Mansion holiday rentals in Maui

Napili Hale, Hawaiian Kama'aina Style Home

This Napili Plantation style home, is ideal for larger groups traveling together! Maui County Permit STWM 2017/0006 OWNER OPERATED Napili Hale, is located in beautiful Napili and adjacent to the Lower Honoapiilani Road. Across the street is the world famous white sand beach of Napili Bay. This 4 bedroom/4 bath fully furnished 2000 sf home has been in my family for over 5 generations and like most Hawaiian plantation style houses is designed and decorated for the casual Hawaiian lifestyle.

Luxury Ocean View 4 Bedroom Penthouse

This corner penthouse has views of Molokini, Haleakala, and Lanai. Watch the sunset or moon rise from the 3rd story lanai. 1550 sq feet provides room to spread out or come together at the table which seats 8. A five-minute walk to Kam One or Secret Beach. Watch the surfers from your bedroom. Quiet, residential, but still very close to all the action of Kihei's Triangle District and Cove Park. Stunning hardwood floors, custom upholstery, and quality furnishings throughout.

Hibiscus Hideaway: 4 bedroom 3 bath condo on Maui

This gorgeous 4 bed 3 bath freshly remodeled condo is located at Koa Resort, featuring South Maui's largest pool. There are 3 king beds, and 2 twin beds with a/c throughout. Enjoy cool evening breezes and dining on the 2 lanais in this beautiful tropical retreat. Please be advised that the State GET of 4.16%, TAT of 10.25%, and Maui County TAT of 3% are assessed. These taxes are collected directly through AirBnB and are included in the total amount seen but itemized separately.

Charming Direct Oceanfront North Shore Beach House

This direct oceanfront north shore beach house is hosted by VacaMaui. The home is directly off Sand Piles surf break. It sits on the edge of Waiehu Beach and is the last oceanfront home before Waiehu golf course. It is perfect for a laid back local Maui experience away from the crowds. Go for morning beach walks or sit and watch the surfers. Enjoy the evenings listening to the waves crash against the shoreline. Comprehensive remodel completed in February 2024.

Spacious 4-BR Oceanfront 2Condos with Central AC

Royal Kahana end unit condos 620 and 920 offer what need to make lasting memories in comfort and private. These two spacious 2-bedrooms/2-bathrooms (1140 sf each) with central-air has stunning ocean views from the 6th floor and 9th floor! Condo 620 in 6th floor has a master bedroom with King-sized bed and the second bedroom with 2 full-sized beds. Condo 920 in 9th floor has a master bedroom with King-sized bed and the second bedroom with 2 full size beds.

Majestic Villa with Ocean and Sunset Views

Welcome to our 3 bedroom plus loft Kapalua resort Villa. This stunning 2,800 sq ft attached villa has amazing ocean views: watch the sunset from your private lanai every evening! The Villa offers room for a large group or the entire family. Downstairs you’ll find a master bedroom with a King bed and bathroom. Upstairs you’ll find two small guest rooms each with a Queen bed. There is also a large loft with one King and two Queen beds and a bathroom.

Paia Family House

Walk to the beach and to everything in Paia Town. Walk to cafes, restaurants, Mana Natural Foods market and galleries. Get to world-class windsurfing, kiting, & surfing in a jiffy. Plenty of room for gear storage. Enjoy! *NOTICE: OUR NIGHTLY RATE INCLUDES A MANDATORY HAWAII STATE OF 17.962% ON ALL RENT starting January 1st, 2024. A weekly mid-stay clean is mandatory for stays of 2 weeks or longer. STPH 2018/0002

Private 4bd Home, Walk to Beach

The Kahana Beach House is a spacious and comfortable home located across the street from a secluded beach. Close to some of Maui's best restaurants, golf, and exciting island attractions the beach house serves as a great central hub to explore the island of Maui. The fully equipped kitchen has everything you need and the outside deck is great for lounging in a hammock or grilling on the BBQ.