Home Vacation Rentals By Owner In Kihei, HI

Showing 20 Of 3547 Vacation Rentals
Slider Thumb
Exceptional(68)

$469.9

/ Nightly
Condo

Luxury Beachfront Remodel ★ 180° Views ★ Epic Sunsets at Luana Kai D203

Kihei, Hawaii, United States

Luana Kai D203 by KNOWLES MAUIbrLuana Kai D203 is a sophisticated 2 bedroom, 2 bath resort condo that sleeps up to four guests in a prime oceanfront location. Enjoy 1,150 square feet of luxury living space. Take in the spectacular panoramic ocean and outer island vistas from the large lanai. You will see some of the most beautiful scarlet sunsets, turquoise ocean waters, powder blue skies, and cotton candy white clouds.brbrGather at your indoor dining table or dine al fresco on the lanai. In the newly decorated living area, you’ll find a large 55” 4K TCL Roku SmartTV and plenty of space to unwind. The gourmet kitchen features high-end appliances, granite countertops and is well equipped with a generous array of cooking and dining supplies.brbrRelax in the romantic master bedroom and open format ensuite bathroom. The spa inspired shower is complete with a rain head shower and body sprayers. The retractable 55 4K TCL Roku SmartTV is viewable from your California king bed. brbrThe second bedroom can be made up as two twin beds or combined as a California king, making this condo perfect for either couples or families. There is an ensuite bathroom for this bedroom that is also accessible from the main living areas. brbrIncluded amenities are beach towels, beach chairs, a cooler, body boards and other recreational items. Complimentary high speed wireless internet service, large in-condo laundry with washer/dryer and iron/board are all included with your stay.brbrLuana Kai D203 is a pickleball players dream because of it's close proximity to the public pickleball courts in front of the resort. Bring your paddles and join in on the fun!brbrOther resort amenities include free self-parking, a swimming pool, bubbly hot tub, two dry saunas, putting green, shuffleboard, and lush tropical landscaping.brbrIn addition to the 1.5 mile long beach in front of Luana Kai, there are more than a dozen other sandy coves and beaches nearby along the arid south Maui coastline. Within a few minutes drive are the lovely postcard-perfect beaches of Keawakapu, Kamaole II, Kamaole III, Charley Young, and Sugar Beach. All beaches on Maui are open to the public and offer public access with free parking. Many offer restrooms, showers and picnic facilities. brbrAdventurous visitors can launch a paddle board or kayak from many of the coves and beaches found in Kihei (weather and surf conditions permitting). Venture out amongst schools of brightly colored reef fish or spot a sea turtle, dolphin or humpback whale in the winter season.brbrThere are many great restaurants near Luana Kai Resort. Our favorites include Coconut's Fish Cafe, Monsoon India, Nalu's South Shore Grill, Wow Wow Lemonade (go there for the acai bowls), Miso Phat Sushi, Home Maid Cafe (the best malasadas) and Maui Pie Company. If you prefer to cook, there are a few grocery stores close by.brbr_____________________brbrKNOWLES MAUI operates multiple luxury oceanfront condos on Maui’s South Shore.brbrLuana Kai B309 (2 bed/2bath) - https://www.vrbo.com/1400641brLuana Kai B314 (3 bed/3bath) - https://www.vrbo.com/1876983brKanai A Nalu 317 (2 bed/2bath) - https://www.vrbo.com/1563923brKanai A Nalu 412 (2 bed/2bath) - https://www.vrbo.com/1226322brKanai A Nalu 417 (2 bed/2bath) - https://www.vrbo.com/3831764br_____________________brbrAll new bookings get the KNOWLES MAUI PDF Guide with our favorite restaurants and things to do on the island. Secure your reservation today!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(4)

$311.92

/ Nightly
Condo

Let's Do Sunset On Maui! 1 Minute Walk to Beach and Sunsets

Kihei, Hawaii, United States

Close to the beach without the beachfront price tag! brLocated just a 1 minute walk from white sandy beaches, stunning sunsets, & turtles on the beach daily, this island retreat is an ideal getaway. Your dream condo is centrally located in the heart of Kihei, Maui. This beautifully updated ground-floor unit offers easy access & the perfect combination of comfort & style. Brand-new, modern furnishings throughout, designed to complement the tropical surroundings. Sofa converts to double bed for lounging & movie nights. All beach gear provided.brbrConvenient Ground-Floor Access: brNo stairs when bringing in your luggage or loading up for the beach. Relax on your lanai and enjoy tropical landscaping with lush greenery, flowers, and a huge mango tree just a few feet away.brbrContemporary Furnishings: brBrand-new, modern furnishings throughout, designed to complement the island surroundings. Sofa converts to double bed for lounging and movie nights.brbrQuiet and Updated: brNew windows and sliding door provide a quiet and cool space for you to relax; 2 big screen TV's; new A/C in bedroom; new bedding, linens and towels.brbrClean and Fresh: brHigh standards for housekeeping after every visitor to ensure a fresh and clean unit upon your arrival.brbrFully Stocked Kitchen: brA sleek and sophisticated kitchen featuring beautiful granite countertops, brand new refrigerator, and custom cabinets. All the kitchen elements you need to stay in and create a refreshing tropical meal.brbr1 Bedroom, 1 Bathroom: brA cool serene bedroom perfect for unwinding after a day of adventure. Beautiful granite counter in bathroom and updated walk-in shower.brbrResort Amenities: brTake a dip in the sparkling pool or unwind in the jacuzzi, both surrounded by lush tropical beauty. Two gas barbecues and a full kitchen available in the pool area.brbrBeach Gear: Snorkel masks, fins, beach chairs, umbrella, bamboo mats, floats, cooler backpack all available for your use.brbrWalkable/Driveable Location: brJust a short walk through a private gate to access Azeka’s Place with local restaurants, shops, a grocery store and more for your convenience. Order breakfast to go from Nalu's and enjoy on your lanai. Centrally located for trips to Lahaina, Kaanapalii, upcountry, and beyond.brbrThis condo offers the ultimate Maui lifestyle with its sought after location, upscale decor, and quiet, tranquil surroundings. Whether you're seeking a vacation retreat or long-term get-away, this property has it all and you'll want to stay forever!brbrPlease note: No pets allowed.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(126)

$273.55

/ Nightly
Condo

Maui Kamaole #H-105 Ocean View Condo across the street from beach, Full A/C

Kihei, Hawaii, United States

Maui Kamaole #H-105 is a ground floor, 1B/2B, ocean view unit located at the front of the complex right across the street from Kamaole Beach #3. This condo has a fully equipped kitchen, The unit has a washer and dryer, air conditioning, and ceiling fans throughout. There is a California king bed in the master bedroom and a sofa bed in the living room. All the comforts of home on one of the best beaches in Maui. Come be our guest and enjoy your stay in one of the most beautiful places on earth! Maui Kamaole #H-105 sleeps 4.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.brKamaole Beach Park III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property and tennis courts available for your use. The Kamaole Beaches are world famous for their pristine water, long sandy shoreline, and great snorkeling. In addition during the winter, the humpback whales are just off shore and put on a great show. You will also enjoy the most magnificent sunsets imaginable. You also are within walking distance to activities, shops and restaurants and a short drive to the championship golf courses of Wailea and Makena.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(34)

$458.21

/ Nightly
Condo

Palms at Wailea 705 - Luxury Renovation, Prime Location, Close to Shops, Full AC

Kihei, Hawaii, United States

* * * * The Palms at Wailea Pool Area will be Closed for Annual Maintenance Tuesday, Sept,. 15th through Friday, Sept,.18th 2026. The Pool Area Will Reopen Saturday September 19th with Regular Hours. * * * * brbrThe Palms at Wailea 705, a 2 bedroom, 2 bath ground level unit, is your perfect Wailea location. Featuring Mediterranean accents and beautifully manicured grounds, you will be welcomed by the open and inviting living space. Complete with large sectional, with queen sleeper, flat screen TV, and ceiling fans. The spacious covered lanai with dining table for relaxing evenings and meals in Wailea's perfect weather.brbrConveniently located in the heart of the manicured Wailea Resort, the Palms is a stone's throw from one of Hawaii's best beaches, Keawakapu Beach. The Palms at Wailea 705 features over 1,200 square feet of living space, one of the largest lanais of all Wailea condo properties. A highly desirable location on the property with a close walk to the pool but far enough away to not hear any noise. Walk onto a private green belt from the expansive lanai, and you will experience a breathtaking ocean view.brbrIn the air-conditioned comfort, you will marvel at the original art, sourced from some of Maui's most talented local sources. Venture out to the beach with Tommy Bahama beach chairs, umbrella, and cooler in tow. Your free, assigned parking space is just outside the front door.brbrThe Palms at Wailea is located just a few blocks from the Shops at Wailea, home to an array of dining options, a full-service store and deli, coffee shops, ice cream, and world-class shopping options. Also nearby is the beautifully paved Wailea Beach path, which takes you beachside for several miles. It is a fantastic way to start or end the day!brbr// About the Property //brbrExperience the perfect blend of elegance and island charm at The Palms at Wailea, a luxury vacation rental community perched on a scenic bluff in South Maui. Set across 15 lush acres, this Mediterranean-style resort features 150 spacious condos with upscale interiors, gourmet kitchens, and expansive lanais designed for indoor-outdoor living. Guests enjoy access to a stunning saltwater pool, spa, and beautifully manicured grounds—all just moments from Wailea's world-class beaches, dining, golf, and shopping. With sweeping ocean and mountain views, premium amenities, and a tranquil atmosphere, The Palms at Wailea is your serene escape in the heart of paradise.br br// About the Area //brbrWailea is Maui's premier resort community, known for its luxurious ambiance, world-class beaches, and refined island beauty. Located just south of Kihei on the island's sun-soaked southwestern coast, Wailea offers a more serene, upscale escape while still embracing the aloha spirit. This meticulously planned community is home to five crescent-shaped beaches, championship golf courses, award-winning restaurants, and high-end shopping at The Shops at Wailea.brbrPerfectly manicured landscapes, scenic coastal walking paths, and panoramic ocean views make Wailea a destination for both relaxation and indulgence. Whether you're enjoying a sunset stroll, teeing off on one of its famed golf courses, or diving into the crystal-clear waters of the Pacific, Wailea offers a refined yet welcoming base to experience the very best of South Maui.brbr// Things do do on Maui //brbrAre you island hopping Stop wasting time waiting at the airport and spend more time exploring all there is to see on Maui! Whether you're seeking adventure, relaxation, or cultural experiences, Maui offers more than enough to fill your itinerary and leave you wanting more.brbr• Haleakala National Park - Breathtaking sunrise or sunsets. Hike through a volcanic crater.br• Snorkel at Molokini Crater, Turtle Town, Lanai and underwater adventures just a boat ride away.br• Whale Watching (seasonal) - Witness humpback whales breaching just offshore (Dec to Apr).br• Sunset or Dinner Cruise - Set sail and soak in Maui's coastline from the sea.br• World Famous Golf - Maui offers some of the best golf courses in the worldbr• Helicopter Tours - See the island's hidden valleys, waterfalls, and sea cliffs from the sky.br• Surf or Paddleboard - Gentle waves and expert instructors make it easy.br• Traditional Hawaiian luau - Experience the food, music, and hula of ancient Hawaii.br• Hiking - Iao Valley, the bamboo forest, the famous Hoapili Trail, and more.br• Food Tours – From farm-to-table fine dining to highly rated food trucks, Maui has it all.br• Farm Tours - Surfing Goat Dairy, Maui Tropical Plantation, Pineapple Farm, Lavender Farm, more.br• Scenic Drives - the legendary Road to Hana, the West Maui loop and more! brbrAll this and more awaits you on your next Maui adventure!brbr// About Vacation-Maui //brbrThis immaculate property, hosted by Vacation-Maui, comes fully stocked for a stress-free island stay. Enjoy complimentary beach gear - including beach chairs, towels, an umbrella, and a small cooler - perfect for your days on the sand. Inside, you'll find everything you need, from fresh linens and bath towels to hair dryers and a fully equipped kitchen ready for home-cooked meals. With over 5,000 guest reviews and an average rating of 4.8 stars, Vacation-Maui is proud to deliver consistently exceptional experiences.brbrEarly check-ins and late check-outs are not guaranteed and must be arranged in advance due to cleaning and maintenance schedules. If you have a late flight or early arrival, please contact us ahead of time to check availability and secure an early check-in or late checkout at a reduced daily rate. Mahalo for your understanding.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(5)

$364.06

/ Nightly
Condo

Charming ocean-view condo with spacious lanai & pool

Kihei, Hawaii, United States

Island Surf 512brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrExperience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the front door, you'll be greeted by a panoramic ocean view. Step out on the lanai and experience the warm tropical breezes of Maui and check out the mountain and ocean views. You can watch the surfers and paddle boarders in The Cove, a volleyball game in Kalama Park, spot a whale (in season), or just sit back and enjoy an awesome sunset. Tennis courts are free at Kalama Park across the street.brbrWalk to the tropical Maui Gardens for a snack or make reservations for one of their weekly luaus. Take a short walk to The Triangle for a little shopping and dinner at one of the many restaurant options available. Stop and pick up a few groceries and return home to relax with a movie on one of the three smart TVs available.brbrIn the morning, grab the beach chairs, umbrella, and towels to head for the sand with your cooler of refreshments. Just downstairs, you can rent a surfboard and take lessons or take out a kayak or paddleboard. Later, you can pamper yourself at the hair salon, nail salon, or spa on the first floor.brbrMake yourself at home with excellent amenities like comfortable furnishings, a well-equipped kitchen with stainless steel appliances, and everything you need for a quick meal at home. The condo's bedrooms are equally inviting, with high-quality linens, ceiling fans, and private smart TVs. With everyday amenities like a washer/dryer and WiFi, all your day-to-day needs will be met.brbrAdditionally, enjoy access to a shared grilling area and the turquoise pool that overlooks the ocean. When you aren't utilizing these fantastic amenities, head for nearby Makena State Park or Molokini Crater for snorkeling. Golfing options include the Maui Nui Golf Club, The Dunes At Maui Lani Golf Course, and others. There is a weekly swap meet at the Maui College, or you can check out the Maui Ocean Center Aquarium. Wake up early and drive to Haleakala Crater to watch the sunrise or brave the road to Hana. Whatever you choose to do, it will be a vacation to remember!brbrThings to KnowbrCheck-in time: 4:00 PM.brCheck-out time: 10:00 AM.brAll guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM.brThis property is hotel zoned, ensuring short-term rentals are permitted. Future rental operations are not impacted by Bill 9.brNo smoking is permitted anywhere on the premises.brThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 5.brbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$354.99

/ Nightly
Condo

2-bedroom condo just a short walk to Kamaole Beach Park

Kihei, Hawaii, United States

Aloha and welcome to your Maui getaway!brbrStep into your home away from home — a beautifully updated ground-floor, garden-view condo featuring 2 bedrooms, 2 bathrooms, and a spacious open layout designed for comfort and relaxation.brbrInside Your Stay:brbrThe contemporary kitchen is a chef’s dream, complete with a large island, generous counter space, and all the essentials: microwave, toaster, dishwasher, and a full assortment of cooking utensils. Community grills are also available near the pool for easy island-style BBQs.brbrEnjoy a cool, comfortable stay with our efficient split A/C system — each bedroom and the living room have their own unit, giving you personalized climate control and energy savings.brbrNo keys to worry about! We offer a keyless entry system with your own private access code sent before arrival.brbrRelax and stream your favorite shows — the living room and both bedrooms feature newer smart TVs, high-speed WiFi.brbrSleep in Comfort:brbrThe primary bedroom boasts a California King bed and a private ensuite bathroom.brbrThe second bedroom offers a cozy Queen bed and added privacy with a sliding barn door separating the space from the hallway.brbrPerfect for couples, families, or small groups (up to 4 guests). Please note: The apartment-sized couch is not suitable for sleeping.brbrLocation, Location, Location:brbrWe’re right across the street from some of Maui’s best beaches! Charley Young and Kamaole I Beach are both less than a 10-minute walk away. brbrFor a longer scenic stroll, you can continue south from Charley Young and wander all the way to Wailea, enjoying beach after beautiful beach along the way.brbrWalkable to restaurants, shops, grocery stores, surf schools, snorkel rentals, and much more — everything you need for an stress-free vacation.brbrWe provide bed linens, bath towels, and beach towels — just bring your sense of adventure (and maybe some reef-safe sunscreen)!brbrYour Maui adventure starts here — we can’t wait to welcome you! brbrHeads up about a possible tax change for 2026 bookingsbrHawaii is considering a new traveler tax (Senate Bill 1396), which could take effect starting in 2026. Governor Green has until July 9, 2025 to sign it into law.brbrIf the bill passes, any 2026 (or later) reservations made before July 9, 2025 will need to have this new tax added separately before check-in, since VRBO won’t apply it retroactively.brbrReservations made after July 9th will have the new tax included automatically at the time of booking, just like the current taxes and fees.brbrWe’ll keep you updated, and really appreciate your understanding as Hawaii finalizes its plans!
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(9)

$738.58

/ Nightly
Condo

Beachfront luxury | Walk to dining & shops

Kihei, Hawaii, United States

Summary:brDiscover your perfect getaway at this exquisite ocean front oasis, mere steps from the beautiful Maui beachfront. Bask in the warmth of the sun and let the sound of gentle waves lull you into relaxation. This inviting condo, filled with all the comforts of home, promises a memorable stay. With Luxe Maui Properties for professional care and 24/7 support. Take the plunge and reserve your spot in paradise today!brbrThe Space:br✔ Two spacious bedrooms, including a primary suite with a plush king-size bedbr✔ Elegant living room with comfortable seating, queen sleeper sofa and large flat-screen TVbr✔ Modern kitchen equipped with high-end appliances and essentialsbr✔ Private balcony with breathtaking ocean views, ideal for al fresco diningbr✔ Central AC to keep you cool under the Maui sunbr✔ Stylish dining area perfect for gatheringsbrbrGuest Access:br✔ Full access to the entire condo and its offeringsbr✔ Convenient shared beach access just outside the doorbr✔ On-site carport providing free parking for one vehiclebrbrThe Neighborhood:br✔ Located in the vibrant heart of Kihei, close to Charley Young Beachbr✔ Walking distance to local dining, shopping, and attractionsbr✔ Easy access to activities like snorkeling, paddle boarding, and morebr✔ A short drive from top Maui destinations and cultural experiencesbr✔ Inviting local cafes and the Kihei Food Oasis nearby for culinary delightsbrbrGetting Around:brA car is recommended for getting the most out of your Maui vacation, though this condo is walking distance to beaches and shops.brbrOther Things to Note:br✔ Condo is on the second floor; access via stairs only, no elevator - (no loft available)br✔ Rental agreement required prior to check-inbr✔ Pack-n-play available for guests with infantsbr✔ Beach towels, beach chairs (4) and a day coolerbr✔ Starter kit of supplies including paper products and soapsbrLuxe Maui Properties LLC — RB-24090brbrInteraction with Guests:brWe're available to offer local advice, helpful tips, and answer questions to help you get the most from your vacation. We are here 24/7 to support you so you can truly relax.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(23)

$243.88

/ Nightly
Condo

Kamaole Sands #1-104 Great Location, Oceanview, Across beach park, A/C!

Kihei, Hawaii, United States

Convenience is everything when you are on vacation and Kamaole Sands #1-104 provides just that! The complex is ideally located right across the street from the popular Kamaole Beach III park and building one is a quick walk to the beach. The bedroom features a king bed, a ceiling fan, and a split system air conditioner as well as an en suite bathroom with walk-in shower. In the living room you will find a sofa sleeper and a cable TV, split A/C and a ceiling fan. There is an in-unit washer/dryer provided for your use and this unit comes equipped with a convenient second bathroom with shower! Kamaole Sands #1-104 provides a cooler, beach chairs, and beach towels for your outdoor adventures. Sleeps 4.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.brKamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical landscaping, waterscapes, and fountains. There's a fully-equipped gym / workout facility with an amazing view overlooking the pool area. In addition there is a large family style swimming pool, two hot tubs, a children's wading pool, and 10 barbecue areas with shaded picnic tables. Kamaole Sands features two tennis courts (no fee) and three pickleball courts. Adult and junior tennis rackets and pickleball paddles are available to rent with complementary balls. Complimentary parking in a private, well-lit and security patrolled parking lot. Electric Vehicle (EV) charging stations are available for a fee on a first come, first served basis.Wi-Fi available in most areas and a convenient cyber cafe is in the lobby. Activity area with ping pong, foosball, and other games for all ages -- free lending library. Free Maui News daily newspaper available at the pool area. Every Wednesday, Kamaole Sands hosts a complimentary gathering with live music and hula dancers. Kamaole Sands is centrally located and is in walking distance to shops, restaurants and activities. It is also minutes from the championship golf courses of Wailea and Makena.
Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(13)

$577.74

/ Nightly
Condo

Newly Renovated High-end 1 bedroom, 2 bathroom Wailea Condo close to beach

Kihei, Hawaii, United States

The Palms at Wailea #1804 has been completely renovated, be among the first to enjoy this brand-new high-end renovation in Wailea in which every room has been updated. This bright, spacious condo has a refreshing beach personality, 1000+ sq. ft., and 2 large lanais for outdoor living and dining with beautiful tropical garden views. Located just a 7-minute walk from world-class Keawakapu Beach, this condo is situated in The Palms at Wailea, a Mediterranean-style community with lush, manicured grounds and a shared pool / hot tub just steps from your door. brbrGuests will enjoy full access to the whole condo, including 1 bedroom, 2 bathrooms, and 2 private lanais, plus a new sleeper sofa. All-new kitchen cabinets, countertops & appliances plus 2 new split-AC units. All-new bathrooms including showers & fixtures. New floors and paint throughout. You’ll enjoy a brand-new king mattress, high-end furniture (all new in the renovation), and a luxury queen sleeper sofa. Fully stocked kitchen has new oven / range-top, full-size fridge, and all the pans, utensils & place-settings you’ll need to cook like you’re at home. Pass-through window / serving bar provide an indoor / outdoor dining option. Easily manage all your laundry needs with exclusive In-unit access to full-size washer & dryer. A short walk or 2-minute drive to The Shops at Wailea for luxury shopping and dining choices, as well as quick access to all the dining options at the world-renowned Wailea resort hotels. The condo is located a short drive to 6 world class beaches.
Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(140)

$353.56

/ Nightly
Condo

May-June-July SPECIALS PLUS VRBO discounts ️ at the LIVE ALOHA SUITE

Kihei, Hawaii, United States

Receive a discount from the listed price by contacting me through VRBO! And YES! Sugar Beach Resort and Maui continue to rank high by the travel periodicals as providing an excellent tropical experience. THE LIVE ALOHA SUITE is a tastefully designed condo by Stannard Architects, an offshoot of the international design firm Olson Sundberg. It is a reflection of the tropics, well appointed, fresh, clean and lovingly cared for by the owners. This gem has a full view—without the view blocking big wall—conveniently located on the 4th floor near the elevator to reduce walking. The design features maple cabinets, granite counters, beautiful Italian floor tiles, Polynesian furniture, ambiance lighting, island-style woodwork, a comforting fully tiled shower, tropical bedroom furniture and built-in casework, reflecting the historical Hawaiian style. The island artwork is authentic and the unit has more than sufficient necessities. Why pay 2-3 times—or way more—for a hotel in the luxury resort areas when Sugar Beach Resort and the Live Aloha Suite have all the amenities you likely want! Enjoy the sprit of aloha in this condo, as do so many repeat guests.brbrIt is rare to live on a Maui beach. Not many condominium buildings afford that luxury nor will there be allowed any others. You’ll appreciate that when you cast open the floor to ceiling sliding glass doors and take in tropical Maui. The soothing ocean waves and marvelous sunrises and sunsets remind you that you indeed are in a very special place. Your Hawaiian experience is enhanced by the tropical décor offset by the palm trees’ gentle sway from the trade winds. This is a prime location condominium unit. It’s closer to the ocean than most at the resort. It does not have the extended lanai wall, as do so many SBR condos. No extended wall means the unobstructed view is beautiful. The classically beautiful floor tile extends from the living area through the lanai for the feeling of an expanded living area. You are truly on the beach on Maui with all of the sights and smells you would expect. Sit on your 4th floor private lanai and watch the Hawaiian lifestyle unfold before you. Enjoy the outrigger club races, snorkeling, beach walks, swimming, kite boarders, stand up paddlers, eFoils, sea turtles and during the season breaching whales. Or, sit in the air-conditioned living room to enjoy the same scene! This unit is truly “front and center”, yet amazingly private. One feels as if in a beach house without neighbors, owing in part to the hypnotic waves, tranquil setting and beautiful interiors. An added bonus is that this gem is close to the elevators, stairwell and sanitary debris drop, so there are no long walks down the corridor.brbrKihei is known for enjoying Maui’s better weather. Sugar Beach Resort (SBR) is located north of Kihei Town for that “get away from it all” feeling. Yet it is close enough to Kihei and Wailea to sample their fares—entertainment, restaurants, and their fine beaches. All beaches in Hawaii belong to everyone and access is required. A scenic drive to West Maui is only a twenty-minute drive away. Neighboring Kealia Pond is a national refuge, which exhibits native flora and fauna. SBR is situated in a unique and rare setting. brbrSugar Beach Resort is a green-minded community. A significant portion of our electricity is generated from rooftop solar panels. Our beautiful grounds are watered from an on-site well to conserve the precious Hawaiian water. Our pools are heated by solar thermal energy. You might not notice the difference, but they are there because we love the wonder of natural Hawaii and strive to keep it that way! By the way, please keep in mind that as of October 1, 2022 Maui will prohibit the use of non-mineral sunscreens while in the ocean and fines could apply. This law has been passed to protect the reefs.brCome stay in the best condominium in Sugar Beach Resort, on the loveliest and longest sandy beach on Maui. Your stay will be memorable. Maui is a magical island. (managed on island by Maui Condo & Home, LLC)brbrbrKeywords: condo, suite, beachfront, oceanfront, romantic, relaxing, view activity, private, cool, architectural, remodeled, clean, upgraded, Hawaiian design, exotic, spectacular, comfortable, quiet, updated, natural, green, renewable, best, top rated, beautiful, repeat guests, sunrise, sunse
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(3)

$583.22

/ Nightly
Condo

Maui Sunset Vacation Rentals B219

Kihei, Hawaii, United States

Watch the life of Maui unfold from the morning till evening from your private 114 sq foot private view deck. Near the pool with an ocean front view. brbrLarge private condominium apartment at the resort condominium complex on the beach in sunny Kihei, Maui, Hawaii. Main bedroom with private attached bathroom. 2nd bedroom and bathroom down the hall with shower, large living area, dining area, kitchen with breakfast bar. Plus, extra-large private view deck looking out towards ocean. Beach chairs, pool/beach towels, full size appliances including air conditioning and washer dryer. Really, just hit the grocery store and you are set for the week! brbrGeneral Info: brThe Maui Sunset is located on over 5 acres of oceanfront at Kihei which is considered one of the best locations on the Valley Isle. Kihei is noted for its year-round sunshine, balmy trade winds, and soothing evening air. It is one of the driest and sunniest areas on the entire island, averaging only 10 inches a year! World famous swimming and snorkeling beaches are minutes away at one of the many sandy safe beaches at Kihei and nearby Wailea. Just a short distance (6 miles) from five championship 18-hole resort golf courses at Wailea and Makena. The two buildings frame and protect a large recreational area that is carefully attended and landscaped. The 60-foot swimming pool with its broad decks and abundance of pool furniture invites you to improve on your tan. brbrKeywords: Condo, ocean front resort, 2 Bedroom 2 Bath, ocean front view, timeshare, updated, Maui sunset, Kihei, vacation rentalbrbrTA -045-807-4112-01
Bed 2

Bed

Bath 2

Bath

Sleep 7

Sleeps

Slider Thumb
Exceptional(32)

$325.27

/ Nightly
Condo

SUMMER SALE! Spacious 2BD Condo w Ocean Breeze AC Pool - Kihei Akahi C302

Kihei, Hawaii, United States

FLASH SUMMER SALE! We're offering exclusive discounts on all summer stays booked this week—don't miss out on these updated lower rates.brbrSpacious and Clean 2Bedroom Condo to Experience South Maui Breezes From Private Lanai with AC and Pool for Next Family Tropical Vacation - Kihei Akahi C302 brbrWelcome to your Maui Retreat: Maui travelers seeking the perfect location for access to all the Valley Isle has to offer, this is the place for you and your family! Kihei Akahi C302 is just a block from the beach at Kamaole Beach Park II, with partial ocean views from the spacious lanai, and a short drive to the luxury of the resorts, shops and breathtaking sandy beaches of Wailea. Our fully remodeled kitchen is equipped with modern stainless-steel appliances, and a new stove and dishwasher. It is the perfect entertaining spot to mix up your favorite beverage and enjoy some of the most gorgeous sunsets right from your lanai. Enjoy dining on fresh local catch at the inside or outside dining area of your choice.brManaged by Maui Paradise Properties, a 100% locally owned and operated, fully licensed real estate brokerage specializing in vacation rentals.brbrComplimentary Activities, Every Day of Your StaybrbrEvery reservation with Maui Paradise Properties includes one free ticket per activity, each day to some of our favorite Maui experiences—plus unbeatable savings on other local favorites! This exclusive benefit is offered in partnership with Xplorie, giving you an easy way to add adventure, relaxation, and local flavor to your stay. Complimentary activities may include: Whale Watch (seasonal), Sunset Dinner or Snorkel Sail, Farm Tours, cultural activities and more!brbrLimit one free ticket per activity per day, per reservation. Additional tickets available for purchase. Activities offered may vary by home or condo. Activity offer available for stays up to 35 nights. brbrCondo Highlightsbr• 2 Bedroom, 2 Bathroom, Sleeps 6 guestsbr• Split zone AC throughoutbr• Private lanai with partial ocean viewsbr• Queen bed in bedroom1br• Queen bed in bedroom2br• Sofa-sleeper in living roombr• Fully remodeled kitchen equipped with new, stainless-steel appliances including a dishwasher and stovebr• SmartTV in the Living Room and regular TV in Bedroom 1br• Dining areas for 4 inside and outsidebr• In-unit washer/dryerbrbrResort Featuresbr• Great sandy beaches just across the streetbr• Beautiful and lush tropical landscaped propertybr• 2 swimming poolsbr• Tennis courtbr• BBQ/picnic areas with grillsbr• Elevatorbr• On-site parking includedbr• REGISTRATION FEE: one time $25 fee charged at time of booking.brbrThe well maintained Kihei Akahi complex has two swimming pools, BBQs, and a tennis court surrounded in a tropical landscaped setting. This complex is directly across the street from popular Kamaole Beach Parks II & III. Turtles regularly visit the area, staying close to the reef, so don't be surprised if you end up experiencing them up close. A short stroll to the end of road is Keawakapu Beach, another local favorite.brbrLocal Areabr• Near Kamaole Beaches I–III, known for soft sand, gentle waves, and lifeguard stations (family-friendly)br• Close to dining options like Kihei Caffe, Nalu's South shore Grill and Coconut's Fish Cafébr• Central South Maui hub with shopping, groceries, and nightlife within minutesbrbrThe Maui Paradise Properties Differencebr• Locally Owned & Operated: Nearly 500 handpicked vacation homes across Maui, managed by our on-island team.br• Personalized, 24/7 Guest Support: Real people, real help—before, during, and after your stay.br• Professionally Managed & Safety-Focused: Licensed, responsive, and committed to guest well-being.br• Free Daily Island Activities: Enjoy exclusive access to complimentary activities and local experiences during your stay.brbrMaui Compliance DetailsbrGE-119-417-9072-01brTA-119-417-9072-01brTMK 390200010050
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb

$217.03

/ Nightly
Condo

Ground floor, updated studio, across from the beach! - Kihei Bay Surf A101

Kihei, Hawaii, United States

Ground floor, updated studio, across from the beach!brbrA great studio featuring a queen-sized bed, a futon for one in the living space, and a window AC. Just steps from miles of sandy beach. You will love the well-maintained kitchen and living space. Enjoy your coffee on the lanai or head down to the pool to relax. The kitchen is fully stocked for all your cooking and BBQ needs. Close to it all, whale watching, snorkeling, scuba, hiking, biking, surfing, paddle boarding, and dining. The resort offers a pool, hot tub, bbq, tennis court, and extremely easy access to miles of sandy beach.brbrThe unit is well stocked with kitchen ware and appliances, we also provide:br- beach chairs, beach towels, beach umbrella, sorry no snorkeling gear,br- a toiletries starter kit sufficient for short stay,br- a starter kit of laundry soap, dish soap, dishwasher soap, and kitchen cleaning supplies, br- drip coffeemaker and some coffee to get the trip startedbr- linens, towels, etc.brbrIf you have any questions, please let us know. brbrThe laundry room is currently out of commission due to recent storm until further notice. brbrSouth Kihei Rd (Ohukai Rd–Kulanihakoʻi St) is closed 24/7 from Apr 20–Jun 20, 2026 for Kona storm repairs. Local access only; expect delays and follow detours via Ohukai, Kenolio, Kaonoulu, Piʻilani Hwy, and Kulanihakoʻi.
Bed 1

Bed

Bath 1

Bath

Sleep 3

Sleeps

Slider Thumb
Exceptional(40)

$317.17

/ Nightly
Condo

MARCH DEALS- Beachfront Condo With Amazing Oceanfront Views.

Kihei, Hawaii, United States

A perfect oceanfront view for whale watching from the living room or lanai. brMake a coffee or mix up your favorite beverage in the full kitchen, then sit on the lanai and enjoy sunrise or sunset from this oceanfront unit. It has everything you need to be the perfect home base for your Maui getaway. brThere is an in-unit washer/dryer for your convenience. brEnjoy watching whales, dolphins, sea turtles, outriggers, sunrise, and sunset from the lanai of this second-floor oceanfront unit at the popular Sugar Beach Resort in Kihei.brResort facilities include a swimming pool, a hot tub, and an outdoor cooking area for grilling out. Unwind in the cool air conditioning after a busy day on the beach or sightseeing. The unit is fully equipped with a full kitchen, free WiFi, and a TV (including a smart TV in the bedroom).brLocated on the resort property are Dina's Sandwitch, Massage Maui, Maui Sights, and Treasures (which can help you book the perfect luau or snorkeling excursion).brThere are plenty of shops, restaurants, and attractions nearby, including a local farmers market. brCome and see what makes Sugar Beach so special. brbrbrIf your dates aren't available we invite you to check out our other Sugar Beach unit at VRBO listing 1013533.brbr*Please Note: The property's pool is closed the second week in September for annual pool maintenance.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

Slider Thumb
Exceptional(9)

$305.16

/ Nightly
Condo

Green views and island charm in the heart of Kihei

Kihei, Hawaii, United States

Welcome to Kihei Resort 227E, a charming 2-bedroom, 2-bathroom retreat nestled in the heart of North Kihei. This delightful unit offers a spacious open-concept layout adorned with modern decor, ensuring a stylish and comfortable stay for up to 6 guests. The fully equipped kitchen is a culinary enthusiast's dream, boasting all the amenities and appliances you need for a home-away-from-home experience. Whether you're preparing a quick snack or a gourmet meal, this kitchen has you covered. For additional sleeping arrangements, a queen-size sofa bed in the living room provides comfort and convenience, accommodating extra guests with ease. Step outside onto your private lanai, where lush tropical foliage surrounds you, creating a serene and relaxing atmosphere. No need to worry about laundry during your stay, as a washer and dryer are included for your convenience. brbrTo ensure your comfort, this unit features window air conditioning units in both the living room and bedrooms, allowing you to create the perfect indoor climate during your stay. Upstairs, you'll find a loft-style bedroom with a cozy queen bed and a full-size bathroom with a bathtub/shower combo. Downstairs, the first-floor bedroom offers a comfortable king-size bed and a TV, with another bathroom just around the corner, also equipped with a bathtub/shower combo..brbrOutside your doorstep, the lush grounds of Kihei Resort beckon, inviting you to stroll amidst swaying palms and vibrant blooms. Take a refreshing dip in the sparkling pool or simply lounge in the sun-dappled courtyard, embracing the leisurely pace of island life. Kihei Resort is within walking distance of many nearby shops and restaurants and only 20 minutes from Kahului Airport. The beautifully landscaped grounds will be sure to delight with a pool and BBQ areas all available for guest use, including parking with no resort fees. This complex has a charming feel with only 84 deluxe units throughout. Enjoy walking to many nearby shops, restaurants, and the beach, or take a short drive to the well-known Kamaole Beaches I, II, and III. brbrMy Perfect Stays professionally manages this condo. Our team of professionals is located in Maui to provide our guests with exceptional service. In addition, we have after-hours emergency dispatchers to assist when needed.brbrACTIVITIES INCLUDED! By booking with My Perfect Stays, you'll receive one complimentary admission per day to a variety of popular activities. This perk applies to stays of less than 28 days only. Additional guests will pay full price, and unused admissions expire daily. Make the most of your stay with this exclusive bonus!brbrStandard Cancellation Policy:brIf cancellation notice is received 30 or more days prior to the check-in date, a 100% refund will be refunded within 10-14 business days from receipt of written cancellation.brIf cancellation notice is received at least 14 days prior to the check-in date, 50% of the booking will be refunded within 10-14 business days from receipt of written cancellation.brbrGE-042-443-7248-01 / TA-042-443-7248-01
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(15)

$393.94

/ Nightly
Condo

Kamaole Sands 1-403 - Ultimate getaway! Spacious 2/2 with split AC, Large Lanai

Kihei, Hawaii, United States

Welcome to Kamaole Sands 1-403, your perfect Hawaiian retreat in the heart of South Kihei. This spacious two-bedroom, two-bathroom condo offers breathtaking ocean views from a large private lanai, where you can relax with your morning coffee or enjoy sunset cocktails. Located in Building 1 of the popular Kamaole Sands resort, you're just steps from Kamaole Beach III, renowned for its golden sands, gentle surf, and unforgettable sunsets. Vaulted ceilings and a unique spiral staircase to the upstairs suite add architectural charm and a sense of space to this airy, tropical escape.brbrInside, comfort meets elegance. Both bedrooms are designed with relaxation in mind. The master suite features a plush king-size bed, dual vanity sinks, and a 55 smart TV, while the upstairs bedroom offers a brand-new queen bed, a Roku-equipped TV, and an adjacent full bath. Stay cool year-round with new split air conditioning units in the living room and both bedrooms, complemented by ceiling fans throughout. The spacious living area also includes a queen-size pull-out sofa and stylish furnishings, perfect for families or small groups.brbrThe fully equipped kitchen is ideal for home-cooked meals, featuring granite countertops, stainless steel appliances, and beautiful tile flooring. Whether you're preparing a quick breakfast or a sunset dinner, everything you need is at your fingertips. Beach-ready gear - chairs, umbrellas, a cooler, and a wagon - is neatly stored in the lanai closet, making beach outings effortless. After a day of exploring Maui or lounging by the pool, the in-unit washer and dryer ensure easy clean-up and light packing.brbr// About the Property //brbrThe highly rated Kamaole Sands resort has a lush courtyard, the largest resort pool in South Kihei, that also includes two jacuzzies (one family and one adult only) as well as a splash pool for the kids. It is also a short walk across the street to the pristine Kamaole III Beach. The resort also boasts tennis courts, a newly renovated workout facility and immaculate grill areas with ample room for dining. brbrThe property consists of 10, four-story buildings on 15 acres of lush, tropical Maui in a resort like setting across from Kamaole III beach park in South Maui.br br// About the Area //brbrSouth Kihei (pronounced KEY-hay) is where Maui's sun-drenched beaches meet relaxed island living. Located on the island's southwest shore, this vibrant coastal town is known for its golden sand beaches, stunning sunsets, and easygoing charm. With a wide variety of shops, restaurants, and beach parks within walking distance, South Kihei offers the perfect balance of convenience and natural beauty.brbrIt's an ideal home base for exploring nearby Wailea, snorkeling at Molokini, or simply unwinding with your toes in the sand. Whether you're seeking adventure or relaxation, South Kihei puts the best of Maui at your doorstep.brbr// Things do do on Maui //brbrAre you island hopping Stop wasting time waiting at the airport and spend more time exploring all there is to see on Maui! Whether you're seeking adventure, relaxation, or cultural experiences, Maui offers more than enough to fill your itinerary and leave you wanting more.brbr• Haleakala National Park - Breathtaking sunrise or sunsets. Hike through a volcanic crater.br• Snorkel at Molokini Crater, Turtle Town, Lanai and underwater adventures just a boat ride away.br• Whale Watching (seasonal) - Witness humpback whales breaching just offshore (Dec to Apr).br• Sunset or Dinner Cruise - Set sail and soak in Maui's coastline from the sea.br• World Famous Golf - Maui offers some of the best golf courses in the worldbr• Helicopter Tours - See the island's hidden valleys, waterfalls, and sea cliffs from the sky.br• Surf or Paddleboard - Gentle waves and expert instructors make it easy.br• Traditional Hawaiian luau - Experience the food, music, and hula of ancient Hawaii.br• Hiking - Iao Valley, the bamboo forest, the famous Hoapili Trail, and more.br• Food Tours – From farm-to-table fine dining to highly rated food trucks, Maui has it all.br• Farm Tours - Surfing Goat Dairy, Maui Tropical Plantation, Pineapple Farm, Lavender Farm, more.br• Scenic Drives - the legendary Road to Hana, the West Maui loop and more! brbrAll this and more awaits you on your next Maui adventure!brbr// About Vacation-Maui //brbrThis immaculate property, hosted by Vacation-Maui, comes fully stocked for a stress-free island stay. Enjoy complimentary beach gear - including beach chairs, towels, an umbrella, and a small cooler - perfect for your days on the sand. Inside, you'll find everything you need, from fresh linens and bath towels to hair dryers and a fully equipped kitchen ready for home-cooked meals. With over 5,000 guest reviews and an average rating of 4.8 stars, Vacation-Maui is proud to deliver consistently exceptional experiences.brbrEarly check-ins and late check-outs are not guaranteed and must be arranged in advance due to cleaning and maintenance schedules. If you have a late flight or early arrival, please contact us ahead of time to check availability and secure an early check-in or late checkout at a reduced daily rate. Mahalo for your understanding.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Home Most popular vacation rentals in Kihei