedroom·1 bath

Honolulu • Hawaii

$530.00 USD total for 3 nights

Nov 13 – 16, 2026

Morning Sunrise View

Relax, read a book , or simply enjoy a glass of Wine & let the view and sounds of the waves sooth your soul.

The Lana: Cuddle up, relax and enjoy the relaxing sounds of the beach and the amazing view.

Enjoy a great night sleep in this amazing oversized suite, designed and decorated with an elegant Coastal Decor theme to complete your Hawaiian Paradise experience. You'll love it all, from the cozy warm beams, to the custom designed feature wood w

Kitchen & Dining Bar Counter w/ seating for 4. Kitchen Stainless steel appliances include refrigerator, dishwasher, microwave, stove/range, coffee maker and toaster.

Beachfront Sunrise | Steps to Beach & Snorkeling!

1 bedroom·1 bath

Hauula • Hawaii

5(15 reviews)

$1,740.19 USD $1,597.67 USD total for 3 nights

Nov 18 – 21, 2026

Magic North Shore Beach House 30 Day Rental

Magic North Shore Beach House 30 Day Rental

Magic North Shore Beach House 30 Day Rental

Magic North Shore Beach House 30 Day Rental

Magic North Shore Beach House 30 Day Rental

Magic North Shore Beach House 30 Day Rental

4 bedrooms·2 baths

Hauula • Hawaii

$4,060.10 USD total for 3 nights

Nov 18 – 21, 2026

Aloha Getaway

3 bedrooms·2½ baths

Kapolei • Hawaii

5(3 reviews)

$6,270.00 USD total for 30 nights

Nov 10 – Dec 10, 2026

Villa Ko Olina

3 bedrooms·3 baths

Kapolei • Hawaii

$9,450.00 USD total for 10 nights

Nov 29 – Dec 9, 2026

Inquire for availability. Entire home in Paradise image 1

Inquire for availability. Entire home in Paradise image 2

Inquire for availability. Entire home in Paradise image 3

Inquire for availability. Entire home in Paradise image 4

Inquire for availability. Entire home in Paradise image 5

Inquire for availability. Entire home in Paradise

5 bedrooms·2 baths

Kapolei • Hawaii

4.78(9 reviews)

$2,004.71 USD total for 3 nights

Nov 10 – 13, 2026

Enjoy Pacific Ocean views from your living room!

Amazing sunsets from the pool

Spacious North Shore Ranch House With Ocean Views image 3

Spacious North Shore Ranch House With Ocean Views image 4

Spacious North Shore Ranch House With Ocean Views image 5

Spacious North Shore Ranch House With Ocean Views

4 bedrooms·6 baths

Waialua • Hawaii

$14,487.00 USD total for 30 nights

Mar 6 – Apr 5, 2027

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 1

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 2

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 3

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 4

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views image 5

KoOlina Beach Villa 3Bed3Bath Amazing Ocean Views

3 bedrooms·3 baths

Kapolei • Hawaii

5(7 reviews)

$9,314.48 USD $8,450.61 USD total for 6 nights

Nov 10 – 16, 2026

Sunset Beach Lanai

Sunset Beach Lanai

Sunset Beach Lanai

Sunset Beach Lanai

Sunset Beach Lanai

Sunset Beach Lanai

2 bedrooms·1 bath

Pupukea • Hawaii

$1,305.83 USD total for 3 nights

Nov 10 – 13, 2026

Sunset Beach Cottage

Sunset Beach Cottage

Sunset Beach Cottage

Sunset Beach Cottage

Sunset Beach Cottage

1 bedroom·1 bath

Pupukea • Hawaii

4.9(89 reviews)

$1,780.68 USD total for 3 nights

Nov 10 – 13, 2026

Bright ocean-view living and dining area with sliding doors opening to the lanai.

Covered lanai overlooking the beach and North Shore ocean.

Ocean-view bedroom with sliding glass doors opening to the lanai.

Shaded oceanfront yard with a small deck and seating.

Ocean-view lanai with a table for working or relaxing outdoors.

Oceanfront 5BR on Laniakea Beach | 30-Day Min

5 bedrooms·3 baths

Haleiwa • Hawaii

$43,208.79 USD $41,092.63 USD total for 30 nights

Nov 24 – Dec 24, 2026

View of the living room, kitchen and patio from the bedroom.

View of living room and bedroom with large sliding barn door for privacy.

North Shore Cottage Guest House | AirbnbOahu.com

North Shore Cottage Guest House | AirbnbOahu.com

Bedroom has a queen size bed, ceiling fan, mirror and closet.

North Shore Cottage Guest House | AirbnbOahu.com

1 bedroom·1 bath

Waialua • Hawaii

4.98(291 reviews)

$940.00 USD total for 3 nights

Nov 10 – 13, 2026