Vacation Condo Rentals By Owner In Wailea, HI

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

Bed

Bath

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

Bed

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

3

Bed

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

Bed

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

Bed

Bath

Sleeps

$404.42

This spacious, quiet, bright second (top) floor condo has 2 bedrooms and 2 full bathrooms with space to sleep 2-3 additional guests. With high vaulted ceilings and a large living room and dining area, you'll enjoy a bright, spacious, and airy feel. Sunlight streams into the unit in the mornings, and you can leave the doors to the lanai open with screens and fans to enjoy that tropical breeze (though we do also provide AC for those hotter summer days). In addition to the CA King in the master bedroom, and queen in the second bedroom, the living room is equipped with a fold out queen couch in the living room, and the master has a comfy armchair that folds out into a twin. brbrEnjoy your morning coffee (provided by us!) on the beautiful lanai overlooking the tropical canyon consisting of palm trees (one of which my grandfather planted!) and flowers, all the while listening to the song birds. Then head off to the beach with provided beach chairs, umbrellas, cooler, and snorkel gear.brbrThe award winning Grand Champions has 2 pools and hot tubs, and 6 poolside grills, as well as tennis and golf adjacent to the complex. Within a 10 minute walk or 2 minute drive you can be strolling 3 1/2 miles of beaches, swimming, snorkeling, or visiting shops and dining in fine restaurants. Nearby four and five star hotels offer boat rentals and other services as well.brbrWe hope you will come and enjoy the tranquility of both Wailea and the Grand Champions.brbrNote: This listing is a combination of listings 491236 (studio) and 491137 (one bedroom). Feel free to view those listings for additional reviews, or to book just half of the unit.

Spacious and Bright Top Floor Condo, 10 minute walk from Wailea beaches

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$1292.93

Welcome to your own private oasis! This ground-floor, oceanfront condo offers easy access to the beach, with breathtaking views of the ocean and the sound of waves crashing on the shore.brbrVisitors have been returning to Polo Beach Club for generations, and #106 will be everyone's new favorite for their stays. Polo Beach Club #106 is new to the rental market and has been refreshed with new furnishings, flooring, and fresh paint to be ready for your visit. Be the first to stay in this highly sought-after ground-floor condo as close as you can get to the beach without having your feet in the sand.brbrAs you enter the condo, you'll be greeted by a spacious and open living area that boasts natural light and the best soothing ocean views. The fully equipped kitchen comes with modern appliances, ample counter space, and a breakfast bar that is perfect for casual dining and entertaining.brbrThe condo features two cozy bedrooms, each with comfortable bedding and ample storage space. The primary bedroom has a King bed and a large en-suite bathroom with a walk-in shower and a huge vanity space to make getting beach ready a breeze. Step directly out onto the lanai via separate entrance from this bedroom.brbrThe guest bedroom has 2 twin beds that can be converted into a comfortable King bed upon request. There's also easy access to the second full bathroom, conveniently located in the hallway between the bedroom and living areas.brbrThis unit is great for families and comes equipped with a travel crib and sheets, making it an easy and comfortable choice for those traveling with little ones.brbrStep outside onto the private lanai to enjoy your morning coffee or evening cocktail while taking in the stunning views of the Pacific Ocean. The lanai also comes with a table and chairs for al fresco dining.brbrOther amenities include complimentary high-speed Wi-Fi, Smart TV, sleeper sofa in the living room, and a washer and dryer for your convenience. Located just feet from the beach, this oceanfront condo is the perfect escape for those looking to unwind and soak up the sun. Don't miss out on this opportunity to experience luxury beach living at its finest!brbrWhile not ADA certified, the condo is ground floor, and the owner utilizes an electric wheelchair via a pathway and lanai entrance during his stay. There are only stairs to the front door entry and guest bedroom and guest bathroom. The primary bedroom, bathroom, lanai, and living areas are all on one level.brbrThe Polo Beach Club is situated on popular Polo Beach, famous for snorkeling and gorgeous sunset views. It is also located in the resort community of Wailea, offering world-class dining and shopping options all nearby at the different resorts and at The Shops at Wailea. The property has an oceanfront swimming pool and a hot tub, perfect for soaking up the sun or relaxing after a long day at the beach. There are also communal BBQ grills on-site and an herb garden to enjoy.brbrRed Tag Parking Policy (Winter Season)brbrTo help manage parking during our busiest months, our Red Tag Parking Period is in effect each winter season from December 15th through Easter Sunday (April 5th this year).brbrRed parking passes allow parking in the upper lot only. You may get the pass at the Front Office for you to use during your stay. You will need to park in the stalls inside of the entrance gate. Vehicles with a red parking pass may not park in the basement garage.brbrIf the upper lot is full, guests will need to park off property.brbrImportant Policy Details:brbrDuring this period, any vehicle associated with an occupied unit should be actively used and not stored in the garage.brbrA red-tagged vehicle found in the basement will receive one warning, followed by nightly fines of $200 charged to the unit owner.brbrWe ask all owners and guests to follow this policy to ensure fair and efficient use of parking during our high-occupancy season. Thank you for your cooperation!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.brbrBeginning April 15, 2026, a neighboring residence will be undergoing a remodel. In addition, the property will be completing an exterior power washing and painting. Noise levels are difficult to predict, however, there may be intermittent daytime disturbancebrHawaii State Tax ID#: 072-647-6288-01

Oceanfront ground floor condo w/ private lanai and pool

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$315.92

Wailea Ekahi 36B is a great ground floor location with lush garden views. This 1bedroom/2 bath condo offers the perfect Hawaiian retreat!brbrWelcome to Ekahi 36B! This lovely condo offers everything you need for your Hawaiian Holiday! You will fall in love with this garden level private lanai surrounded by beautiful tropical foliage. Spend your days relaxing or enjoy dining outdoors. The floor to ceiling sliding glass doors allow for seamless indoor/outdoor living.brbrThe spacious and inviting living area is a great place to gather after a day of enjoying all Maui has to offer. There is a sofa, large flat screen TV, ceiling fan and AC through out to keep cool any time of year. 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. There is also a flat screen TV and ceiling fan. 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! Wailea Ekahi no longer allows private grills but they offer a beautiful gas grilling area at the community 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.brbrOther 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.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.brbrbrRegistration number210080650002, TA-134-646-8352-01

Beachfront Wailea condo w/ direct beach access and pools

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$283.48

Grand Champions 136 is situated in a lush tropical setting. This 1 bedroom / 2 bathroom is located on the top floor with wonderful views of Haleakala. This condo is newly redesigned and furnished. It is the perfect setting for couples and small families. Its convenient location makes it a repeat place for many Maui visitors! World class beaches, The Shops of Wailea and Restaurants are a short walk from Grand Champions.brbrThis spacious 1 bedroom / 2 bathroom features a king size bed in the Primary with en suite Primary bathroom. A pull-out sleeper sofa in the living room and a second guest bathroom makes this unit perfect for couples and small families. The open floor plan is ideal for entertaining. This condo was newly redesigned with elegant furnishings. The kitchen is well equipped for the Chef of your family! Enjoy al fresco dining on the lanai surrounded by stunning tropical foliage and views of Haleakala. Be sure to look to the right on a clear day and you will enjoy partial ocean views.brbrThis golf front property with its premier location offers Peace and Serenity to create the perfect Hawaiiana. The spacious Lanai provides extra room for relaxing and taking in the splendor of the sun setting over the Pacific. Incredibly comfortable!! Relax on your own private lanai, steps off the First Fairway. Feel the wonderful trade winds sweep across the Greens and take in the aroma of the beautiful Plumeria trees and Hawaiian foliage. This unit is fully stocked with all the amenities needed to make you feel right at home.brbrWhatever your vacation desires might be you will have a great time and everything you could expect for 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.br*Window A/C in Living Room and Primary Bedroom Only*brHawaii Tax ID #: 043-283-3536-01brbrUpdate 5/22: Dryer Vent Cleaning taking place between 8/3-8/13.

Summer Deal Golf Front Condo with Haleakala Views Pool and Hot Tub

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$911.01

Welcome to Makena Surf B305! This unit is all about LOCATION and VIEWS! Makena is located a short five minute drive from all of the restaurants and shops in Wailea but offers the seclusion and privacy from all of the resort traffic! Makena Surf is one of the best kept secrets on South Maui, from it's stunning beauty to world class beaches and snorkeling this resort has it all. This unit is located in the premier building at Makena Surf, it is the only building situated directly in front of Wedding Beach and Secret Beach. Incredible views in every direction including Lanai, West Maui, Kahoolawe, and Molokini. On a clear day you can even see the Big Island and Molokai! During the winter months you can take in seasonal whale watching!brbrSlide open your pocket doors to create a seamless indoor, outdoor feeling during your stay. The lanai offers al fresco dining for four people, a gas grill and two chaise lounges to enjoy soaking up the sun. When you are ready to cool down, this unit is fully air conditioned! The condo is situated due West which means stunning Maui sunsets all year!brbrEnjoy a gourmet kitchen with superb appliances and extensive equipment, including a state of the art induction cooktop and a large microwave/convection oven. The kitchen is open to a large dining area with seating for six people. The living room features a large comfortable couch with 47 inch LCD TV.brbrThe primary bedroom features a king size bed with large en suite bathroom. The second guest bedroom has two extra long twin beds that can be converted into a king bed upon request a guest bathroom located just off the bedroom. Both bedrooms are complete with HD TVs.brbrThis stunning property also offers two pools with jacuzzis to choose from, one being directly behind this unit! Don't miss the beautiful herb garden available to guests to have their own farm to table dining experiences in the comfort of their condo! This property also offers BBQ areas for outdoor grilling, multiple tennis courts, free on-site parking, a fitness center and 24 hour security.brbrSouth Pool Closure:brStarting from June 19th, the South Pool will undergo an extensive maintenance period During this period, the South Pool will be closed to ensure necessary repairs and improvements are made. However, we are pleased to announce that the North Pool will be open for use during this time.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.brbrSouth Pool Closure:brStarting from June 19th, the South Pool will undergo an extensive maintenance period During this period, the South Pool will be closed to ensure necessary repairs and improvements are made. However, we are pleased to announce that the North Pool will be open for use during this time.Registration number210070950021, TA-119-210-9056-01

Oceanfront Maui condo with sunset views and pools summer deals

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$501.88

EKAHI's NEWEST LUXURY REMODEL WITH INCREDIBLE OCEAN VIEW!brbrThis is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui!brbrThis condo has a spectacular ocean view and a beautiful and private lanai to view it from. Everything is brand new and luxurious after a 2024 six month remodel where no surface was left untouched! It is bright, airy and well appointed. There is a fabulous open concept kitchen with high end appliances and a fabulous island with counter seating for six. The condo has central air conditioning and ceiling fans for those uniquely tropical Hawaii evenings. brbrFor sleeping there is a king size bed in the bedroom, a comfy queen size pullout sofa bed in the living room and a new built-in twin murphy bed in the dining area. Lots of beds for groups with families!brbrWe are perfectly set up for kids with beach toys, beach chairs, a crib, a highchair and games so you can leave all that at home!brbrWe have an excellent entertainment system for your beach 'downtime' including two flat screen TVs, wireless internet and SONOS surround sound.brbrThe Ekahi complex has just completed the construction of our brand new Pavilion at the beach and it is fabulous!! There is a luxurious kitchen for guest use, lots of relaxation space and a fitness room!brbrWe know that cleanliness is of upmost concern to you and as such we engage a professional cleaning company on Maui to ensure that the condo is clean and ready for your stay! All of their employees have been trained in how to properly follow all guidelines as provided by the CDC and VRHP (Vacation Rental Housekeeping Professionals). Your booking agreement will detail their specific protocols to give you peace of mind that you are being taken care of.brbrEkahi Village is located on 38 acres of lush surroundings and includes four swimming pools, a beachfront pavilion, pickleball, a fitness room, shuffleboard and direct access to Keawakapu beach where people of all ages swim, boogie board, snorkel or simply enjoy the magnificent views. Ekahi Village is a short walk from the 'Shops of Wailea', an upscale shopping and dining area and minutes from championship golf, tennis and world famous beaches.brbrPlease consider travel insurance before booking. NOTE THAT AS OF SEPTEMBER 24, 2021 THE EKAHI COMPLEX NO LONGER PERMITS THE USE OF BBQS AT THE EKAHI CONDOS HOWEVER THERE ARE BBQS AVAILABLE FOR YOUR USE AT THE BEACH PAVILION AND IN SEPARATE STATIONS AROUND THE PROPERTY. brbrALSO HAVE A LOOK AT OUR OTHER LISTINGS AT EKAHI VILLAGE -Ekahi 39c (two bedroom), Ekahi 22E (one bedroom, two bath), Ekahi 17F (one bedroom, one bath), Ekahi 30c (one bedroom, one bath). brbrOur tax ID # is TA-072-179-7120-01(TA) and GE-072-179-7120-01(GE)

Brand New Luxury! Ocean View! Sleeps 5! Remaining Spring/Summer $275

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$340.91

Palms at Wailea #802 this spacious, tranquil 1022 sq ft unit is very spacious & comfortable. It’s fully furnished with travertine tile floors throughout the unit, has an expansive living room with ocean breezes and ceiling fans, a beautifully remodeled gourmet kitchen with all the essential utensils & kitchen tools, a dining area, a master bedroom, 2 bathrooms, and a large 289 sq ft tiled outdoor patio. Dining outdoors on the patio is a must! - with 2 lounge chairs and a dining table, you can dine while enjoying the cool Maui breeze, surrounded by the immaculate garden grounds and a view of the ocean. The master bedroom comes equipped with a Cal King-size bed, a flat-screen TV, a master bathroom, and air conditioning. Wonderful ocean and sunset views from the second floor unit and can sleep 3.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.brPerfectly located in beautiful upscale Wailea, The Palms at Wailea is within walking distance of magnificent white sand beaches, fine dining, & shopping, yet tucked away off the beaten path allowing privacy & relaxation. The 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 #802 Quiet, Spacious Ocean View

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$525.3

Luxurious Tropical Retreat - Unit 31D is truly one-of-kind!brbrIdeally located overlooking the lower Ekahi Village, Unit 31D provides our guests with the best of everything Maui has to offer: spectacular views, privacy and a short stroll to the beach and main pool.brbrWith the best views in the Ekahi Village, the main lanai provides you views of the ocean, Molokini Crater and the isle of Kaho'olawe while from the bedroom lanai there are terrific up-country views of the slope of Haleakala volcano. These views combined with the surrounding tropical grounds of the Greenbelt shows our guests the best of South Maui.brbrWhile the views are varied and spectacular, this location also provides privacy and a certain level of seclusion. As an upper level unit, 31D literally places you above it all, and with no directly neighboring buildings, our guests enjoy a unique level of privacy rarely found on Maui.brbrThen there's the beach ... Keawakapu Beach. Within a few minutes you can walk from Unit 31D's views and seclusion to a world-class white sand beach. Keawakapu Beach is located at the base of the Ekahi Greenbelt just past the Ekahi Main Pool and Pool Pavilion. On Keawakapu Beach you can sit on the soft white sands or play in the clear blue Maui waters. If snorkeling is your thing, there is a rocky outcropping and reef just beyond the Ekahi gate. Beach chairs, umbrellas, boogie boards, beach towels and snorkel masks and fins are all provided.brbrUnit 31D is a study in modern luxury living featuring a Master Suite, Great Room, Modern Kitchen, Powder Room, and 2 Lanais. The spacious living space is smartly accented with tropical art and decor and the kitchen features granite counter tops with modern appliances. Brand new Air Conditioning, in-unit washer/dryer, HD television with cable and free WiFi are all available for our guest's convenience and comfort. Paradise Found!brbrBeyond the Ekahi Village you can explore The Shops at Wailea, Kihei Town and several championship golf courses all within a few minutes drive.brbrPlease note BBQ's are no longer allowed on the lanais for private use as per Maui fire code. However, there are BBQs located at the Pavilion and quiet pool for use by guests on a first come, first serve basis.brbrThe complex also features a pickle ball court, you bring the skill, we provide paddles and balls. Be sure to check out the new gym located at the pavilion.brbrHawaii State Tax ID# W20965741-01brKeywords: Condominiumbr

Luxurious Tropical Retreat Wailea Ekahi Unit - 31 D

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$546.07

** PLEASE NOTE: The Pool will be closed from September 15th - September 18th, 2026, for yearly maintenance. brbrA brand-new split air-conditioning system has been installed throughout the property, ensuring year-round comfort with contemporary efficiency and quiet operation.brbrThis is a NEW listing and it's gorgeous! We are confident you will have a great experience. brbrWelcome to Palms at Wailea 2206 | Your Perfect Hawaiian EscapebrbrStep inside and be instantly captivated by breathtaking views that draw you out to the spacious private lanai. Whether you're sipping your morning coffee in the soft Maui breeze or dining alfresco as the sun sets, this outdoor oasis, complete with seating for six and comfortable loungers; is the perfect place to unwind.brbrInside, the open-concept living space is both inviting and functional. After a day of adventure, kick back on the large sectional sofa (which doubles as a sleeper), or relax in one of the cozy recliners while watching your favorite show on the flat-screen TV.brbrThe well-equipped kitchen has everything an inspired home chef needs, and the indoor dining area seats four, with two additional seats at the breakfast bar; ideal for casual meals or quick snacks before heading out to explore.brbrThe guest bedroom features two twin beds that can be converted to a king upon request, and is conveniently located next to a stylish bathroom with a walk-in shower. The primary suite is your private retreat, complete with a king-size bed, flat-screen TV, ceiling fan, split AC, and a spacious en-suite bathroom for added comfort.brbrFrom stunning views to thoughtfully designed interiors, Palms at Wailea 2206 is the perfect blend of comfort, style, and tropical charm; making it your ideal home away from home in Maui.brbrThe unit is not handicapped accessible. There is not an elevator.brbrTA-129-830-2464-02 Tax Map Key: 210080820144

Chic Coastal Wailea 2BR Condo Lush Tropical Grounds Saltwater Pool Beach

Wailea, Hawaii, United States

Bed

Bath

Sleeps

$2159.05

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 dream Maui retreat - an exclusive 5-bedroom, 6-bath residence created by including 3 separate yet nearby premium villas within the coveted Grand Champions Resort, Please note these villas are not connected, however, they are located at the same resort within walking distance of each other. Perfect for large families or groups, this expansive configuration comfortably accommodates up to 14 guests with plenty of room to gather or enjoy private moments in luxurious surroundings. All of the units within this listing feature air conditioning for comfort.brbrGCH-121 is a beautifully upgraded 1 bed 2 bath villa, perfectly situated on the 1st floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 1 bedrooms. BD1 features a King, and a pull-out sofa-accommodating up to 4 guests.brbrGCH-134 is a beautifully upgraded 3 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 327 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 3 bedrooms. BD1 features a King, BD2 features a Queen, BD3 features a Twin, Twin, and a pull-out sofa-accommodating up to 6 guests.brbrGCH-181 is a beautifully upgraded 1 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 1 bedrooms. BD1 features a King, and a pull-out sofa-accommodating up to 4 guests.brbr #TA-172-475-8528-01 #TA-109-775-9232-01 #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 6:52 PM. brbr

Wailea, Hawaii, United States

5

Bed

Bath

14

Sleeps

$2352.96

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 dream Maui retreat - an exclusive 6-bedroom, 6-bath residence created by including 3 separate yet nearby premium villas within the coveted Grand Champions Resort. Please note these villas are not connected, however, they are located at the same resort within walking distance of each other. Perfect for large families or groups, this expansive configuration comfortably accommodates up to 16 guests with plenty of room to gather or enjoy private moments in luxurious surroundings. All of the units within this listing feature air conditioning for comfort.brbrGCH-120 is a beautifully upgraded 2 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 2 bedrooms. BD1 features a King, BD2 features a King, and a pull-out sofa-accommodating up to 6 guests.brbrGCH-134 is a beautifully upgraded 3 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 327 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 3 bedrooms. BD1 features a King, BD2 features a Queen, BD3 features a Twin, Twin, and a pull-out sofa-accommodating up to 6 guests.brbrGCH-181 is a beautifully upgraded 1 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 1 bedrooms. BD1 features a King, and a pull-out sofa-accommodating up to 4 guests.brbr #TA-008-966-2976-01 #TA-109-775-9232-01 #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 5:59 PM. brbr

Wailea, Hawaii, United States

Bed

Bath

16

Sleeps

$2844.71

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 dream Maui retreat - an exclusive 7-bedroom, 8-bath residence created by including 4 separate yet nearby premium villas within the coveted Grand Champions Resort, Please note these villas are not connected, however, they are located at the same resort within walking distance of each other. Perfect for large families or groups, this expansive configuration comfortably accommodates up to 20 guests with plenty of room to gather or enjoy private moments in luxurious surroundings. All of the units within this listing feature air conditioning for comfort.brbrGCH-120 is a beautifully upgraded 2 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 2 bedrooms. BD1 features a King, BD2 features a King, and a pull-out sofa-accommodating up to 6 guests.brbrGCH-121 is a beautifully upgraded 1 bed 2 bath villa, perfectly situated on the 1st floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 1 bedrooms. BD1 features a King, and a pull-out sofa-accommodating up to 4 guests.brbrGCH-134 is a beautifully upgraded 3 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 327 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 3 bedrooms. BD1 features a King, BD2 features a Queen, BD3 features a Twin, Twin, and a pull-out sofa-accommodating up to 6 guests.brbrGCH-181 is a beautifully upgraded 1 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 1 bedrooms. BD1 features a King, and a pull-out sofa-accommodating up to 4 guests.brbr #TA-008-966-2976-01 #TA-172-475-8528-01 #TA-109-775-9232-01 #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 5:54 PM. brbr

Wailea, Hawaii, United States

7

Bed

8

Bath

20

Sleeps

$1659.95

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 dream Maui retreat - an exclusive 4-bedroom, 4-bath residence created by including 2 separate yet nearby premium villas within the stunning Grand Champions Resort. Please note these villas are not connected, however, they are located at the same resort within walking distance of each other. Perfect for large families or groups, this expansive configuration comfortably accommodates up to 10 guests with plenty of room to gather or enjoy private moments in luxurious surroundings. All of the units within this listing feature air conditioning for comfort.brbrGCH-134 is a beautifully upgraded 3 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 327 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 3 bedrooms. BD1 features a King, BD2 features a Queen, BD3 features a Twin, Twin, and a pull-out sofa-accommodating up to 6 guests.brbrGCH-181 is a beautifully upgraded 1 bed 2 bath villa, perfectly situated on the 2nd floor at Grand Champions Resort. This villa seamlessly blends comfort & style, offering an additional 125 square feet of Lanai space to soak in the Maui landscapes and refreshing island breezes. The property includes 1 bedrooms. BD1 features a King, and a pull-out sofa-accommodating up to 4 guests.brbr #TA-109-775-9232-01 #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 6:40 PM. brbr

Wailea, Hawaii, United States

Bed