Vacation–Connections.com Direct-from-Owner Hawaii Vacation Listings

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Dates Available (mm/dd/yy) Property Size/
Occupancy 		Location Price (USD)
12/04/25 – 12/11/25 Imperial Hawaii Resort (Waikiki Beach Walk) 1BR/6 ⓘ Oahu $1,099
12/04/25 – 12/11/25 Wyndham Bali Hai Villas (Princeville) 2BR/6 Kauai $899
12/05/25 – 12/12/25 Imperial Hawaii Resort (Waikiki Beach Walk) 1BR/6 ⓘ Oahu $1,099
12/05/25 – 12/12/25 Kona Coast Resort 1BR/4 Big Island $799
12/05/25 – 12/12/25 Kona Coast Resort 2BR/6 Big Island $999
12/06/25 – 12/23/25 Imperial Hawaii Resort (Waikiki Beach Walk) 1BR/4 ⓘ Oahu $1,099
12/06/25 – 12/23/25 Lawai Beach Resort (Poipu) 1BR/4 Kauai $799
12/06/25 – 12/13/25 Paniolo Greens (Waikoloa) 2BR/6 Big Island $950
12/07/25 – 12/14/25 Paniolo Greens (Waikoloa) 2BR/6 Big Island $950
12/07/25 – 12/14/25 Wyndham Ka Eo Kai Studio/2 ⓘ Kauai $199
12/07/25 – 12/14/25 Kauai Beach Villas (Lihue oceanfront) 1BR/4 Kauai $299
12/07/25 – 12/14/25 Kauai Beach Villas (Lihue oceanfront) 1BR Deluxe/4 Kauai $399
12/07/25 – 12/14/25 Marriott Kauai Beach Club Studio (King)/2 ⓘ Kauai $1,099
12/07/25 – 12/14/25 Marriott Kauai Beach Club 1BR (King)/4 ⓘ Kauai $1,099
12/07/25 – 12/14/25 Marriott Kauai Beach Club 2BR (2 Kings)/6 ⓘ Kauai $1,099
12/12/25 – 12/19/25 Makai Club (Princeville) 1BR/4 ⓘ Kauai $299
12/12/25 – 12/19/25 Lawai Beach Resort (Poipu) 2BR/6 Kauai $1,099
12/12/25 – 12/19/25 Kona Coast Resort 1BR/4 ⓘ Big Island $399
12/13/25 – 12/20/25 Kona Coast Resort 1BR/4 ⓘ Big Island $399
12/13/25 – 12/20/25 Imperial Hawaii Resort (Waikiki Beach Walk) 1BR/6 ⓘ Oahu $1,099
12/13/25 – 12/20/25 Kahana Beach Resort Studio/4 ⓘ Maui $499
12/14/25 – 12/21/25 Imperial Hawaii Resort (Waikiki Beach Walk) 1BR/4 ⓘ Oahu $1,050
12/14/25 – 12/21/25 Kahana Falls Maui 1BR/4 ⓘ Maui $599
12/14/25 – 12/21/25 Kahana Falls Maui 1BR/4 ⓘ Maui $599
12/14/25 – 12/21/25 Maui Lea at Maui Hill (Kihei) 3BR Maui $1,899
12/14/25 – 12/21/25 Kona Coast Resort 2BR/6 Big Island $1,299
12/19/25 – 12/26/25 Wyndham Ka Eo Kai (Princeville) 1BR/4 ⓘ Kauai $399
12/19/25 – 12/26/25 Lawai Beach Resort (Poipu) 2BR/6 ⓘ Kauai $399
12/19/25 – 12/26/25 Marriott's Ko Olina Beach Club 2BR/8 ⓘ Oahu $4,999
12/19/25 – 12/26/25 Kuleana Club (Maui - Best-Kept-Secret -home of turtles! 1BR/4 ⓘ Maui $699
12/19/25 – 12/26/25 Kahana Beach Resort Studio/4 ⓘ Maui $999
12/20/25 – 12/27/25 Kahana Beach Resort Studio/4 ⓘ Maui $999
12/20/25 – 12/27/25 Kona Coast Resort 1BR/4 Big Island $599
12/20/25 – 12/27/25 Kona Coast Resort 1BR/4 Big Island $999
12/20/25 – 12/27/25 Kona Coast Resort 2BR/6 Big Island $1,299
12/20/25 – 12/27/25 Wyndham Kona Hawaiian Resort 2BR/6 Big Island $699
12/20/25 – 12/21/25 Kuhio Banyan (Waikiki-Central) Studio/2 Oahu $599
12/20/25 – 12/21/25 Wyndham Royal Garden (Waikiki) Studio/2 Oahu $499
12/20/25 – 01/03/26 Lifetime in Hawaii at Royal Kuhio (Waikiki-Central) Studio/4 ⓘ Oahu $2,299
12/20/25 – 01/03/26 Lifetime in Hawaii at Royal Kuhio (Waikiki-Central) 1BR/4 ⓘ Oahu $2,399
12/20/25 – 12/27/25 Waikiki Banyan 1BR/4 ⓘ Oahu $1,699
12/20/25 – 12/27/25 Kauai Coast Resort at Beachboy (Shell Vacation Club) 1BR/4 Kauai $699
12/21/25 – 12/28/25 Wyndham Mauna Loa Village (Holua) 1BR/4 ⓘ Big Island $599
12/21/25 – 12/28/25 Marriott Kauai Beach Club Studio/2 Kauai $799
12/21/25 – 12/28/25 Kauai Coast Resort at Beachboy (Shell Vacation Club) Studio/2 Kauai $699
12/26/25 – 01/02/26 Kauai Coast Resort at Beachboy (Shell Vacation Club) 1BR/4 Kauai $999
12/26/25 – 01/02/26 Maui Schooner 2BR/6 Maui $1,399
12/27/25 – 01/03/26 Maui Schooner 2BR/6 Maui $1,499
12/27/25 – 01/03/26 Cliffs Resort (Princeville) 2BR/6 Kauai $1,499
12/28/25 – 01/04/26 Kona Coast Resort 1BR/4 Big Island $899
12/28/25 – 01/04/26 Wyndham Royal Garden (Waikiki) Studio/2 ⓘ Oahu $899
12/30/25 – 01/04/26 Hilton Hawaiian Village - Lagoon Tower Studio/2 ⓘ Oahu $995
12/31/25 – 01/07/26 Kauai Coast Resort (Shell Vacation Club) 1BR/4 Kauai $1,099
12/31/25 – 01/07/26 Westin Princeville Ocean Resort Villas (#1 premium spot) 1BR/4 ⓘ Kauai $1,399
01/02/26 – 01/09/26 Wyndham Mauna Loa Village (Holua) 1BR/4 ⓘ Big Island $850
01/02/26 – 01/09/26 Wyndham Mauna Loa Village (Holua) 2BR/6 Big Island $950
01/03/26 – 01/10/26 Wyndham Mauna Loa Village (Holua) 2BR/6 Big Island $1,199
01/03/26 – 01/10/26 Marriott Maui Ocean Club 1BR/4 Maui $1,950
01/09/26 – 01/16/26 Marriott Maui Ocean Club Studio/4 Maui $1,399
01/09/26 – 01/16/26 Wyndham Mauna Loa Village (Holua) 1BR/4 Big Island $850
01/10/26 – 01/17/26 Wyndham Mauna Loa Village (Holua) 1BR/4 Big Island $1,199
01/10/26 – 01/17/26 Hawaiian Princess Makaha (West Oahu) 2BR/6 ⓘ Oahu $1,750
01/16/26 – 01/23/26 Maui Lea at Maui Hill (Kihie) 2BR/6 Maui $1,650
01/18/26 – 01/25/26 Kona Coast Resort 1BR/4 Big Island $1,050
01/18/26 – 01/25/26 Kona Coast Resort 2BR/6 Big Island $1,850
01/22/26 – 01/29/26 Hawaiian Princess Makaha (West Oahu) 2BR/6 ⓘ Oahu $1,850
01/23/26 – 01/30/26 Wyndham At Waikiki Beach Walk 1BR/4 Oahu $1,299
01/25/26 – 01/27/26 Marriott's Ko Olina Beach Club Studio/4 ⓘ Oahu $500
01/25/26 – 01/30/26 Marriott's Ko Olina Beach Club 2BR/8 ⓘ Oahu $2,950
03/22/26 – 03/29/26 Marriott Maui Ocean Club 1BR/4 Maui $2,950
04/17/26 – 04/24/26 Hilton Hawaiian Village - Lagoon Tower 3BR/10 ⓘ Oahu $3,999
04/18/26 – 04/25/26 Hilton Hawaiian Village - Lagoon Tower 1BR/4 Oahu $1,999
04/18/26 – 04/25/26 Wyndham Royal Sea Cliff (Kona oceanfront) 2BR/6 Big Island $2,450