Maui Vacation Rentals

Welcome to Seaview! This is a unique family style vacation home, offers space for up to 10 family members or friends to vacation together, with considerable privacy. Nestled against a large gulch, the views sweep across the ravine, over the fields, to a panoramic view of the entire coastline from Hookipa down to Kahului. There is also a gorgeous view of the West Maui Mountains.. It is truly a setting that will restore peace and tranquility to your life. A vacation in Upcountry Maui is a

4 Full Baths

5 Bed

10 Guests

Within the gates of Sugar Cove, is a very special ocean front and beach front group of townhomes. This small, intimate property offers only three vacation homes for short term rental (the other 15 homes remain empty until the owners are on island). It's the perfect north shore environment for couples or families that want nicer lodging in an ocean front setting. Be sure to reserve early to claim your space. This spacious 2300 sf townhome has such fabulous views that it feels like indoor/

3 Full Baths

3 Bed

6 Guests

Aloha and welcome to Ocean Dreams Premier Grand Residence Villa 2203 at The Resort at Kapalua Bay, a 3.5 bedroom and 3.5 bathroom direct oceanfront and panoramic ocean view private residential vacation rental villa with combined total of 3,532 square feet of living space that comfortably accommodates up to 8 guests, set within the iconic Kapalua Bay Resort and Spa in the prestigious building 2 location. As of March 2026, the former Montage Kapalua Bay on Maui has transitioned to The Resort at K

3 Full Baths

3 Bed

8 Guests

Maui's Premier Vacation Home! Rainbow Hale Estate Kaanapali a Family Retreat or Private Honeymoon Get -away. Surrounded by 5 acres of Maui tropical plantation, lies a spectacular estate like you've always dreamed of, with the lifestyle you've always dreamed of living. Secluded and in a private, gated community, it is convenient to all of West Maui's famous beaches, restaurants and activities. This property has 3 bedrooms, all with ensuite bathrooms, a bath, plus a 4th den/library, that is comp

3 Full Baths

3 Bed

8 Guests

Our collection of Maui vacation residences are HOTEL-Zoned or have LEGAL short-term rental permits. Reserve with Private Paradise Villas with confidence knowing you will be luxuriating in a location legally designated for visitor accommodations and managed by our local on-island professional staff. The Royal Ilima Villa A201 is the only true beach front three bedroom villa offered within the Wailea Beach Villas. Extensively redesigned and redecorated in fall 2023, the Royal Ilima is a three bed

3 Full Baths

3 Bed

8 Guests

In all of Hawai'i, Sandcastles Suite L509 is one of the most spectacular private residences available for visitor accommodations in a resort setting. Certainly, L509 Sandcastles Suite is one of the most exquisite of the "Wailea Beach Villas", with its TOP (5th) FLOOR location, exceptionally attractive decor, original elegant oil paintings, and other vintage hand-crafted furnishings. Sandcastles Suite L509 is a 4 bedroom, 3 bathroom, ultra-luxurious ocean view villa residence featuring original w

3 Full Baths

3 Bed

8 Guests

Situated on the 5th TOP FLOOR of the penthouse/tower building of the Wailea Beach Villas Resort, Sea La Vie L510, a fully redecorated and remodeled 2.5 bedroom, 2 bath suite, offers expansive and superlative direct west-facing panoramic views of the Pacific Ocean, Wailea Beach and the Wailea Resort area. Only a few residences on the upper floors of the Wailea Beach Villas offer such exceptional views. This villa is well above the family pool where birdsong and the rustling of palm tree fronds pr

2 Full Baths

2 Bed

6 Guests

Sea Shells is an updated and beautifully sprawling family-friendly beach-front vacation residence with a heated lagoon pool, jacuzzi, powerful air conditioning, 3 bedrooms and 3.5 bathrooms, all set directly west Maui's astoundingly beautiful Kaanapali Beach. NEW PHOTOS of new appliances, decor and furnishings are forthcoming eventually, as the current ones do not do this one-of-a-kind, all-around guest-favorite vacation residence justice. The west-facing home serves up glorious scarlet sunsets

3 Full Baths

3 Bed

6 Guests

SeaSpirit Villa 811 at Andaz Maui at Wailea Resort is a contemporary styled, privately-owned and independently-managed luxury 3 bedroom, 4 bath ocean view second floor resort residence. SeaSpirit is set in a prime location within the resort just steps from Mokapu Beach and the resort's swimming pools and dining venues. Experience this tropical paradise on the beach where you can rest and relax within SeaSpirit Villa 811, “Your Own Private Paradise”, with spacious surroundings, exqui

4 Full Baths

3 Bed

8 Guests

Adventurous Beachside Condo with Easy Beach Access Literally only a few steps to the beach where you can feel the sand between your toes before dipping them into the warm Pacific Ocean. This ground-floor condo is the perfect location for your beach-side Maui getaway. This one-bedroom condo has a king bed in the bedroom and a sofa bed in the living room, allowing it to sleep up to four people. There is a full bathroom just off the bedroom. The living room has a pull-out sofa bed, allowing this

1 Full Baths

1 Bed

4 Guests