Mansion rentals near Maui

Spacious 4-BR Oceanfront (2 Condos) w/ Central AC

Royal Kahana end-unit condos 620 and 520 offer everything you need to make lasting memories in comfort and privacy. These two spacious 2-bed, 2-bath units (1,140 sq. ft. each) feature central air conditioning and stunning ocean views from the 5th and 6th floors! Condo 620 features a master bedroom with a King-sized bed and a second bedroom with 2 Full-sized beds. Condo 520 offers a master bedroom with a King-sized bed, while the second bedroom features both a King-sized bed and a Twin-sized bed.

Newly Remodeled Cottage

Welcome to our newly remodeled Plantation stand-alone Cottage! This home is just a short 5-minute walk to Kahekili beach and park. Surrounded by lush and tropical landscapes, our 1764 sq ft vacation home (International Colony Club) offers 4 bedrooms and 2 bathrooms of comfortable accommodations with 2 King size beds, and 2 Queen size beds. The fully equipped kitchen, spacious dining area and living room are open plan with a comfortable split air conditioner. Place with lots of room for fun.

Kahana Manor 4BR/4BA-KM305/408

Gather with family and friends and unwind in this beautifully renovated Kahana Manor retreat. Two separate condos—each with 2 bedrooms, 2 bathrooms, and a queen sofa sleeper—offer the ideal mix of space and privacy. Located across from the ocean, near shops and dining, and minutes from Kaʻanapali’s luxury shopping, golf, and island adventures. Each bright, breezy condo features ~1,000 sq ft, assigned parking, and elevator access to the 3rd and 4th floors. Hosted by an experienced Superhost.

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.

Quaint 4-bedroom in Ha'iku, Maui

Bring the whole family to the north shore of Maui and stay in our quaint, plantation-era home! At Kihau Gardens (Maui County STRH Permit #2019/0001 and Hawai'i State TAT #T-036-968-8576) we offer a unique home. On each side of a carport, there are two bedrooms, a living area, a small office space, and one and a half baths. Our home in Ha'iku is the perfect stay for two small families who want to explore the north shore, upcountry, Haleakala crater, and the epic drive to Hana.

Hibiscus Hideaway: 4 bedroom 3 bath condo on Maui

This gorgeous 4 bed 3 bath 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!

4 bed 4 bth Napili Beach House 5 min walk to beach

Napili Hale — A True Kamaʻāina Retreat Shaded by century-old monkey pod trees and held by the same family for five generations, Napili Hale offers a rare glimpse of old Hawaiʻi—easygoing, grounded, and deeply connected to place. Set on a generous 16,000 sq. ft. lot in the heart of Napili, this four-bedroom, four-bath home is just a five-minute walk to the white sands of Napili Bay and its unforgettable sunsets over Lānaʻi and Molokaʻi.

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 18.712% ON ALL RENT starting January 1st, 2026. A weekly mid-stay clean is mandatory for stays of 2 weeks or longer. STPH 2018/0002

4BR Kihei Retreat Walk to Beach A/C Family Ready

We are Experienced Hosts through other channels. See some of the GREAT 5 STAR reviews in the Property description. BOOK NOW AND ENJOY A 5 STAR HOME Our South Maui rental home accommodates up to eight guests, a comfortable space for your Tropical Hawaiian vacation. Four bedrooms and 2,400 square ft of living space and the beautiful outdoor living room to enjoy and relax after a day of sightseeing

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.