SeaSpirit 811 at Andaz Maui at Wailea Resort

• 3 Bed
• 4 Full Baths

From $1899.00 / night — Total price: $5697.00

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

Secret Cove - 4BR Luxury Home with Private Infinity Pool and Spa

• 4 Bed
• 4 Full Baths

From $13500.00 / night

This beautiful, brand new, modern oceanfront luxury home is situated on the bluff above Secret Beach. It features panoramic ocean views, beautiful landscaping, and ample indoor and outdoor living and dining areas. This "pod-style" home features an airy master suite, and 3 guest bedroom suites, all with private lanais, ocean views and en suite baths. The property also features a stunning infinity pool and spa, along with a private path to Secret Beach. Amenities Large Chef's Kitchen Indoor

Serenity Beachfront Cottage - 2BR License Number 90-TVU-0326

Rating: 4.9

• 2 Bed
• 1 Full Baths

From $1500.00 / night

Licensed-Charming beachfront cottage right on Kailua Beach! This delightful 2 bedroom/1 bath vacation rental cottage puts you right in the middle of world renowned Kailua Beach. Enjoy ocean views from your living room. Step out your front door and onto Kailua Beach, three miles of pristine white sand and turquoise water. Wander down to the local market for lunch, and picnic under the palm trees. Rinse off in your tropical outdoor shower before settling in for sunset. The cottage includes a c

Stonehouse - 3BR Home Poipu

Rating: 4.9

• 3 Bed
• 2 Full Baths

From $2997.00 / night

The Stonehouse is built on a point of land that has a 180-degree white-water ocean view. The home sleeps up to eight people and includes three bedrooms, two bathrooms and is adjacent to a white sand beach. The kitchen has a large picture window and comes equipped with a microwave oven and dishwasher. The dining and living room areas have spectacular panoramic views of the Pacific Ocean which allow for hours of whale (seasonal) and sea turtle watching. The Stonehouse also comes with cable DVD and

The Red House in Hanalei - 5BR Beachfront Home

Rating: 5

• 5 Bed
• 4 Full Baths

From $15000.00 / night

This spectacular beachfront home is located directly in the center of Hanalei Bay. With sweeping views out on to Hanalei Bay, this expansive property features a beautifully remodeled 4 bedroom plantation-style main house, plus spacious 1 bedroom guest house. One of the largest beachfront properties in Hanalei, this 2+ acred property captures the true essence and beauty of Hanalei, without feeling too close to your neighbors. The main house has AC throughout, and features an open floor plan w

Tranquility Beachfront - 3BR Home

Rating: 4.9

• 3 Bed
• 3 Full Baths

From $2775.00 / night

Enjoy sunrises from the deck overlooking the beach, and sunsets from your own private perch in the sand. This beautifully decorated 3 bedroom beachfront home pampers you with a large, well-appointed kitchen, upstairs master suite with soaking tub and killer views. A large living room and dining room invite your Ohana to gather. The private den is ideal for curling up with a book, and so much more. From the kitchen, hear the birds sing, and the crashing of waves only steps from your retreat in pa

Tropical Breeze - Studio Cottage

Rating: 4.8

• Studio
• 1 Full Baths

From $325.00 / night — Total price: $975.00

Serene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie boarding, kayaking, snorkeling, or swimming. Kailua beach is truly special. The Tropical Breeze studio boasts garden views, tropical trade winds and the soothing sounds of the ocean waves. Come and enjoy the aloha spirit and warm sunshine. The studio has high ceilings with a tropical-d

Wailea Seashore Suite K507 at Wailea Beach Villas

Rating: 5

• 2 Bed
• 2 Full Baths

From $1295.00 / night — Total price: $3885.00

Wailea Seashore Suite K507 (2 bedrooms plus additional sleeping area that can be closed off and 2 bathrooms), is set on the top (5th) floor at the beachfront Wailea Beach Villas Resort on Maui Island. K507 was just beautifully redecorated after it was purchased by new owners. The two king size master bedroom suites have gorgeous rich chocolate brown bamboo wood floors with colorful pure New Zealand wool area rugs made exclusively for the Hawai'i market. The den bedroom located off the great r

Wailea Sunset Bungalow

Rating: 5

• 2 Bed
• 1 Full Baths

From $895.00 / night — Total price: $2685.00

Wailea Sunset Bungalow is a classic 1960's beach bungalow newly renovated, updated, and re-decorated from top to bottom for the 21st century. Annually returning guests and the online reviews speak volumes! The adorable oceanfront 2 bedroom Wailea Sunset Bungalow was completely renovated and is meticulously maintained and managed. Enjoy classy coziness in this iconic oceanfront vintage cottage. Reserve now and enjoy the priceless ambiance of this direct oceanfront home, set on one full acre with

Wailea Sunset Estate

Rating: 4.8

• 4 Bed
• 5 Full Baths

From $3250.00 / night — Total price: $9750.00

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. Wailea Sunset Estate, easily one of our most popular vacation homes, has been lovingly refreshed with upgraded amenities and decor. This exquisite private home is quite possibly the most successful a