Wailea

Wailea Villas

Seek out Villas in Wailea for elegant stays and urban calm.

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Popular Villas in Wailea

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29
Hotels in Wailea
DISCOUNTED RATES FOR LAST MINUTE OPENINGSWe appreciate your support as a small, self managed Maui family owned rental instead of renting from a large mainland management company. Experience 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.Tamara 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.The 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.This 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.The 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.HERE IS WHAT OUR GUESTS HAVE TO SAY:'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.' Shelley and Craig '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.' Larry and Juanita '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!' Jillian and Jeff '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.' Alexander and Olga'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' Juanita and Ken '.....this place added a hominess that made our time relaxing and easygoing. Thank you for the little extra things which were a joyful surprise.' Anthony and Jennifer '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.' Sue and Keith 'Beautiful setting - spacious, well-equipped and deliciously laid back.' Michael and KellyKeywords: condo, one bedroom, Wailea, villa,About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.$10/night per guest charge for more than 2 guests.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 19.About events:No events allowed.
Amazing
21 reviews
9.4/10
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30
Hotels in Wailea
Tax ID:TA-118-085-8368-01Aloha Maui vacation planners, Grand 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. Step 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.This 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.Please check out our 2 bed/2 bath condo at Grand Champions (Vrbo: 504417)About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Taxes on your bill: Transient accommodation tax11%(effective 1/1/2026)is assessed on room rental and cleaning fee and remitted to the State of Hawaii..Taxes on your bill: GET (general excise tax) of 4.712% is assessed on room rental and cleaning fee and remitted to the State of Hawaii.,Taxes on bill: MCTAT (Maui county transient accommodation tax) of 3% is assessed on room rental and cleaning fee and remitted to the County of Maui.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
7 reviews
10/10
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29
Outstanding
56 reviews
10/10
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88
Outstanding
58 reviews
10/10
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46
Hotels in Wailea
'Wailea Beach Villas was named the Top Resort in Hawaii in 2014' - Conde Nast Readers Choice AwardConde Nast Traveler's #1 Resort on Maui'Maui is one of the World's Best Islands' - Travel + Leisure World's Best Islands 2018 Top 15 ListThe Wailea Orchid Villa is an amazing 3 bedroom / 3 full baths penthouse villa located in the prestigious Wailea Beach Villas. Fourth floor location with 2,000 interior square feet and 375 square foot covered lanai. Formal entry hall with artwork. Spacious living room with island style furniture. Dining room with formal table and seating for nine. Fully equipped, gourmet kitchen with microwave, oven, dishwasher, and two Sub-Zero refrigerators.The Wailea Orchid Villa has incredibly spacious master suite with king bed and full bathroom (dual vanities) with large walk-in closet. The master bedroom provides amazing 180 degree panoramic views of the Pacific Ocean (the three bedroom villas on the upper floors of the Penthouse building are the only bedrooms in the Penthouse building providing this incredible view). Wake up and view the ocean without even getting out of bed!The second bedroom suite has a king bed and adjacent bathroom (also with dual vantities). The third bedroom has 2 twin beds that can also be combined into a king bed. This third bedroom has it own separate bath creating third full suite. A sofa bed is located in the living room for additional sleeping space. This luxurious unit sleeps up to 8 people. The Wailea Orchid Villa features extensive use of granite & marble. Travertine floors throughout. Four LCD HDTVs are located in the living room, and in each of the bedrooms. Wireless internet is available throughout the villa at no charge. Ceiling fans are located in all rooms. An indoor laundry room is located within the unit with a full sized washer and dryer. Dual control air-conditioning creates a comfortable environment. The lanai has spacious chairs to relax in while gazing at the waters of the Pacific Ocean. During the winter months, you can watch the whales swim by from the comfort of your lanai lounge chairs! The lanai also has a built-in barbecue. Keyed private elevator to the villa provides added security.The Wailea Beach villas are located on Wailea Beach between the Grand Wailea Resort and the Wailea Marriott. A private gate to The Shops at Wailea for dining and shopping.The Wailea Beach Villas were designed as a world-class residential resort comprised of 98 luxury private residences set on 11 acres on the world famous Wailea Beach and the Pacific Ocean. Recently constructed in 2006, this gated vacation resort has 24 hour security personnel. The resort grounds are a virtual botanical garden with tropical plants, fragrant flowers, cascading waterfalls, and numerous ponds. There are two swimming pools one designated for adults and the other for families, two outdoor whirlpool hot tub spas, a poolside fitness center with locker rooms and showers. There is also a recreation room, business center, and conference room. Beach and pool attendants are available to set up chaise chairs and umbrellas. For added luxury, a personal private chef and in room massages are available. A grocery service is available to stock your refrigerator with your desired foods and drinks prior to your arrival.The Wailea Beach Villas is located within the Wailea Resort, which is well known among discerning travelers for its sunny climate, multiple ocean activities, and 5 famous soft sand beaches. The resort boasts 3 championship Golf Courses with driving range and a Tennis Center. Wailea and Makena Golf Courses offer players some of the most breathtaking golf of any tropical destination. The Wailea Beach Villas concierge service can book special discounted rates at both courses.The Grand Wailea`s Spa Grande, adjacent to The Wailea Beach Villas, is consistently recognized as one of the Top Ten Spas in North America. The Four Seasons Wailea Spa is located a 5 minute walk from your villa. Guests of the Wailea Beach Villas are welcome to shop and dine at the adjacent Grand Wailea, Four Seasons, Wailea Marriott, and Fairmont Kealani Resorts. Several of these hotel restaurants offer discounts to guests of Wailea Beach Villas. The adjacent Shops at Wailea, just steps away, are considered by many to be the most upscale shopping on the entire island of Maui. This shopping center offers an additional 5 restaurants, including Longhi's Restaurant, Ruth's Chris Steakhouse, KAI Wailea, and the Tommy Bahama Restaurant.RESERVATION DETAILS:To reserve the Wailea Orchid Villa, we require a deposit of a portion of the reservation. Entire balance is due 60 days prior to arrival. Bookings canceled at least 60 days prior to arrival will receive a full refund. Cancellations between 30-60 days before check-in will receive 50% refund, and no refund under 30 days. Check-in time is 4pm and Check-out time is 11amStarting 1/1/2024, there is a 17.962% state of HI tax and a $495 departure cleaning fee.We want to keep our guests informed about a possible statewide tax update that may affect reservations starting January 1, 2026. A proposed change (Hawaii Senate Bill SB 1396) is currently under review. Governor Green has until July 9, 2025, to sign it into law. If the bill is signed, the tax rate will increase by 0.75% and the new rate will apply to all 2026 stays (no matter when they were booked). Please note: If you book a 2026 reservation before the new tax rate is reflected on the VRBO platform, we may need to collect the difference separately from you once the law takes effect. We appreciate your understanding and will keep you informed of any changes.Minimum stay is 3 nightsAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Please park in designated parking space. Please keep your parking permit displayed on the dashboard at all times..Property Quiet hours are from 9PM-8AM daily. ,See attached Rental Agreement for additional house rules..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
56 reviews
10/10
Check availability
45
Hotels in Wailea
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions Villas are where travelers can golf, play tennis, be pampered at the Wailea Grand Spa, whale watch or turtle spot, or soak up the sun, snorkel, stand up paddle-board or body surf at over a dozen of South Maui's finest gold-sand beaches.Our ground-floor, single level (no stairs inside), fully renovated 2-bedroom villa consists of a king sized master suite with walk-in closet, and a guest suite with two twin beds. Each bedroom has an attached en-suite and each living space has it's own Freidrich air conditioner and ceiling fan to keep cool (although, with windows and doors open, Maui's trade winds provide a more fragrant and desirable natural cooling). Our kitchen is fully stocked for those who enjoy dining in and we've equipped the kitchen with many of the household luxuries you'd find at home!Our lanai is private, secluded and right next to nature. You can be serenaded by songbirds, enjoy a coffee or glass of wine without golfers or pedestrians strolling by, and take in the changing sky as the sun drops below the horizon. We are a tax compliant and registered small business in the State of Hawaii.GE-032-899-0720-01TA-032-899-0720-01About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.We LOVE kids, please have them respect our condo..About customRules:No Smoking; Quiet Hours: 10pm-8am; Please Recycle; Golf course is private property; Park in designated stall.No glass at the pool; No ocean toys allowed at the pool; Don't hang anything over lanai railing..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.No Smoking in/outside unit, or on lanai.About events:No events allowed.
Outstanding
52 reviews
10/10
Check availability
41
Hotels in Wailea
Tax ID:TA-118-085-8368-01For those seeking a gorgeous ocean and golf course view one bedroom, sleeps 4, please check out: Vrbo 829752This 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! :)Aloha Maui vacation planners, Grand 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. The 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. The 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. For 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. The 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. If 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. For 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. Our 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. So what are you waiting for...Keep Calm and Hula On In to Your Private Oasis Inspired by the Sea. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.Sofa sleeper in living room sleeps 1 child.About customRules:Taxes on your bill: Transient accommodation tax11% (effective 1/1/26) is assessed on room rental and cleaning fee and remitted to the State of Hawaii..Taxes on your bill: GET (general excise tax) of 4.712% is assessed on room rental and cleaning fee and remitted to the State of Hawaii.,Taxes on bill: MCTAT (Maui county transient accommodation tax) of 3% is assessed on room rental and cleaning fee and remitted to the County of Maui..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
37 reviews
10/10
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Frequently Asked Questions

What are the best places to stay in Wailea?

Some top places to stay in Wailea are near popular attractions like Makena Beach, Ulua Beach and Kamaole Beach Park III—so you can quickly get to top landmarks and amenities you need.

What is the average price of a hotel in Wailea for this weekend?

According to Trip.com’s latest 12-month data, 3-star hotels in Wailea have an average price of €910 per night this weekend. For 4-star hotels, the average rate is €2,621 per night. If you’re seeking luxury, 5-star hotels in Wailea typically cost €2,412 per night this weekend.

How much do hotels in Wailea typically cost on weekdays?

Based on Trip.com’s latest 12-month data, the average nightly rate for 3-star hotels in Wailea on weekdays is €803. For 4-star hotels, the average cost is around €2,043 per night. For a luxury stay, 5-star hotels in Wailea generally have an average price of €2,368 per night on weekdays.

How to get good deals on hotels in Wailea?

Find the best hotel deals and promotions on Trip.com, available year-round for both first-time and loyal users. Please check the promotions page to see what promotions are available now on Trip.com.