Best Villa Rentals in Kihei

Budget-Friendly Villa Rentals in Kihei

Indulge in the comforts of home with our curated guide to the best villa rentals in Kihei. Each property has been selected for its unique charm and quality, catering to discerning travelers.

Villa Rentals in Kihei
Wailea Beach Villas
Resort
3800 Wailea Alanui Drive, Wailea, HI, HI 96753, USA

Providing all the comforts of home, including full kitchens, along with state-of-the-art amenities and services such as in-room spa treatments, these villas are located steps from Maui's beautiful Wailea Beach. Wailea Beach Villas boast an ideal location overlooking the Pacific Ocean. Endless area attractions and activities, including snorkeling, surfing and boating are only moments away. Top-rated golf courses along with scenic hiking trails and charming shops are also nearby. With exceptional services including private chefs, grocery shopping and tour assistance, every stay at Wailea Beach Villas is sure to be unforgettable. The property also offers modern fitness facilities, 2 outdoor pools, and a billiards room. Spacious guest rooms at Wailea Beach Villas feature luxurious linens, fully equipped kitchens and wireless internet access. Guestrooms also offer large private lanais, featuring built-in barbecues.

Amenities:

Transportation/Shuttle • Wellness Facilities • Other • Accessibility • Internet • Air Conditioner • View • Ocean View • Wheelchair Accessible • Child Friendly • Oceanfront • Parking

Villa Rentals in Kihei
Luxe Townhome, Ocean Views, Relax by the Pool
Villa
Wailea, Hawaii, USA

- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably
- One of the few villas offering both pool and ocean views
- Prime location near the pool and just minutes from the beach
- Hotel-quality beds with luxury linens
- Private lanai with seating, a BBQ grill, and access to a tropical pool
- Managed by a hands-on owner, ensuring a personal and attentive experience

Book your island getaway and experience the best of Wailea living!

Discover a modern island retreat where thoughtful amenities and spacious design make for a comfortable and convenient stay. This two-story townhome features an attached garage, a private elevator, and stylish indoor and outdoor spaces.

Main Living Area:
The open-concept living room includes plush seating, a Smart TV, and sliding glass doors leading to the lanai with ocean views. The entertainment system offers Surround Sound, a whole-house music system, and Smart TVs in every room for streaming your favorite shows.

Gourmet Kitchen and Dining:
The fully equipped kitchen features top-of-the-line appliances and granite countertops. A large dining table seats six, and the breakfast bar offers additional seating.

Bedrooms:
- Master Suite: King-sized bed with luxury linens, direct access to the balcony, and an en-suite bathroom with a soaking tub and walk-in shower
- Second Bedroom: Two queen beds with hotel-quality mattresses, ample storage, and an en-suite bathroom
- Third Bedroom: King bed with a cozy sitting area and en-suite bathroom
- A queen-sized comfort sleeper provides additional sleeping space, accommodating up to 10 guests comfortably. Cribs and baby items can be arranged upon request.

Outdoor Space:
Enjoy meals or morning coffee on the private lanai, complete with a BBQ grill and outdoor seating. Just steps away, you’ll find the resort-style shared pool surrounded by lush tropical greenery. Please note that guests do not have access to The Grand Wailea Hotel pools and waterfalls. However, many of our guests prefer the beautiful Tropically Landscaped Ho'olei pool that is available to our guests.

Additional Features:
- Private elevator and attached garage for added convenience
- Complimentary high-speed Wi-Fi, a printer/fax, and a dedicated workspace
- In-unit washer and dryer for your convenience

Guest Reviews:

- "Wish we could have stayed longer!" - "It was fantastic in every way! Convenient, comfortable, beautiful. well appointed and clean." - "A beautiful, spacious, luxurious stay. The pool was lovely. The accommodations were more than enough. I loved having the beach chairs and towels available. The vouchers promised were not there but the host brought them upon request." - "Great for families. Located close to shops and restaurants. Nice low key pool."

Villa Rentals in Kihei
Under the Maui Sun
Villa
3134 Hoomua Drive, Wailea, HI, HI 96753, USA

Under the Maui Sun is located in Wailea, just a 18-minute walk from Keawakapu Beach and 2.5 miles from Wailea Emerald Course. This property offers access to a terrace and free private parking. In their free time, guests at the villa can opt for a refreshing swim in the outdoor swimming pool, a drink at the bar, or a stroll in the garden. With free Wifi, this 1-bedroom villa features a flat-screen TV, a washing machine, and a fully equipped kitchen with a minibar. The accommodation is non-smoking. For those times when you'd rather not eat out, you can cook on the barbecue. For guests with children, the villa offers kids pool and an indoor play area. A private beach area is available on-site and snorkeling can be enjoyed close to Under the Maui Sun. Iao Valley State Park is 18 miles from the accommodation, while Lahaina Boat Harbor is 27 miles from the property. Kahului Airport is 14 miles away.

Amenities:

Ocean View • View • Balcony/Terrace • Barbecue/Outdoor Cooking • Security/Safety • Pool • Internet • Air Conditioner • Child Friendly • Sports/Activities • Oceanfront • Other

Villa Rentals in Kihei
PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!
Villa
Kihei, Hawaii, USA

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-032-899-0720-01
TA-032-899-0720-01

Guest Reviews:

- "Very large, well stocked with anything you might need. Close to shopping and Kihei. Host is very responsive also. If you desire space, can't go wrong here." - "Perfect location and very clean unit, Owner very responsive , had everything we needed and in the right location" - "This was perfect for our stay in Maui. Close to town, but still quiet. We loved our stay and would definitely recommend." - "We had a great stay here! Very nice condo with all the basics you need. All the beds were very comfortable and the extra pillows made it easy to find one that was “just right”. The unit includes beach umbrellas, chairs, and a cooler. There are no snorkels or beach/pool toys, but you can easily get these from a local shop or ABC store. Overall a wonderful stay and we would stay here again!"

Villa Rentals in Kihei
Grand Champions Villas #184
House
155 Wailea Ike Place, Unit #184, Wailea, HI, 96753, USA

Providing massage services, Grand Champions Villas #184 offers accommodations in Wailea. This property offers access to a balcony, free private parking, and free Wifi. The vacation home provides an outdoor swimming pool and an ATM. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Sightseeing tours are available in the vicinity of the property. Ulua Beach is a 18-minute walk from the vacation home, while Wailea Emerald Course is 1.4 miles away. Kahului Airport is 16 miles from the property.

Amenities:

Parking • Breakfast • Child Friendly • Security/Safety • Sports/Activities • Internet • Guest Services • Pool • Wellness Facilities

Villa Rentals in Kihei
Hula On In to Beach House Chic Style, Click the Video tour below!
Villa
Wailea, Hawaii, USA

Tax ID:TA-118-085-8368-01

For those seeking a gorgeous ocean and golf course view one bedroom, sleeps 4, please check out: Vrbo 829752

This 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.

Guest Reviews:

- "We recently stayed at this wonderful vacation rental and it exceeded our expectations! The furnishings were clearly designed with comfort in mind, making the space feel cozy and inviting while still maintaining a stylish atmosphere. The beds were incredibly comfy, ensuring a restful night's sleep after a long day of exploring. The well-equipped kitchen was a real bonus, allowing us to prepare meals effortlessly. What impressed us the most was the tranquil ambiance of the place. It was quiet and clean, making it a truly relaxing retreat. Moreover, the proximity to beautiful beaches and the pool right next to the condo made it an ideal choice, especially when traveling with children. The little ones had a blast! We highly recommend this property for anyone seeking a comfortable, stylish, and family-friendly vacation rental. We can't wait to return and create more wonderful memories in this lovely space."

Villa Rentals in Kihei
Stunning Koa Resort 3bd Villa with private Jet Spa
Villa
Kihei, HI, USA

A few steps from Waipuilani Beach in Kihei, Stunning Koa Resort 3bd Villa with private Jet Spa offers accommodations with access to a hot tub. The property is around 7 miles from Wailea Emerald Course, 13 miles from Iao Valley State Park, and 21 miles from Lahaina Boat Harbor. The villa provides free Wifi and free private parking. The air-conditioned villa consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 3 bathrooms with a bath and a hair dryer. A TV with cable channels is featured. For added privacy, the accommodation features a private entrance. Guests at the villa can enjoy cycling nearby, or make the most of the garden. Whalers Village Shopping Center is 25 miles from Stunning Koa Resort 3bd Villa with private Jet Spa, while Kapalua Plantation Course is 30 miles away. Kahului Airport is 10 miles from the property.

Amenities:

View • Wellness Facilities • Guest Services • Spa • Security/Safety • Hot Tub • Parking • Accessibility • Air Conditioner • Internet • Sports/Activities • Pool

Villa Rentals in Kihei
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course
Villa
Kihei, , Hawaii, USA

WAILEA PARADISE HIDEAWAY
Escape to a serene and elegant retreat in the heart of Wailea.
Set on the renowned Wailea Old Blue Golf Course, this ocean-view villa blends luxury with convenience—just minutes from the beach, the Shops at Wailea, fine dining, and world-class golf.

THE SPACE
Ocean & Golf Course Views – Your Dream Getaway Awaits
Proudly Owner-Operated

This 1-bedroom, 2-bath villa is a true Wailea gem. Located along the second fairway of Old Blue, it offers panoramic ocean views right from your private lanai. Designed for couples, the villa features:

-King bed with premium linens, perfect for 2 guests
-Two spacious bathrooms for added comfort
-A fully equipped kitchen for dining in
-A bright living area that opens seamlessly to the lanai—ideal for sunset dinners and morning coffee

THE COMMUNITY
Nestled within Grand Champions Villas, guests enjoy:

-Two sparkling pools
-Two whirlpool hot tubs
-BBQ areas surrounded by lush tropical gardens

Golfers will love the setting on Old Blue, with Wailea Gold and Emerald courses just minutes away. Tennis enthusiasts are only steps from the renowned Wailea Tennis Club.

LOCATION HIGHLIGHTS
A leisurely 10-minute walk brings you to Wailea’s stunning beaches—perfect for swimming, snorkeling, scuba diving, or simply soaking up the sun. After a day of adventure, return to your private lanai or relax poolside as the Hawaiian sunset paints the sky.

WHY YOU'LL LOVE IT
Whether you’re here for championship golf, pristine beaches, or the laid-back charm of Maui, Wailea Paradise Hideaway offers the perfect setting for an unforgettable escape to paradise.

Keywords: Condominium, Ocean View, Wailea, Golf Course, Luxury Retreat

Guest Reviews:

- "One of the best rentals we have ever stayed in ..Great view ..Attractive, upscale and clean ..Well furnished and comfortable …Quiet !" - "Amazing, well stocked condo. We have stayed in Grand Champions several times over the years and this is now my favorite condo. The mini split ACs work amazing and are quieter than the window units in most condos. The position of this condo is perfectly positioned for an easy short walk to the quite pool and the best lanai view in the community. Loved it!"

Villa Rentals in Kihei
NEW KBM Resorts FREE CAR Grand Champions Remodeled 1-Bedroom Villa in the Heart of Wailea GCH-181
Apartment
155 Wailea Ike Pl, Wailea, HI, 96753, USA

A 19-minute walk from Ulua Beach in Wailea, NEW KBM Resorts FREE CAR Grand Champions Remodeled 1-Bedroom Villa in the Heart of Wailea GCH-181 offers accommodations with access to beauty services and indoor pool. This apartment provides free private parking, a concierge service, and free Wifi. The accommodation features airport transfers, while a car rental service is also available. Providing a patio and mountain views, the spacious apartment includes 1 bedroom, a living room, satellite TV, an equipped kitchen, and 2 bathrooms with a shower. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. There is an on-site bar. Outdoor play equipment is also available at the apartment, while guests can also relax in the garden. Wailea Emerald Course is 1.5 miles from NEW KBM Resorts FREE CAR Grand Champions Remodeled 1-Bedroom Villa in the Heart of Wailea GCH-181, while Iao Valley State Park is 20 miles away. Kahului Airport is 16 miles from the property.

Amenities:

Parking • Air Conditioner • Laundry • Security/Safety • Balcony/Terrace • Other • Private Pool • Accessibility • Barbecue/Outdoor Cooking • Internet • View • Guest Services

Villa Rentals in Kihei
Stunning Ocean View Wailea Beach Villa- Book & Save
Villa
Wailea, Hawaii, USA

Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect . 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA villa . Spectacular panoramic ocean view. This elegant 4th Floor Villa is nestled between The Grand Wailea & The Shops at Wailea. Almost 3000' with lanai, 9' ceilings, Oversized comfy plush sofas, a gorgeous Baby Grand piano, beautiful art, extensive granite & marble & most comfortable bedding. Enjoy the open space floor plan that stretches from the huge living room, large dining area off the gourmet kitchen. Magnificently furnished to include every detail for the sophisticated traveler. In addition to the Baby Grand Piano in Living Room, enjoy a 75 inch smart TV. The kitchen has a Sub-Zero fridge and Sub-Zero Wine Cooler. Enjoy the Viking Grill for outdoor sunset dinners on your lanai. There are 55"-75" smart TVs, Blu-ray Players and iPod Docks in bedrooms, PlayStation 4, washer/dryer, soft linens, toiletries, private underground parking & elevator, lobby check-in, concierge, & housekeeping. Full Fitness Center, 2 pool/spas & billiards.

This luxury villa can accommodate up to 8 adults with space for a toddler or infant in one of the two master bedrooms. An additional guest fee applies for each guest over a party of 8.

This Villa has been rated by guests as Perfect! After a few days in the water and relaxing on the beach, you may be ready for something different. One of the most exceptional collections of shops in all Hawaii is The Shops at Wailea. This world-class shopping mecca provides access to cultural, entertainment, and shopping activities. The venue for an internationally celebrated film festival, it's not unusual to see world famous film stars.

The Shops at Wailea hosts a number of activities appealing to everyone in your family. Shopping nirvana can be reached when you browse through stores like Louis Vuitton, Tiffany & Co Fendi, Gucci, and Coach, along with many one-of-a-kind island stores offering rare treasures.

This center offers many dining options at excellent restaurants like Tommy Bahama's or Ruth's Chris Steak House. Your family will delight in the hula entertainment on a regular basis at The Shops. The children will enjoy watching artists and Lappert's Ice Cream.

The most beautiful drive you'll see: If ever there was a perfect example of the saying, 'Getting there is half the fun,' it has got to be the adventure to see the secreted-away rain forest village of Hana.

You've undoubtedly heard about this remote town, and its unique isolation far from any other city, town or village on the island of Maui. A visit from oceanfront condos, Wailea Beach, requires at least a three hour drive to get there, but is well worth the journey.

What makes this drive so unique are the more than sixty bridges you will cross on the sixty mile journey through lush rain forest from your Maui villa. While it is drive-able within three to four hours from southern Maui oceanfront condos, villas and hotels, you'll want to stop along the way and spend time taking in spectacular views from many scenic vantages along the way. To really get the most from this adventure, you may want to consider an overnight stay in the town of Hana itself. Don't miss Haleakala Volcano, Maui's most fascinating site.

Why Wailea? Beach, Luxury, Entertainment: As with any real estate selection, the most important aspect of choosing a vacation rental is location, location, location.It's funny to think that on an island as exquisite as this, some Maui oceanfront villas can have location advantages over others. But they do. Wailea Beach itself held the title 'Most Beautiful Beach' in 1999.

One way to feel confident about a particular area's attractiveness as a vacation spot is the existence of luxury hotels and spas. Owners of these properties research areas diligently prior to building, so you can take advantage of their legwork.

Wailea Beach is a favorite place with tourists, graced with a gorgeous shoreline, this area is home to three top-tier hotel resorts, and boasts spectacular Maui vacation villas and condos and offers the same level of amenities and services as their nearby spa hotel neighbors with a lot more room.

This Maui Condo Penthouse Villa beats the hotel alternatives in terms of luxury, cost, convenience and comfort. Once you stay, you will be a repeat guest for life!

Guest Reviews:

- "We had two families staying in this unit with kids 6-16. The layout and amenities were great and you can't beat the location. Instructions were clear for all technology (very large TVs in every room) and provided extra linens which was nice. The only thing that would have been nice is to have food/beverages available on site." - "The condo was stunning and even better than what the pictures show. It was super clean and had everything we needed for our vacation. Great location, too! We would highly recommend this property."

Villa Rentals in Kihei
Grand Champions Golf Villas 94
House
155 Wailea Ike Pl. #94, Wailea, HI, 96753, USA

Offering massage services, Grand Champions Golf Villas 94 provides accommodations in Wailea. The air-conditioned accommodation is a 18-minute walk from Ulua Beach. Outdoor seating is also available at the vacation home. Providing a balcony with sea views, this vacation home also offers a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a shower and a hair dryer. The accommodation is non-smoking. Sightseeing tours are available within easy reach of the property. Guests at Grand Champions Golf Villas 94 can enjoy cycling nearby, or make the most of the year-round outdoor pool. Wailea Emerald Course is 1.4 miles from the accommodation, while Iao Valley State Park is 20 miles away. Kahului Airport is 16 miles from the property.

Amenities:

Wellness Facilities • Sports/Activities • Security/Safety • Air Conditioner • Breakfast • Child Friendly • Guest Services • Pool

Villa Rentals in Kihei
5 Star Ocean View, Beach House Chic, Click the Video tour below!
Villa
Wailea, Hawaii, USA

Tax ID:TA-118-085-8368-01

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.

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)

Guest Reviews:

- "Close to everything in Wailea. Very clean and perfect for 2-3 guests. Condo complex was very clean and well maintained. The BBQ area and common areas were very nice too!" - "We felt at home as soon as we walked in the door! The accommodations are perfect for a couple or for a small family which we were. The lanai is the perfect place for early risers and for sunsets. Walking to the Shops at Wailea is super quick and the beaches are just around the corner as well and super chill. We had a great first time to Maui and can't wait to come back for a longer stay! Thank you to Jessica and Paul!"

Villa Rentals in Kihei
Grand Champions Golf Villas 54
House
155 Wailea Ike Place, #54, Wailea, HI, 96753, USA

Providing massage services, Grand Champions Golf Villas 54 provides accommodations in Wailea. The air-conditioned accommodation is a 17-minute walk from Ulua Beach. The accommodation features an ATM and organizing tours for guests. Featuring a balcony with sea views, this vacation home also includes a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms. The accommodation is non-smoking. Guests at the vacation home will be able to enjoy activities in and around Wailea, like cycling. Wailea Emerald Course is 1.4 miles from Grand Champions Golf Villas 54, while Iao Valley State Park is 19 miles from the property. Kahului Airport is 16 miles away.

Amenities:

Pool • Security/Safety • Wellness Facilities • Child Friendly • Sports/Activities • Guest Services • Air Conditioner • Breakfast

Villa Rentals in Kihei
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Villa
Kihei, Hawaii, USA

RARE NOVEMBER OPENING - THANKSGIVING AVAILABLE

The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path.

BOOKING CALENDAR/MINIMUM NIGHT STAY:
Our calendar opens 1 year in advance. Please reach out if you want to inquire about specific dates prior to the calendar opening. We generally have a seven (7) night minimum stay with the exception of some calendar dates requiring longer stays. Sometimes, we are able accommodate shorter stays and open those blocks as schedule gaps occur. However, we may also be able to accommodate shorter stays regardless of calendar - please message to inquire if the system doesn't let you book instantly.

DESCRIPTION:
Enjoy a vast tropical oasis of waterfalls and blooming gardens along quiet pathways leading to Wailea Beach. As the sun sets in the evening, lit Tiki torches and fire pits cast a magical glow throughout the grounds. Enjoy peace and serenity at the adults-only Makai lagoon pool. Families with children can frolic at the separate family-designated Mauka pool. Work-out in the fitness facility and when it is time to relax, pick your spot under complimentary two-person covered cabanas on the grass overlooking the beach, or have the attendants set up chairs and umbrellas on the beach in a reserved area.

Penthouse H-101 is an exceptional family owned and managed home that offers a unique, ground floor, corner location. No stairs are needed to access this 2200 sq. ft. private home and the 475 sq/ft corner lanai is perfect for entertaining, large family gatherings and watching beautiful sunsets.

Please note: the unit is a smoke free environment, smoking and/or vaping is not allowed inside the unit or outside on the lanai.

Your rental of Penthouse H-101 comes complete with the following:

FEATURES:
• 3 Bedrooms & 3 Full Bathrooms
• Air-conditioning
• Marble Flooring
• Interior Dining Table with Seating for 6 plus bar seating
• Outdoor Lanai Dining with Seating for 6 plus additional seating
• Built-in Outdoor Viking BBQ
• Gourmet Kitchen complete with two Sub Zero Refrigerators
• Master Suite Features: King Size Bed and a trundle daybed, TV, an elegant walk-in closet and personal programmable safe to store your valuables.
• Master Bath features a large soak tub, marble shower, and a double vanity with custom cabinets.
• 2nd Master Bedroom Ensuite Features: King Size Bed, handsome wood dresser and TV
• 2nd Master Bath features a combination tub/shower and double vanity with custom cabinets.
• 3rd Bedroom Features: 2 Twin Beds (easily combined to 1 King Size Bed for Couples)
• 3rd Bathroom includes a combination tub/shower with custom cabinets.

GUESTS OF PENTHOUSE H-101 WILL ENJOY:
• Fully Stocked Kitchen with all Cookware, Utensils and Dishware
• In Unit Washer and Dryer with laundry supplies
• On-site Concierge Service
• Free Parking
• Stunning private beachfront adult only infinity pool and Jacuzzi with panoramic breathtaking ocean and island views
• Designated children’s pool with waterfall, partial ocean views, and Jacuzzi spa
• Attentive beach and poolside personal attendants providing complimentary towels and beachfront umbrella service in a prime reserved area.
• Boutique hotel services include front desk reception, bellman, and concierge catering to your every need ranging from pre-arrival grocery shopping to scheduling your private oceanfront massage
• State of the art fitness center with individual cable televisions and a Peloton bike.
• Complete business center with fully equipped office with computer and printer.
• Free high-speed internet access
• 24-hour gated security and property patrols providing the most private and secure complex on the island
• Private card access to adjacent world class Shops at Wailea. Just a short 2-minute walk to 5-star shopping and dining experiences, ranging from Ruth’s Chris Steakhouse and Tommy Bahamas’s to Louis Vuitton, Gucci, Roxy and Quicksilver Surf Wear
• Brisk 2-minute walk to Wailea beach, rated one of the top beaches in the world, with miles of beachfront walking and running trails
• Immediate proximity to several golf courses and a wide range of restaurants and spas, ranging from Wailea Golf Club to Wolfgang Puck’s Spago Restaurant at the Four Seasons and the opulent Grand Wailea Spa

HAWAII TAT#: W88056995-01

Guest Reviews:

- "This property was fantastic. Linda was so quick to respond every time I had an inquiry. Highly recommend" - "Great location. Easy access. Great property." - "The accommodations were luxurious and impeccably designed. We loved having the patio doors open allowing us to enjoy the gentle breeze with our morning coffee. The unit was well stocked and had everything you could need for an enjoyable vacation. The location was perfect with easy access to beaches, shops, dining and outdoor activities. I highly recommend this rental to anyone seeking an unforgettable vacation in one of the nicest locations on Maui."

Villa Rentals in Kihei
Wailea Beach Villa I204 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA

A 17-minute walk from Wailea Beach in Wailea, Wailea Beach Villa I204 by Coldwell Banker Island Vacations features accommodations with access to spa facilities. This beachfront property offers access to free Wifi and free private parking. During your stay at this villa, you can use an outdoor swimming pool, as well as a selection of a hot tub and an elevator. The air-conditioned villa is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. The property offers sea views. Guests at the villa will be able to enjoy activities in and around Wailea, like cycling. Wailea Emerald Course is 1.5 miles from Wailea Beach Villa I204 by Coldwell Banker Island Vacations, while Iao Valley State Park is 20 miles from the property. Kahului Airport is 17 miles away.

Amenities:

Air Conditioner • Spa • Ocean View • Guest Services • Barbecue/Outdoor Cooking • Oceanfront • Internet • Accessibility • Sports/Activities • Pool • Security/Safety • Hot Tub

Villa Rentals in Kihei
Panoramic Ocean Views at Wailea Beach Villas I503
Villa
Wailea, Hawaii, USA

Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!

This property is hotel zoned, and not being affected by the recent proposed legislation.

Don't miss this amazing opportunity to book the vacation of your dreams in this stunning top floor penthouse with PANORAMIC Ocean Views!!

This luxurious Beachfront Penthouse nestled in the Heart of Wailea is one of a kind! Located on the Penthouse 5th floor with Spectacular Breathtaking Ocean Views!!! From the moment you walk through the door you are greeted by majestic views of the Pacific Ocean and outlying islands. The great room opens to a gourmet kitchen with subzero refrigeration, stainless steel prep station, granite counter tops, and mahogany cabinets, the great room offers a custom built in entertainment/work station, designer fans in every room. The kitchen features a reverse osmosis system for better than water bottle quality water! This dramatic open floor plan opens up to a spacious lanai where you can enjoy stunning panoramic ocean views. A built-in Viking grill station offers outdoor alfresco dining.

The primary bedroom with King size bed boasts breathtaking outer island views, a large primary bath with a built-in deep soaker tub, marble shower, spacious walk-in closet with personalized security safe. The second bedroom features a second king-sized bed and en-suite bathroom with travertine and marble throughout. The third bedroom features a twin bed and queen bed and a separate bath. The furnishings and decorations have been carefully chosen by the owner's private designer offering all the comforts of home

The moment you enter the entrances of the lobby, you are greeted by the experienced and personalized staff. Amenities include concierge services, assigned self-parking in a fully covered garage with a private secure elevator. There is an exclusive adult infinity edge pool and spa situated Oceanside with private Cabanas and easy access to one of the world's most sought-after beaches. There is a recreation/fitness center conveniently situated near the family pool, just outside of the penthouse building. Business center with internet and printer, restaurant delivery service, (additional fees may apply), lounge areas and conference room for private events, (additional fees apply), free secure Wi-Fi connection! Gated property ensures privacy and security.

Wailea Beach Villas is the only resort on Wailea Beach that is directly adjacent to The Shops at Wailea. This exclusive mall features designer shops and fabulous restaurants, coffee shops, ice cream parlor and The Island Market all within a stone's throw!

Please note per Wailea Beach Villas policies, guests are limited to parking one vehicle on property and may request a second vehicle permit on an as-needed basis. Visitors will be either assigned a 2nd space or be required to park in the surface spaces (32) located at the entrance to the Hotel. Any additional vehicles may be required to park off-site or be charged a daily fee of $50 per vehicle (based on availability).

While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.

Hawaii Tax ID #: 151-567-3600-01

Guest Reviews:

- "We have stayed in Wailea many times and at this property(not this unit) before as well. It was almost perfect with the exception that my wife would like to see bathrobes . Whatever . It was perfect. " - "Our family flew out a week in advance for a wedding we were attending, with events at the Andaz and Makenna Golf and Beach Club. We loved the location of the Wailea Villas, and this unit was nicely furnished and outfitted. Morning coffee on the lanai was a treat! Our family is all over 18, so we appreciated the Adult pool. The villas are perfectly situated on the walking path for lunch and the spa at the Four Seasons and to the Andaz for the Welcome Party. We loved the access to the Shops at Wailea Village too! The grounds of the property are beautifully maintained. We will be back!"

Villa Rentals in Kihei
Wailea Beach Villa H102 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA

A 15-minute walk from Wailea Beach in Wailea, Wailea Beach Villa H102 by Coldwell Banker Island Vacations offers accommodations with access to spa facilities. Free Wifi is featured throughout the property and private parking is available on site. During your stay at this villa, you can use an outdoor swimming pool, as well as a selection of a hot tub and an elevator. The air-conditioned villa is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is available. For added privacy, the accommodation features a private entrance. Guests at the villa will be able to enjoy activities in and around Wailea, like cycling. Wailea Emerald Course is 1.4 miles from Wailea Beach Villa H102 by Coldwell Banker Island Vacations, while Iao Valley State Park is 20 miles away. Kahului Airport is 16 miles from the property.

Amenities:

Hot Tub • Oceanfront • Parking • Spa • Pool • Barbecue/Outdoor Cooking • View • Security/Safety • Guest Services • Wellness Facilities • Accessibility • Internet

Villa Rentals in Kihei
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach
Villa
Kihei, Hawaii, USA

Villa 8 at Villas By The Cove is a 1 bedroom villa just steps from beautiful white sand beaches. Charming, convenient, and clean, this 700 sq. ft. unit offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 8 sleeps 2 adults in one king bed and one adult (or two small children) on the living room full size sofa bed.

Experience an older Hawaiian style charm with a modern twist in this fully furnished villa suite. The kitchen is fully equipped and the bathroom features a spacious walk-in shower.

Our property offers shaded, tropical landscaped grounds, private gated parking, free hi-speed wifi, A/C, and access to gas bbq grills.
2 beach chairs, 2 boogie boards, 1 beach umbrella and 1 cooler are provided for your sun-filled days at the beaches just across the street. Villas by the Cove is located 25 feet from the Cove Beach Park where guests can mingle with locals, take surf lessons or body surf in the The Cove's gentle beginner waves. Charley Young Beach, a long stretch of white sand ideal for beach walks and swimming, is another local favorite that's located at the end of the street.

Villas By The Cove is within easy walking distance of endless recreational activities and entertainment for all ages. For the active and adventurous traveler, our prime location offers easy access to sun bathing, swimming, surfing, snorkeling, diving, stand up paddle boarding, kayaking and whale watching. Excellent restaurants, grocery stores, a bustling farmers' market, shopping plazas, spas, salons and nightlife are all a short walk away, and nearby Kalama Park offers tennis courts, basketball courts, a roller skating rink, large playground and running paths. A golfers' paradise, the Maui Nui Gold Club is 2.2 miles away, and the world famous courses in Wailea and Makena are a short 10 minute drive from the property.

Enjoy spectacular and memorable Maui sunsets every evening from Cove Park Beach, as well as sweeping views of the Pacific Ocean, Maui coastline, nearby islands of Lanai, Kaho'olawe, and Molokai, Haleakala and the West Maui Mountains.

Guest Reviews:

- "Everything as advertised. Support and communication from the property manager is exceptional. Pool is beautiful and a short walk to one of Maui’s Highest rated beaches. Personalized parking for those that are renting. And the complimentary hot yoga is great! Only one complaint, the marijuana smell from the parking lot on the other side of the road can be quite strong at certain times of the day." - "Expectation were high and exceeded both my wife and I's expectations. Quality from the bedding to the bathroom to amenities, pool and available beach chairs, umbrella and buggie boards. Really enjoyed our stay! Low key but at walkable distance to food and stores. The place sets its self apart due to proximity to surfing spot used mainly by locals. I know the phrase is over used, but would hands down stay at Villas by the Cove."

Villa Rentals in Kihei
Wailea Beach Villa H202 by Coldwell Banker Island Vacations
Villa
Wailea, HI, USA

A 17-minute walk from Wailea Beach in Wailea, Wailea Beach Villa H202 by Coldwell Banker Island Vacations offers accommodations with access to spa facilities. This beachfront property offers access to free Wifi and free private parking. The villa provides an outdoor swimming pool, hot tub, and an elevator. The air-conditioned villa is composed of 2 separate bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is provided. The property offers sea views. Guests at the villa will be able to enjoy activities in and around Wailea, like cycling. Wailea Emerald Course is 1.5 miles from Wailea Beach Villa H202 by Coldwell Banker Island Vacations, while Iao Valley State Park is 20 miles away. Kahului Airport is 17 miles from the property.

Amenities:

Oceanfront • Guest Services • Parking • Security/Safety • Barbecue/Outdoor Cooking • Wellness Facilities • Pool • Spa • View • Internet • Accessibility • Hot Tub

Villa Rentals in Kihei
Redesigned Penthouse! Wailea Beach Villas J106
Villa
Kihei, Hawaii, USA

This property is hotel zoned, and not being affected by the recent proposed legislation.

Gorgeous new furnishings throughout the entire Villa as of March 2018! Book your Maui dream vacation today at this amazing elegantly furnished Villa. Enjoy this a spacious 2 bedroom Wailea Beach Villa with a den that functions as a third bedroom, making it perfect for couples or families. Featuring garden views and modern furnishings, this ground floor penthouse is the perfect choice for your Maui getaway! Located in the highly sought after Wailea Beach Villas, this exquisite unit offers a lush tropical setting, an open floor plan and a beautiful lanai to take advantage of alfresco dining and perfect weather.

This spacious Penthouse features a fully equipped kitchen ready to entertain. Offering granite counters and beautiful mahogany cabinetry, it becomes a gathering place with bar stool seating and plenty of counter space. This open floor plan offers a dining area and an expansive living room off the kitchen so that the whole family can be together at any time. The living area seamlessly flows out to the lanai through the glass sliders.
The primary bedroom is private and serene for ultimate relaxation and features an en-suite bath with double vanity, deep soaking tub, marble shower, private bathroom, and spacious walk-in closet with personal sized safe. The second guest bedroom is tastefully furnished and features two twin beds that can be converted to a king upon request. A semi-private bathroom sits adjacent with combination shower/tub and double marble-topped vanity. The den located off the living room can be completely enclosed and used as a 3rd bedroom.

Amenities include flat screen televisions in the main living room and all bedrooms, concierge services, assigned self-parking, fully equipped gourmet kitchen, washer/dryer in unit, fitness center, two pools with spas, and beach set-up. Beachfront infinity pool and spa area are reserved for adults only. Family pool and fitness center are conveniently located right outside of the penthouse building. Business center with internet and printer, restaurant delivery service, (additional fees may apply), lounges and conference room for private events, (additional fees apply), free secure Wi-Fi connection! Gated property ensures privacy and security.

Wailea Beach Villas is the only resort on Wailea Beach that is directly adjacent to The Shops at Wailea. This exclusive mall features designer shops and fabulous restaurants, coffee shop, ice cream parlor and The Island Market all within a stone's throw!

Please note per Wailea Beach Villa's policies, guests are limited to parking one vehicle on property and may request a second vehicle permit on an as needed basis. Visitors will be either assigned a 2nd space or be required to park in the surface spaces (32) located at the entrance to the Hotel. Any additional vehicles may be required to park off site or be charged a daily fee of $50 per vehicle (based on availability).

While we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.

Hawaii Tax ID: 000-129-9968-01

Guest Reviews:

- "We absolutely loved it!" - "Perfect location and lovely rooms! Loved our stay! Thank you" - "The proximity to the Family pool was fantastic for us! Short walk to the beach with great staff looking to help and set up chairs and umbrellas. Short walk (less than 1 mile) to a dozen restaurants and quick access to the mall that even has some small grocery stores. Most impressive was they called after we checked out to let us know we left a stuffed animal and offered to ship it to us! So nice!"

Kihei Family Friendly Villa Rentals

Kihei Villa Rentals with Parking

Kihei Villa Rentals with Entertainment

Kihei Villa Rentals with Spa

Kihei Villa Rentals with Private Pool

Kihei Pet Friendly Villa Rentals

Kihei Villa Rentals with Private Beach

Kihei Villa-Rentals on the Map

Compare the Best Villa-Rentals in Kihei – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Wailea Beach Villas 3800 Wailea Alanui Drive, Wailea, HI, HI 96753, USA 940 5.0 9.6 14 Click here
Luxe Townhome, Ocean Views, Relax by the Pool Wailea, Hawaii, USA 1491 10.0 153 Click here
Under the Maui Sun 3134 Hoomua Drive, Wailea, HI, HI 96753, USA 490 4.0 9.0 1 Click here
PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE! Kihei, Hawaii, USA 508 10.0 135 Click here
Grand Champions Villas #184 155 Wailea Ike Place, Unit #184, Wailea, HI, 96753, USA 633 4.0 9.0 1 Click here
Hula On In to Beach House Chic Style, Click the Video tour below! Wailea, Hawaii, USA 641 10.0 135 Click here
Stunning Koa Resort 3bd Villa with private Jet Spa Kihei, HI, USA 671 4.0 10.0 1 Click here
Luxe Oceanview Hideaway on Wailea Old Blue Golf Course Kihei, , Hawaii, USA 399 10.0 122 Click here
NEW KBM Resorts FREE CAR Grand Champions Remodeled 1-Bedroom Villa in the Heart of Wailea GCH-181 155 Wailea Ike Pl, Wailea, HI, 96753, USA 548 4.0 1 Click here
Stunning Ocean View Wailea Beach Villa- Book & Save Wailea, Hawaii, USA 2368 10.0 100 Click here
Grand Champions Golf Villas 94 155 Wailea Ike Pl. #94, Wailea, HI, 96753, USA 744 4.0 1 Click here
5 Star Ocean View, Beach House Chic, Click the Video tour below! Wailea, Hawaii, USA 492 10.0 94 Click here
Grand Champions Golf Villas 54 155 Wailea Ike Place, #54, Wailea, HI, 96753, USA 831 4.0 1 Click here
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere Kihei, Hawaii, USA 1856 10.0 87 Click here
Wailea Beach Villa I204 by Coldwell Banker Island Vacations Wailea, HI, USA 993 4.0 1 Click here
Panoramic Ocean Views at Wailea Beach Villas I503 Wailea, Hawaii, USA 1942 10.0 76 Click here
Wailea Beach Villa H102 by Coldwell Banker Island Vacations Wailea, HI, USA 1120 4.0 1 Click here
Villas By The Cove, Villa 8 · 1 Bedroom Villa with Ocean Views, Steps to Beach Kihei, Hawaii, USA 556 9.8 72 Click here
Wailea Beach Villa H202 by Coldwell Banker Island Vacations Wailea, HI, USA 1372 4.0 1 Click here
Redesigned Penthouse! Wailea Beach Villas J106 Kihei, Hawaii, USA 996 10.0 70 Click here

Note: The prices for each Villa-Rentals in Kihei do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Villa rentals in Kihei that come with a private pool include:

  • Wailea Beach Villas.- Review Count: 14, Rating: 9.6
  • Luxe Townhome, Ocean Views, Relax by the Pool.- Review Count: 153, Rating: 10.0
  • Under the Maui Sun.- Review Count: 1, Rating: 9.0

Villa rentals in Kihei offering shuttle or transport services include:

  • Wailea Beach Villas.- Review Count: 14, Rating: 9.6
  • NEW KBM Resorts FREE CAR Grand Champions Remodeled 1-Bedroom Villa in the Heart of Wailea GCH-181.- Review Count: 0, Rating: 0.0
  • KBM Resorts FREE CAR Wailea Beach Villa Spacious 3-Bedroom Condo with Sweeping Ocean view WBV-PH412.- Review Count: 0, Rating: 0.0

These villa rentals in Kihei provide spa or wellness facilities:

  • Luxe Townhome, Ocean Views, Relax by the Pool.- Review Count: 153, Rating: 10.0
  • Stunning Koa Resort 3bd Villa with private Jet Spa.- Review Count: 1, Rating: 10.0
  • Wailea Beach Villa I204 by Coldwell Banker Island Vacations.- Review Count: 0, Rating: 0.0

Family-friendly villa rentals in Kihei include:

  • Wailea Beach Villas.- Review Count: 14, Rating: 9.6
  • Luxe Townhome, Ocean Views, Relax by the Pool.- Review Count: 153, Rating: 10.0
  • Under the Maui Sun.- Review Count: 1, Rating: 9.0

Pet-friendly villa rentals in Kihei include:

  • Grand Champion Villa Getaway - Wailea Beaches.- Review Count: 1, Rating: 7.0

Villa rentals in Kihei that offer breakfast or chef service include:

  • Wailea Beach Villas.- Review Count: 14, Rating: 9.6
  • Grand Champions Villas #184.- Review Count: 1, Rating: 9.0
  • Grand Champions Golf Villas 94.- Review Count: 0, Rating: 0.0

Villa rentals in Kihei with private or secure parking include:

  • Wailea Beach Villas.- Review Count: 14, Rating: 9.6
  • Luxe Townhome, Ocean Views, Relax by the Pool.- Review Count: 153, Rating: 10.0
  • Under the Maui Sun.- Review Count: 1, Rating: 9.0

Some of the best Villa Rentals in Kihei are:

  • Wailea Beach Villas.- Review Count: 14, Rating: 9.6
  • Under the Maui Sun.- Review Count: 1, Rating: 9.0
  • Grand Champions Villas #184.- Review Count: 1, Rating: 9.0

Some of the popular Villa Rentals in Kihei are:

  • Luxe Townhome, Ocean Views, Relax by the Pool.- Review Count: 153, Rating: 10.0
  • PRIME WHALE SEASON JANUARY 1-8 NOW AVAILABLE!.- Review Count: 135, Rating: 10.0
  • Hula On In to Beach House Chic Style, Click the Video tour below!.- Review Count: 135, Rating: 10.0