Luxury rentals in Wailea

Blue Sky Villa

Blue Sky Villa in Maui has been designed and decorated to soothe your mind, body and soul. This magical villa brings you close to the setting of the ancient Hawaiian kings with architecture that swirls and soars in the manner of the ocean and sky before it. Within easy walking distance to Lahaina Town and a short drive to the beaches, Blue Sky Villa also offers a convenient location for exploring this spectacular island. This resplendent villa features one of the finest lap pools in all of Hawaii. Step into the soothing bubbles of the outdoor hot tub for a special treat. Indoors, you will find a media room, Wi-Fi access, ceiling fans and laundry facilities. Step onto the splendid balcony and ascend the open air winding stairs to your private meditation tower reminiscent of an ancient castle suffused on all directions by ocean and mountain vistas including Lanai, Kahoolawe, and the sublime peaks and contours of Pu’u Kukui. The grace and beauty of the outdoors at Blue Sky Villa are only matched by its pristine and vast interiors. This luxury house was built to enjoy the natural beauty and breezes of Maui, enabling the ultimate indoor/outdoor living experience. Doors fully retract in the master bedroom as well as the living and dining rooms. The living room features a white baby grand piano that awaits the life breath of music. This villa includes a premiere master bedroom where one feels as though they are floating on a cosmic ship of azure. The refined luxury of the master bathroom will take your breath away. There are four additional bedrooms with equal comfort and four additional bathrooms. This villa accommodates up to twelve guests. During your stay at Blue Sky Villa, you will be just a short drive away from Lahaina, Baby and Ka’anapali beaches. Both surfers and golfers will be in paradise as they explore their options in this iconic landscape. Nearby Lahaina is a heritage town transformed into a modern Maui hot spot. Lahaina offers a variety of unique art galleries, shops and restaurants. A historic 1800s whaling village, this area has been immortalized by Herman Melville in the classic Moby Dick. The delights of Maui await! Copyright © Luxury Retreats. All rights reserved. Permit #: STWM 2014/0002 HAWAII TAX ID #:051-843-4816-01 BEDROOM AND BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite open-air bathroom with rain shower and soaking bathtub, Dual vanity, Walk-in closet, Air conditioning, Lounge area, Television, Ceiling fan, Lanai, Outdoor furniture, Ocean view • Bedroom 2: King size bed, Shared access to bathroom with bedroom 3, Shower/bathtub combo, Air conditioning, Television, Ceiling fan • Bedroom 3: Queen size bed, Twin size bed, Shared access to bathroom with bedroom 2, Shower/bathtub combo, Air conditioning, Television, Ceiling fan • Bedroom 4: King size bed, Ensuite bathroom with shower/bath combo, Air conditioning, Television, Ceiling fan • Bedroom 5: Queen size bed, Ensuite bathroom with shower/bathtub combo, Air conditioning, Television, Ceiling fan, Balcony FEATURES AND AMENITIES • Private meditation tower OUTDOOR FEATURES • Lanai STAFF & SERVICES Extra cost (advance notice may be required): • Massage therapist • Activities and excursions • Mid-stay cleaning

Anchor Cove D1

Channel your inner surfer at this Maui oceanfront oasis. The soothing sound of gently lapping waves will be the soundtrack to your paradise escape. This laid-back residence instantly channels much-needed relaxation, family-friendly fun, and chill, Hawaiian vibes. Seemingly endless stretches of powdery sand and crystal clear, cerulean waters are a mere 20 steps from your private, backyard lanai. Modern design merges with traditional details and warm, rich décor in the sprawling, open-concept space. Enormous 40-foot sliding doors open up from the main living area onto the vast terrace. There’s no denying that the evening starts at the wine bar; pre-dinner Mai Tais will quickly become your daily routine. Playing the role of gourmet chef is easy-breezy in the spacious kitchen, with options to dine both inside and alfresco. Pop open a bottle of crisp champagne as you watch the mesmerizing sunset ignite the sky with a mélange of tangerine hues. Only 100ft away from snorkelling, get ready for a glimpse of the vibrant marine life - think turtles - that thrives under the ocean. Looking for a lively night? Button up your botanical-printed aloha shirt and head out on the town. Retreat to the sumptuous sofas after a day of adventure—either with a view of the garden or with the electronic shades drawn and the fireplace flickering. With noise reduction windows in the bedrooms, you’re guaranteed to fall fast asleep as soon as your head hits the pillow.  Registration Permit TA-164-629-2992-01 Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Television, Safe, Office space, Air conditioning, Ocean view • Bedroom 2: Queen size bed, Access to hallway bathroom shared with Bedroom 3, Stand-alone shower, Television, Air conditioning • Bedroom 3: Queen size bed, Twin size Murphy bunk bed, Access to hallway bathroom shared with Bedroom 2, Stand-alone shower, Television, Safe, Air conditioning FEATURES & AMENITIES • More under “What this place offers” below OUTDOOR FEATURES • Lanai Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below Included: • More under “What this place offers” below

Ocean Views | Polo Beach Club | Groundfloor Condo

Step straight onto the sand at Polo Beach—Wailea’s premier swimming beach—from this rare ground-floor condo with ocean views that will take your breath away. Located in the exclusive Polo Beach Club, this 2-bedroom retreat offers near-private beach access, a walkout lanai, and unbeatable proximity to Maui’s top coastal path. Inside, unwind with a chef’s kitchen, spa-style bathrooms, Moccamaster coffee, and Dyson Airwrap. This is five-star comfort, with the beach at your doorstep.

Maui Resort Rentals: Honua Kai Konea 551

This listing is one of Honua Kai's crown jewels. Konea 551 boasts an incredible 5th floor vantage point on the interior corner of the closest wing to the ocean in Honua Kai's desirable Konea Tower. Treat your party to this "Ali'i" (Hawaiian word for royalty) residence with over 2200 sumptuous sq. ft. feet of interior space and some of Honua Kai's most spectacular oceanfront views. A Viking barbecue grill on the expansive 600 sq. ft. balcony completes the lavish experience.

Mahana 1119 Summer Fun at Luxurious OceanFront 2BD

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Mahana 1119, an eleventh-floor 2-bedroom, 2-bath corner penthouse that sleeps up to 6 guests and occupies Mahana’s most coveted stack, renowned for delivering Maui’s single most breathtaking ocean, outer-island, and beach panorama.

Wailea Hoolei 93-3 Luxe Villa w/ Pool & Lanai

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Ho‘olei 93-3, a lavish 3-bedroom, 3.5-bath villa nestled in the private, gated enclave of Ho‘olei, just a short stroll from world-famous Wailea Beach and the iconic Grand Wailea Resort.

Maui Resort Rentals: Honua Kai Hokulani 101

This crown jewel is widely considered to be the premier ground floor residence at the entire Honua Kai Resort. Enjoy stunning oceanfront views from Honua Kai's closest column to the ocean, a huge adjacent lawn area, over 2200 sq ft of luxurious interior living area, and a massive 600 sq ft balcony with a built-in BBQ grill.

Honua Kai H825 Luxurious Kaanapali Beach 3BD Condo

The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays. Welcome to Honua Kai Hokulani 825, an eighth-floor 3-bedroom, 3-bath penthouse‐style residence that sleeps up to 10 guests and frames unobstructed Pacific panoramic views from every room.

Just Steps from Maui's Best Beach! Pool and slide

BRAND NEW CONSTRUCTION finished in Sept 2018! No expense was spared in this beautiful 1800 square foot gated and private home. Just 40 steps to Maui's best sandy beach (perfect for family swimming and very kid friendly), this home literally has something for all ages.

Kapalua Bay 34G4 | FREE CAR | KBM Resorts

Luxurious oceanfront villa with panoramic Molokai views, private lanai, gourmet kitchen, and spa-inspired master suite-perfect for a relaxing Maui escape with comfort, style, and island charm.

Garuda Estate Maui

3br/3ba + bonus office with all-in-1 printer, sofa bed & TV. Oceanview home with a pool, hot tub, and Ocean Views!

Paradise Cove

Short term rental permit #STWM20200001 Tax Map Key (TMK) (2) 4-3-007:015