Mansion holiday rentals in Maui

Napili Hale, Hawaiian Kama'type 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.

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.

Sleeps 12! Ocean Views! 4 BD/4BA! 2 Reno Condos!

Room for 12! Welcome to Pineapple Paradise Maui - The Original and 2.0! Bring your whole group to enjoy these TWO incredible 2 bedroom 2 bathroom condos only 1 minute walk from each other and a 2 minute walk to the beach! Both condos have just been completely remodeled! Peak-a-Boo Ocean views, Pools, Laundry, Free Parking! Centrally located in quiet North Kihei, our condos are the perfect location for your extended family and friend getaway!

Koa Resort 1F 4 Bedrm,3ba 1800sf townhome

welcome to koa unit 1F Across from the beach this complex is only 54 units, quiet beautiful grounds. This is one of a kind, Managed by aloha maui getaway since 2008 Our unit has central air but our loft bedrm has its own ac unit and fully loaded kitchen and lots of beach items. heated pool in winter, tennis courts & spa. . Please read additional rules before booking. No parties or being loud after 10pm. Loft bedrm is enclosed.

Milo Surf Cottage

4 bedroom, two bathroom, oceanfront cottage, sleeps 7, one rental group at a time. Relax in this charming 2 story house or under the palm trees. Enjoy the surf or nearby swimming beach. Minutes away from world famous Ho'okipa Beach Park. The property has the perfect blend of privacy and seclusion yet within easy walking distance to shops and restaurants in quaint downtown Paia.

Koa Resort 5F 4br/3ba, Pool, Pickleball Onsite

This beautifully remodeled ground-floor condo is across from Kalepolepo Beach Park (Sugar Beach) on the sunny South Shore of Maui! Sip coffee on your lanai in the morning, or take a short stroll across the street to dip your toes into the sand and sea.

Puamana 254-3 Ocean Front

Beautiful direct oceanfront home with 4 bedrooms and 2.5 baths. We enjoy endless unobstructed ocean views and spectacular Maui sunsets! With the backdrop views of the surrounding Islands of Lanai, Molokai, and Kahoolawe.