Vacation Rentals By Owner In Wailea, HI

Wailea Grand Champions #48 is nested in one of the most desirable Wailea resort communities, this spacious 2 bedroom, 2 bath penthouse is the ultimate luxury Maui experience!brMinutes from Ulua Beach with its pristine waters and one of the best in the world snorkeling spots, upscale dining and shopping, this entire unit is to meet your most desirable expectation of a perfect Maui vacation.brThe penthouse which is part of Great Champions resort communities, is close to Wailea Blue Gold Course, tennis courts, as well as day spa activities at Andaz and Grand Wailea resorts.brThe resort offers two pools, hot tubs, barbeque area and much more.brThe Grand Champions is the most sought after and upscale vacation property you have ever experienced.br This beautiful 2 bedroom and 2-bathroom top floor penthouse unit has 180-degree expansive ocean views. Upon entering this upscale unit with vaulted ceilings, you will enjoy a fully stocked gourmet kitchen, large lanai with comfortable seating and two spacious bedrooms sleeping up to 6 guests to spread out comfortably throughout an impressive 1,100 + square feet of living space.brThe light filled living room has new soft carpeting and comfortable furnishings adorned with tasteful art piece to provide relaxation after a long day at the beach. The family can enjoy a new 60” smart TV featuring all your favorite entertainment applications from YouTube, Amazon to Netflix and Hulu. The well-equipped kitchen offers all you need to make a great family dinners followed by a drink on lanai to watch the breathtaking sunset.brWhen you are ready to rest from a long day of swimming, shopping and entertaining, please enjoy our newly renovated bedrooms with high-end bedding. You always have extra pillows and blankets in the storage area. Both bedrooms have A/Cs and ceiling fans. Two separate suites are ideal for a family and close friends looking for the ultimate Hawaiian experience.brThe unit is well-equipped with beach towels, chairs, toys, and beach umbrellas to let you fully enjoy Maui’s world-famous beaches.br Just a few minutes from Shops at Wailea with its upscale shopping, gourmet restaurants, and nightly entertainment, Grand Champions unit 48 draws guests from all over the world.brPlease come and stay in one of the sought penthouses in the heart of Wailea. With upscale amenities, friendly staff, and the beautiful island of Maui, you are set for the most memorable vacation of your life.brPlease Note: This unit is on the third floor, with no elevator available. brSame 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.

Grand Champions #48 Stunning 180 Degree Ocean Views Top Floor Paradise Home.

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$1094.03

Welcome to Wailea Beach Villas Penthouse K107 - A luxurious and spacious 2-bedroom, 2-bath with a den that functions as a workspace or third bedroom offering 1,899 square feet of elegant island living.brbrPerched directly above the upper pool, this villa enjoys lush tropical garden and pool views, along with a beautiful slice of ocean framed by swaying palms. Furnished in refined Island Style with subtle Asian influences, the atmosphere is both serene and sophisticated.brbrStart your mornings on the private lanai, sipping coffee as dive boats head out toward Molokini Crater in the distance. The family pool is conveniently close to the villa, while the adult pool sits just steps from Wailea Beach which is less than a five-minute stroll (about 800 feet) down a picturesque path lined with ponds and waterfalls. Prefer a ride The concierge is happy to whisk you there in a golf cart.brbrFive-Star Resort Amenities!brbrEnjoy all the comforts and services of a luxury resort, including:brbr- Friendly front desk staff and 24-hour gated securitybr- Lei greeting and personalized property tour upon arrivalbr- On-site concierge to assist with tours, dining, and island adventuresbr- Pool and beach attendants ready to set up umbrellas and loungersbr- In-villa massage and private chef services available on requestbrbrThe Wailea Beach Villas Experience!brbrSet across 11 acres of beautifully landscaped tropical grounds, Wailea Beach Villas redefines luxury in Maui. Nestled between Wailea Beach, the Grand Wailea, and the Shops at Wailea, this gated enclave offers the perfect blend of privacy and convenience with a short, tiki-lit stroll to restaurants, boutique shopping, and oceanfront sunsets.brbrResort amenities include:brbr- Adult beachfront pool & family poolbr- Two hot tubs & cascading waterfallsbr- Fitness center & pool tablebr- Complimentary fresh towels and beach setup service.brbrInside Your Villabrbr- Great Room: 65” flat-screen TV with streaming (Hulu, Disney+, Netflix, Prime, and more)br- Master Suite: King bed, large flat-screen TV, walk-in closet with safe, and spa-inspired en-suite bath with soaking tubbr- Second Bedroom: Twin beds (convertible to king) with TV and private bath accessbr- Den: Queen sofa bed with privacy doors — prepared in advance upon requestbr- Fully Equipped Gourmet Kitchen: Two Sub-Zero refrigerators, oven, range, microwave, air fryer, and coffee setup (drip, Keurig, and espresso pod machine). Coffee, teas, sweeteners, and starter pods provided.br- Private Lanai: Gas barbecue and outdoor dining area perfect for island eveningsbr- Laundry Room: Washer/dryer and essentials includedbr- Luxury linensbr- High-speed Wi-FibrbrSafety & Concierge ServicesbrbrThe property is monitored 24/7 by private security and CCTV for your peace of mind. Your personal concierge is available to assist with:brbr* Golf tee times and dining reservationsbr* Childcare or in-villa spa servicesbr* Private boat, jet, or helicopter chartersbr* Snorkeling, diving, surfing, or sailing excursionsbr* Family portrait photography and morebrbrWailea Beach Villas Penthouse K107 is where luxury meets aloha and a peaceful haven close to everything Maui has to offer.brbrHI Tax ID - TA-201-203-3024-05 and GE-201-203-3024-05

Maui Luxury with Island Serenity - Wailea Beach Villas Penthouse K107

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$928.71

Relax on the lanai and enjoy sweeping views of Molokini and Kahoolawe Island at sunrise or sunset. Stroll along the world-famous Wailea Beach Path, enjoy fantastic snorkeling at uncrowded Polo Beach, or unwind and sunbathe at the oceanfront pool and jacuzzi.brbrSpend a dream vacation in this stunning 2 Bedroom, 2 Bathroom accommodation. This unit features Tommy Bahama furnishings throughout the unit with tasteful decor. Truly feel at home with a fully equipped kitchen, dining area inside and out, and space for the whole family.brbrThis unit accommodates up to four guests and features a king-sized bed in the Primary Bedroom, and two full beds in the guest bedroom. The Primary Bedroom features an ensuite bathroom, and there is also a second full guest bathroom. There is central air conditioning and wireless internet access throughout.brbrThe Polo Beach Club is situated in the resort community of Wailea, offering world-class dining and shopping options all nearby at the different resorts and The Shops at Wailea. The Polo Beach property features a pool and jacuzzi tub for guest use. There are also communal BBQ grills on-site and an herb garden to enjoy.brbrUpon arrival, you’ll find a white and blue parking pass in the unit for your vehicle. If you have a second vehicle, please stop by the AOAO office on-site for further instructions on where to park, as availability may vary depending on occupancy levels. Failure to park in designated areas may result in fines and towing.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.brbrPlease note as of April 15, 2026: There is intermittent construction work taking place in a nearby unit. While we do not expect this to impact your entire stay, there may be occasional daytime noise. brHawaii Tax ID #: 096-481-0752-03

Oceanfront Wailea condo w/ pool, hot tub and beach access

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$858.42

Summary:brbrNestled in the scenic beauty of Wailea, this inviting condo promises a delightful escape with everything you need for a memorable stay. Imagine waking up to ocean views, leisurely days by the pool, and evening strolls along the beach. This is a place where you can truly relax and recharge. Ready to dive into paradise Book your stay now! Professionally managed by Luxe Maui Properties and available 24/7!brbrbrbrThe Space:brbr✔ Ocean-view condo with stunning sunsetsbrbr✔ Primary bedroom with king bed and ensuitebrbr✔ Second bedroom with twin beds convertible to a kingbrbr✔ Queen-size memory foam murphy bed in the living roombrbr✔ Fully equipped kitchen for all your culinary needsbrbr✔ Central air conditioning throughoutbrbr✔ Private patio perfect for outdoor diningbrbr✔ High-speed Wi-Fi and entertainment optionsbrbrbrbrGuest Access:brbr✔ Full access to the condo and all amenitiesbrbr✔ Enjoy two community pools and shared hot tubbrbr✔ Use of the gym and sports facilities like pickleball and tennisbrbr✔ Gated community ensuring privacy and safetybrbrbrbrThe Neighborhood:brbr✔ Located on the famous Wailea Beach Walkbrbr✔ Steps from pristine beaches like Wailea Elua for sunbathing and snorkelingbrbr✔ Close proximity to renowned Wailea Shots (5 minutes) restaurants and local boutiquesbrbr✔ Convenient access to nearby attractions and spasbrbr✔ Perfect for exploring the vibrant culture and stunning landscapes of MauibrbrbrbrGetting Around:brbrA car is recommended to get the most out of your Maui vacation. But once you are at Wailea Elua you may never need to leave!brbrbrbrOther Things to Note:brbr✔ Second-floor unit accessible by stairs – no elevatorbrbr✔ A rental agreement to be completed before arrivalbrbrLuxe Maui Properties LLC — RB-24090brbrbrbrInteraction with Guests:brbrWe're available to offer local advice, helpful tips, and answer questions to help you get the most from your vacation. We are available 24/7 so you can truly relax!

Wailea Elua - Ocean views paradise | Pool & AC

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$3645.1

Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!brbrThis property is hotel zoned, and not being affected by the recent proposed legislation.brbrWelcome to the prestigious oceanfront Wailea Beach Villa B102. This 3 bedroom/3.5 bath is desirably located just steps from the adult infinity edge pool and stunning Wailea Beach. With breathtaking ocean views and close proximity to the beach, this beautifully designed beachfront villa is exactly what dream vacations are made of!Enticing, spacious ground floor location boasts over 3000 sqft of open living space. As you enter this luxurious villa, note the sizable gourmet kitchen, dining area, contemporary Hawaiian designed living room and grand lanai with gas grill. Many high-end, Smart Home features including a whole-house Lutron lighting system, Universal Remotes for simplified TV control, easy to use AC remotes, high-speed internet with Wifi covering entire interior and lanai, and a whole-house Sonos audio system with speakers and audio control in each room. Connect your cell phone to the password protected WIFI system, open the Sonos App and play your personal music throughout the home or in selected rooms. Smart TVs give you access to Apple TV, Netflix and Amazon Prime. Recently completely repainted, the interior of this Villa is consistently being upgraded and refreshed.Floor to ceiling glass pocket doors seamlessly blend into one magnificent indoor/outdoor living space. Enjoy al fresco dining then take a dip in your private plunge pool, steps from your lanai. You'll easily spot whales right out front during whale season, and picturesque sunsets each evening. Your private yard offers a personal sanctuary, while being steps to the sand!This exquisite villa offers two primary bedrooms and an additional guest room. The Ocean Primary, just off the kitchen, features sliding lanai doors allowing breathtaking ocean views. Complete with a California King bed, en suite bathroom with separate soaking tub and shower and a large walk-in closet.The Garden primary offers a California King bed, en suite bathroom with separate soaking tub and shower, and large walk in closet. Don't miss the private outdoor shower with direct access to the adult pool.brThe third bedroom, off of the main entrance is perfect for guests or children with 2 queen beds, walk in closet and adjacent bathroom. All bathrooms are equipped with Toto Washlet Toilets for added comfort.Enjoy all of what Maui is known for such as must see views of Kaho'olawe, Lanai, and Molokini Crater. Witness Humpback Whales breaching during season and some of the best snorkeling in the World all conveniently from this spectacular front row, oceanfront villa!The moment you arrive at the lobby, you are greeted by the experienced and personalized service staff. Amenities include concierge services and assigned self-parking. There is an exclusive adult infinity edge pool and spa situated oceanside with private cabanas and easy access to one of the World’s most sought after beaches. Find a recreation/fitness center conveniently situated near the family pool, just below the lobby. Additional amenities include business center w/ internet and printer, restaurant delivery service and free secure Wi-Fi connection! Gated property insures privacy and security. Wailea Beach Villas is the only resort on Wailea Beach that is directly adjacent to The Shops of Wailea. This exclusive mall features designer shops and fabulous restaurants, coffee shops, ice cream parlor and The Island Gourmet Market all within a stone’s throw!We offer a complimentary supply refresh every 3 days for this villa.While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Hawaii State Tax ID#: 143-563-8272-02

Villa

Oceanfront 3BR villa w/ private pool and beach access

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$432.05

Palms at Wailea #1207 is a lovely ground-floor unit at a much sought-after complex. It is a spacious 2 bedroom, 2 bath unit with a fully equipped kitchen, renovated bathrooms, new flooring throughout, washer and dryer, and wifi. The primary bedroom is equipped with split system A/C as well as a ceiling fan and features a king-sized bed, a SmartTV, and an en suite bathroom. The guest bedroom features twin beds and a ceiling fan. Both bathrooms have been renovated and feature walk-in showers. The living room includes a queen sofa bed, a ceiling fan, and a television. Beach chairs and beach towels are provided in Palms at Wailea #1207 for your use. There are a few steps leading up to this ground-floor unit. 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.brThe fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is a large pool and hot tub that is perfect for sunbathing and has a magnificent view of the ocean from the pool area. We are pleased that our properties at the Palms at Wailea have been chosen to be featured in the number 1 selling book Maui Revealed and their website. These properties were chosen because of their superior quality and great rates!br** Important Notice: The pool area will be closed Sept. 15-18, 2026, for annual maintenance. The nearest white sandy beach is a short 2-minute drive or 10-minute walk from the Palms at Wailea entrance. **

Palms at Wailea #1207 Ground Floor Unit, Near Complex Pool and Shared Hot Tub

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$364.19

Luxury awaits you in this beautifully upgraded 2-bedroom condo. Magnificent ocean and fairway views from this beachy unit with 1,056 square ft of living area and bonus lanai space. This is truly a beautifully remodeled and decorated unit!brbrOnce you enter this condo, you will say 'Wow!' Beachy, Coastal Decor, Granite Countertops, Travertine Tiles, Oak Cabinets, Decorative Lights, full-sized appliances, Air conditioners in all rooms, Newly Painted, New Beds, Flat Screen Smart TV, and more.... A must see!! Perfect for couples traveling together and great for families. Some baby gear supplied for your convenience.brbrGaze at sunsets across the expanse of the 7th fairway, or sight an occasional deer scampering up the lawn in the early hours of the morn. Very comfortable and clean! Relax on your own private lanai and dine al fresco at the table with seating for up to 6. Feel the wonderful trade winds sweep across the greens and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage while sipping your morning coffee.brbrThis modern unit in the Wailea Grand Champions Villas comes fully stocked with all the amenities needed to make you feel as if you are in your own home, including dinnerware, cookware, utensils, and small appliances for meals cooked at home. Seating for 6 at the dining table along with 3 seats at the breakfast bar offer more than enough room for meals as well as game nights.brbrBoth bedrooms are en suites with full-sized bathrooms and have ceiling fans, sitting chairs, and AC in each room. The primary bedroom is quite spacious with views of the golf fairway and ocean. Primary bathroom has a huge double sink vanity and massive tiled spa-style walk-in shower. Guest bedroom has its own bath with tub/shower combo.brbrLiving room offers plenty of cozy seating as well as additional sleep space via the pull-out sleeper sofa. Large Smart TV to help you keep up with your favorite shows while on vacation or just enjoy movie nights while unwinding from your day of island adventures.brbrLocation! Location! Location! The Wailea Grand Champions property sits on the fairways of the award-winning Wailea Blue Golf Course and features lush, beautifully maintained landscaping. Amenities include 2 heated pools, Jacuzzi, BBQ areas, and onsite security. This central Wailea location makes it favorable as you are just moments from the World Famous Wailea Tennis Club as well as dining and shopping at the Shops at Wailea. Less than a mile away, you'll find some of the world's best beaches; Ulua, Wailea, and Keawakapu along with five of the most prestigious hotels in Wailea where you will find numerous additional dining and shopping options. Other famed Wailea golf courses are within a 5-minute drive!brbrWhatever your vacation desires might be, the Grand Champions offers you and your guests everything you could hope for to create Memories of a Lifetime.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.brUpdate 5/22: Dryer Vent Cleaning taking place between 8/3-8/13. brHawaii State Tax ID#: 214-317-6192-01

Summer Deal Wailea Condo with Ocean Views Golf Course and Pools

Wailea, Hawaii, United States

Bed

Bath

6

Sleeps

$317.22

Wailea Ekahi #52E is a beautifully renovated studio condo with tropical garden views. The complex is nicely situated near the famous Keawakapu Beach. The unit is on the second floor and features a King bed with a ceiling fan and a portable air conditioner unit to ensure you stay cool whether you are relaxing on the sofa or retiring for the evening. The renovated kitchen supplies everything you will need to prepare a gourmet meal and you can choose to dine indoors or outdoors on the spacious and comfortable covered lanai. The unit provides walk-in tile shower with river rock flooring and tile accents. A not-to-be -missed feature of this complex is the beautiful oceanfront pool and newly renovated pavilion with fitness center. There you can barbecue and enjoy the gorgeous facility. There are also 3 additional serenity pools within close proximity to unit 52E to select from. For your days at the beach this unit supplies beach chairs and beach towels for your use. brPlease note: This unit is on the second floor with no elevator available. Wailea Ekahi features six community grilling stations around the property available to guests. 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.brThe Wailea Ekahi location is outstanding. The Shops at Wailea with over 60 shops and restaurants are just a few minutes away as well as other premium and casual restaurants outside the Shops. Wailea golf courses are close by AND there are several first class beaches to choose from just minutes away. You can explore a different beach every day and not visit the same one twice just a short drive from the property. Wailea Ekahi Village #52-E sleeps 2.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 around certain locations of the property during this time. This building will be affected November 9-23, 2026. Call our office for additional information. **

Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$513.58

Palms at Wailea 1203, offers the perfect location in Wailea. This 2-bedroom/2-bath ground-level unit surrounded by lush landscaping makes this a great Hawaiian retreat!brbrIdeally situated just uphill from gorgeous Keawekapu Beach, The Palms at Wailea is an architect-designed two-story only complex with charming Mediterranean accents, and beautifully manicured grounds, including two lily ponds joined by a charming stream.brbrThis lovely condo is open and inviting. The living area is a great place to relax after a fun-filled day on Maui. Complete with a large sectional offering a queen sleeper, flat-screen TV, and ceiling fan. The spacious covered lanai with a dining table allows for relaxing evenings while you kick back and enjoy the beautiful tropical surroundings. Relax poolside or take a Jacuzzi after the sun sets and take in the beauty of the brilliant Maui skies.brbrThe kitchen is well equipped with everything the inspired home chef would need. The dining table allows seating for six. The guest bedroom is a great setup with two twin beds that can be converted to a king upon request. The guest bath is located conveniently adjacent with a shower. Drift off for the perfect night's rest in the primary bedroom. With a king-size bed and a ceiling fan.brbrSplit AC throughout to keep cool anytime of year. Washer/dryer for added convenience.brbrThis luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords. The Wailea Golf Course and Tennis Clubs are just minutes away. Within walking distance are some of the World's Top Beaches as rated by Conde Nast International. If shopping is your pleasure, the elegant Shops of Wailea are situated a stone's throw away. For the adventurous type, you will find amazing snorkeling spots within a very short drive.brbrPlease note that Palms at Wailea no longer allows private grills. There will not be a grill for you to use on the lanai of this condo.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or decor that are different than in the original pictures. The functionality, available seating, and sleeping space will remain the same or may improve.brbrNotice 2/18/26 - Pool Closure: Tuesday, Sept,. 15th -Friday, Sept,.18th 2026brThe Pool Area Will Reopen Saturday September 19th with Regular HoursbrHawaii State Tax ID#: 107-673-3952-02

Beachfront condo Wailea w/ pool and hot tub access

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$572.62

Experience the ultimate South Maui escape at Palms at Wailea 1201, a beautifully appointed 2-bedroom, 2-bath Wailea vacation rental designed for relaxation and effortless island living. Perched above the soft golden sands of Keawakapu Beach, this spacious condo offers the perfect home base for beach days, sunset strolls, championship golf, and unforgettable Maui adventures. With tropical landscaping, ocean breezes, and a peaceful resort setting, you’ll enjoy the privacy of a condo with the amenities of a luxury retreat.brbrStep inside to an open-concept living space that flows seamlessly onto your oversized private lanai through floor-to-ceiling sliding glass doors. Enjoy morning coffee surrounded by palm trees, afternoon pupus in the shade, or sunset dinners with seating for six. After a day exploring Wailea’s beaches or shopping at Shops at Wailea, unwind in the comfortable living area or cool off with split air conditioning throughout.brbrWhy guests love this Wailea vacation rental:brbrPrime location in Wailea, minutes to beaches, golf, dining, and snorkelingbrbrShort distance to Keawakapu Beach for swimming, paddleboarding, and sunsetsbrbrSpacious private lanai with outdoor dining for sixbrbrOpen living area with sofa sleeper for additional guestsbrbrFully equipped kitchen for cooking at home during your staybrbrPrimary suite with king bed and ensuite bathbrbrGuest bedroom with two twin beds, ideal for families or friendsbrbrIn-unit washer and dryer for extended staysbrbrResort-style pool and Jacuzzi surrounded by lush tropical groundsbrbrWhether you're planning a family beach vacation, a couples’ retreat, or a long-awaited Maui getaway with friends, Palms at Wailea 1201 offers comfort, space, and an unbeatable Wailea location — all in one inviting island home.brbrImportant Notes:brbrGround-floor unit; two sets of stairs required for accessbrbrPrivate grills are not permitted on propertybrbrPool closure: September 15–18, 2026 (reopens September 19)brHawaii State Tax ID#: 107-673-3952-02

Beachfront 2BR condo w/ lanai and resort pool in Wailea

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$484.69

Newly updated home with privacy and serenity. Tucked amongst the tropical foliage, in the far corner of the property, overlooking the fairway of hole #3 of the Wailea Blue Golf Course, Grand Champions #30 is a mix of peaceful tranquility and modern comfort. Fresh paint, all new furnishings, decor, and linens, and new appliances all in August of 2023. Huge lanai with dining seating for 4 and 2 loungers with mountain and sunrise views enjoyed while relaxing to the sounds of the birds and the smells of the plumeria trees. Inside #30, embrace the island vibe with beautiful blues and tasteful tribal pieces.brbrCondo Features Include:brLiving Area:brbr Plush Sleeper Sofa & Side Chairbr Dining table for 4 with bonus bar seating for 2br Ductless ACbr Large Smart TVbr Floor-to-ceiling glass slidersbrbrPrimary Bedroom:brbr California King Bedbr Ductless ACbr Plush Linensbr Ceiling Fanbr Smart TVbr Lanai AccessbrbrEn Suite Primary Bathroom:brbr Large Tiled walk-in shower with glass doorsbr Separate soaking tubbr Spacious dual sink vanity for getting beach readybrbr2nd Bedroom:brbr Queen and Extra Long Twin Bedsbr Ductless ACbr Plush Linensbr Ceiling Fanbr SMART TVbrbrGuest Bathroom:brbr Large Tiled walk-in shower with glass doorsbr Spacious dual sink vanity for getting beach readybrbrKitchen:brbr Full-size appliances: fridge with ice maker, dishwasher, stove, oven, microwavebr Small appliances: coffee maker, coffee grinder, blender, toaster, rice cookerbr Plateware, glassware, cooking utensils, and pots/pans providedbrbrAdded Amenities:brbr Backpack style beach chairsbr Beach Towelsbr Washer & Dryer in condobr Free Wifibr Keyless entry lock on the front doorbrbrProperty Highlights:brbr 2 Pools and 2 Jacuzzi’s on-sitebr Multiple Gas Grill stationsbr 12 Acres of Gorgeous landscaping and water features throughoutbr Free Parkingbr No elevatorsbrbrLocation! Location! Location! Wailea Grand Champions Villas sit on the fairways of the award-winning Wailea Blue Golf Course. You are just moments from the World Famous Wailea Tennis Club, dining and shopping at the prestigious Shops at Wailea, and some of the world’s best beaches; Ulua, Wailea, and Keawakapu. Other famed Wailea golf courses are within a 5-minute drive! Famed Italian eatery, Matteo’s Osteria and Wailea Wine & Spirits are just yards away at the Wailea Town Center.brbrWhatever your vacation desires might be, the Grand Champions offers you and your guests everything you could hope for to create Memories of a Lifetime.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.brUpdate 5/22: Dryer Vent Cleaning taking place between 8/3-8/13. brHawaii State Tax ID#: 028-007-7824-01

Summer Deal Wailea Golf Course Condo with Pool and Lanai Views

Wailea, Hawaii, United States

Bed

Bath

Sleeps

Select Dates for Price

***Please note: This unit is under NEW ownership. The previous owner had a 10/10 rating with 67 reviews!brbrLOCATION, LOCATION, LOCATION is everything at Ekahi Village! Ekahi Village is a premiere condo complex in beautiful Wailea, Maui. Unit 6E is perfectly situated within the 34 acre lush property, just a 1 MINUTE EASY WALK to Wailea's prime Keawakapu Beach and Ekahi's newly renovated activity pavilion. It's perfect location within the Ekahi complex (no hills to climb, easy beach access and no road noise like you will find in other units) make it a highly sought-after unit! 6E is one of few at Ekahi with a prime location. brbrOcean views and tropical breezes will take your breath away on the over-sized, peaceful lanai of this one bedroom, two bathroom second floor condo! Enjoy beautiful Maui sunsets from the large private lanai, a spacious & quiet primary suite, a fully equipped and beautifully, upgraded kitchen plus 2 full bathrooms. Uniquely situated private patio overlooks the greenbelt with ocean views! We've provided everything you need for your stay. The Ekahi complex accommodations include 4 pools (main pool is ocean-front & others designated as quiet), beautifully renovated pavilion with full kitchen, tennis courts, shuffleboard, pickleball, several BBQ areas & more!brbrWalk to pool: 1 minutebrWalk to Keawakapu Beach: 1 minutebrWalk to Andaz Hotel & More: 6 minutesbrWalk to Wailea Shopping Center, Restuarants & More: 8 minutesbrbrWelcome to your private Island Time! Make Ekahi 6E your home away from home. This home is privately owned and cared for with Aloha! We are just a phone call, text or email away to help make your stay an unforgettable one. brbrFeel free to reach out with any questions. Mahalo.

Wailea Ekahi 6E-Gorgeous Condo, #1 Location, Serene/Private, steps to Pool/Beach

Wailea, Hawaii, United States

1

Bed

Bath

Sleeps

$1349.76

Welcome home to Wailea Point 2803 - A premier holiday home for you and your family to spread out and enjoy quality time together. A tranquil private lanai for evening BBQs and sunrise breakfast or just sit and enjoy whale watching from your living room during the Winter season. With a mesmerizing view across the Pacific to Molokini, Kahoolawe Island and the West Maui Mountains, this holiday home is where you will want to return again and again. brbrEach of the privately owned residences in the Wailea Vacation Rentals hospitality management program at Wailea Point will have its own unique feel and décor- a reflection of the diverse tastes of the owners. All of our residences are fully equipped with amenities for your comfort and enjoyment i.e. outstanding construction quality, central air-conditioning, full size washer and dryer, dishwasher, digital cable television, complimentary high-speed internet access, many with private lanais, and many have built in BBQ grills. All of the Wailea Point residences have ocean views, and several are direct oceanfront residences with breathtaking panoramic views stretching from Makena to the West Maui Mountains and beyond. Walk to lunch or dinner at the Wailea Four Season Hotel or the Fairmont Kealani Wailea. This premier vacation-home is set in a quiet location among beautiful, lush grounds with swimming pools, pickleball courts, a gym, and a friendly welcoming staff. When you enjoy a vacation at Wailea Point and experience a unique alternative to the hustle and bustle of a typical hotel resort stay.brbrWailea Point is a short walk to the sugar sand beaches immediately adjacent to the north, in front of the Four Seasons Hotel and to the south, in front of the Fairmont Kealani Hotel. Wailea Point features four large swimming pools near the beach with pavilions for entertaining, and a 2 whirlpool spas/hot tubs lighted tennis, 2 pickleball courts as well as a modern fitness facility. Picturesque beaches are just steps away; 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 beach and oceanfront, Wailea Point Village offers the security of 24-hr gated access and the convenience of Wailea's many shopping, dining and entertainment choices. brbrWailea Point Village is a premier vacation property featuring 130 condominium homes in lush, tropical surroundings with 4 swimming pools and breath-taking ocean views, all in a low-rise village atmosphere. Located in the heart of Wailea on Maui's sunny south shore, Wailea Point sits between two popular Wailea beaches, close to premier snorkeling and dive spots and is adjacent to Wailea's award winning Blue Golf Course, just across the street from the Wailea Point resort and the nearby Shops at Wailea. Special rates are available for Wailea Point Village Guests at Wailea's golf and tennis facilities. Hotels, spa facilities and award-winning restaurants are within walking distance.brbr Please call or email us about the dates for your visit. brbrBeach chairs, umbrellas, beach towels 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. All reservations are for a minimum of 30-days.

Wailea Point Executive 2 Bedroom/3 Bath Oceanview Vacation Home

Wailea, Hawaii, United States

Bed

3

Bath

4

Sleeps

$1410.95

Yes, you can treat yourself and stay in a vacation home at Wailea Point! A premier hospitality destination nestled between the Four Seasons Wailea Resort and the Fairmont Kealani Wailea, featuring an optimal location near beaches, golf, restaurants and entertainment. Each of our privately owned residences at Wailea Point has its own unique feel and décor- a reflection of the diverse tastes of the owners. 1802 is a split-level home with a loft TV/reading/sitting/napping area upstairs. Each bedroom is quiet and private with the primary bedroom having a double his/her double ensuite bathroom. Convenient parking close to the front door for easy loading and unloading of beach gear, groceries, golf clubs, etc. Enjoy sunset BBQ dinners or sunrise breakfasts on your private lanai. brbrBuilt in 1986-1987 to be the most luxurious condominium homes on Maui, these premier residences naturally have central air-conditioning, full size washer and dryer, dishwasher, digital cable television, complimentary high-speed internet access, many with private lanais, and most have built in BBQ grills. All of the Wailea Point residences have ocean views, and several are direct oceanfront residences with breathtaking panoramic views stretching from Makena to the West Maui Mountains and beyond.brbrIn the heart of Wailea on Maui's sunny south shore, Wailea Point sits between two popular Wailea beaches, close to premier snorkeling and dive spots and is adjacent to Wailea's award winning Blue Golf Course, just across the street from the Wailea Point resort and the nearby Shops at Wailea. Recreational amenities include 2 entertainment pavilions each with a full kitchen, barbeque areas, 4 swimming pools, including a 25-meter lap pool, 2 hot tub/spas, lighted tennis, 2 pickleball courts as well as a modern fitness facility.brEnjoy a vacation at Wailea Point and experience a unique alternative to the hustle and bustle of a typical hotel resort stay.brbrWailea Point is a short walk to the sugar sand beaches immediately adjacent to the north, in front of the Four Seasons Hotel and to the south, in front of the Fairmont Kealani Hotel. Walk to lunch or dinner at the restaurants in the Wailea Four Season Hotel or the Fairmont Kealani Wailea. Relax and settle-in at a vacation-home that is set in a quiet location among beautiful, lush grounds with swimming pools, pickleball courts, a gym, and a friendly welcoming staff. You can whale-watch from your kitchen, living room and dining room! All in a low-rise village atmosphere. Special rates are available for Wailea Point Village guests at Wailea's golf and tennis facilities. Hotels, spa facilities and award-winning restaurants are within walking distance.brPicturesque beaches for family fun, snorkeling, swimming, sailing, windsurfing or just relaxing are just steps away. Located on the famous mile-and-a-half Wailea Beach Walk which gently meanders along the Wailea Resort beach and oceanfront, Wailea Point Village offers the security of 24-hr gated access and the convenience of Wailea's many shopping, dining and entertainment choices. brbrPlease call or email us about the dates for your visit. brbrBeach chairs, umbrellas, beach towels 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. All reservations are for a minimum of 30-days.

Wailea Point Contemporary 2 Bedroom+Loft/3 Bath Oceanview Condominium

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$1156.3

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.brbrGrand Champions offers a prime location across the street from shopping and is just a short distance from the beach. The property wraps around the popular Wailea Blue Course and is adjacent to the Wailea Tennis Club, offering convenience and access to world-class recreation. brbrThis extra-large three-bedroom, two-bath villa is the epitome of luxury, providing an elegant retreat for families or groups.The villa features a chic oversized balcony, perfect for watching breathtaking sunsets, and is located within a resort community with vast beachfront grounds. Guests can enjoy two pools with BBQ areas, as well as whirlpool spas, ideal for relaxation after a day of exploration. brbrThis villa offers the ultimate in comfort and style, making it an exceptional choice for those wanting to vacation in one of the most exclusive resort areas in Maui. Whether you're unwinding on the balcony, enjoying the resort amenities, or exploring Wailea's pristine beaches, this villa promises an unforgettable Hawaiian escape. 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 3:47 PM. brbr

KBM Resorts | FREE CAR | Grand Champions | Upgraded 3-Bedroom with Wraparound, Large Lanai! GCH-134

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$402.3

You'll enjoy the terrific location of this comfortable 2 bedroom / 2 bath condo. Ekolu 1705 is walking distance to restaurants and shops and a short drive to the beach. Kick back on multiple lanai options, enjoying the lovely trade winds. Sleep will come easy after a day of adventure--sailing, snorkeling, surfing, shopping or touring! King bed is in the primary and there are two twin beds that can be converted to a king upon request. Both have ensuite bathrooms for your convenience. With Hawaiiana surroundings, you're sure to have the vacation of a lifetime!brbrThis unit is conveniently located on the ground floor that flows right out to the 11th Tee Box of the Elite Wailea Blue Course. One of the two pools is steps away and a five minute walk will take you to world class Wailea Beaches, The Shops at Wailea and fine dining restaurants. Ekolu is known for it's private and peaceful setting with incredible views. Take advantage of special golf and tennis rates offered to guests!brbrWhen you think of Hawaii you imagine awe-inspiring views, amazing sunsets and the natural beauty of the wild Blue Pacific. These sights are a daily pleasure from the comfort of your own private lanai and living area!. Enjoy the Ocean, Kahoolawe, Molokini and West Maui Views! You may even see Whales during the winter season.brbrThis unit is a 2 bedroom / 2 bathroom with a spacious floor plan. Enjoy the best of indoor / outdoor living with large sliders that open up to the living room. Enjoy dining inside with the dining area for four people or al fresco dining on the lanai at the outdoor dining table.brbrWhatever your vacation desires might be you will have a great time and everything you could expect for memories of life time!Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.br*Window A/C in every room*brWailea Ekolu Construction NoticebrPlease be aware that the Association has advised they do not proactively inform owners or property managers about ongoing construction. Work may take place intermittently at any time between May 1st and October 31st.brbrHawaii Tax ID #: 091-373-4144-01

Stunning Ocean Views! Prime Location! Ekolu # 1705

Wailea, Hawaii, United States

Bed

Bath

4

Sleeps

$2937.94

Villa

REDECORATED! NEW OFFERING THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$679.2

If you are looking for a luxury ocean front property in Wailea, look no further! Wailea Elua #2110 is a beautifully remodeled two bedroom two bath unit that can sleep 5. Situated at the top of the complex this unit affords you a great ocean view. A short walk down through the complex and you are at the ocean's edge. There is a King in the master bedroom, and 2 double beds in bedroom 2. It has a fully equipped kitchen with a portable ice maker, washer and dryer, central AC throughout, Cable, dvd, and high speed internet service. BBQ grills are not allowed on individual unit lanais in compliance with fire code restrictions. Community grilling stations are available. The views from Wailea Elua #2110 are spectacular. Enjoy the most magnificent sunsets imaginable. A $500 refundable security deposit is required for this unit. **This Is A Non-Smoking Unit** Please 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 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.br We 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. brThe 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.

Wailea Elua 2110 Panoramic Ocean View, Second Floor, Central Air Throughout

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$331.22

Wailea Ekahi 36E offers the perfect Hawaiian retreat! You will enjoy this second level condo surrounded by tropical foliage. The private lanai offers a relaxing space with floor to ceiling sliding glass doors, indoor/outdoor living is seamless. Wailea Ekahi no longer allows private grills but they offer a beautiful gas grilling area at the community Pavilion.brbrThe spacious and inviting living area is a great place to gather after a day of enjoying all Maui has to offer. Eat in! Kitchen is fully equipped with all any home chef would need to whip up a quick bite or a gourmet meal. The dining area allows seating for four.brbrAt the end of a fun filled day drift off to sleep for the perfect nights rest, the primary bedroom offers a comfy large king bed, ceiling fan, and AC to keep cool any time of year. The ensuite bath offers a spa feel with beautifully tiled shower and large vanity.brbrThe guest bath is complete with shower. Washer/Dryer allow for lighter packing.brbrLocated in the heart of Wailea, this complex offers 4 different pools to enjoy, including a large beachfront pool and pavilion! You also have direct beach access onto Keawakapu Beach, a beautiful beach that is perfect for beach walks and family beach days! Head to the left to access the world famous Wailea Beach Path, or head to the right for sunset cocktails at the nearby restaurants! It doesn't get much better than this!brbrNew Fitness Center. The facility is available from 7:00 AM to 10:00 PM daily. Located just inside the Beach Pavilion, there are 3 pieces of cardio equipment, dumbbells ranging from 1-50 lbs, and a few other accessories that provide a full body workout. You must be 18 or over, sign a waiver of release, and no swim attire is permitted. Close-toed athletic shoes are required and ask that users dress appropriately.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.brbr*Split A/C in Bedroom*brbrImportant notice 1/5/26: The Pavilion Pool at Ekahi is anticipated to undergo resurfacing sometime between August 16 and October 16, 2026. While a formal schedule has not yet been confirmed by the Board, this timeframe is based on current projections and is subject to change.brbrImportant notice 1/5/26: The Pavilion Pool at Ekahi is anticipated to undergo resurfacing sometime between August 16 and October 16, 2026. While a formal schedule has not yet been confirmed by the Board, this timeframe is based on current projections and is subject to change.brbrRegistration number210080650005, TA-188-700-9280-01

Beachfront condo w/ direct beach access and 4 pools

Wailea, Hawaii, United States

1

Bed