Resort holiday rentals in Island of Hawai'i
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Top-rated resort rentals in Island of Hawai'i
Guests agree: these resort rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for resort rentals in Island of Hawai'i
Family-friendly resort rentals
Resort in Kailua-Kona
Private Tropical resort in Kona
4–11 Jun
Resort in Kailua
5.0 out of 5 average rating, 9 reviewsShell Kona Coast Resort One Bedroom Villa Naia
5–12 Mar
Hotel room in Naalehu
4.73 out of 5 average rating, 22 reviewsLava Suite
11–18 Mar
Resort in Waikoloa Village
4.69 out of 5 average rating, 16 reviewsPaniolo Greens at Waikoloa Kokua Suite
16–23 Aug
Resort in Waikoloa Village
3.56 out of 5 average rating, 9 reviewsPaniolo Greens At Waikoloa Accessible Ohana Suite
19–26 Feb
Resort in Waikoloa Village
3.33 out of 5 average rating, 3 reviewsPaniolo Greens at Waikoloa One Bedroom Villa
23–28 Feb
Resort rentals with a pool
Resort in Kailua-Kona
Mauna Loa Village Resort - 2 Bedroom Condo
16–23 Oct
Resort in Waikoloa Village
Marriott Waikoloa Ocean - Stunning one bedroom
24 Nov – 1 Dec
Resort in Kailua-Kona
Royal Sea Cliff Resort - 1 Bedroom Deluxe
22–29 Mar
Resort in Kailua-Kona
Ironman in Kona, October 11-14 2023.
21–28 Mar
Resort in Kailua-Kona
Wyndham Mauna Loa Village HI
31 May – 7 Jun
Resort in Kailua-Kona
4.64 out of 5 average rating, 28 reviewsClub Wyndham Kona Hawaiian Two Bedroom Bungalow
7–14 Jun
Resort in Kailua-Kona
4.64 out of 5 average rating, 100 reviewsOCEAN FRONT Kona Studio with Spectacular View.
3–10 Jan
Resort in Kailua-Kona
4.6 out of 5 average rating, 103 reviewsModern and Renovated Ocean Front Condo in Kona!
14–21 Apr
Resort rentals with a gym
Resort in Waikoloa Village
Hilton The Bay - 2 Bedroom
12–19 Jan
Resort in Waikoloa Village
WYDHAM Paniolo Greens HI
12–19 Jul
Resort in Kailua-Kona
KONA COAST HI #2
4–11 May
Resort in Waikoloa Village
New place to stayHilton Ocean Tower - Studio Resort View
19–26 Mar
Resort in Waikoloa Village
Hilton Ocean Tower - Studio Resort View
24 Apr – 1 May
Resort in Waikoloa Village
Ocean Tower By Hilton Grand Vacations - 1 Bedroom
23 Feb – 2 Mar
Resort in Waikoloa Village
New place to stayHilton Ocean Tower - Studio Resort View
5–12 Dec
Resort in Waikoloa Village
New place to stayHilton Ocean Tower - Studio - Resort View - Std
20–27 Oct
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- Resort rentals United States
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- Rentals with a fireplace Island of Hawai'i
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- Resort rentals Kailua-Kona
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