Luxury vacation rental homes Maui Kihei / Wailea / Makena Hawaii

Property Name: AQUARIUM at LA PEROUSE

Prices

Price Category:: $2,000 - $3,000 Per Night
: Oceanfront Makena
Maui

Palm Ratings

Surrounded by Hawaiian natural preserve lands, the Aquarium at La Perouse is an $8M property unrivaled in its exclusive Island location. Two stories of wooded and open luxury, the dual-pod residence is perfect for two traveling couples or a small family. One of the most striking elements of the property is the illuminated aquarium at the entry giving the home its namesake. Related to the property's identity is the nearby world-famous snorkeling spot, the Aquarium.

Property Name: BEACH VILLAS IN WAILEA

Prices

Price Category:: $1,500 - $2,000 Per Night
: Beachfront Wailea
Maui

Palm Ratings

Hawaii Hideaways presents beautiful, three bedroom, three bath, 2,500 sq foot villas located next to the Grand Wailea Hotel on Wailea Beach, with wonderful views of the Molokini Crater. Enjoy luxury air-conditioned residences with beautiful interior design including Asian and contemporary decor.

Property Name: BOLD & BEAUTIFUL

Prices

Price Category:: $500 - $900 Per Night
: Across The Street From the Beach Wailea
Maui

Palm Ratings

Bold & Beautiful is the ideal vacation home for a small party. Located in a quiet Wailea neighborhood, across the street from the world famous, Keawakapu Beach, this executive style home is in close proximity to everything you want in a Maui vacation. Just blocks from the vibrant beach-town of Kihei and world renowned Four Seasons Wailea Beach Resort & Spa, guests can walk to every activity.

Property Name: GINGER PASSION

Prices

Price Category:: $900 - $1,500 Per Night
: Oceanview Wailea
Maui

Palm Ratings

Come and enjoy the peaceful ambience and beautiful ocean views at our lovely Ginger Passion. The half acre hillside estate welcomes her visitors with beautiful visions. Red ginger and hibiscus are abundant in the garden lining the driveway entrance. Stepping foot into the home, guests are welcomed by the Great Room with its elegant and comfortable furnishings and of course, breathtaking ocean views.

Property Name: HOUSE OF LIFE

Prices

Price Category:: $3000 + Per Night
: Oceanview Wailea
Maui

Palm Ratings

Now Only $1,800 per Night!
House of Life is an amazing resort-like estate located in the prominent Wailea. Just minutes from several beautiful South Maui beaches, House of Life offers both exquisite accommodation and ideal proximity to sand, restaurants and shopping. This stunning home is a life away from the ordinary.

Property Name: MAKENA STYLE

Prices

Price Category:: $2,000 - $3,000 Per Night
: Oceanview Makena
Maui

Palm Ratings

Just steps to the soft sugary sands of historic Palauea Beach rests our newly completed and costumed designed home, Makena Style. This prime Wailea property was created to blend with the natural landscape while offering a sophisticated and calming environment to take in the sounds and sights of the Pacific Ocean.

Property Name: MAKENA SUNSET

Prices

Price Category:: $2,000 - $3,000 Per Night
: Oceanview Makena
Maui

Palm Ratings

Imagine yourself at this sprawling Makena villa we call Makena Sunset, that stretches languidly across the vibrant Maui coast. With spectacular ocean views from nearly anywhere in this luxury Maui vacation home, you’ll have nowhere to hide from the natural beauty and splendor of this unspoiled paradise. This Maui villa is perfectly positioned... footsteps from the waves at Makena Beach, a short stroll to Ahihi Bay for snorkeling, paddle boarding and kayaking, yet just minutes away from world class golf, tennis, award winning restaurants and fine shopping. Makena Sunset, along the quiet coast of Makena, is a privately gated, fenced in property on a beautifully lush landscaped acre of land. The three breezy bedrooms (including two master suites for privacy), accommodate up to six people who will assuredly enjoy a once in a lifetime Hawaiian dream vacation.

Property Name: SAND DOLLAR

Prices

Price Category:: $1,500 - $2,000 Per Night
: Oceanview Wailea
Maui

Palm Ratings

Only 150ft. from Wailea’s premiere beach, Keawakapu, Sand Dollar is supremely located on Maui’s South shore. Within walking distance to the Wailea shops, Kihei activities and gourmet restaurants, this property is perfect for those parties wanting comfortable accommodation and a central locale.

Property Name: SEA PEARL ESTATE

Prices

Price Category:: $3000 + Per Night
: Beachfront Wailea
Maui

Palm Ratings

This 6,500 sq. ft beachfront masterpiece is the ultimate vacation home for large families. Centered around the home's spectacular garden set beach side lagoon pool (complete with outdoor Jacuzzi & waterfall cave) this 7 bedroom and 6.5 bath home comfortably sleeps 14 persons. Located on a mile long, crystalline, white-sand shore line, Sea Pearl Estate offers access to South Maui's premiere beaches, snorkeling sites and spectacular sunset views.

Property Name: SERENDIPITY

Prices

Price Category:: $2,000 - $3,000 Per Night
: Beachfront Wailea
Maui

Palm Ratings

You can't get a better prime Wailea location than this Maui beach home, named Serendipity. A lava rock beach to the south and white sand beach to the north flank this valuable and lovingly landscaped piece of land located right up on the Pacific Ocean. You can watch the sunset over the ocean from the second-story balcony of this lovely modern home or enjoy the view from the pool-side patio. Three carefully appointed bedrooms sleep up to 6 guests who will no doubt enjoy the vacation of a lifetime in this one-of-a-kind Wailea rental home.

Property Name: SOUTH SEAS

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kihei
Maui

Palm Ratings

South Seas is a beautiful, romantic and private 3,000 sq ft newly constructed home. Offering an excellent beachfront location any party of 10-12 guests will enjoy the beach access, calm waters and easy access to shops, restaurants and activities. The private garden and lava rock waterfall immediately set the ambiance of a tropical Hawaiian paradise. Enjoy the paradise setting birds chirping, palms swaying in the ocean breeze and the smell of the Pacific Ocean.

Property Name: SUNKISSED

Prices

Price Category:: * Call For Pricing
: Beachfront Kihei
Maui

Palm Ratings

Sunkissed is a spectacular beachfront property on Maui’s South shore. Perfect for a family reunion or corporate retreat, this large and amazing rental is almost too good to be true! Four individual units, each featuring 3 bedrooms, are centered around a spacious courtyard with pool and Jacuzzi. The Kihei location is ideal and enhances each travelers experience with nearby shopping, dining and water activities. Each of the four Sunkissed units offer a complete kitchen, living room, dining area and contemporary interior design.

Property Name: SUNKISSED II

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kihei
Maui

Palm Ratings

Sunkissed is a spectacular beachfront property on Maui’s South shore. Perfect for a family reunion or corporate retreat, this large and amazing rental is almost too good to be true! Four individual units, each featuring 3 bedrooms, are centered around a spacious courtyard with pool and Jacuzzi. Clients may rent just one, two or three of the units.

Property Name: SUNSATION

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kihei
Maui

Palm Ratings

Sunsation is located beachfront in sunny Kihei. Kihei is a family friendly destination with several beaches for shelling, stand up paddle boarding, swimming or just relaxing and soaking up the Kihei sun. Grocery stores, coffee shops and a wide variety of dining options are all nearby.

Property Name: TROPICAL ENCHANTMENT

Prices

Price Category:: $900 - $1,500 Per Night
: Oceanview Wailea
Maui

Palm Ratings

Recently renovated, this home features all brand new furniture. Each piece selected was given careful consideration to provide guests with a luxurious experience at this ideal Wailea location. Whatever your heart desires, Tropical Enchantment is just that...enchanting. Come and enjoy a luxury vacation in this, one of the best, Maui rental homes.

Property Name: VILLA KUMULANI

Prices

Price Category:: $3000 + Per Night
: Beachfront Wailea
Maui

Palm Ratings

Villa Kumulani is a breathtaking and magnificent home as expected from the world-renowned architect Tan Hock Beng. Covered walkways connect living pods to bedroom suites. Views of tropical greenery, water features and the ocean are carefully utilized to create dynamic and amazing peaceful vistas. The entire home appears to float above tranquil pools that reflect the joys of island living. Villa Kumulani is a stunning Maui luxury vacation home.

Property Name: Wailea Bungalow at Ho'olei

Prices

Price Category:: $900 - $1,500 Per Night
: Oceanview Makena
Maui

Palm Ratings

Wailea Bungalow at Ho’olei offers an idyllic mix of a private residence and resort lifestyle. Ho’olei is a new resort community in the heart of world class Wailea Resort where you will find luxury shopping, fine dining and golden sand beaches. Guests of Ho’olei enjoy use of a community pool surrounded by lush landscaping, gym and shuttle service to Wailea beaches.

Property Name: WAILEA SUNSET

Prices

Price Category:: $900 - $1,500 Per Night
: Oceanview Wailea
Maui

Palm Ratings

Cherish this whimsical hideaway located in one of Maui's most desired towns, Wailea. Wailea's warm climate and superb beaches charms guests year after year. Wailea Sunset is equally as charming. This exceptional 4 bedroom 3.5 bath home is an architectural marvel. Picture windows create the entire Pacific-facing wall of the home. The interplay of materials from porcelain Spanish tiles to lava rock to granite, give Wailea Sunset a well balanced but also comfortable and fun ambiance.