Vacation Rentals By Owner In Wailea, HI

$1217.44

Wailea, Hawaii, United States

brbr** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and drop-off is included and you'll only be responsible for a $15/day airport tax. Upgrades to larger vehicles are available upon request.Please note: Holiday periods may result in limited rental car availability. We recommend booking as early as possible.brbrWelcome to your peaceful Wailea retreat at Grand Champions Villas. This composite combines two inviting condos, GCH 120 and GCH 181, creating a flexible setup ideal for families, couples traveling together, or groups who want to stay close while still enjoying private space. Surrounded by tropical landscaping and located minutes from world class beaches, golf, and dining, this paired arrangement offers both comfort and convenience in one of Wailea's most loved communities.brbrBEDROOMSThis composite includes three total bedrooms arranged across the two condos, giving each guest a quiet and relaxing place to unwind after sunny Maui adventures.brbrGCH 120This two bedroom villa features bright and calming bedrooms designed for rest. Soft bedding, comfortable furnishings, and peaceful decor make each room a welcome retreat at the end of the day.brbrGCH 181The additional bedroom in GCH 181 offers the same restful comfort, with warm tones and natural light that create a relaxed atmosphere. Guests appreciate the privacy of a separate space while still being close to the rest of the group.brbrTogether, both units accommodate up to ten guests.brbrBATHROOMSWith a total of four bathrooms between the two condos, guests have the convenience and comfort of ample space to prepare for the day. Clean finishes and practical layouts make morning and evening routines easy.brbrKITCHENBoth condos include fully equipped kitchens with full size appliances, generous counter space, and everything needed to prepare meals at home. Having two kitchens offers added flexibility for groups who enjoy cooking, early risers, or families with different schedules.brbrLIVING AREAThe combined interior space offers over 2100 square feet of comfortable living. Each condo includes an open layout with inviting seating areas, natural light, and room for everyone to gather or relax independently. The thoughtful design of both units makes the composite perfect for multi generational groups or families needing extra room.brbrOUTDOOR SPACEEach condo has its own private lanai with outdoor seating, perfect for quiet mornings, reading in the warm Maui air, or winding down after a day at the beach. The lanais provide peaceful views of the tropical surroundings and help extend your living space outdoors.brbrWHAT GUESTS ARE SAYINGGuests love the flexibility and comfort this composite provides. Two separate condos allow everyone their own space when desired while still making it easy to come together for meals, conversations, and shared Maui experiences. Families appreciate the extra kitchens, multiple living areas, and spacious bedroom layouts.brbrWith professional onsite support, responsive communication, and the welcoming atmosphere of Grand Champions Villas, this composite offers a relaxing and memorable stay in the heart of Wailea.brbrWhen you are ready to enjoy the warm breezes, golden beaches, and peaceful rhythm of Maui living, this retreat is ready to welcome you.brbr #TA-008-966-2976-01 #TA-172-475-8528-01 brbrThis property is professionally managed by KBM Resorts, your premier source for luxury vacations. The calendar and rates below are always accurate - last update was today at 5:34 PM. brbr

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$2177.85

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WELCOME TO OUR BEAUTIFULLY REMODELED & REDECORATED SEA LA VIE L510 AT WAILEA BEACH VILLAS!

Wailea, Hawaii, United States

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$2515.72

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FRESHLY RENOVATED, SPECTACULAR OCEAN VIEWS, ULTRA-LUXE BLUE OCEAN SUITE H401

Wailea, Hawaii, United States

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$493.73

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Wailea Ekahi 8E 1 Bd+2Ba Just Steps to Ulua Beach and the new Pool/Pavilion

Wailea, Hawaii, United States

***PLEASE NOTE AUG 11 TO OCOTBER 15 THE MAIN POOL PAVILLION DECK IS BEING RESURFACED. brIf this vacation home is available, you'll want to reserve it. Wailea Rentals presents: Wailea Ekahi Village 8E - Ekahi means #1 in Hawaiian and that is exactly what Ekahi Village is - 1 of Wailea's top luxury beachfront condominium resorts. Treat yourself to new! New A/C system, new bed and mattress, new furnishings, new electronics, and coming soon new carpet and paint! Located directly on Keawakapu Beach at the north end of Wailea on Maui's quiet, sunny, south side, Wailea Ekahi features 33 acres of beautiful, mature landscaped grounds in a low-rise, low-density village setting stretching from the beachfront pool up to Wailea Alanui Drive. This is definitely a resort complex you will remember and want to join our guests who return to this special condominium year after year.brbrGuests in Ekahi Village's condos enjoy all the pleasures of Maui's Wailea Resort including discounts at all 3 Wailea championship golf courses and the world-renowned tennis club. Our Ekahi Village is adjacent to Keawakapu Beach and Wailea's 2--mile ocean front board walk. The new Wailea Gateway Shops, Wailea Village Center, Wailea Town Center, and the Shops at Wailea are just minutes away. Hotels, spa facilities and award-winning restaurants are all within walking distance. brbrBeach chairs, Umbrella, beach towels and coolers are provided. Additional beach gear may be rented at one of our local beach shops.brbr** Please note **brAll Holiday Season reservations are due, paid-in-full on October 1st. Holiday season is 12/15 to 1/10brNo refunds on Holiday Season cancellations after October 1st.brbrDiscounts for 14-day and 30-day stays are already included in total price shown.brbrPhotos are of the exact condominium that you will be renting. Furnishings are subject to change and the property amenities are subject to availability and access per the Owners' Association.

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$4236.12

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WAILEA'S MOST EXQUISITE OCEAN FRONT LUXURY VILLA - ROYAL ILIMA A201! NEWLY RENOVATED!

Wailea, Hawaii, United States

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$1424.54

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The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!

Wailea, Hawaii, United States

The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the perfect combination of being close enough to view the pool but far enough for privacy. At night the ambiance from the lanai is breathtaking with incredible landscape lighting and tiki-torches scattered throughout the myriad of walking paths around the pool and spa area.brbrThe Wailea Beach Villas nest in a sea of colorful plumerias and hibiscus, cascading waterfalls, two inviting pools, and beautiful tropical paths that lead to Wailea Beach and Hawaii's most incredible oceanfront boardwalk.br brThe Wailea Beach Villas is an oceanfront resort situated on 11 unparalleled and beautiful acres of lush, tropical landscaping while nestled between the Grand Wailea to the south, the Marriott Resort to the north, the 'Shops at Wailea' (which is considered to be the finest and most exclusive shopping location on the islands) to the east, and of course the world renowned Wailea Beach and the Pacific Ocean to the west. The Maui Escape, also known as Penthouse 110, is simply located in one of the best places on earth!br brTake a short stroll and visit some of the many world class restaurants at some of the nearby resorts. Also visit one of the many fine restaurants at The Shops of Wailea such as Tommy Bahama's Tropical Café, Longhi's, Ruth's Chris Steak House or the Pint & Cork.brbrOur 2.5 bedroom, two bathroom luxurious unit, with more than 2,200 square feet of well-planned living space that includes over 280 square feet of lanai, offers an array of unique appointments such as custom wood shutters, granite and hard wood finishes, beautiful art, elegant bath and bed linens, and honed marble floors with well-chosen decorative carpets.brbrThe Living Room has a Samsung HD 65 Flat Screen Television with a DVD/CD player and multiple movies to choose from. Each bedroom has a 60 Samsung HD Flat Screen TV as well.brbrThe dining room includes a beautiful glass top wood root-based table with easy access to the kitchen and lanai.brbrWe have a beautiful cherry wood queen size Murphy bed in den that serves as a third bedroom. The room includes 6 louvered sliding doors for privacy or for an open study area.br brA Cordon Bleu chef would be delighted with the accoutrements provided in the well-equipped kitchen…a Gaggenau range top, two Sub-Zero refrigerators complete with beverage and freezer drawers, Thermador stainless steel convection oven with microwave, and a Viking gas grill on the lanai just to name a few. A shopping service is also available by request.br brComplete with security personnel, this gated vacation paradise also offers two outdoor whirlpool spas and a fitness center with locker rooms and showers. With 'aloha' spirit the friendly staff provides towels, beach umbrellas, and lounge chairs at pool or on the beach. br brAssistance or any personal needs can be directed to your concierge in any of the following venues -sightseeing tours, including helicopter and private boat charter; golf tee-times; sailing, scuba diving, kayaking and snorkeling excursions; in-house massage; baby sitting services; dinner reservations; a family photographer to record your memories and so much more. Thanks for reading about our villa and the property!brbrKeywords: Wailea Beach Villas, Maui

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$324.9

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Summer Deal Wailea Condo with Golf Course Views Pool and Hot Tub

Wailea, Hawaii, United States

Perched along the lush fairways of the Wailea Blue Golf Course, Wailea Grand Champions #122 offers the ideal blend of ocean views, tropical serenity, and resort-style comfort in the heart of South Maui. Located just minutes from Wailea’s world-famous beaches, luxury dining, championship golf, and upscale shopping, this beautifully appointed condo is the perfect Maui vacation rental for couples, snowbirds, golfers, and beach lovers alike.brbrEnjoy peaceful mornings overlooking swaying palms, afternoons by the sparkling pool and spa, and unforgettable Maui sunsets from your private lanai. Conveniently located near the Shops at Wailea, Wailea Tennis Club, and the stunning shores of Ulua Beach, Wailea Beach, and Keawakapu Beach, this condo places you in the center of Maui’s premier resort community.brbrThis spacious 1-bedroom, 2-bath vacation condo is designed for comfort and relaxation. The primary suite features a king-size bed, ceiling fan, and air conditioning for restful nights after a day exploring Maui. The luxurious en suite bathroom includes a walk-in glass shower, upgraded vanity, stone countertops, and modern vessel sink. A second full guest bathroom provides added convenience for couples preparing for beach days, sunset dinners, or island adventures.brbrThe open-concept living space is bright, airy, and welcoming, creating the perfect atmosphere for entertaining or unwinding after a day in paradise. The fully equipped kitchen features everything needed for preparing island-inspired meals, including a dishwasher, blender, coffee maker, toaster, cookware, utensils, and ample dining essentials. The pass-through breakfast bar opens seamlessly into the dining and living areas, making conversation easy while cooking and gathering together.brbrAdditional conveniences include complimentary Wi-Fi, cable TV, in-unit washer and dryer, and free assigned parking, allowing you to enjoy all the comforts of home during your Maui getaway.brbrThe spacious dining area comfortably seats four and is perfect for enjoying meals, game nights, or planning your next island excursion. Step outside onto your private lanai for al fresco dining with ocean views and warm tropical breezes while watching the sun dip into the Pacific. Tennis enthusiasts will love overlooking the nearby Wailea Tennis Club, where you can enjoy morning coffee while watching world-class matches and lessons unfold nearby.brbrWailea Grand Champions is known for its beautifully landscaped grounds, relaxing pools, hot tubs, and unbeatable location near Maui’s best beaches, golf courses, snorkeling spots, restaurants, and scenic coastal walks.brbrPlease note that while we regularly update our property, furnishings and décor may occasionally vary from the photos shown. Any updates will maintain or enhance the overall comfort, functionality, and guest experience of the condo.brUpdate 5/22: Dryer Vent Cleaning taking place between 8/3-8/13. brHawaii State Tax ID#: 012-294-6560-02

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$496.21

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Wailea condo w/ lanai, pool and Keawakapu Beach access

Wailea, Hawaii, United States

Welcome to Palms at Wailea 1904, a beautifully updated 2-bedroom, 2-bath vacation rental in the heart of Wailea. Perfect for families or couples traveling together, this spacious condo blends modern upgrades with relaxed island charm. Perched above the golden sands of Keawakapu Beach, you’ll enjoy a prime South Maui location just minutes from world-class beaches, championship golf, and upscale shopping at Shops at Wailea.brbrFloor-to-ceiling sliding glass doors open to your private lanai with lush garden views, creating seamless indoor/outdoor living. It’s the perfect place to sip morning coffee, relax with a good book, or enjoy dinner al fresco with seating for six while warm Maui breezes drift through.brbrInside, the open-concept living area is designed for comfort and gathering. Stretch out on the large sectional with queen sleeper, enjoy movie nights on the flat-screen TV, and stay cool year-round with ceiling fans and split AC throughout. The updated kitchen features modern appliances, a flat-top stove, generous counter space, and everything needed to prepare anything from a quick breakfast to a full island-inspired meal. Indoor dining for six makes it easy to enjoy meals together.brbrThe guest bedroom offers a cozy queen bed with tropical-inspired linens, split AC, and ceiling fans for a restful night’s sleep. The adjacent guest bath features a spacious tiled shower. The primary suite is a peaceful retreat with a king bed, Hawaiian-inspired décor, split AC, and a spa-like ensuite bath complete with a large vanity and beautifully finished shower.brbrAdditional conveniences include a stackable washer and dryer, making extended stays easy and comfortable.brbrGuests of Palms at Wailea enjoy access to the resort-style pool and Jacuzzi, surrounded by lush tropical landscaping. Spend your days exploring nearby beaches, snorkeling crystal-clear waters, or teeing off at Wailea’s renowned golf courses before returning home to unwind beneath Maui’s stunning sunset skies.brbrHighlights:brbrPrime Wailea location near beaches, golf, dining, and shoppingbrbrPrivate lanai with garden views and outdoor dining for sixbrbrOpen living area with sectional sleeper sofabrbrUpdated kitchen with modern appliances and indoor dining for sixbrbrPrimary suite with king bed and spa-style ensuitebrbrGuest bedroom with queen bed and adjacent full bathbrbrSplit AC throughoutbrbrIn-unit stackable washer and dryerbrbrResort pool and Jacuzzi accessbrbrImportant Notes:brbrPrivate grills are not permitted on propertybrbrFurnishings and décor may vary slightly from photos, though functionality and sleeping capacity remain the same or improvedbrbrPool Closure Notice:brSeptember 15–18, 2026brThe pool area will reopen Saturday, September 19, 2026, with regular hours.brHawaii State Tax ID#: 001-940-0192-01

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$820.94

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Wailea Elua #406- Fresh and Contemporary 2Bdr+2 Bath Magical Oceanview s!

Wailea, Hawaii, United States

Top Floor Elua Village vacation home with big ocean views from the lanai, living room, and bedrooms, custom artwork is on display throughout. Did we mention the new electronics Make yourself at home in this spacious condominium with two bedrooms, two full bathrooms (one with bathtub), and an oversized lanai with a commanding ocean view makai across the property. A short walk leads to the central pool and pickleball court or a casual stroll down to the beachfront pavilion and main pool. Enjoy the Wailea Beach Walk that wanders north and south along the beach past the resorts and hotels. The sugary sand and fun snorkeling of Ulua Beach awaits you just past the main pool. Once you've stayed with us, you will return to Elua Village 406 again and again. brbrWailea Elua Village is a premier vacation property located directly on Ulua beach in Wailea and features 152 condos on 24 acres of lush tropical landscapes, luxury accommodations and breath-taking ocean views in a low-rise village atmosphere. Right in the heart of Wailea on Maui's sunny south shore, Wailea Elua sits on the sugary white sand of Ulua Beach, one of Wailea's premier snorkeling and dive beaches, and is adjacent to Wailea's award winning Blue Golf Course just west of the Shops at Wailea. Special rates are available at Wailea's golf and tennis facilities for Elua guests. Hotels, spa facilities and award-winning restaurants are within walking distance.brbrIdeal for families, couples and friendly get-togethers, the beautifully appointed one-, two- and three-bedroom condominiums offer spectacular ocean or garden views and luxury amenities. Wailea Elua Village features two large swimming pools, one overlooking the beach with a gym and pavilion with barbecue facilities for entertaining, a whirlpool spa, paddle tennis court and putting green. Picturesque Ulua Beach is just steps away and is ideal for family fun, snorkeling, swimming, sailing, windsurfing or just relaxing. Located on the mile-and-a-half beach walk which gently meanders along the Wailea Resort area beaches and oceanfront, Wailea Elua Village offers the security of gated access and the convenience of Wailea's many shopping, dining and entertainment choices. brbrBeach chairs, beach towels, umbrellas, and coolers are provided. Additional beach gear may be rented at one of our local beach shops.brbr**Please note**brAll Holiday reservations are due, paid-in-full on October 1st. Holiday season is 12/15 to 1/10brNo refunds on Holiday cancellations after October 1st.brFurnishings, fixtures, and equipment are subject to change as necessary or preferred by client and may not be exactly as pictured. Photos are of the exact condominium that you will be renting. Property amenities are subject to availability and access per the Owners' Association. brbrDiscounts for 14-day and 30-day stays are already included in total price shown.

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$540.14

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Luxury at its Best with Big Ocean Views!!

Wailea, Hawaii, United States

Aloha & welcome to the Wailea Diamond Suite at Ekolu Village #305!brbrThe moment you step through the door you’ll know you’ve come home to luxury in this elegant 2 bedroom, 2 bath condo. Each bedroom features its own unique bath, private lanai sanctuary, ambient lighting & quiet remote controlled air conditioning.brbrIf you enjoy entertaining this unit is calling your name. The fully equipped spacious chef’s kitchen features rich dark cherry cabinetry, expansive quartz granite counter tops, built-in refrigerator/freezer & wine fridge while the main living area features a big screen digital TV with surround sound. Everything you need to accommodate friends and family! brbrThe living area flows out onto the lanai where Wailea’s famous Blue Golf Course and spectacular ocean/island views await you. Our location, steps away from the Blue Course club house, make this a golfer's paradise. We are also located within walking distance to Wailea's world class beaches, restaurants and shopping.brbrVisit us on Instagram at @ekolu305 and feel free to tag us in your own Wailea Ekolu traveller's photos with #ekolu305.

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$691.07

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Wailea Elua #102 Beautifully Remodeled Ocean View short walk to beach, shops!

Wailea, Hawaii, United States

Wailea Elua #102 is a 2 bedroom, 2 bath ocean view unit on the second floor, with a four-minute walk to Ulua Beach which is 400 yards away. The unit underwent a complete remodel in November 2022 including both bathrooms and the kitchen. It has central air conditioning, a fully-equipped kitchen, washer and dryer, 3 flat-screen TVs, and free WIFI. The master bedroom features a king bed convertible to two twin beds. There is a queen bed in bedroom 2. For outdoor activities, Wailea Elua #102 is supplied with beach chairs, beach towels, and a cooler. The kitchen is fully equipped with everything one would need to enjoy home cooking in paradise! Enjoy the golden sunsets and the incredible ocean view on this spacious and covered lanai. Come, be our guest and make self-care a priority again! brbrThe Wailea Elua is the premier ocean front property in Wailea. Situated right on Ulua Beach, it has one of the best locations in Wailea. There are miles of spectacular walking paths that follow the ocean In addition the property has two swimming pools with hot tubs. It has an ocean front barbecue/ picnic area as well as an ocean view gym. There is also a paddle tennis court for your enjoyment.brbrSame day bookings and those arriving within 24 hours of making the reservation require a phone call to Rentals Maui for confirmation.brBookings made within 7 days of arrival will require an ID check and screening prior to confirmation.brLonger stays require additional terms and conditions. Please contact Rentals Maui for inquiries longer than 60 nights. brWe work to maintain a very accurate website. At times furniture, decor or flooring may be upgraded and pictures are not updated yet. This would not change the seating, sleeping, function or views of the condo. Amenities are accurately and clearly listed for your convenience.brbrOwner supplies a midstay clean for stays 10 nights and longer.brBBQ grills are not allowed on individual unit lanais in compliance with fire code restrictions. Community grilling stations are available. A $500 refundable security deposit is required for this unit. Sleeps 4. brThis unit is on the second floor with no elevator available. br** Important Notice: A nearby unit will undergo remodeling from August 17-November 13, 2026. Construction noise may be heard weekdays between 9am-5pm. **

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$481.75

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NEW KBM Resorts | FREE CAR | Grand Champions | Remodeled 1-Bedroom Villa in the Heart of Wailea! GCH-181

Wailea, Hawaii, United States

brbr** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and drop-off is included and you'll only be responsible for a $15/day airport tax. Upgrades to larger vehicles are available upon request.Please note: Holiday periods may result in limited rental car availability. We recommend booking as early as possible.brbrWelcome to Grand Champion Villa 181, a beautifully renovated one-bedroom, two-bath vacation condo located in the heart of Wailea, Maui's premier resort destination. This ground-floor villa offers 1,056 square feet of island-inspired comfort and garden views, ideal for a romantic escape or a relaxing retreat for up to four guests.brbrThe spacious primary suite features a brand-new Stearns and Foster king bed, a flat-screen TV, ceiling fan, and an en-suite bathroom with a walk-in shower. A second full bathroom adds extra convenience, and the plush sleeper sofa in the living room offers additional sleeping space for kids or friends. Thoughtfully designed with an open floor plan and tropical decor, the living area invites you to unwind in style after a day in the sun.brbrThe fully equipped kitchen includes a stove, oven, refrigerator, microwave, and dishwasher, along with must-haves like a coffee maker, blender, rice cooker, and toaster. Whether you're whipping up a quick breakfast or a full dinner, you'll have everything you need. Enjoy meals at the indoor dining table or step out to your private lanai for alfresco dining surrounded by lush greenery and fresh Maui air.brbrFor comfort and convenience, the condo also includes high-speed Wi-Fi, cable TV, air conditioning, and in-unit laundry. Everything you need for a carefree stay is right here.brbrLocated within the Wailea Grand Champions Villas, this property is nestled between the Wailea Blue Golf Course and the Wailea Tennis Club, making it a prime choice for golf and tennis lovers. You'll be just minutes from world-class beaches, luxury resorts like the Grand Wailea and Four Seasons, award-winning restaurants, boutique shopping, and scenic coastal walks along the Wailea Beach Path.brbrWhether you're snorkeling at Molokini Crater, catching a sunset at Wailea Beach, or simply lounging poolside with a cocktail, Grand Champion Villa 181 is the perfect home base for your unforgettable Maui vacation. brbrThis property is professionally managed by KBM Resorts, your premier source for luxury vacations. The calendar and rates below are always accurate - last update was today at 5:19 PM. brbr

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$449.73

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NEW KBM Resorts | FREE CAR | Grand Champions | Remodeled 1-Bedroom Villa in the Heart of Wailea! GCH-121

Wailea, Hawaii, United States

brbr** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and drop-off is included and you'll only be responsible for a $15/day airport tax. Upgrades to larger vehicles are available upon request.Please note: Holiday periods may result in limited rental car availability. We recommend booking as early as possible.brbrWailea Grand Champions Villa 121 is your perfect ground-floor escape in the heart of Wailea, Maui, offering comfort, convenience, and classic island charm. Located within the sought-after Grand Champions Villas, this 1-bedroom, 2-bath vacation rental provides easy access and a serene garden setting, ideal for couples or small families looking to soak up the best of South Maui.brbrStep inside and instantly feel at home with cool tile and wood floors, louvered windows, ceiling fans, and A/C keeping the space breezy and inviting. Whether you're carrying beach gear, groceries, or golf clubs, the ground-floor access makes everythingeffortless.brbrThe open-concept layout includes a full kitchen equipped with all the essentials to include modern appliances, cookware, and small appliances like a coffee maker, toaster, and rice cooker. Choose to dine casually at the kitchen counter, gather around the glass dining table, or head out to your private lanai for meals al fresco, surrounded by tropical greenery and birdsong.brbrThe spacious primary bedroom features a luxurious California King bed, tropical-themed artwork, a flat-screen TV, and an ensuite bath with a private door for the shower area. It's the perfect sanctuary after a day exploring the island. The living room sofa converts into a queen-size bed, easily accommodating additional guests when needed. A full-sized washer and dryer makes it easy to keep towels and beachwear fresh throughout your stay.brbrSituated just minutes from Wailea Beach, the Shops at Wailea, world-class dining, and Wailea's top golf courses, this vacation condo is a fantastic home base for everything from snorkeling and sunbathing to retail therapy and adjacent to Wailea Blue Golf Course, as well as just minutes from Wailea Gold and Emerald courses. The Wailea Tennis Center is just a short walk away, and the beach is a quick 3-minute drive.brbrWith 1,069 square feet of comfort, a prime location, and resort amenities, GrandChampions Villa 121 is your ticket to a relaxed and memorable Maui vacation. brbrThis property is professionally managed by KBM Resorts, your premier source for luxury vacations. The calendar and rates below are always accurate - last update was today at 5:25 PM. brbr

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$353.76

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Wailea Ekahi #25-C Near Keawakapu Beach, Garden View, A/C, Pool Access

Wailea, Hawaii, United States

Wailea Ekahi Village #25C is a four-minute walk to Keawakapu Beach, one of the best rated beaches on Maui. It is a one bedroom one bath ground floor condo with a tropical garden view. It is equipped with air conditioning in the living room & bedroom, a fully equipped kitchen, washer, dryer, two flat screen televisions, and a DVD player where you can tape your favorite television shows. The bathroom has two undermount sinks, a solid quartz countertop and a walk-in shower (no tub). There is a California King bed in the bedroom and a queen bed in the murphy bed in the living room. The unit includes free Wi-Fi and free telephone service to the continental U.S., Canada and Mexico. There are two lanais (patios) for your own personal use. For outdoor/beach activities, Wailea Ekahi 25C is supplied with beach chairs, beach towels, pickle ball equipment and coolers. Bring your lunch and beverages on the four-minute walk to the pool area at the beach. Wailea Ekahi #25C sleeps 4. brWailea Ekahi Village is a 34 acre beachfront complex. The beautifully manicured grounds offer enchanted walking paths to the beach. Hang out at Keawakapu Beach in front of the village, play tennis, pickle ball, shuffleboard, or swim in one of our four swimming pools, one of which is an oceanfront pool, kept at 86 degrees, with a pavilion. The pavilion is a gorgeous space to gather with friends or just hang out. Features include a complete modern open kitchen with new barbecue grills a kitchen sink, two ovens, two microwave/ovens a cooktop, two full size refrigerator/freezers, two ice machines and plenty of counter space to make lunch and prep food. There is table seating both shaded and sunny, a book lending library, a fitness center, and showers with changing rooms for pool and ocean users. The famous Wailea Beach Walk passes directly in front of Wailea Ekahi Village and leads to more beaches, shops, bars and restaurants. BBQ grills are not allowed on individual unit lanais in compliance with fire code restrictions. brSame day bookings and those arriving within 24 hours of making the reservation require a phone call to Rentals Maui for confirmation. Bookings made within 7 days of arrival will require an ID check and screening prior to confirmation.brLonger stays require additional terms and conditions. Please contact Rentals Maui for inquiries longer than 60 nights.brWe work to maintain a very accurate website. At times furniture, decor or flooring may be upgraded and pictures are not updated yet. This would not change the seating, sleeping, function or views of the condo. Amenities are accurately and clearly listed for your convenience.br** Important Notices: (1) The main pavilion pool will be closed for resurfacing August 10-2026 until October 15, 2026. The three other pools, fitness room, grills, and kitchen will remain open. (2) A property-wide exterior painting project is scheduled for August 2025 - September 2027. Extension ladders, scaffolding, and pressure washers will be visible at certain locations around the property during this time. This building will be affected April 15-27, 2027. **

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$468.07

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NEW KITCHEN REMODEL! Amazing View!

Wailea, Hawaii, United States

Condo, 1 bedroom + other (See Description) 2 baths (Sleeps 4)brbrPeace of mind is important for where you are staying. Our cleaning care professionals have been trained to properly follow all CDC, VRHP (Vacation Rental Housekeeping Professionals) and VRMA (Vacation Rental Management Association) guidelines and protocols The empoyees have trained on proper cleaning techniques, including how to properly sanitize and disinfect various surfaces and the safe and proper usage of chemicals. In addition, all linens and towels are washed at high temperatures and an extra-long cycle to ensure that it has been sanitized properly. You can have complete confidence that guidelines are being followed.brbrLocated in the greenbelt, 41D has breathtaking views of the ocean and the islands of Molokini and Koho'olawe from the lanai and kitchen window. This unit is a second floor unit surrounded by beautiful tropical gardens. The unit has one large bedroom (plus sofa bed in living room with memory foam mattress), and two full baths. The unit is airconditioned with units in the main area and the bedroom. Enjoy your meals on the lanai or have dinner or happy hour at one of the many choices close by. brbrEkahi Village is an ocean front complex with 35 acres of tropical gardens. It has four pools, one ocean front plus three 'quiet' pools. One of the quiet pools is right next to the condo which we have found very convenient. The ocean front pool is equipped with a full kitchen and BBQ grills.brbrEkahi now has a fitness center open daily from 7am - 10pm. It is located just outside the Pavilion for guests over the age of 18. There is also a pickelball court on property.brbrIt's about a seven minute walk straight down the greenbelt to put your feet in the sand. Keawakapu Beach is a beautiful beach with great snorkeling. You can also rent paddle boards and other equipment just down the beach. A short walk down the beach is the famous walking path that takes you by the Wailea hotels. From December through April make sure you keep an eye on the ocean so you don't miss the whales!brbrThe new Pavillion is beautiful and available for guests to use.brbrPlease note: Ekahi has had to remove all BBQs from the lanais as it is against Maui fire code. There are some BBQs at the Pavilion, two next to the quiet pool right beside the condo, four next to building 47 and some scattered throughout the property.brbrHawaii Tax ID TA-164-400-7424-01, GE-164-400-7424-01brOwner -Susan Thomas. Please call owner, not on island representative for booking information.brOn Island Representative - Margaret

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$534.0

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Condo

Wailea Ekahi #2-E 2nd Floor Huge Oceanview, Beachfront Complex Wifi, Full AC

Wailea, Hawaii, United States

Wailea Ekahi #2-E is an attractively appointed, fully air-conditioned, 1 bedroom, 2 bathroom unit. The kitchen is equipped with stainless appliances, granite countertops, custom cabinets, and an induction cooktop. The spacious lanai provides gorgeous ocean views so you can enjoy dinner or cocktails while watching a legendary Maui sunset. A king bed and flat-screen TV await you in the master bedroom. The spacious living room features a large-screen television. The new sofa pulls out into a queen-size bed with a 5 memory foam mattress. Beach chairs, beach towels, an umbrella, a wagon, a cooler, boogie boards, and snorkel sets are supplied for your outdoor adventures. BBQ grills are not allowed on individual unit lanais in compliance with fire code restrictions. Wailea Ekahi features six community grilling stations around the property available to guests. Beachfront pavilion with pool, BBQ area, and fitness with free weights and cardio machines. The unit offers amazing views of Molokini Crater, Kahoolawe, and Lanai islands and is a short walk to beautiful Keawakapu Beach. Sleeps 4.brPlease note: This unit is on the second floor with no elevator available. brSame day bookings and those arriving within 24 hours of making the reservation requires a phone call to Rentals Maui for confirmation.brBookings made within 7 days of arrival will require an ID check and screening prior to confirmation.brLonger stays require additional terms and conditions. Please contact Rentals Maui for inquiries longer than 60 nights. brWe work to maintain a very accurate website. At times furniture, decor or flooring may be upgraded and pictures are not updated yet. This would not change the seating, sleeping, function or views of the condo. Amenities are accurately and clearly listed for your convenience.brWailea Ekahi Village is a 34-acre beachfront complex. The beautifully manicured grounds offer enchanted walking paths to the beach. Hang out at Keawakapu Beach in front of the village, play paddle tennis or shuffleboard, or swim in one of our four swimming pools--one of which is an oceanfront pool with a pavilion and BBQ grills. The pavilion is a gorgeous space to gather with friends or just hang out. Features include a modern open kitchen, BBQ grills, fitness center, table seating both shaded and sunny, a book lending library, and showers with changing room for pool users. The famous Wailea Beach Walk passes directly in front of Wailea Ekahi Village and leads to more beaches, shops, and restaurants. Wailea Resort offers golf courses and tennis.br** Important Notice: The main pavilion pool will be closed for resurfacing August 10-2026 until October 15, 2026. The three other pools, fitness room, grills, and kitchen will remain open. **

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2

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4

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$2633.92

/ Nightly

Condo

DIRECT BEACHFRONT 4Bd 3BA 3892 s.f. WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS

Wailea, Hawaii, United States

4 Full Bedrooms & 3 Full Baths; brTotal 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208brIMPORTANT: Maximum 8 Adult Persons Sleep ComfortablybrInfants & Toddlers are Possible ExceptionsbrREAD ALL OUR REVIEWS for Your Best Insights.brThe Wailea Beach Villas Finest Contemporary Upgrades. brWe are Committed to Your Total Satisfaction! We will Treat You As We Expect to be Treated when we stay in the finest locations worldwide! We innately are determined to Satisfy Our Guests & Earn their Referrals of Family, Friends & Business Associates! brWe will provide a bottle of Veuve Cliquot Champagne upon Arrival for Stays of One Week or longer! We want you to feel Blessed to Be on Maui & Start Your Holiday Happy!brWAILEA BEACH VILLAS Is The Number One Maui Ocean Front Resort!brRESIDENTIAL SCALE: 3892 sq. ft. 4 Full Bedrooms, 3 Full Baths Plus Executive Den/Office & Two Exterior lanais. Direct Elevator Access to our unit!brWBV 208 Floor Plan: Total Interior Area 3892 s.f.brTotal lanai Area : 764 s.f.brMaster Bedroom : 19'4 X 16' 2 = 314 sf with King BedbrBedroom Two: 11' 10 X 14' 6 = 162 sf with King BedbrBedroom Three: 140 sf with California King BedbrBedroom Four: 150 s.f.with Finest Quality Queen Plus Platform Sleeper [6 in. wider than a Queen Bed] & a Gel-Foam Mattress [no springs]brOcean Facing Lanai & BBQ : 24'5 X 8' 7 = 213 sfbrRear Lanai: Approx. 527 sfbrKitchen 17' 5 X 11' = 192.5 sfbrDining area 28' 7 X 11' 7 = 336 sfbrLiving Room 28' 7 x 14' 5 = 416.5 sfbrRobbie & Nancy Dein, Maui’s Top Producing Realtors & World Renowned ‘Handmade in America Retailers” have created a refreshingly upgraded, Residential Scale Beach Villa at ‘Maui’s Number One Oceanfront Resort’ as identified by Conde Nast Traveler. Since 2006, Wailea Beach Villas continues to receive exceptional reviews across all platforms of social media & exceeds its reputation corroborated by guest experiences.Additionally, Wailea Beach Villas continues to retain the #1 spot for Wailea Specialty Lodging on Trip Advisor.brAccolades Include:brA. Wailea Beach Villas Awarded by Condé Nast Traveler's ' Readers Choice Award ' November 2014, brB. No. 1 Resort in Hawaii with a rating of 94 %brC. No. 11 among the Top 25 Resorts in the United States brD. #51 on the list of Top 100 Hotels & Resorts in the World.brVilla 208 is one of a few Beach Villas, which were delivered new in 2006, to recently undergo complete updating, including specimen quality quartz kitchen counters, an iridized glass full-height back-splash, a Miele induction cook-top, a built-in, quartz-topped dining buffet, elegant wall sconces, recessed LED art lighting, & an African Wenge wood, built-in, Super High Definition OLED LG TV & Sound Bar with surround sound in the living room & another OLED LG TV in the master suite. We also installed Apple TV's in all 4 bedrooms & the great room. Plus, We invite you to download the Sonos App & choose your favorite stations which you can now play in every room! This villa is in pristine condition & all surfaces have been re-finished to create an elegant residential experience.brThe sophisticated yet warm-comfy feeling in this unit inspired us to accessorize the space with American handmade works of art that deserve to be enjoyed, utilized & lived with! “We have been offering the finest quality American handmade pottery, hand-blown art glass, wood-works & fiber accessories in our Ithaca, NY gallery, ‘American Crafts by Robbie Dein,’ since 1972”. We are dedicated to surrounding ourselves with Beauty. We wanted to create a Vacation Rental Residential Experience that celebrates the creativity, beauty, humor & function that we find in totally Handmade American Crafts. There are hand-wrought steel & hand-blown glass torchiere lamps by a Pennsylvania couple, a Raku-fired, Jade Crackle, ‘Two Wishes Jar’ by a Big Island potter, two pit-fired ceramic and exotic wood sculptures, plus a multi-mirror, ceramic and exotic wood wall sculpture & a magnificent floor lamp by a Rochester artist. Two, ‘Dancing in the Marsh’ contemplative torch-blown glass sculptures are sentients on either side of the hand-made entertainment center. And, adding fire & color to this relaxed subdued decor are four hand-blown glass vases & a low bowl rendered in swirling rivers of oranges, yellow & green glass by another Big Island artist. We have added a three-drawer cherry & quilted maple jewelry box with velvet interior to provide a vacation stay for the jewelry you choose to travel with; made by a mid-west woodworker. This will be your home away from home! Additionally, we could not restrain ourselves from complementing these American hand-made decorative elements with hand-sewn bed scarfs, pillows & shams made from the finest Kravet Couture, Robert Allen, Schumacher & Sunbrella fabrics. Finally, we are blessed to have one of Maui’s finest nature photographers, our son, Quincy Dein, provide us with his fine art photographs of many of Maui and Hawaii’s most enchanting environments. We Invite You to come to rejuvenate in thisbrconsciously conceived environment. You will arrive & identify your party at the main guarded entry gate & proceed to the porte-cochere entrance to the Wailea Beach Villas. There is a guest registration attendant in the elegant, open-air, two-story ocean-view lobby. There is also a dedicated Concierge to educate you on all the amazing Don’t Miss Activities and Sights to See during your rejuvenation. Additionally, we have a complete, on-site, business center, a game room with a pool table, & a comprehensive gym adjacent to the family pool and spa area. Upon check-in, you will take your electronic key card to the semi-private elevator solely dedicated to accessing our unit’s glorious entry lanai. Unit 208 offers an extra-large outdoor lanai living area that is furnished with tables, chairs & umbrellas for private dining & lounging while surrounded by fragrant, white & burgundy Frangipani & orange African Tulip Trees in a pastoral vernal setting. From this serene lanai you will ponder our native Hawaiian bird choruses & the tropical Pacific night sky constellations. Once in a while, you will find you have had enough sun & this luxurious garden set lanai is a unique amenity to unit 208. Our renovated kitchen has two SubZero fridges, a Wolf Convection Micro & Oven plus multiple freezer & beverage drawers.You will find every accessory & gadget that a creative chef’s home kitchen must-have. Nespresso Vertuo & 12 Starter pods available! Bring Your Favorite Pods! Of course, there is an ample amount of pantry & counter space. But remember, while sometimes it is nice to be creative & endeavor to prepare a nourishing meal while you are on vacation, there will be times when you will rather take the elevator down to the gas Tiki Torch lit, pathway & through the handmade Ohia-wood electronic pedestrian gate & walk 100 feet to The World Class Shops at Wailea. The kids can choose ‘Cheeseburger in Paradise’ while you debate whether you prefer the tropical Tommy Bahama Indoor / Outdoor Restaurant, or Ruth Chris’s Steakhouse. The 'Pint and Cork' is a well-received newly opened brewpub & there is a full-service deli, plus a newly opened supermarket all within a two-minute stroll within The Shops at Wailea. So leave the car in your reserved enclosed garage parking spot & walk next door to this full range of world-class shops including Gucci, Tiffany’s, Bottega Vanetta, & Luis Vuitton , along with every surf shop imaginable & an inspiring collection of Maui’s finest art galleries. This is the beauty of the Wailea Beach Villas; to the West are the eleven lushly landscaped beachfront acres & the dedicated family & adult pools & spas. To the East is every imaginable amenity your family may desire; all within walking distance, so enjoy as many tropical concoctions as you desire & forget about Ubering! Lest I forget, The Grand Wailea Resort is one of the Top Ten Resorts on the planet & just beyond The Grand you may dine at Spago, Duo, or Ferraro’s at Maui's Fabulous Four Seasons. Their hair salon & spa at The Four Seasons are local treasures as well. There is No Better Vacation Environment in the USA, in Maui, or anywhere in the World! brWe look forward to making your Maui stay a Vacation To Remember! brCancellations & Refund Policy: Your initial Deposit upon booking is Fully Refundable up until Sixty Days Prior to Occupancy at which time ALL FUNDS become Non-Refundable as it is almost impossible for us to Re-Rent at less than 60 days prior to your occupancy. Weather / Storm Refund Parameters are noted in our Rental Contract/Agreement! brWith much aloha! Robbie and Nancy DeinbrDisclosure: We are Top Performing Licensed Maui Real Estate Brokers who own & manage our Wailea Beach Villa K-208.brAll Our Reviews are 5+Stars! brREAD ALL 125 + of Our 5 Star Reviews!

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$394.29

/ Nightly

Condo

Beautiful Ocean View Studio

Wailea, Hawaii, United States

Enhanced Cleaning recommended by WHO/CDC have been implemented. After thorough cleaning with soap, all surfaces will then be disinfected. All touch points will also be disinfected. (Key pads, keys, door knobs, light switches, faucets, toilet flushes, garbage cans, remote controls, cabinet knobs ) . brbrPRIME INTERIOR GREENBELT LOCATIONbrSTUDIO 16D - With spetacular sweeping ocean views, located in the center of the village, on the greenbelt. Wailea Ekahi Village, Maui's #1 luxury beach resort, these stunning Wailea Beach condos are what vacation dreams are made of. They have complete kitchen and is fully equipped. Air Conditioning, Wireless Internet, TV, Cable, DVD, King Bed, Ceiling fans throughout. The cool ocean breeze keep this home cool, light and airy. 16D is located in a very quiet part of the village away from the road noise.brbrKeywords: Wailea Ekahi Village, Wailea Condos by Owner

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$736.86

/ Nightly

Condo

*Stroll To The Beach Til Toes In The Sand!*Beautiful Views*Ground Floor*4 Pools*

Wailea, Hawaii, United States

Wailea Ekahi Village brTwo bedroom, two-bath, 1505 sq ft. completely remodeled and upgraded, ground floor condo, sleeps six is situated in a low-rise condominium community. The ocean front village is located on Keawakapu Beach in sunny South Maui. The beach has been voted to be one of the best beaches in Hawaii.brbrThe spacious garden view condo with a peek of the ocean is beautifully decorated with contemporary tropical style furnishings and local art works. Complete with a fully equipped kitchen, all you need is the food and clothes. Great two couple or family location with beautiful open space garden surroundings in a complex of 34.5 landscaped acres. One of the four pools is within 100 feet of the lanai with a short stroll to beach, beach pool and pavilion next to Keawakapu Beach. The unit has three tiled lanais and ceiling fan, all with outdoor furniture. World-class golf courses (Wailea Blue, Emerald & Gold)and Wailea Tennis Club are within minutes of the condo.brbrWailea Ekahi is known for its extensive and beautifully landscaped gardens full of tropical color and exotic bird life. Ekahi Village guests enjoy exclusive use of four swimming pools, the ocean front pavilion, and shuffleboard and paddle tennis courts.brbr* BBQs are located at Building 47 and the Pavilion Pool. Carry dinner and wine down to the beach for a Maui sunset treat!br* Two Bedrooms, one with king, one with two twin bedsbr* Living room with a new queen sleep sofabr* Bathroom in each bedroom (two individual suites)br* Individual air conditioners in bedrooms and living room/dining room and kitchenbr* Fully equipped gourmet kitchen br* Microwave oven, dishwasher & garbage disposalbr* Extensive cooking accoutrementsbr* Coffee maker, grinder, toaster, blender, slow cooker and rice cooker br* Ceiling fans in all rooms and on lanaibr* Living room Flat Screen TV (cable), Blue Ray DVD Player & Stereo (CD, AM/FM Radio & Bluetooth so you can play music through the stereo speakers)br* Master & Guest Bedrooms have Flat Screen TVs br* High speed internet wireless access with Free Wi-Fibr* Washer/Dryer in the condobr* All linens including beach towels are providedbr* Three lanais, dining table and chairs, ceiling fan and lounge chairsbr* Digital wall safe br* Hair dryers, iron and ironing boardbrbrWithin walking distance: Walk on sand to fabulous restaurants, but don't forget your flip flops!br* Keawakapu Beach adjacent to beach pool & pavilionbr* Major hotelsbr* Shops at Waileabr* Beach front hotels, restaurants and shopsbrbrClose by:br* Wailea Golf Club: Ekahi Village is across the street from Wailea's Blue golf course and the Gold and Emerald courses are further south. Down the road from there is Makena's course.br* Wailea Tennis Clubbr* Kihei Town: shops, restaurants & beachesbrbr*From November to May watch the whales play.br

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$563.46

/ Nightly

Condo

Immaculate, Luxury Comfort, Stunning Views - Hawaiian-Chic, Mid-Century Modern

Wailea, Hawaii, United States

Experience the beauty of Wailea from the moment you arrive in your spacious and stylish villa. Situated in a secluded position of the Grand Champions resort property you can relax on the lanai and take in the views, get to that book you’ve been meaning to read, or enjoy one of your favorite shows on streaming. Grand Champions is positioned across from the Wailea Tennis Club and has two swimming pools for use by our guests. The gorgeous beaches of Wailea/Makena are moments away and present great opportunities for swimming, snorkeling with the turtles, going for a run, perhaps a morning yoga class on the beach, or just a quiet walk along the stunning waterfront paths. For more active adventures try a morning paddle board from the Wailea hotel beach fronts or kayaking from Makena Landing.brbrYour villa will provide the perfect couples getaway with a fully stocked kitchen for times when you would prefer to dine in and a wonderful range of restaurants and stylish bars to celebrate your time in paradise. Have a Monkey Pod Mai Tai or the fresh catch of the day at Pita Paradise. The Market Place has wonderful deli, cooked, and specialty items to bring back to your villa where you can relax in a private setting. brbrThe master suite has a super comfy king bed with firm support and a pillow-top that makes sleep time a joy. The master bath features beautiful double basins with ample drawers and storage to keep things neatly tucked away. The walk in rain shower has a light, spacious, and open feel. The perfect relaxation experience to wind down an active day. Remodeled in 2017 this villa has two full bathrooms and all of the conveniences to make your visit to paradise exceptional. brbrHave a wonderful holiday!br

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2

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