Vacation Rentals By Owner In Wailea, HI

brDISCOUNTED RATES FOR LAST MINUTE OPENINGSbrbrWe appreciate your support as a small, self managed Maui family owned rental instead of renting from a large mainland management company. brbrExperience island life in our luxury, spacious, one bedroom condo. Unit #22 is on the top floor and feels extra spacious because of the vaulted ceilings. This rental is offered to you directly from a local family intent on providing you with the ultimate vacation rental experience - clean, comfortable, lots of beach equipment, beautiful tropical atmosphere and good value.brbrTamara and her children personally own and manage this condo to ensure your much anticipated Maui adventure has a restful and peaceful space to call home - morning Kona coffee on the tropical sundeck, cool afternoon siestas or evening drinks, sunset, and barbecue by the pool. Our unit has a fabulous oceanview from the bedroom.brbrThe award-winning Grand Champions is a highly regarded tennis and golf resort in the heart of Wailea with a laid back and private atmosphere that busy hotels cannot offer. We understand potential guests may have reservations booking accommodations on the basis of internet advertising only, but we can assure that you will not be disappointed.brbrThis luxury, one-bedroom condominium is located walking distance to many of Maui's most pristine, white sand beaches - Keawakapu, Mokapu, Ulua, Wailea Beach, and Polo Beach. There is a three and one-half mile, paved, beach path that fronts five-star hotels for morning exercise or evening sunset strolls. If your heart desires to just lounge about, there are two gorgeous pool and whirlpool spa areas that also have gas barbecues and shaded tables for pool-side dining.brbrThe condominium is located two minutes away from the Shops of Wailea. There you will find terrific restaurants in all price ranges, Hawaiiana stores as well as casual wear such as The Gap and Banana Republic. Three renowned championship golf courses and 11 tennis courts surround the Grand Champions Villas providing preferential rates to our guests.brbrbrHERE IS WHAT OUR GUESTS HAVE TO SAY:brbr'As frequent visitors to Maui, we have always stayed in various Wailea resorts. This was our first condo rental experience and I have only two words to say - 'Absolutely perfect!!' We were impressed by many things, among them the fact that the unit was spotlessly clean and beautifully maintained. We were also pleased with how quiet the building was. We are on east coast time, so we are usually asleep by 6PM and up by 3AM. We will be returning to Maui later this year and we'll be in touch to check availability.'br Shelley and Craig brbr'Thank you for letting us share your beautiful condo. This is our third time here in Maui, but the first time I felt so at ease. The little extra's you provided made it feel a little like I was at home. Location, location, location. What a perfect spot to be, near the shops, beaches, great restaurants and also a late night dip in the pool. We will always keep you in mind for ourselves, family and friends.'br Larry and Juanita brbr'Thank you so much for your wonderful condo with so many 'extras'. We had many friends and family with us and they rented their own condos. None were as well equipped. Mahalo for a wonderful, easy stay!'br Jillian and Jeff brbr'This is absolutely the best place to stay we have ever been. We appreciate especially your great attention to small things - absolutely everything one needs is here, works properly, has it's place. Wonderful organization! I have a sad impression that you might be the last landlords on Earth who care about their guests.'br Alexander and Olgabrbr'It has been a pleasure staying at your lovely condo from the lovely furnishings and beautiful grounds to the birds singing each morning. All of this has made our honeymoon very special. We hope to return'br Juanita and Ken brbr'.....this place added a hominess that made our time relaxing and easygoing. Thank you for the little extra things which were a joyful surprise.'br Anthony and Jennifer brbr'Thank you again for the lovely accommodations - what a beautiful location to celebrate our 30th anniversary. The birds and the 'little jungle' out on the lanai were precious. We hope to be back very soon.'br Sue and Keith brbr'Beautiful setting - spacious, well-equipped and deliciously laid back.'br Michael and KellybrbrKeywords: condo, one bedroom, Wailea, villa,

CLEAN, MAUI FAMILY OWNED, PRIVATE, TOP FLOOR, Lots of amenities, Oceanview!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$974.32

Book 5 nights and enjoy the 6th night free! Valid for all new reservations arriving after 1/15/2025.brbrThis updated condo in a gorgeous oceanfront property is a tranquil escape from the everyday. Nestled in a quiet area, this home away from home offers unparalleled access to brilliant blue water and white sand beaches that are ranked among the best beaches in the world.brbrUpon entering, you are welcomed by the spacious and bright floor plan with central AC throughout. Step down into the contemporary living room adorned with traditional yet modern Hawaiian decor and paintings of old Hawaii. Make yourself at home as you sink into the comfortable sectional sofa and catch up on your favorite shows on the flat screen TV.brbrThe chef of the family will surely be pleased with the fully stocked, gourmet kitchen complete with granite countertops and beautiful Hawaiian koa wood cabinetry. Enjoy a meal with a view inside at the kitchen island or dine al fresco on the lanai while admiring stellar ocean views. Watch for humpback whales in winter and keep an eye out for playful dolphins and sea turtles year-round.brbrWhen it's time to unwind, you'll sleep in comfort in your private primary suite, offering a king size bed and grand en suite bathroom with walk-in shower. With direct access to the main lanai, you'll enjoy morning views and can gaze up at the stars as they twinkle over the islands at night. The guest room features a queen bed and a twin bed for ample sleeping space. A second full bathroom is just off of the guest bedroom.brbrThe condo is south-facing, allowing maximum sunlight and protection from the trade winds. An overhead fan and roll down shades help keep the lanai temperature comfortable so that you can enjoy sitting outside any time of year.brbrPolo Beach has beachfront access and a wonderful oceanfront swimming pool, with plenty of chaise lounges for guest use. Bask in the sun or listen to the waves while soaking in the hot tub after a hike.brbrThe condo is within walking distance or a short drive to many hotels that offer both fine and family-friendly dining. Also nearby is the Shops at Wailea, which provides shopping, dining and a boutique grocery store.brbrActivities abound both nearby and around the island, with world-class golf courses, beautiful hikes and crystal clear waters for snorkeling right off many beaches.brbrAt unit 402 there are so many options for spending time together comfortably as well as areas for enjoying quiet moments alone. You will definitely leave the island feeling refreshed and relaxed!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#: 139-170-0480-01

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

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$1896.31

OCEANVIEWS, FRESH UPGRADES AT THE LUXURIOUS GRAND SEASCAPE K407!!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$431.32

Book with confidence, this stunning, 2 bedroom, 2 bathroom spacious condo that has been completely remodeled from top to bottom. 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 #184br-Garden Viewsbr-Private Lanaibr-Quiet Locationbr-All New Cabinetry With Granite Countersbr-Luxury King Bed In Master Bedroombr-2 Queen Beds In The Second Bedroombr-Pullout 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.brbrHI Tax ID#: TA-210-575-4624-01brbrWe Accept Visa And MasterCardbrbrTo Reserve The Condo, We Take A $400.00 Deposit And The Balance Is Due 30 Days Prior To Your Arrival.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.

EXQUISITE REMODEL-SLEEPS 8-WELL EQUIPPED-AC-METICULOUS CLEANING

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$1427.81

brThe Maui Meadows Guesthouse Property is 3/4 mile from (8) premier beaches and features: (4) Bedroom, (5) Bath one story 2700 sq ft house, Proximity to beaches, activities, golf, shopping, restaurants and bars, Air conditioning, 65 TV screen with Streaming TV with NFL RedZone, 60” Projector/Screen in one of the bedrooms, Clean Sparkling Heated Swimming Pool, Extra Large Hot Tub, Amazing Waterfall, Lots of Sun around the Pool Area, Outdoor Cabana with 55 flatscreen and Youtube TV and NFL Red Zone, fridge, bar and sink, Outdoor Shower, Weber BBQ Grill, Complimentary Snorkel and Beach Accessories for your use, on Property Parking, Beautiful landscaping offering total privacy, 75 species of tropical flowers, plants and trees, Fresh organic fruit from our property when in season, Washer and Dryer, Ping pong table, High-speed Internet access (Wireless), Island information and local tip book upon arrival, 24 hour owner availability if needed. brbrThis is a complete private house rental for your Maui vacation. Sleeps up to (10) and all bedrooms have A/C and a private full bath! Additional guests above (8) are $50 per person per night. We are one of the few legally permitted rentals so you don't have to worry about the county enforcers evicting you during your stay. brbrWe most likely offer any amenity you can think of and the owner will be happy to assist in his local knowledge for free. Make your time in Maui the best vacation ever by staying at the Maui Meadows Guesthouse. Maui County Permit # BBKM 2009/0010. You may also search Maui Meadows Guesthouse on the web for more information brbrbrKeywords: Maui Vacation House, Maui rental property, Private Maui Home Rental, luxury rental

Private Vacation Home

Amazing House with Pool, Spa, Cabana & More Kihei Wailea Area

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$399.67

View! View! View! Imagine sipping gourmet coffee while enjoying the stunning ocean views and listening to the birds chirping! Imagine waking up to the mesmerizing sight of the ocean from the comfort of your bed! Imagine a sunset dinner on the lanai or taking a nap on the chaise lounge chair while the ocean breeze comforts you! Our spacious upstairs condo has the largest 1 bed/2 bath floor plan (1160 sq. Ft) in Ekahi Village. Our condo provides panoramic ocean views and colorful garden views in every room. It also offers the privacy you desire. Our over-sized lanai is perfect for enjoying great sunset views year round with bar patio furniture and a chaise lounge chair.brbrWe fully renovated our condo and we focused on the details to enhance your comfort. We installed new carpet, high-end Hunter Douglas Luminnete and Silhouette window treatments, new cherry wood kitchen cabinets, granite countertops, and brand new stainless-steel appliances. We have two separate AC units in the living room and bedroom for your temperature comfort. We also installed new washer and dryer, quiet ceiling fans, recessed lights, repainted the interior, and completely remodeled the guest and master bathrooms with luxurious travertine floors, travertine tiles, and cherry wood vanities. In the master bedroom, we added island style Tommy Bahama furniture, a flat screen TV, and an office/computer desk.brAdditional amenities include: Two 42’ LCD flat screen TV’s, cable, high-speed WiFi, BeautyRest pillow-top king mattress, and a fully equipped kitchen with all the amenities you need, including a Keurig coffeemaker, and a blender for making your tropical smoothie.brbrFrom our condo, it is a short stroll to the most beautiful beaches, multiple pools, or to the Shops at Wailea, a premier shopping and dining destination. Ekahi Village, located on the sunny south shore of Maui, is one of the most sought after and family-friendly beachfront resorts in Wailea. It boasts 34 acres of beautifully landscaped tropical grounds with colorful gardens, lush grassy lawns and 4 pools. The newly renovated pavilion offers covered seating overlooking both the ocean and the main pool and it has direct gated access to the spectacular Keawakapu beach. There is also easy access to the miles of scenic oceanfront paved walking path that is great for a jog or a leisure walk with several beautiful beaches, resort hotels and restaurants along the way.brbrPerfect for a couple and comfortable for a family of 4 people. Come and enjoy the gorgeous ocean views, beautiful sunset, tropical gardens, mountain views and the feelings of home away from home.brbrAmenities and Features:br• Completely and beautifully remodeled with high-end finishesbr• Stunning ocean views in both living/dining/kitchen area and master bedroombr• Spacious, vaulted ceiling in living/dining/kitchen area and bedroombr• Very private and quiet location, open space, very bright and airybr• Very quiet split ACs in living room/dining/kitchen area and bedroom with separate controllersbr• TV and Cable in living room and bedroom. Free Wi-Fi accessbr• Brand new sofa sleeperbr• BeautyRest air-cool pillow-top king size mattressbr• Office /computer deskbr• Beach towels, chairs, cooler, beach umbrellas providedbr• On-site washer and dryerbr(Tax ID: TA-033-444-0448-01)

Wailea Ekahi 51E, Last Minute Deal, Amazing Ocean Views, Walk to Beach!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$716.18

Book with confidence, this stunning, 3 bedroom, 2 bathroom spacious condo that was just completely remodeled with all new furnishings. 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 #106br-Quiet Location Backing Onto Golf Course br-Cabinetry With Granite Countersbr-Luxury King Bed In Master Bedroombr-Queen Bed In The Second Bedroombr-Queen Bed In The Third Bedroombr-Pullout Queen Sectional Sleeper Sofabr-Free WIFI Internetbr-Free Parkingbr-Full Sized Washer / Dryerbr-Large Walk-In Shower In The Master Bathroom With Rainheadbr-Hallway Bathroom Also Equipped With Upgraded Showerbr-Fully Equipped Kitchen With BBQ Platters And Utensilsbr-All New Stainless Steel Appliancesbr-4 Large Smart TV'sbr-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.brbrHI Tax ID#: TA-205-640-6528-01brbrWe Accept Visa And MasterCardbrbrTo Reserve The Condo, We Take A $400.00 Deposit And The Balance Is Due 30 Days Prior To Your Arrival.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.

NEWLY REMODELED-QUIET LOCATION-AC-WELL EQUIPPED-METICULOUS CLEANING

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$576.93

Spend your vacation in this villa like Polynesian style vacation rental located at the beautiful Palms at Wailea Resort on the Maui's prestigious southern coast. The central air conditioned 1,515 Sq Ft spacious two bedroom, two and a half bath unit is the dream Hawaii vacation rental home for your family. brbrEnjoy the Maui sunsets and peek ocean views during your dinner on the large upper lanai or read your book with the tropical breezes at this Maui condo. Vaulted ceilings and rich tropical décor complement the atmosphere surrounding you on The Palms at Wailea grounds and beautiful Wailea Maui Resort area. Your family of six will have room to spread out and relax. This Maui condo has plenty of space for the boogie boards, beach chairs, and snorkeling gear in the large laundry and utility room just off the entrance hall to make your Maui vacation free of clutter in the living areas. brbrWalk out through the lush gardens by the tranquil waterfall to take a break from the beach and enjoy the whale shaped pool surrounded by palms and spectacular views of the ocean, Molokini, and Kahoolawe Island. This Hawaii vacation rental is truly unique. The home is furnished for the owners use and affords our guests amenities too numerous to mention. BBQ on the grill or enjoy preparing a dinner in a fully equipped kitchen with all recently upgraded appliances. This home is surrounded by a beautifully kept lawn and trees. This Hawaii vacation rental is truly unique.brbrPlease read our reviews to get a good perspective of how our guests have enjoyed staying in our home. We have been responsive to feedback and suggestions over the years and are proud of our almost perfect ratings (4.8/5)!! The location of the home is near a road and you will see that noted in even the 5 Star reviews. brbrIMPORTANT NOTE FOR 2026 RESERVATIONS: Hawaii Senate Bill SB1396 increases rental tax by 2% effective January 2026 if signed by Governor Green by July 9, 2025. If the bill is signed, any reservations made for 2026 after that date will include the increased tax. If you reservation is made prior to that date, the 2% increase will be added to your reservation.brbrbrKeywords: Condominium

Incredibly Large Polynesian Style Villa in Wailea

Wailea, Hawaii, United States

2

Bed

2

Bath

6

Sleeps

$4089.75

OCEAN VIEW ANDAZ PENTHOUSE LUXURY Just Steps to the Beach + Private Lanai Spa

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$381.65

Tax ID:TA-118-085-8368-01brbrAloha Maui vacation planners, brbrGrand Champions Villas is located in the heart of Wailea and nestled between The Wailea Blue Golf Course, ranked among America's best resort courses by Golf Digest and The Wailea Tennis Club ranked as one of the country's 50 best resort tennis facilities. Across the street from the Villas is The Shops at Wailea where you will find luxury shopping and fine dining as well as the luxury hotel properties linked by a scenic pedestrian beachwalk. brbrStep inside this beautifully remodeled one bedroom, two bath villa. The style is beach house chic, beautifully comfortable and casual and not a bit too fussy. The villa has colorful accents, organic elements of shells, driftwood and seagrass. As our guest, you are coming for the sea, beach and relaxed Maui lifestyle and we wish to provide warmest aloha, beauty and comfort during your stay.brbrThis villa is unique in the complex as it is nestled in a very quiet/secluded area. When you are relaxing inside and outside on the lanai, you will not be aware that you are living in a complex of people. The unit is perched on a hillside of the Wailea Blue Golf Course which affords a sweet ocean view. Among the upscale finishes, the condo comes complete with 55 smart TVs in the living room and master bedroom and is one of only a handful of condos to install whisper quiet central A/C.brbrPlease check out our 2 bed/2 bath condo at Grand Champions (Vrbo: 504417)

5 Star Ocean View, Beach House Chic, Click the Video tour below!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$444.81

Tax ID:TA-118-085-8368-01brbrFor those seeking a gorgeous ocean and golf course view one bedroom, sleeps 4, please check out: Vrbo 829752brbrThis beach chic retreat is the largest of the 2 bed/2 bath floor plans. It is also one of only a handful of condos in Grand Champions to install whisper quiet zoned air conditioning. Enjoy! :)brbrAloha Maui vacation planners, br brGrand Champions Villas is located in the heart of Wailea and nestled between The Wailea Blue Golf Course, ranked among America's best resort courses by Golf Digest and The Wailea Tennis Club ranked as one of the country's 50 best resort tennis facilities. Across the street from the Villas is The Shops at Wailea where you will find luxury shopping and fine dining as well as the luxury hotel properties linked by a scenic pedestrian beachwalk. br brThe Villa is refurnished in its entirety by Maui's finest interior designer. The style is beach house chic, beautifully comfortable and casual and not a bit too fussy. The villa has colorful accents, organic elements of shells, driftwood and seagrass. As our guest, you are coming for the sea, beach and relaxed Maui lifestyle and we wish to provide warmest aloha, beauty and comfort during your stay.br brThe villa has a perfect location within the complex. Traveling with our family and all of our 'necessities', the villa provides easy ground floor access for carrying suitcases, groceries, pool and beach gear. It is situated near the guard house for a quick morning walk off property to the beach.br brFor those traveling with another couple (or possibly teenagers with differing sleep/wake schedules), the villa contains two master suites, each with a private full bath, and separate, private entrances. One master suite has floor to ceiling windows that lead to a private lanai with tree top views overlooking the pool. The other master suite has multiple large windows with views of the tropical grounds. br brThe tradewinds feel amazing. In the mornings and evenings you may enjoy opening the large lanai sliders that run the length of the villa to feel the cool breeze and watch the sunrise and sunset. Both front doors also have latches to keep them ajar for those not afraid of little Gecko visitors. br brIf age appropriate, send the kids to the pool and watch them swim while sitting in the comfort of your lanai and drinking a glass of Pog (a delicious Hawaiian concoction of passion fruit, orange juice and guava). This may be an opportune time to tackle the family laundry using the private, family size LG washer and dryer enclosed in the water closet on the lanai. Of course washing powder is provided for you. Relax and feel the warm Maui sun. br brFor those headed to the beach, check the lanai beach box for beach chairs and toys that are constantly changing. An awesome free for all guests to enjoy. For those staying behind, relax and enjoy your favorite movies on Netflix. Consider ordering pizza delivery from Manoli's. br brOur family enjoys the best and we want to share with you what we feel is the best of Maui, Wailea and Grand Champions Villas. View the vacation guide we provide which includes information on the best and closest beaches, restaurants and entertainment all within walking distance or short drive. br brSo what are you waiting for...Keep Calm and Hula On In to Your Private Oasis Inspired by the Sea. brbrbrbr

Hula On In to Beach House Chic Style, Click the Video tour below!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$2565.93

FABULOUS FLORAL GARDENS POOL VILLA G102! PRIVATE PLUNGE POOL, LARGE YARD, SLEEPS 8!

Wailea, Hawaii, United States

Bed

Bath

8

Sleeps

$940.67

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 comfortable island retreat at GCH 121 and GCH 181, a paired composite designed for families and small groups who want convenience, space, and an easy resort lifestyle. This composite brings together two neighboring one bedroom residences into a single booking, offering a combined 2112 square feet of interior living space and inviting private lanais. With everyone close by while still enjoying separate accommodations, this setup is ideal for traveling together without sacrificing privacy.brbrBEDROOMSThis composite includes a total of two bedrooms across both residences, each designed to provide a calm and restful place to unwind after days spent enjoying the island. Comfortable furnishings and a relaxed layout make each bedroom a peaceful retreat.brbrGCH 121GCH 121 offers a welcoming bedroom with a relaxed resort feel. It is well suited for guests who enjoy quiet evenings and an easygoing space to recharge.brbrGCH 181Just steps away, GCH 181 adds additional bedroom accommodations and flexibility for your group. This residence is ideal for guests who appreciate their own private space while remaining close to family or friends.brbrTogether, the composite comfortably sleeps up to 8 guests, including sofa sleepers that provide added flexibility for families or groups traveling together.brbrBATHROOMSWith four full bathrooms across the two residences, mornings and evenings are smooth and stress free. The layout allows everyone to get ready comfortably, with plenty of space and privacy for all guests.brbrKITCHENEach residence features its own fully equipped kitchen with full size appliances and ample counter space. Having two kitchens makes group travel easy, whether you are preparing breakfast before heading out, enjoying casual lunches, or winding down with dinner at home.brbrLIVING AREAThe combined living areas provide generous space to gather, relax, and spend time together. Comfortable seating, natural light, and open layouts create inviting spaces for conversation, movie nights, or quiet downtime. Sofa sleepers add versatility and are especially convenient for families.brbrOUTDOOR SPACEPrivate lanais extend your living space outdoors and offer pleasant resort views and fresh island air. These outdoor areas are perfect for morning coffee, afternoon relaxation, or unwinding in the evening after a day of adventure.brbrWHAT GUESTS ARE SAYINGGuests appreciate the flexibility of this paired setup, noting how easy it is to travel together while still having personal space. The multiple bathrooms, separate kitchens, and comfortable living areas make this composite especially appealing for families and groups.brbrYour stay is supported by professional local management and responsive guest care, giving you peace of mind from arrival through departure. With its practical layout, resort views, and group friendly design, this composite offers a relaxed and memorable island experience.brbrWhen you are ready to enjoy an easygoing getaway with the people who matter most, this welcoming island composite is ready to host you. Reserve your stay today and begin creating lasting vacation memories.brbr #TA-172-475-8528-01 #TA-172-475-8528-01 brbrThis property is professionally managed by KBM Resorts, your premier source for luxury vacations. The calendar and rates below are always accurate - last update was today at 5:37 PM. brbr

Wailea, Hawaii, United States

2

Bed

4

Bath

8

Sleeps

$1164.53

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 relaxed island retreat at GCH 120 and 121, a thoughtfully paired composite designed for families and groups who want space, comfort, and a touch of ocean atmosphere. This composite brings together two neighboring residences into one convenient booking, offering over 2100 square feet of interior living space and private lanais that capture gentle breezes and partial ocean views. With everyone close but not crowded, this setup is ideal for spending quality time together while still enjoying personal space.brbrBEDROOMSThis composite includes a total of three bedrooms across both residences, providing comfortable and inviting sleeping spaces for every guest. Each bedroom is designed as a calm retreat, perfect for unwinding after beach days and island adventures.brbrGCH 120GCH 120 offers welcoming bedroom accommodations with a relaxed island feel. Soft furnishings and a peaceful layout make this residence a comfortable home base for rest and rejuvenation.brbrGCH 121Just steps away, GCH 121 adds additional bedroom space and flexibility for your group. It is ideal for guests who enjoy a bit of separation while remaining close to family or friends throughout the stay.brbrTogether, the composite comfortably sleeps up to 10 guests, including sofa sleepers that provide added flexibility for families and larger groups.brbrBATHROOMSWith four full bathrooms across the two residences, your group can move through mornings and evenings smoothly. Spacious layouts and clean, functional design ensure everyone has room to refresh and relax without feeling rushed.brbrKITCHENEach residence features its own fully equipped kitchen with full size appliances and ample counter space. Having two kitchens makes group travel easy, whether you are preparing shared meals, quick breakfasts before heading out, or relaxed dinners at home.brbrLIVING AREAThe combined living areas provide plenty of room to gather, connect, and unwind. Comfortable seating, natural light, and open layouts make these spaces ideal for movie nights, conversation, or quiet downtime. Sofa sleepers in the living areas add versatility and work especially well for families and multigenerational groups.brbrOUTDOOR SPACEPrivate lanais extend your living space outdoors, offering the perfect spot for morning coffee or evening relaxation. With partial ocean views and fresh island air, these outdoor areas add to the laid back rhythm of your stay.brbrWHAT GUESTS ARE SAYINGGuests appreciate the flexibility of staying in two nearby residences that make group travel feel easy and comfortable. The balance of shared space and privacy, along with multiple kitchens and bathrooms, is frequently mentioned as a highlight for families and friends traveling together.brbrYour stay is supported by professional local management and responsive guest care, giving you peace of mind throughout your visit. With its spacious layout, partial ocean views, and group friendly design, this composite offers a memorable island experience focused on comfort, connection, and relaxation.brbrWhen you are ready to slow down, enjoy the ocean air, and make lasting memories together, this welcoming island composite is ready for you. Reserve your stay today and begin your unforgettable getaway.brbr #TA-008-966-2976-01 #TA-172-475-8528-01 brbrThis property is professionally managed by KBM Resorts, your premier source for luxury vacations. The calendar and rates below are always accurate - last update was today at 4:15 PM. brbr

Wailea, Hawaii, United States

Bed

4

Bath

10

Sleeps

$1109.65

Welcome to Polo Beach Club 703, a beautifully positioned two-bedroom, two-bath residence in the exclusive beachfront Polo Beach Club in Wailea. This comfortable and inviting condo offers partial ocean views, pool views, and a private lanai, creating the perfect setting to relax and enjoy Maui’s warm island breezes.brThe spacious open living area flows seamlessly onto the private lanai, where you can enjoy morning coffee or sunsets while overlooking the pool and the sparkling Pacific beyond.brBoth bedrooms are thoughtfully appointed with king beds, offering comfortable accommodations for couples or families traveling together. The two full bathrooms provide convenience and privacy for guests during their stay.brLocated in the heart of Wailea’s premier resort community, Polo Beach Club offers direct access to the beach and is just minutes from world-class dining, championship golf courses, luxury spas, and shopping at The Shops at Wailea.brProperty Amenities Include:br• Oceanfront property with beach accessbr• Swimming pool and jacuzzi for guest usebr• Communal BBQ grilling areabr• On-site herb garden for guest enjoymentbr• Beautifully landscaped groundsbrWhether you’re planning a romantic escape, a family vacation, or a relaxing getaway with friends, Polo Beach Club 703 provides the perfect home base for experiencing the best of Wailea and Maui.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.brbrHawaii State Tax ID: 016-218-5728-02

Beachfront 2BR condo in Wailea w/ pool and hot tub

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$719.46

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.brbrStep into this newly renovated 2-bedroom, 2-bathroom villa at Grand Champions Resort and immediately fall in love with the spectacular ocean and mountain views. This second-floor unit offers modern amenities like air conditioning, in-unit laundry, and a private parking stall. Perfectly situated steps from the Wailea Blue Golf Course, tennis clubs, shops, and restaurants, you're in the heart of Wailea's best attractions. The open-concept living area features a fully equipped kitchen with new granite countertops, stainless steel appliances, and all the tools you need to cook your favorite meals.brbrRelax in the living room with updated furniture and enjoy a movie on the brand-new flat-screen TV. For extra sleeping arrangements, the sofa easily converts into a queen-size bed, ideal for two additional guests. The private lanai offers breathtaking views from Haleakala Mountain to Molokini Island and the Pacific Ocean, making it the perfect spot to unwind after a day of exploring. The villa is located in a quiet part of the resort, surrounded by tropical gardens and palm trees, offering you peaceful surroundings.brbrEach of the two private bedrooms comes with a king-size bed, plush linens, and ample closet space for your clothing. The master bedroom includes an en-suite bathroom with a remodeled double-vanity and large Walk-in shower. The second bathroom, located off the second bedroom, also offers a luxurious marble countertop, a full bathtub, and a custom-tiled shower. Additional perks include FREE Wi-Fi and an in-suite washer and dryer for added convenience during your stay.brbrGrand Champions Resort provides manicured grounds with two pools, a jacuzzi, and four BBQ areas for your enjoyment. The resort's ideal location gives you Easy access to Wailea Tennis Club, Wailea Golf Courses, pristine beaches, dining, and shopping. Whether you're exploring the island or relaxing by the pool, you'll appreciate the beauty and convenience of your home-away-from-home at GCH-120. 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 5:17 PM. brbr

KBM Resorts | FREE CAR | Grand Champions | Remodeled 2-Bedroom Villa in the Heart of Wailea! GCH-120

Wailea, Hawaii, United States

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Bath

Sleeps

$283.07

Wailea Grand Champions #135 is a 1 bedroom 2 bath unit in a lovely complex - brand new to the rental market with a fantastic introductory rate! The unit has a fully equipped kitchen, washer and dryer, room air conditioning in both the bedroom and the living room as well as ceiling fans throughout. The washer and dryer are conveniently housed in the lanai closet as a space-saving measure. The bedroom of Grand Champions #135 has a king bed and an ensuite bathroom that includes a shower with a bench. The convenient second bathroom provides a shower/tub combo. There is a sofa sleeper in the living room to provide a separate sleeping space for the second guest. There is a television and a/c in both the living room and bedroom, along with free WIFI. This property has a maximum occupancy of 4 people.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.brThe nearby Ulua and Mokapu Beaches are a quick drive down the hill from the Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming pools, sundecks, spa tubs, restrooms, showers and barbecue grills. In addition the championship golf courses of Wailea and Makena are minutes away as well as the famous Wailea Tennis Club. Wailea Grand Champions consists of 188 units in 20 two- and three-story buildings. Each unit offers a lanai with garden views.

Grand Champions #135, Shared Hot Tub, First Floor, Full A/C, Great Rates

Wailea, Hawaii, United States

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Bath

Sleeps

$1546.89

LUXURY & VIEWS AT AQUA LANI J305 WAILEA BEACH VILLAS!

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$2129.97

PENTHOUSE OCEAN VIEWS, TOP TIER LUXURY! SANDCASTLES SUITE L509 SLEEPS 8!

Wailea, Hawaii, United States

4

Bed