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Kailua-Kona Luxury Holiday Rentals

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187 rentals in Kailua-Kona.
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16 Bedroom Kona Beach Bungalows Estate
16 bedrooms
12 bathrooms
Sleeps 38
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16 bedroom Kona Beach Bungalows Estate
16 bedrooms
12 bathrooms
Sleeps 38
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Oceanside Palm Estate -Luxurious Oceanfront Home - ID
4 bedrooms
4 bathrooms
Sleeps 12
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Hualalai Hainoa Estate | private residence | pool | panoramic ocean views
4 bedrooms
4 bathrooms
Sleeps 8
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Luxurious Four Seasons Hualalai Villa with stunning ocean and golf course views
4 bedrooms
5 bathrooms
Sleeps 8
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Ocean view, Estate, Fairway front, Pool, Tropical luxury, Pu'u Kole Estate #106
4 bedrooms
5 bathrooms
Sleeps 8
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Hualalai 72-105 Pakui~private residence~pool~spa~walking distance to resort
3 bedrooms
3 bathrooms
Sleeps 6
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Hualalai 72-143 Pakui~ exclusive custom residence~pool~premier location
3 bedrooms
3 bathrooms
Sleeps 6
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Hualalai 'Maluhia Hale' renovated ~ panoramic views~private pool, + spa
3 bedrooms
3 bathrooms
Sleeps 6
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Ocean View, Pool, Spa, Tropical Luxury, Kulanakauhale Estate #3558
4 bedrooms
5 bathrooms
Sleeps 8
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Ahina Palauna Estate- Sleeps 20! Minutes from ocean! Private pool!
10 bedrooms
11 bathrooms
Sleeps 20
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Private Luxury Home w/Pool, A/C, & Golf Course Views. Kai Malino/Pakui St 147
3 bedrooms
4 bathrooms
Sleeps 6
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Oceanfront 5bd home w/amazing views, private pool, & hot tub. Relax and enjoy th
5 bedrooms
6 bathrooms
Sleeps 16
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House of the Turtle' - Ultimate Hawaii Paradise Vacation Home
4 bedrooms
6 bathrooms
Sleeps 10
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Desirable Ocean View 3BD Golf Villa (3101 Kumukehu) at Four Seasons Resort Huala
3 bedrooms
4 bathrooms
Sleeps 6
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Beachfront Home w/Pool, Spa, & A/C! Enjoy the amazing sunset views and fun tide
4 bedrooms
4 bathrooms
Sleeps 13
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Hualalai Golf Villa 4202 - steps to Resort~Ocean Front~room service available
3 bedrooms
3 bathrooms
Sleeps 6
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1 other traveller has booked this property
New to Market! Ocean Views & Contemporary - Hillside Villa #7101 at Four Season
3 bedrooms
2 bathrooms
Sleeps 6
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Artistic Honu Combo - swimming pools, ocean views, lanai/balcony, BBQ grill - ID
7 bedrooms
7 bathrooms
Sleeps 17
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Exclusive area, heated infinity pool with waterfalls, private yard, oceanview
3 bedrooms
3 bathrooms
Sleeps 6
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Large custom home, Private Pool & Spa, Spectacular Ocean views, O'oma Plantation
5 bedrooms
5 bathrooms
Sleeps 16
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Large Oceanfront Home with Pool, Easy Access to Downtown Kona, Steps from Keiki
5 bedrooms
4 bathrooms
Sleeps 13
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1 other traveller has booked this property
Modern Home w/Ocean Views, Infinity Pool, & Large Yard to Enjoy. Hale Maluhia
3 bedrooms
3 bathrooms
Sleeps 8
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Private Large Oceanfront home, w/ Pool & Spa, Spectacular Ocean Views & Sunsets
3 bedrooms
4 bathrooms
Sleeps 6
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Hualalai Haliipua Villa 104 ~ Updated Luxury Villa with sweeping ocean views
3 bedrooms
3 bathrooms
Sleeps 6
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HUALALAI Wai'ulu 115D, 3/3.5 with Elegant Furnishings and Amazing Views
3 bedrooms
4 bathrooms
Sleeps 6
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New listing! Stunning & elegant ocean view home w/ private pool and hot tub
4 bedrooms
5 bathrooms
Sleeps 10
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Ahinahina Hale- Minutes to the Beach/ Amazing View/ Private Pool / AC / Spacious
5 bedrooms
5 bathrooms
Sleeps 10
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Fairway Villa 104A at Four Seasons Hualalai with TWO 4-Seater Golf Carts
3 bedrooms
4 bathrooms
Sleeps 6
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Hualalai Palm Villa130A ~ stunning sunset views~signature garden shower
3 bedrooms
3 bathrooms
Sleeps 6
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Hualalai Waiulu Villa 137D ~ inmaculate & spacious with great views
3 bedrooms
3 bathrooms
Sleeps 6
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Hualalai Palm Villa 140B ~ beautifully renovated~spacious with 2 golf carts
3 bedrooms
3 bathrooms
Sleeps 6
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Hualalai Palm Villa 140C~popular townhome on the 15th Fairway~2 golf carts
3 bedrooms
3 bathrooms
Sleeps 6
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Plantation Manager's Beach House - Kailua Kona
4 bedrooms
4 bathrooms
Sleeps 8
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Amazing Ohana Retreat on the Big Island 8 bedrooms
8 bedrooms
9 bathrooms
Sleeps 18
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Private Luxury Home w/Central AC, Pool & Spa, Sunset & Ocean Views, Ali'i Villa
4 bedrooms
5 bathrooms
Sleeps 10
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1 other traveller has booked this property
Luxury home with stunning ocean view private Pool Spa 5 minutes to beaches/shops
5 bedrooms
6 bathrooms
Sleeps 22
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4 other travellers have booked this property
Ocean view, Villa, Luxury, Hali'ipua Villa 108 at Four Seasons Resort Hualalai
3 bedrooms
4 bathrooms
Sleeps 5
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Luxury Condo w/Ocean Views, A/C, Pool, & Spa. Ka'Ulu (131C) Four Seasons Resort
3 bedrooms
3 bathrooms
Sleeps 6
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Four Seasons Resort Hualalai Split-Level Luxury Condo, Private Yard: 129D Ka'Ulu
3 bedrooms
3 bathrooms
Sleeps 6
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Hualalai Ke Alaula 210A~two story townhome w/stunning ocean and sunset views
3 bedrooms
3 bathrooms
Sleeps 6
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BREATH TAKING VIEWS - Hualalai Fairway Villa 120A, 3/3.5
3 bedrooms
4 bathrooms
Sleeps 6
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Luxury Villa Estate with Pool, Hottub & Oceanview! Must love Cat.
5 bedrooms
5 bathrooms
Sleeps 15
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1 other traveller has booked this property
Luxury Fairway Villa (116D) at Four Seasons Resort Hualalai - Sophisticated & Se
3 bedrooms
4 bathrooms
Sleeps 6
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Hale Lani-Private Majestic Gated Property w/Resort Size Pool! Sleep 14! AC!!
4 bedrooms
4 bathrooms
Sleeps 14
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2 other travellers have booked this property
Lyman's Bay by Magic sand beach Luxury Oceanfront SFH Private pool/Spa AC
4 bedrooms
4 bathrooms
Sleeps 18
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1 other traveller has booked this property
Hualalai Four Seasons Villa
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Absolute Oceanfront - Private Kona Resort Home
5 bedrooms
5 bathrooms
Sleeps 16
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4 other travellers have booked this property
Spacious Luxury Villa w/Ocean Views, A/C, & Pool. Hainoa Villa (2901D)
3 bedrooms
3 bathrooms
Sleeps 6
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Luxury Condo w/Ocean Views at the Four Seasons Hualalai. Hainoa Villa (2905D)
3 bedrooms
3 bathrooms
Sleeps 6
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1 other traveller has booked this property
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