Vacation Condo Rentals By Owner In Wailea, HI

Wailea Ekahi #45-E is a 1 bedroom, 2 bath unit on the second floor and has an ocean view, fully-equipped kitchen, washer and dryer, 2 flat-screen TVs, DVD, and free Wifi. The bedroom features a king bed with pillow top mattress pad, ceiling fan, flat-screen TV, and full bathroom. There is a sofa bed in the living room. For outdoor activities, Wailea Ekahi #45-E is supplied with beach chairs and beach towels. 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. This unit has no AC. Sleeps 4. 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 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 pavillion 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 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 August 11-24, 2026. Call our office for additional information. **

Wailea Ekahi #45-E Ocean View Beachfront Resort Great Rates, Pool, Near Beach

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$968.45

Boasting stunning panoramic views of the Pacific Ocean that extend deep into the home's living, kitchen, and dining areas, Wailea Elua 2204 is a luxuriously renovated second-floor villa featuring some of the most spectacular vistas South Maui has to offer. Watch breaching whales splash just off the coast in the winter months and take in incredible sunsets from the comfort of your living room. brbrFold away the fully stacking sliding doors in the living area and lose yourself in the warm sea breeze and the gentle sound of waves hitting the shore from your expansive private lanai, recently upgraded with glass paneling to fully optimize visibility.brbrBeyond its dreamy coastal setting, the residence has been completely remodeled to include upgraded finishes like travertine flooring, custom European sycamore cabinetry, and granite counters, accented by gorgeous contemporary island decor. The gourmet kitchen has been outfitted with top-of-the-line Bosch and Thermador appliances and stocked with all the utensils you will need to prepare delicious meals and refreshments during your stay. brbrThe villa's 1300+ sq ft interior can comfortably accommodate up to six guests, with a sumptuous king-size bed in the primary bedroom and a spacious queen-size bed in the guest bedroom. Both bedrooms and the living space feature a flat-panel TV for your viewing enjoyment. For additional sleeping capacity, we are happy to provide two complimentary memory foam floor mattresses upon advance request.brbrIf you wish to avoid excessive baggage fees from the airlines, consider packing lighter and utilizing the high-efficiency washer and dryer in the residence.brbrTucked along the stunning shore of Ulua Beach in the heart of South Maui, Wailea Elua invites its visitors to step away from the hurried pace of daily life and ease into the soothing tempo of island living. Flanked on both sides by world-class resorts, this quiet 24-acre gated community flaunts breathtaking views, unparalleled relaxation, and world-class dining and shopping just steps from your door.brbrBreak a sweat at the beachfront fitness room featuring state-of-the-art cardio and weight machines before cooling off in the lavish beachside pool overlooking the ocean. The poolside kitchen and numerous dining tables make preparing quick meals and drinks easy on long days spent by the pool. brbrA second, more centrally located pool surrounded by lush tropical foliage offers an inviting hot tub and secluded space for soaking up the sun. If you prefer to lounge oceanside, find one of the private cabanas at the grassy point above Ulua Beach. From pickleball matches with friends to meals cooked at the community outdoor grill and eaten under the beachfront pavilion, the property offers something to be enjoyed by every traveler.brbrWhen it's time to hit the beach, take advantage of the convenient “Ohana Play Package,” including Tommy Bahama beach chairs, BBQ equipment, and a portable cooler located in your residence. Spend your days exploring one of the four pristine, palm-shaded beaches that line the miles of Wailea Beach Path that starts at the front of the property. The gorgeous path conveniently connects each resort to the next, making it easy to access all the fine dining, high-end spas, luaus, and nightlife that Wailea has to offer.brbrGolfers will enjoy stunning panoramic mountain and ocean views from Wailea's three challenging hillside courses, including the Blue Course, situated right across the street, the Emerald Course, and the Gold Course, as well as a nearby seaside course, located to the south in Makena.brbrIf during your stay you require assistance or advice about the surrounding area or the suite, rest assured that you’ll be swiftly taken care of with aloha by one of our friendly & knowledgeable liaisons, handpicked from Maui’s leading luxury hotels.

Maui Resort Rentals: Wailea Elua 2204 − Luxuriously Remodeled 2BR w/ Stunning Ocean Views, New Listing!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$462.72

Located in the heart of Kihei, this condo is a dream. With 2 bedrooms featuring two king beds with ceiling fans, Queen size sleeper sofa in Living room, 2 bathrooms with rainfall showers. A chef's kitchen fully stocked with many culinary appliances. It also includes a washer and dryer, AC, and WiFi. There is also a twin XL inflatable mattress available. The condo is close to the pool, jacuzzi and bbq's. Your family will have a wonderful and comfortable stay. We look forward to hosting you at our place.

Maui Banyan #G-309 Ocean View 2-bedroom condo in fabulous Kihei

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$1105.3

This property is hotel zoned, and not being affected by the recent proposed legislation.brbrWelcome to Elua 2305. Your ultimate Maui vacation awaits at this fabulous listing! Don’t miss this incredible opportunity to enjoy the very best that Maui has to offer.brbrSay Aloha to Elua Village, a private, beachfront resort that spans 24 acres of meticulously manicured lawns and gardens. Located in the heart of Wailea on the famous Ulua Beach, this resort style complex has everything you need right at your fingertips. Whether you seek the peace and serenity that Maui offers or adventure, this resort has it all!brbrStart your day meandering the world famous Wailea Beach Walk that takes you from Ulua Beach to all of the resorts, spas, restaurants and more stunning beaches located nearby. There is no need to walk far as Elua Village boasts two swimming pools and Jacuzzis, including one that is located beachfront with a beautiful pavilion and fitness center. The beach pavilion offers a lounge area, TVs, BBQ grills and workout equipment. It is the perfect setting to soak up the sun or indulge in pupus (appetizers) and your favorite beverage! Feel like you have the whole beach to yourself with a gated point access lounge area. Enjoy outdoor fitness at the tennis and pickle ball courts located a short walk from your condo. Wailea Elua now also offers a pickle-ball court!brbrAfter a long day of enjoying the very best that Maui has to offer, come home to a fully renovated two bedroom / two bathroom condo. This stunning ground floor residence was remodeled in Fall of 2018 and boasts one of the largest lanais in all of Elua Village. If you truly want to experience the Maui lifestyle this home is perfect for you! The large sliders in the living room open to the lanai to enjoy the cooling trade winds and indoor/outdoor living. Incredible sunsets await you every evening on the lanai. In the winter months make sure to keep your eyes peeled for the magical humpback whales that migrate to Maui. Located just off the lanai is an expansive green belt that adds to the peaceful and serene setting.brbrFeel at home in the gorgeous gourmet kitchen that is fully equipped for the Chef of the family! This open and bright floor-plan opens up to the living room and dining area, making it perfect for entertaining your family and friends. Located down the hall you will find two bedrooms and bathrooms. The guest bedroom features two twin size beds that can be converted to a king upon request and private access to the lanai. The guest bathroom is located across the hall for easy access with double sinks and a stunning walk in shower. The primary bedroom is your private retreat with a king size bed and en suite bathroom that has an oversized luxury walk-in shower and double sinks. This residence is perfect for couples and small families!brbrYour dream Maui vacation awaits!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.br*Central A/C*brbrbrRegistration number210080700061, TA-072-622-4896-02

Stunningly Renovated! Ocean View! Elua 2305

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$528.72

Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been newly remodeled. This condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our guests. This condo offers an exceptional vacation experience and is fully equipped with everything that you need to have a great vacation. We are committed to provide our guests a clean and sanitized unit, by following enhanced cleaning protocols developed by experts in the health and hospitality industry. Some of the features of the condo include:brbr-The Grand Champions Villas, Unit #174br-Ocean And Garden Viewsbr-Quiet Location Backing Onto Golf Coursebr-Cabinetry With Granite Countersbr-Luxury King Bed In Master Bedroombr-2 Queen Beds In The Second Bedroombr-Pullout Queen Sleeper Sofabr-Free WIFI Internetbr-Free Parkingbr-Full Sized Washer / Dryerbr-Large Walk-In Shower In The Master Bathroombr-Fully Equipped Kitchen With BBQ Platters And Utensilsbr-Stainless Steel Appliancesbr-3 Large Flat Screen, Smart TV'sbr-Bluetooth Speakerbr-Tommy Bahama Beach Chairsbr-Boogie Boardsbr-Beach Umbrellabr-Beach Coolerbr-2 Pool Area's At The Resortbr-Manicured Tropical Landscaping Throughout The ResortbrbrThe Grand Champion Villa's are known for its great location within Wailea. Within a short distance are world class restaurants, shopping, and golf courses. Phenomenal accommodation at a reasonable price. The condo is located on the second / top floor of the building and there is a set of stairs to climb to access the front door.brbrCancellation Policy: If you cancel prior to the balance being due (30 days prior to arrival), nothing further for the reservation would be processed and you would only forfeit the deposit. If you cancel after paying in full, we will refund you for any nights that we are able to rebook, minus the $400.00 deposit. If we were to close to tourism, you would be fully credited the amount that you have paid towards a future booking and the balance would not be processed. Travel Insurance is available and strongly encouraged.brbrHI Tax ID#: TA-205-640-6528-01brbrWe Accept Visa And MasterCard

BEAUTIFUL BRAND NEW REMODEL-OCEAN VIEWS-SLEEPS 8-AC-WELL EQUIPPED

Wailea, Hawaii, United States

Bed

Bath

8

Sleeps

$1821.8

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 spacious Maui retreat at Grand Champions Resort. This composite listing combines two comfortable villas, GCH-120 and GCH-134, creating an expanded layout ideal for families, couples traveling together, or groups seeking both connection and personal space. With generous square footage, thoughtful amenities, and resort-style surroundings, this paired-villa arrangement offers an easy and enjoyable Maui stay. brbrGCH-120Guests appreciate the warm, inviting bedrooms that offer comfort and privacy for quiet mornings or peaceful evenings.brbrGCH-134Additional bedrooms provide the same relaxing ambiance, complete with soft tones and natural light that help guests settle into island life.brbrTogether, the combined villas accommodate up to 12 guests, with flexible sleeping arrangements suited for both families and groups. These two villas are separate, but only a short one-minute walk from one to the other.brbrBEDROOMSThis composite includes a total of five bedrooms arranged across the two villas, giving every guest a relaxing place to unwind. Each bedroom features comfortable bedding, soothing decor, and a restful setting after days spent exploring the island.brbrBATHROOMSAcross the two villas, guests have access to four well-appointed bathrooms, making it easy for everyone to get ready for beach days, dinners, or excursions. Clean finishes and practical layouts ensure comfort for the entire group.brbrKITCHENSEach villa includes its own fully equipped kitchen with full-size appliances, ample counter space, and all essentials for preparing meals at home. Having two kitchens offers added convenience-especially for larger groups-whether cooking breakfast, packing picnic lunches, or enjoying relaxed evenings together.brbrLIVING AREASCombined, the villas offer over 2,600 square feet of interior living space with comfortable seating, natural light, and welcoming areas for gathering. Both living rooms provide space to lounge, watch movies, or share time together after a day on the beach.brbrOUTDOOR SPACEGuests have access to private lanais totaling over 450 square feet between the two units. These outdoor spaces are perfect for morning coffee, afternoon relaxation, or enjoying the warm Maui air any time of day.brbrWHAT GUESTS ARE SAYINGTravelers love the flexibility and comfort this composite provides. The dual-villa setup offers room to spread out while still making it easy to gather for meals, games, or conversation. Guests also enjoy the convenience of multiple kitchens, generous bedroom layouts, and access to all the resort amenities.brbrYour stay includes attentive local support, responsive communication, and professional on-island management to ensure a smooth and enjoyable experience.brbrWhen you're ready to enjoy the beauty, warmth, and laid-back rhythm of Maui, this welcoming composite retreat at Grand Champions Resort is ready to host your unforgettable island getaway.brbr #TA-008-966-2976-01 #TA-109-775-9232-01 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 4:22 PM. brbr

Wailea, Hawaii, United States

5

Bed

4

Bath

12

Sleeps

$2028.34

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 relaxing island escape at Wailea Elua Village. This composite brings together two villas close by, WEV 2009 and WEV 2103, offering a combined 2918 square feet of interior living space and 772 square feet of outdoor lanais. With generous layouts, peaceful surroundings, and ocean views, this paired villa setup is ideal for families, couples, or friends who want to stay close while still enjoying personal space. Soft breezes and the calm beauty of Wailea create the perfect setting for a memorable Maui stay.brbrBEDROOMSThis composite includes four total bedrooms arranged between both villas, giving each guest a quiet and comfortable space to unwind after days spent exploring the island.brbrWEV 2009This welcoming villa provides bright and calming bedrooms with soothing decor and cozy bedding. Guests appreciate the restful atmosphere and the peaceful privacy of this unit.brbrWEV 2103Located just steps away, WEV 2103 offers additional well appointed bedrooms with natural light and gentle island colors. Perfect for families and couples alike, each room offers a relaxing retreat throughout your stay.brbrTogether, both villas sleep up to 12 guests comfortably.brbrBATHROOMSWith four total bathrooms, mornings and evenings flow smoothly for groups of all sizes. Clean finishes, spacious showers, and well designed layouts ensure everyday convenience.brbrKITCHENSEach villa features a fully equipped kitchen with full size appliances, generous counter space, and everything needed for meals at home. Preparing breakfast, beach snacks, or a shared dinner is easy and enjoyable with two complete kitchen spaces.brbrLIVING AREAWith nearly 3000 square feet of interior living space between both units, your group has plenty of room to gather, relax, and enjoy time together. Both villas include welcoming living rooms with soft seating and natural light, creating a comfortable setting for conversations, games, or quiet evenings.brbrOUTDOOR SPACEThe composite includes 772 square feet of total lanai space, perfect for morning coffee, evening sunsets, or simply enjoying the warm Maui air. These outdoor areas extend your living space and offer peaceful views of the surrounding resort grounds.brbrWHAT GUESTS ARE SAYINGGuests love the flexibility and comfort this composite provides. The two villas offer privacy when desired while keeping everyone close for shared meals, gatherings, and quiet evenings on the lanai. Families especially appreciate the multiple kitchens, spacious layouts, and the relaxing atmosphere of Wailea Elua Village. As guests of this resort community, you are moments away from beautiful beaches, scenic pathways, oceanfront pools, and the charm of Wailea.brbrWith attentive local support, responsive communication, and professional onsite management, your stay is designed to be smooth and stress free. Offering space, comfort, and convenience, this composite is an ideal choice for groups seeking an unforgettable Maui experience.brbrWhen you are ready to enjoy the sun, tranquility, and natural beauty of Wailea, this inviting Maui retreat is ready to welcome you. Reserve your stay today and begin your unforgettable island escape.brbr #TA-039-466-1888-01 #TA-000-002-8672-01 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 5:02 PM. brbr

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$329.57

Wailea Ekolu #906 is a 2 bedroom, 2 bath unit on the 2nd floor with panoramic ocean views, air conditioning, and complimentary wifi. Both bedrooms are equipped with air conditioning and ceiling fans. The open kitchen is fully stocked with everything you need! The master bedroom has a California king bed and the en suite bathroom features a tub/shower combo. The second bedroom has two twin beds and the second bathroom has a walk-in shower. The living room also provides air conditioning and is equipped with a large flat-screen television. For outdoor activities, Wailea Ekolu #906 is equipped with beach chairs and beach towels. BBQ grills are not allowed on individual unit lanais in compliance with fire code restrictions. Community grilling stations are available. 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 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.brWailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. brThe beautiful Mokapu and Ulua Beaches are just a 10 minute stroll down the hill from Wailea Ekolu. Wailea Ekolu is located on the Wailea Golf Course and is across the street from the Wailea Tennis Club making it the perfect destination for golfers and tennis enthusiasts. It is also near The Shops at Wailea. Fronting the beach is the Wailea Promenade where you can walk along the beach for miles. Whale watch, paddle board, body surf and watch the most amazing sunsets imaginable. Wailea Ekolu is a property where the guests return year after year for a restful and tranquil Hawaiian vacation.

Wailea Ekolu #906 Great Location, Panoramic Ocean View, Private, Full A/C

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$667.19

Bldg. 16 - Unit #153 - A front-row, ground floor, impeccable 3 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Villas. This is a prime example of what Wailea Grand Champion Golf Villas has to offer in a 3 bdrm + 2 bath category. Upgraded throughout with split A/C systems, a superb kitchen and fantastic sunset views across the Wailea Ol' Blue Golf Course and the West Maui mountains.brWailea Grand Champions Golf Villas is in the heart of the Wailea Resort Community in sunny South Maui, nestled between the championship Ol’ Blue Golf Course and the award winning Wailea Tennis Center. Lush tropical gardens and swaying palm trees surround all 188 units, two swimming pools, two Jacuzzis and four gas BBQ grills to enjoy. Shopping, dining, activities, and amenities are conveniently located within walking distance. Beautiful Wailea beaches are just a short drive away or a 15–20-minute walk from the Villas. Wailea Grand Champions Golf Villas offers great values and views in the heart of the upscale Wailea Resort community. This moderately priced, luxury property is in the center of Wailea’s Ol’ Blue Golf Course, with contemporary villas featuring private lanais for sunset views over the fairways to the West Maui mountains. Wailea area resorts, spa facilities, and award-winning restaurants are within walking distance, and Wailea’s fabulous beaches are a leisurely 15-minute walk or easy 3-minute drive from the Wailea Grand Champions Villas. Wailea Gateway Center, Wailea Town Center, The Shops at Wailea, and the newest shopping/entertainment destination Wailea Village Center are all a few minutes’ walk from your vacation home at Wailea Grand Champions. Note: No assigned parking space. Guests to park in any available GUEST parking space.brbrBeach chairs, 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.brbrDiscounts for 14-day and 30-day stays are already included in total price shown.

Impressive 3 Bd+2 Bath Vacation Home at Wailea Grand Champions

Wailea, Hawaii, United States

3

Bed

Bath

Sleeps

$467.33

Tucked within the world-famous Wailea resort community, this garden-view villa offers a serene retreat surrounded by tropical beauty. Enjoy a spacious layout, full kitchen, and breezy patio—all just a short stroll from beaches, restaurants, and luxury shopping. brbrVilla 2203 Garden Deluxe 1 Bedroom 2 Bathbrbr• Located in building 22 on the ground floor with reserved parking stall in front brbr• Kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, dishwasher, cookware and tableware brbr• Welcome essentials kit includes coffee, sugar, creamer, dish soap, sponge, paper towels, laundry detergent & dishwasher detergent brbr• Bedroom has 1 king bed brbr• Master bathroom with free-standing shower brbr• Second bathroom with free-standing shower brbr• Bath amenities include shampoo/conditioner, soap, lotion, tissues & hair dryer brbr• Dining room table with seating for 4 brbr• Living area with sofa bed brbr• Air conditioning in entire unit brbr• Ceiling fan in living room brbr• Shutters brbr• Washer/dryer in unit brbr• Patio with furniture brbr• TV with standard cable brbr• Wi-Fi brbr• In-room safe brbr• Iron and board brbr• Smoke detectors brbr• Children 17 years and under are free when sharing room with parent(s) utilizing existing beds

Palms at Wailea Villa 2203 Garden Deluxe 1 BD 2 BA

Wailea, Hawaii, United States

1

Bed

Bath

4

Sleeps

$554.76

Experience island comfort in this charming two-bedroom villa overlooking vibrant gardens in Wailea’s resort community. Spacious and well-appointed, it includes a full kitchen, open living area, and balcony—perfect for relaxing after a day exploring Maui. brbrVilla 1806 Garden View 2 Bedroom 2 Bathbrbr• Located in building 18 on the 2nd floor with a reserved parking stall in front brbr• Kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, dishwasher, cookware and tableware brbr• Welcome essentials kit includes coffee, sugar, creamer, dish soap, sponge, paper towels, laundry detergent & dishwasher detergent brbr• Master bedroom has 1 king bed brbr• Second bedroom has 2 twin beds brbr• Master bathroom with free-standing shower brbr• Second bathroom with free-standing shower brbr• Bath amenities include shampoo/conditioner, soap, lotion, tissues & hair dryer brbr• Dining room table with seating for 6 brbr• Living area with sofa bed brbr• Air conditioning in entire unit brbr• Ceiling fan in living room and bedrooms brbr• Shutters brbr• Washer/dryer in unit brbr• Balcony with furniture brbr• TV with standard cable brbr• Wi-Fi brbr• In-room safe brbr• Iron and board brbr• Smoke detectors brbr• Children 17 years and under are free when sharing room with parent(s) utilizing existing beds

Palms at Wailea Villa 1806 Garden Deluxe 2 BD 2 BA

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$554.76

Enjoy a peaceful stay in this two-bedroom garden-view villa nestled within the Wailea resort community’s lush surroundings. With a full kitchen, roomy living area, and private patio, it offers a perfect blend of comfort and natural beauty. brbrVilla 805 Garden 2 Bedroom 2 Bathbrbr• Located in building 8 on the ground level with a reserved parking stall in front brbr• Kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, dishwasher, cookware and tableware brbr• Welcome essentials kit includes coffee, sugar, creamer, dish soap, sponge, paper towels, laundry detergent & dishwasher detergent brbr• Master bedroom has 1 king bed brbr• Second bedroom has 1 queen bed brbr• Master bathroom with free-standing shower brbr• Second bathroom with shower/tub combination brbr• Bath amenities include shampoo/conditioner, soap, lotion, tissues & hair dryer brbr• Dining area brbr• Living area with sofa bed brbr• Air conditioning in entire unit brbr• Ceiling fan in living room and bedroom brbr• Shutters brbr• Washer/dryer in unit brbr• Patio with furniture brbr• TV with standard cable brbr• Wi-Fi brbr• In-room safe brbr• Iron and board brbr• Smoke detectors brbr• Children 17 years and under are free when sharing room with parent(s) utilizing existing beds

Palms at Wailea Villa 805 Garden View 2 BD 2 BA

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$497.28

This ocean-view one-bedroom villa offers a serene retreat with sweeping views of the Pacific. Located within Wailea’s resort community, it includes a full kitchen, comfortable living space, and a patio ideal for watching colorful sunsets over the water. brbrVilla 1103 Ocean View 1 Bedroom 2 bathbrbr• Located in building 11 on the ground floor with a reserved parking stall in front brbr• Kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, dishwasher, cookware and tableware brbr• Welcome essentials kit includes coffee, sugar, creamer, dish soap, sponge, paper towels, laundry detergent & dishwasher detergent brbr• Bedroom has 1 king bed brbr• Master bathroom with free-standing shower brbr• Second bathroom with free-standing shower brbr• Bath amenities include shampoo/conditioner, soap, lotion, tissues & hair dryer brbr• Dining room table with seating for 4 brbr• Living area with sofa bed brbr• Air conditioning in entire unit brbr• Ceiling fan in living room and bedroom brbr• Shutters brbr• Washer/dryer in unit brbr• Patio with furniture brbr• TV with standard cable brbr• Wi-Fi brbr• In-room safe brbr• Iron and board brbr• Smoke detectors brbr• Children 17 years and under are free when sharing room with parent(s) utilizing existing beds

Palms at Wailea Villa 1103 Ocean View 1 BD 2 BA

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$642.25

Welcome to Grand Champions 144, a spacious three-bedroom, two-bathroom condo that sleeps six guests in beautiful Wailea, Hawaii. This stunning vacation rental condo in Wailea, Hawaii, is nestled within a premier resort community!brbrStep onto the large private balcony of Grand Champions 144 to take in breathtaking, peaceful views of the emerald fairways. This expansive outdoor space is the perfect spot to enjoy your morning coffee or a cool evening beverage while listening to the sounds of nature. The primary suite offers the unique luxury of a private lanai, allowing you to wake up and immediately breathe in the warm Maui air. Within the complex, you can enjoy elevated amenities including two sparkling community pools, jacuzzi spas, and poolside barbeque grills for a sunset cookout.brbrInside, Grand Champions 144 features an open-concept layout highlighted by windows that flood the main living space with sunshine. The high-end kitchen is equipped with stainless steel appliances and ample counter space, making it easy to prepare island-inspired meals. The primary bedroom serves as a personal retreat with a king-size bed and a spa-like en suite bathroom featuring a walk-in shower and dual vanities. With two twin beds in the second room and a queen in the third, there is plenty of space for the whole family to relax in coastal style.brbrAdventure awaits just outside your door, as Grand Champions 144 is within walking distance of sandy beaches and the upscale Shops at Wailea. Spend your days playing a round at the Old Blue Golf Course, practicing your serve on the tennis courts, or snorkeling among vibrant sea life.brbrBook your stay at Grand Champions 144 today.

Grand Champions 144 | Tropical Golf Resort w/ Pool

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$377.47

Fresh new upgrades - new king bed, new wood flooring, new TVs, kitchen appliances, window blinds, lighting, and two comfortable lanais with an outdoor lawn area. New refrigerator, stove, dining room table, barstools, window shades, new linens and towels. We also have new housekeepers, and the unit is sparkling with all the upgrades! This roomy and comfortable condominium home in the resort destination of Wailea Ekolu Village is fully stocked and upgraded to be a special vacation home for couples and small families to enjoy all that South Maui has to offer. brbrWailea Ekolu Village features premier one- and two-bedroom ocean view and garden view condos. The resort sits on 18 acres of tropical landscaping and is located adjacent to the Wailea Ol' Blue' Golf Course. Each vacation condominium has a fully equipped kitchen with washer/dryer. The property features two swimming pools, barbecues and a reading/gathering pavilion. Mokapu Beach, Ulua Beach and Keawakapu Beach, three of Maui's favorites, are nearby.brbrBeach chairs, umbrella, beach towels and coolers are provided. Additional beach gear may be rented at one of our local beach shops.brbrWailea Ekolu Village is just mauka (uphill) from the Shops at Wailea and the Wailea Village Center shopping and entertainment centers. Special rates are available at Wailea's golf and tennis facilities for Ekolu guests. Wailea Gateway Shops, Wailea Town Center, The Shops at Wailea, and all of Wailea's famous hotels, spa facilities and award-winning restaurants are within walking distance. Wailea Ekolu Village is a premier vacation location. 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.

Luxury on a Budget Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$428.21

*Please note-The main pool will be closed for refurbishment from August 10, 2026-October 15, 2026. Three other smaller pools will be available for use, but the main pool will be closed during this time*brbrWelcome to your piece of paradise in a completely remodeled, fully furnished, ground floor unit! Our home is located in Wailea Ekahi, one of the few Kihei and Wailea properties located directly on the beach; no need to cross a road or even sidewalk!brbrOur private corner unit is in immaculate condition, tastefully appointed, and looks out upon a lush, well-maintained rolling green lawn. It is surrounded by fragrant plantings and hedges which add to our unit's privacy. 40A is removed from the street, looks out onto an open space, and is undoubtedly one of the most quiet units in Ekahi. brbrIsland-style comfort awaits inside with cooling fans in every room, tasteful decorations, a king bed in the master, sheltered back lanai for relaxing, and a beautiful, spacious kitchen. We have installed brand-new appliances and high-end fixtures throughout.brbrTo smooth check-in and ensure you relax after a long flight, we have keyless access to both front and back doors and ensure the unit is squeaky clean before your arrival. brbrShould you desire to leave 40A, stroll around the corner and down the Ekahi greenbelt. Walking past beautiful plantings and fruit trees, in five minutes you will come to the oceanfront family pool. Walk through the pool and out the private exit to Keawakapu Beach (one of the best on Maui) without crossing any roads. The sheltered water is perfect for littles but also provides great boogie and body surfing when the breeze comes up in the afternoon. Build sand castles, run/walk the mile of beach, or snorkel around the lava outcroppings.brbrIf you ever get enough beach and sunshine, retire to the pool and brand-new shaded pavilion, featuring a full kitchen and BBQ area in addition to restrooms and showers. The pavilion also provides an amazing perch over Keawakapu beach to watch the sunset and whales frolicking offshore between November and March.brbrEnd your day with a walk back up the greenspace to your unit, which we keep scrupulously cleaned and maintained. We spend a few weeks a year here and stay on top of all maintenance items; if something breaks or goes missing between visits, we will schedule it to be fixed as soon as you notify us.brbr40A is stocked with everything you need for a comfy stay including boogie boards, beach towels and chairs, linens, utensils and cooking equipment, TVs, and WiFi. 40A accommodates up to 4 guests with a queen sleeper sofa and twin Murphy bed in the living room.brbrTo our great sadness (Chad is an addicted griller), Ekahi now complies with Maui fire codes and all personal BBQs have been removed. Luckily, the closest group BBQs are a one minute jaunt off the back lanai (to the right). There are also a few other group gas BBQ areas throughout the property.brbrShould your interests fall elsewhere, Ekahi also offers Pickle Ball, shuffleboard, paddle tennis, a family pool, and three quiet lounging pools (one just steps away). The high-end shops, hotels, and restaurants of Wailea are within walking distance along the beach or main road, and the funky shops, eateries, and grocery stores of Kihei are less than a 10 minute drive away.

Wailea Ekahi 40A - 5-Star South Maui Oasis

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$543.65

If you are looking for a perfect getaway in paradise, this is it! This luxury Palms at Wailea unit is located near the spectacular pool and Jacuzzi and all the amenities this popular complex affords.brbrThis spacious fully air-conditioned two-bedroom two-bath unit is immaculate and beautiful and comes equipped with all the amenities so that you feel as if you are right at home. Enjoy the pleasant ocean views from the large wraparound lanai in a tropical garden setting. This unit has approximately 1200 square feet of living area plus a wraparound lanai. Top floor, tastefully furnished, split air conditioning, plush carpeting, gourmet kitchen, spacious living area, and lots of more.brbrLocated above the pristine shores of Keawakapu Beach, this impeccably furnished home will provide comfort, luxury, and plenty of room to spread out while you explore and enjoy all that Maui has to offer. The spacious covered lanai with a dining table allows for relaxing evenings while you kick back and enjoy the views. Relax poolside or take a Jacuzzi after the sun sets and take in the beauty of the brilliant Maui skies.brbrThe Wailea Golf Course and Tennis Clubs are just a minute 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.brbrWe would like to inform you that the pool at the Palms of Wailea will be temporarily closed from September 16th to 19th for cleaning and resealing of the pool surface to ensure a safe environment for everyone. To further prevent future closures, we have also scheduled a drainage of the pool during this time to repair pool equipmentbrNotice 2/18/26 - Pool Closure: Tuesday, Sept,. 15th -Friday, Sept,.18th 2026brThe Pool Area Will Reopen Saturday September 19th with Regular HoursbrHawaii Tax ID #: 152-503-2960-01

Beachfront Wailea condo w/ ocean views and hot tub

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$565.93

Experience gorgeous ocean and fairway views from this spacious top floor, tastefully decorated, family-friendly, three-bedroom unit. This beautiful condo boasts the largest floor plan available at Grand Champion Villas. Enjoy the views of the islands of Lanai and West Maui from the huge wrap-around lanai, which provides extra room for relaxing and taking in the splendor of the sun setting over the Pacific.brbrThis unit has a spacious, newly remodeled kitchen graced with stainless steel appliances, beautiful countertops, contemporary cabinets, and fully appointed to comfortably meet all your dining desires! The living/dining area features vaulted ceilings, is bright and airy, and easily accommodates eight people. Enjoy amenities such as AC, TV with video and DVD player, and a CD player. The huge Primary bedroom has a private lanai with a beautiful view of Haleakala and features a king pillow-top bed, flat-screen TV/DVD player, CD player, AC, walk-in closet, and a large private his/her bathroom. The second bedroom has cozy pillow-top twin beds with pleasant mountain breezes and a view of Haleakala. The third bedroom has a queen pillow-top bed, TV/video player, AC, and a view featuring lush foliage, sunsets, and a glimpse of the Pacific.brbrThere is plenty of room for everyone in this great vacation condo! Guests love this unit because of all the amenities and extras, from fun games to books, music, movies, and beach towels - all to make you feel as if you are in your own home.brbrThe Grand Champions Villas features lush tropical landscapes with two pools, Jacuzzis, and BBQ facilities. This wonderfully appointed villa is situated on the 7th Fairway of Wailea's elite Blue Golf Course, allowing you to take advantage of special golf and tennis rates offered to Wailea guests. The location is fantastic! Within walking distance are The Shops at Wailea, fabulous restaurants (casual to fine dining), Five Star Hotels, and Top Rated World-Class Beaches.brbrGaze at sunsets across the expanse of the 7th fairway and see an occasional deer scampering across the lawn in the early hours of the morning. Relax on your own private lanai and feel the wonderful trade winds sweep across the greens and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. If you are looking for a perfect getaway in paradise, this is it!brbrbrbrWhile 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.br*Window A/C in Living Room and Primary Bedroom Only*brUpdate 5/22: Dryer Vent Cleaning taking place between 8/3-8/13. brHawaii Tax ID #: 101-170-7904-01

Summer Deal Wailea 3BR Condo with Ocean and Golf Course Views

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$543.65

Fabulous condo! This luxury Palms at Wailea unit is located near the spectacular pool and jacuzzi and all the amenities this popular complex affords.brbrThis central air-conditioned 2-bedroom, 2-bath unit is immaculate and beautiful and comes equipped with all the amenities so that you feel as if you are right at home. Enjoy the pleasant views from the large wraparound lanai in a tropical garden setting.brbrThis unit has approximately 1200 square feet of living area plus a lanai! Fully air-conditioned. This is the largest 2-bedroom unit in the complex! The primary bedroom features a King-sized bed and the guest room has 2 twin beds that can be converted to a King upon request. Top floor, tastefully furnished, plush carpeting, gourmet kitchen, spacious living area, and lots more.brbrLocated above the pristine shores of Keawakapu Beach, this impeccably furnished home will provide comfort, luxury, and plenty of room to spread out while you explore and enjoy all that Maui has to offer. The spacious covered lanai with a dining table allows for relaxing evenings while you kick back and enjoy the views. Relax poolside or take a Jacuzzi after the sun sets and take in the beauty of the brilliant Maui skies.brbrThe 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.brbrbrNotice 2/18/26 - Pool Closure: Tuesday, Sept,. 15th -Friday, Sept,.18th 2026brThe Pool Area Will Reopen Saturday September 19th with Regular HoursbrHawaii Tax ID #: 152-503-2960-01

Beachfront Wailea condo w/ pool and hot tub access

Wailea, Hawaii, United States

Bed

Bath