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Hawaii Kai Holiday Rentals

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32 rentals in Hawaii Kai.
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Stunning Ocean, Mountain & Marina Views, Gorgeous Air Conditioned Guest House!, holiday rental in Hawaii Kai

Stunning Ocean, Mountain & Marina Views, Gorgeous Air Conditioned Guest House!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Relax in a clean, comfy spaciously designed guest house. 日本語, holiday rental in Hawaii Kai

Relax in a clean, comfy spaciously designed guest house. 日本語

2 bedrooms
2 bathrooms
Sleeps 6
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Niuikioceanfront  -  Quiet Southeast Oahu 100' Oceanfront with Private Dock, holiday rental in Hawaii Kai

Niuikioceanfront - Quiet Southeast Oahu 100' Oceanfront with Private Dock

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Open and relaxing vacation home with breathtaking panoramic ocean view, holiday rental in Hawaii Kai

Open and relaxing vacation home with breathtaking panoramic ocean view

3 bedrooms
2 bathrooms
Sleeps 8
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NEW luxury vacation cottage with comfort and style in un-crowded Hawaii, holiday rental in Hawaii Kai

NEW luxury vacation cottage with comfort and style in un-crowded Hawaii

3 bedrooms
2 bathrooms
Sleeps 10
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Luxurious Hawaiian Oasis Nestled by the Sea, holiday rental in Hawaii Kai

Luxurious Hawaiian Oasis Nestled by the Sea

0 bedrooms
1 bathroom
Sleeps 4
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Spacious Cottage with A/C and Patio, holiday rental in Hawaii Kai

Spacious Cottage with A/C and Patio

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Marina front home w/ gorgeous water views & sparkling blue Makapu'u Pool!, holiday rental in Hawaii Kai

Marina front home w/ gorgeous water views & sparkling blue Makapu'u Pool!

3 bedrooms
2 bathrooms
Sleeps 8
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NEW Dream vacation hideaway for the charming, un-crowded Hawaiian getaway, holiday rental in Hawaii Kai

NEW Dream vacation hideaway for the charming, un-crowded Hawaiian getaway

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Hawaiian Luxury Villa in High-end Neighborhood With Lush Yard, Pool, Wifi & BBQ, holiday rental in Hawaii Kai

Hawaiian Luxury Villa in High-end Neighborhood With Lush Yard, Pool, Wifi & BBQ

5 bedrooms
4 bathrooms
Sleeps 15
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Brand new listing with private pool and breathtaking views!, holiday rental in Hawaii Kai

Brand new listing with private pool and breathtaking views!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Panoramic, waterfront view! Quiet, gated community! 1400SF 3BR, 2BA + office, holiday rental in Hawaii Kai

Panoramic, waterfront view! Quiet, gated community! 1400SF 3BR, 2BA + office

3 bedrooms
2 bathrooms
Sleeps 6
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NEWLY REMODELED with A/C THROUGHOUT!, holiday rental in Hawaii Kai

NEWLY REMODELED with A/C THROUGHOUT!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Koko Head Casa - Hip Modern Home Close to Hanauma Bay and Koko Crater, holiday rental in Hawaii Kai

Koko Head Casa - Hip Modern Home Close to Hanauma Bay and Koko Crater

3 bedrooms
3 bathrooms
Sleeps 10
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Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking, holiday rental in Hawaii Kai

Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu  3+BD/3Bath, holiday rental in Hawaii Kai

Hale Ohana, Pool, Ocean View Home/Hawaii Kai, Oahu 3+BD/3Bath

3 bedrooms
3 bathrooms
Sleeps 10
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Niuiki~Charming & Tranquil~gated oceanfront oasis~with pool and full a/c, holiday rental in Hawaii Kai

Niuiki~Charming & Tranquil~gated oceanfront oasis~with pool and full a/c

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Recently renovated Executive 1 bedroom in the Portlock area., holiday rental in Hawaii Kai

Recently renovated Executive 1 bedroom in the Portlock area.

1 bedroom
1 bathroom
Sleeps 3
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Gorgeous Sunset Views from this upscale, Koko Kai home in East Oahu, holiday rental in Hawaii Kai

Gorgeous Sunset Views from this upscale, Koko Kai home in East Oahu

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Tropical Escape w/ Lanai & Private Yard - Walk to Maunalua Bay Beach, holiday rental in Hawaii Kai

Tropical Escape w/ Lanai & Private Yard - Walk to Maunalua Bay Beach

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing! Ocean-View Hale Maunalua Hillside Hideaway - Pool, Walk to Beach, holiday rental in Hawaii Kai

New Listing! Ocean-View Hale Maunalua Hillside Hideaway - Pool, Walk to Beach

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Hawaii Kai Dream | Big Lanai, Epic Ocean Views, Home Office | Near Beaches, holiday rental in Hawaii Kai

Hawaii Kai Dream | Big Lanai, Epic Ocean Views, Home Office | Near Beaches

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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stunning Ground Floor 2 bedroom with A/C, holiday rental in Hawaii Kai

stunning Ground Floor 2 bedroom with A/C

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Multi-Family Private Oasis in Koko Kai - South Shore, Oahu, holiday rental in Hawaii Kai

Multi-Family Private Oasis in Koko Kai - South Shore, Oahu

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Home of Aloha, 5 Bedroom, 4 Bath, Sleeps 14, holiday rental in Hawaii Kai

Home of Aloha, 5 Bedroom, 4 Bath, Sleeps 14

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Waterfront Kuapa Isle Gem | Koko Crater Views & Pool | By the Beach, holiday rental in Hawaii Kai

Waterfront Kuapa Isle Gem | Koko Crater Views & Pool | By the Beach

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Honolulu House w/Shared Pool by Koko Crater!, holiday rental in Hawaii Kai

Honolulu House w/Shared Pool by Koko Crater!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quiet Hanauma Bay Hideaway, holiday rental in Hawaii Kai

Quiet Hanauma Bay Hideaway

0 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Home of Aloha, 5 Bedrooms / 4 Bath, Sleeps 14, holiday rental in Hawaii Kai

Home of Aloha, 5 Bedrooms / 4 Bath, Sleeps 14

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Steps to Beach Luxurious Condo, holiday rental in Hawaii Kai

Steps to Beach Luxurious Condo

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Home with Breath Taking Views in Hawaii Kai (Luxury area) 30 nights, holiday rental in Hawaii Kai

Luxury Home with Breath Taking Views in Hawaii Kai (Luxury area) 30 nights

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Niuikioceanfront  -  Quiet Southeast Oahu 100' Oceanfront with Private Dock, holiday rental in Hawaii Kai

Niuikioceanfront - Quiet Southeast Oahu 100' Oceanfront with Private Dock

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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