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

Making your Hawaii dreams come true, one great rental at a time.

Click on a listing to request a reservation. We feature listings in Hawaii, California, and Nevada.
Dates Available (mm/dd/yy) Property Size/
Occupancy 		Location Price (USD)
04/18/26 – 04/25/26 Hilton Hawaiian Village - Grand Waikikian 2BR/6 Oahu $1,999
04/18/26 – 04/25/26 Hilton Waikoloa Beach Resort - Kings Land 2BR/6 Big Island $1,295
05/01/26 – 05/08/26 Hilton Kokulani (on Waikiki Beach Walk) 1BR/4 Oahu $999
05/01/26 – 05/08/26 Hilton Waikoloa Beach Resort - Kohala Suites 2BR/8 Big Island $2,199
05/02/26 – 05/09/26 Hilton Waikoloa Beach Resort - Kings Land 2BR/8 Big Island $1,295
05/08/26 – 05/15/26 Hono Koa Beach Resort (Oceanfront) 2BR Maui $999
05/09/26 – 05/16/26 Hilton Hawaiian Village - Kalia Tower 1BR/4 Oahu $999
05/09/26 – 05/16/26 Hawaiian Princess at Makaha 2BR/6 ⓘ Oahu $1,599
05/15/26 – 05/22/26 Hilton Kaanapali Beach Club 1BR Maui $999
05/16/26 – 05/23/26 Pono Kai Resort 1BR/4 Kauai $699
05/16/26 – 05/23/26 Pono Kai Resort 1BR/4 Kauai $799
05/20/26 – 06/05/26 Hawaiian Princess at Makaha 2BR/6 ⓘ Oahu $1,699
05/22/26 – 05/29/26 Hilton Hawaiian Village - Kalia Tower 1BR/4 Oahu $1,299
05/24/26 – 07/31/26 Hilton Hawaiian Village -Grand Islander 1BR/4 Oahu $1,599
06/05/26 – 06/12/26 Hilton Waikoloa Beach Resort - Bay Club 1BR/4 ⓘ Big Island $1,899
06/07/26 – 06/14/26 Hilton Waikoloa Beach Resort - Bay Club 1BR/4 ⓘ Big Island $1,399
06/14/26 – 06/21/26 Hawaiian Princess at Makaha 2BR/6 ⓘ Oahu $1,899
06/21/26 – 06/28/26 Hawaiian Princess at Makaha 2BR/6 ⓘ Oahu $1,899
06/27/26 – 07/04/26 Hilton Hawaiian Village - Kalia Tower 1BR/4 ⓘ Oahu $2,299
06/27/26 – 07/04/26 Hilton Hawaiian Village - Kalia Tower 1BR/4 ⓘ Oahu $1,999
06/28/26 – 07/05/26 Kahana Beach Resort Studio/4 Maui $999
07/03/26 – 07/17/26 Kuleana Club (Best Kept Secret - Jewel of West Maui) 1BR/4 ⓘ Maui $899
07/17/26 – 07/24/26 Imperial Hawaii Resort (Waikiki Beach Walk) 1BR/6 ⓘ Oahu $1,199
07/17/26 – 07/24/26 Hilton Waikoloa Beach Resort - Kings Land 1BR/4 ⓘ Big Island $1,699
07/24/26 – 07/31/26 Hilton Hawaiian Village -Grand Islander 1BR/4 Oahu $2,199
07/28/26 – 08/05/26 Kona Islander 1BR/4 Big Island $1,499
07/31/26 – 08/07/26 Hilton Hawaiian Village -Grand Islander 1BR/4 Oahu $2,199
08/05/26 – 08/12/26 Kona Islander 1BR/4 Big Island $1,499
08/07/26 – 08/14/26 Hilton Hawaiian Village -Grand Islander 1BR/4 Oahu $2,199
08/13/26 – 08/20/26 Cliffs Club (Princeville) 1BR LOFT/6 Kauai $1,599
08/14/26 – 08/21/26 Hilton Kaanapali Beach Club 1BR Maui $1,699
08/21/26 – 08/28/26 Hilton Kaanapali Beach Club 1BR Maui $1,699
08/22/26 – 08/29/26 Kona Coast Resort 1BR/4 Big Island $1,199
09/03/26 – 09/10/26 Maui Lea at Maui Hill 2BR Maui $1,599
09/05/26 – 09/12/26 Kona Coast Resort 2BR/6 Big Island $1,899
09/13/26 – 09/20/26 Hilton Kaanapali Beach Club 1BR Maui $1,599
09/13/26 – 09/27/26 Hilton Kaanapali Beach Club 1BR Maui $1,599
12/04/26 – 12/11/26 Holua Resort at Mauna Loa Village 1BR/4 Big Island $1,899
12/19/26 – 12/26/26 Sweetwater at Alii Kai 2BR/6 Kauai $1,799
12/19/26 – 12/26/26 Waikiki Banyan by Sweetwater 1BR/4 Oahu $1,899
12/25/26 – 01/01/27 Wyndham Ka Eo Kai 2BR/6 ⓘ Kauai $1,999
12/26/26 – 01/02/27 Waikiki Banyan by Hawaiian Holidays 1BR/4 Oahu $1,799
12/26/26 – 01/02/27 Waikiki Banyan by Sweetwater 1BR/4 Oahu $1,899
12/26/26 – 01/02/27 Lawai Beach Resort (Poipu) 1BR/4 Kauai $1,899
12/27/26 – 01/03/27 Maui Schooner 1BR/4 Maui $1,799
12/31/26 – 01/07/27 Wyndham Bali Hai Villas 2BR/6 ⓘ Kauai $1,999
12/31/26 – 01/07/27 Wyndham Ka Eo Kai Studio/2 Kauai $1,299