Home Vacation Rentals By Owner In Kihei, HI

Showing 2620 Of 3547 Vacation Rentals
Slider Thumb
Exceptional(38)

$599.5

/ Nightly
Condo

Steps to Kamaole beaches/Upgraded kitchen & baths/2 Pools/Tennis/Close to Wailea

Kihei, Hawaii, United States

This second floor 2 bedroom/2 bath peek-a-boo ocean view condo is your perfect Maui vacation retreat just across the street from beautiful Kamaole III beach park! Maui Kamaole is one of the lowest density projects in South Kihei and features beautiful landscaping, 2 pools with spa/hot pools, tennis and low density units with all the 2 bedroom/2 bath units on the top (second) floor. The project is in a dry/sunny part of Maui and is just a block away from Wailea with shopping, restaurants, and more stunning beaches. The unit has an upgraded kitchen with granite counters and both bathrooms have been beautifully updated. The unit is just steps away from one of the 2 pools in the complex and is nicely location in the middle of the project away from the sounds of traffic, yet just a short walk to the beach. Relax and dine on the lanai and enjoy the views after a day of adventuring or enjoying the beach! High speed internet and cable TV are included for your convenience. The master bedroom is upstairs in the loft and features attached master bathroom with shower along with a computer desk for working. The second bedroom is downstairs and has 2 twin XL beds. The second bathroom is a full bathroom. The two twin XL beds in the main level bedroom can be converted to a king bed upon guest request. Please request after reserving!
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(7)

$506.31

/ Nightly
Condo

Nestled Between Two Beaches Kihei Oceanview 2BR Condo Panoramic Views Pool

Kihei, Hawaii, United States

Welcome to Kamaole Nalu 402. Located on the fourth floor and accessible by elevator, this inviting beachfront condo features two comfortable bedrooms and two bathrooms, ideal for up to five guests. Conveniently walk to either Kamaole II or Kamaole I beaches to enjoy a day by the sea. The unit's open layout showcases stunning views of the Pacific, best enjoyed from your private lanai where you can dine alfresco while listening to the waves. brbrThe cozy living area is equipped with a plush sofa, perfect for relaxing and streaming your favorite shows on the large flat-screen Smart TV. Natural light floods the space through expansive windows and a sliding glass door that opens to the lanai, offering an idyllic setting for morning coffees and evening meals with ocean views.brbrThe kitchen comes fully equipped with stainless steel appliances and spacious granite countertops, including a dishwasher, microwave, refrigerator/freezer, and stove with an oven. It's stocked with all the necessary cooking and eating utensils, allowing the family chef to prepare delicious meals while gazing out at the ocean. The dining area comfortably seats four, with additional seating for three at the granite bar top.brbrThe primary bedroom treats you to spectacular ocean views and features a king-sized bed and ample closet space. The primary also hosts a large flat-screen Smart TV for a relaxing night in. The ensuite bathroom is outfitted with a granite vanity and a walk-in shower.brbrThe guest bedroom includes one full-sized and one twin-sized bed, equipped with a Smart TV, a dresser, and a closet. Its own ensuite bathroom comes with a walk-in shower and a granite vanity sink. Ceiling fans in each bedroom and the living room ensure comfort, and the condo includes a full-size washer and dryer, complimentary high-speed internet with WiFi, beach towels, Tommy Bahama beach chairs, and a cooler for your convenience.brbrKamaole Nalu Resort offers stunning panoramic ocean views and easy access to the beautiful Kamaole Beach Park I and II. Guests can also enjoy yoga classes on the landscaped lawn, adding a peaceful and rejuvenating element to your stay. The resort features an oceanfront pool area, perfect for soaking up the sun or cooling off. Enjoy facilities for sunset barbecues, including grills, poolside picnic tables, and chaise lounge chairs set on the landscaped lawn for optimal oceanfront views. Discover one of the best locations in South Maui, perfectly situated to enjoy the island's most cherished beaches.brbrConvenient Amenities Nearby: Just steps away, you'll find a variety of amenities including a health food store, restaurants, retail stores, a shave ice shack, and snorkel area rentals WITHIN WALKING DISTANCE to the complex. Everything you need for a comfortable and enjoyable stay is conveniently located just a short distance from your condo. Discover one of the best locations in South Maui, perfectly situated to enjoy the island's most cherished beaches and local conveniences.brbrOne of the standout features of Kihei is its incredible coastline. Miles of pristine sandy beaches stretch along the shores, offering ample opportunities for sunbathing, swimming, and beach combing. Whether you prefer the lively atmosphere of popular beaches like Kamaole Beach Parks or the more secluded stretches of sand, Kihei has something to suit every preference.brbrPlease kindly note: brLawn refresh work is scheduled from September 10 through October 1, 2026. The work will be completed in sections, so part of the lawn is expected to remain available for guest enjoyment during this time.brDuring these dates, pipe replacement / plumbing work will also take place inside other units in the 05 stack, not inside this condo. Guests may hear occasional daytime work sounds on weekdays between 9:00 a.m. and 5:00 p.m.brbrGE 163-602-6880-02 TA 163-602-6880-02 Tax Map Key:
Bed 2

Bed

Bath 2

Bath

Sleep 5

Sleeps

Slider Thumb
Exceptional(49)

$375.92

/ Nightly
Condo

Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental

Kihei, Hawaii, United States

Welcome to our Bright & Sunny 2 bedroom, 2 bathroom Condo located in the heart of Kihei, this is what you call a Beach town!brbrPerfectly situated across the street from Kamaole 1 Beach, a fantastic beach for swimming, snorkeling and watching the Sunset.brbrQuick walk across the street to the beach or down the street to shopping, grocery and restaurants.brWalk next door to Breakfast at Ami Ami or Make your own breakfast in our beautiful kitchen with granite counter tops.brbrWe've created a modern, comfortable place for you to stay while on vacation.brImpeccably cleaned and ready for your arrival.brbrbrHighlights:brbrStart your Dream Vacation with our amazing family friendly condo located at Pacific Shores brbrFeatures Central AC with a Split system Air conditioner. Control the temperature you desire in each bedroom and living room!brbrMaximum Occupancy 6 guests. Note that infants are not considered part of the occupancy.brbrBedroom 1brQueen Size Bed and located right next to a full bathroom with a Jacuzzi Tub and shower brbrBedroom 2br2 x Twin bunk beds on topbr2 x Full beds on bottombrAttached Full Bathroom with stand up shower brbrLiving room features brQueen size Sofa bedbrPack & Play Crib and baby gearbrbrCondo Amenities includebr- Wi-Fibr- Reserved Parking Spacebr- Tommy Bahama Beach chairsbr- Beach Umbrella'sbr- Free long distance calls Canada, U.S.Abr- 100+ channels + HDbr- Washer & dryer in condobr- Large Flat screen HDTVbr- Cable Tvbr- Netflix ready Smart Tv's in each bedroombr- Coolers & ice packsbr- DVD & Blue Ray Playerbr- Fully stocked Kitchenbr- Stainless steel appliancesbr- Beach towels, Bath towels and all linens are providedbr- Hair dryers in each bathroombr- IronbrbrAMAZING LOCATION!!!brOur Family condo is a quick 5 min walk across the street to the Spectacular Charley Young & Kamaole Beach 1.brExcellent snorkeling, boogie boarding and swimming.brbrEnjoy being steps away from the beach, restaurants, shops, grocery stores, food trucks, surfing, golf and more!brbrSouth Kihei is the Perfect location to start your day for exploring the island.
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(120)

$205.98

/ Nightly
Condo

Ocean & Garden Views-Ground Floor Unit w/Large Open Lanai in the Quiet 3rd Bldg.

Kihei, Hawaii, United States

Yes Maui is open!!! From covid to the August 2023 fires that devastated Lahaina on the west side, to the flooding from the recent Kona lows in early 2026, Maui people have been through a lot of pain and suffering, but Maui is open and now hurting for tourists. I’ve lowered my rates to help bring people back to the island I love. I’m happy to answer any questions you may have. brUpgraded ground floor Maui Vista Resort one bedroom condo #3104 is located in 'the quiet building'. . . the third building back from any Kihei Road noise. Plus thanks to the renovations that are almost complete to the nearby Coast Hotel, we even have an ocean view from the Lanai!brThe solid maple cabinetry is custom made by Decora. The bathroom was updated winter 2024; the tub is slip resistant and has a grab rail for your safety. Importantly, this is one of the very few Maui Vista units with air conditioning in BOTH the bedroom and living/dining/kitchen area and units were replaced in 2016 and 2022. No other unit has this much cooling power which you'll appreciate when the tradewinds slacken. Regular steam cleaning of all the carpets and furniture every 6 months. All of the base furniture was updated in 2015 but has been regularly updated as needed since. Plus, we just updated the bed to a brand new King bed as of March 2022. And, a new chair, throw pillows and artwork in the living room in December 2022.brAs well, the hot water tank was replaced with an on-demand tankless unit in spring 2019 for continuous hot water. The kitchen has a full size refrigerator (updated 2025) and oven, microwave (updated in April 2024) dishwasher (updated 2025)~ plus all the utensils, cookery and dishes you'll ever want. The stacked washer/dryer (updated November 2025) is closeted neatly away. There's also a coffee maker ~ even a hair dryer. brFreshly painted November 2017 with the ceilings painted April 2023. Newly carpeted throughout (2016), this condo also has a ceramic tiled kitchen, bath and lanai. High speed cable internet access is provided at no cost. And, of course, a big screen cable TV (new smart tv April 2024)and a Blueray unit. All new towels and bedding spring 2026.brFamed Kamaole Beach 1/Charlie Young Beach is directly across Kihei Road opposite building #1. There is a slight walk after crossing the road (maybe 100 yards to a staircase down to the beach.) I provide beach chairs, umbrella, coolers and beach towels. brGoing out for dinner There are restaurants within easy walking distance from fast food to fine dining. The gas-fired BBQ, scrupulously cleaned each morning, is within 100 ft. of your entryway. One of three salt water swimming pools on the property is within 75 ft. of the lanai. For tennis, and now pickleball, there are six individually enclosed Plexi-pave championship courts (two per building)that are just footsteps away. Racquet and ball rentals are available at the front desk but I also have some in the unit for your use. For golfers, the three world class courses at Wailea are just minutes away. Parking It's on site and it's free.brbrDon't hesitate to reach out! I'm here to help make your stay everything you expected it to be. Mahalo Patti
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(50)

$384.63

/ Nightly
Condo

Newly Remodeled, Perfect South Maui Location, Across From the Best Beaches

Kihei, Hawaii, United States

This two bedroom two bath condo comfortably sleeps four. With a queen size bed in one bedroom, two twins or one King in the second bedroom and a queen size sofa sleeper with luxury memory foam mattress in the living room. Our condo is furnished with all the amenities that you would expect to find in a home and not a rental. It has just been renovated from the ceilings to the floor; with new floor and bath rectangular tiles throughout, espresso stained cabinets, granite slab counter tops, SS appliances, 15K BTU air conditioner, all new fixtures, lights, fans, furniture, mattresses, linens, cookware and accessories. It has many designer touches. All mattresses and pillows have been fitted with dust mite/ bed bug encasement covers. Enjoy the new 46' Flat screen TV/Blue Ray DVD, Cable and Free WIFI, while relaxing in living room.brbrPacific Shores is situated on the sunny side of Kihei a short waking distance across the street from Kamoloe Beach I / Charley Young Beach. Where you can enjoy snorkeling, surfing and stand-up paddle boarding or just relax on Maui's most beautiful sandy beaches. These beaches include life guards, showers, picnic areas and restrooms. You can rent surf boards and paddle boards across the street. Some of Maui's finest golf courses are only a short distance from our condo. After a full day in the sun come back to our oasis and enjoy a refreshing dip in our beautiful pool and hot tub. The kitchen is equipped with everything you need, however you can also cook at the grills in the pavilion or enjoy great restaurants just a short walking distance away.brbrWe'd love to welcome you to our condo in the heart of the best beaches, snorkeling and surfing spots, golfing, scenic day trips, hiking, and biking trails, restaurants, grocery stores, and a whole lot more. Everything you need is within walking distance including Starbucks.
Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb

$199.47

/ Nightly
Condo

t t 10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!

Kihei, Hawaii, United States

No Additional Fees except HI state tax.brThe Condo you are Renting is the Condo in the Pictures. br715 S. Kihei Rd., Kihei, HI 96753 Unit 254brPurchase Traveler's InsurancebrbrAloha! When you rent this condo, you will be renting from me, Kevin. I own, manage and maintain this property. The pictures are recent and accurate. What you see is the condo you are renting. I am the person who answers your questions and assists you if needed. If you have a question on a Saturday, you will receive a response from me and not have to wait until Monday. I live 5 min. away so reach out to me if you have a question. I make sure you have the highest quality Maui stay. I look forward to having you as a guest and being your host. brMahalo, KevinbrbrThis studio condo is quiet, clean and a holiday retreat with a sunset view. Within walking distance of two great restaurants; Monsoon, an excellent Indian restaurant and Isana, for fish and sushi. The studio is on the 2nd floor west facing with a peek-a-boo view of the ocean. This complex is a small boutique resort across the street from the beach and Kalepolepo State Park. Turtles come on shore to the park and its 500 year old Hawaiian Fish Pond to sleep at sunset. brThe condo has bamboo and tile flooring. The lanai view is of the West Maui Mt.'s, a perfect spot for morning coffee or afternoon cocktails. The complex is well lit for safety. A keyless entry system on the door, with a rotating code, allows for secure contactless entrance whenever you arrive. brbr* 55 4K Roku Smart TV, free WiFi, high-speed internet (Latency -108ms, Download - 65Mbps and Upload - 8.1 Mbps), an Apple TV for your Netflix (bring br your username and password), HD Network TV Channels and Bluetooth Enabled br Sound Barbr* Electronics Charging Station; 8 plugs and 4 USBbr* Air-Conditioner - Split AC newly installedbr* Range/oven, refrigerator/freezer, microwave, and dishwasher, all pots/pansbr* Coffee Station with Mr. Coffee, coffee grinder, tea kettle and Keurig single br serve - bring your favorite flavor!br* Queen-size Pillow-Top mattress with 500 count linens br 100% cotton linens provided. br* Full-size futon with 8 Memory Foam mattress for comfort; linens and pillow br provided br* Universal Charging Station located next to the bed for your phones and iPad. br* Beach towels provided, a Tommy Bahama umbrella, cooler, 2 br Tommy Bahama backpack style chairs and 2 boogie boards. br* Safeway 5 min. drivebr* Lock on the door allows 24 hour access without assistancebr* Free parkingbr* Laundry On-site: coin or app operatedbr* Smoking areas available on propertybrbrGet away from the hustle and bustle of the larger tourist filled condos and book with me. Kihei Bay Surf has only 118 units and is in a private setting. You will enjoy the lovely Hawaiian gardens and view from your very own private lanai. A BBQ area, a pristine swimming pool and hot tub, the Humpback Whale National Marine Sanctuary across the street, as well as 3 mile beach and close to one of the largest stretch of sandy beach on Maui, perfect for sunbathing, strolls, swimming, jogging water sports such as kite boarding and surfing, and so much more! Catch a whale watch cruise from Maalaea Harbor (during season), just a 10 minute drive form our home!br brMake your friends jealous. Selfies on a Zipline through a tropical plantation, snorkeling with turtles or at 10K feet above it all on top of Haleakala! Maui is our home. Contact us for more Maui activity ideas. We can make suggestions; whale watching, island hot spots, dine with celebrity chefs, car rental and seasonal events. brbrI'd recommend booking the night on the last day of your stay if you have a later flight. It is so much easier to leave from the condo rather than wonder where to sit all day until your flight boards. brbrWhat guests have been saying: clean, centrally located for Maui sightseeing, close to shopping and restaurants, quiet, safe and secure. brbrRecommendations: I would rent a car. The Island is big and you'll need one to site see and shop. Bring snacks and drinks, picnics are the way to enjoy every day's excursion. brbrBeaches: Sugar Beach is one of the best on Maui, across the street and 6 miles of white sand awaiting your footprints. brbrLocated in Kihei Town, 20 min. from Kahului Airport (OGG). brbrCleaning Fee (Expedia calls this Property Fee, VRBO calls it a Host Fee) $195brbrI recommend purchasing Travel Insurance. It's a huge peace of mind for a low cost. brbrGET Tax #:GE-200-032-6656-01brTransient Accommodation Tax #:TA-200-032-6656-01brbrMahalo!!!br Kevin
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(193)

$873.08

/ Nightly
Private Vacation Home

Family-Friendly 4BR House Hot Tub, Game Table, Yard, Near Beaches/Dining/Shops

Kihei, Hawaii, United States

WELCOME TO KIHEI GARDEN OASIS - One of only 150 legal private homes on Maui!brbrStep inside your own tropical retreat, where lush landscaping, a private fenced yard, and serene outdoor spaces create the perfect escape. Enjoy ultra-quiet AC in every room, a secluded hot tub, and endless entertainment with the Infinity game table. Just a short walk brings you to beaches, stunning sunsets, and over 40 dining options—from coffee shops and food trucks to bars and restaurants.brbrPerfect for families and friends, this home is designed for relaxation, connection, and unforgettable Maui memories. Pack your swimsuit and let us take care of the rest!brbrMaui County approved vacation rental: Short Term Rental Permit STKM 2014/0001, Tax ID 085245542401.brbr--------------------------------------------brWHY THIS HOME IS SPECIALbr--------------------------------------------brOne of only 150 private homes on Maui legally available for vacation rental—a truly rare find! Experience the privacy, space, and exclusive amenities you simply won’t get in a condo. No shared hot tub, no waiting for the BBQ, and no closing times—everything is yours to enjoy on your schedule. Parking is effortless in the garage or driveway, and unloading groceries, beach gear, and luggage is stress-free with your car just steps from the door, not across a sprawling complex.brbrWHY CHOOSE A PRIVATE HOME OVER A CONDO brbrOur home in a quiet neighborhood gives you the freedom and comfort you deserve. Forget crowded common areas—here, you’ll never compete for parking or amenities. Enjoy a spacious layout perfect for families and friends, making it easy to share meals, relax together, and create unforgettable memories—while still having plenty of room for downtime. With extra space, a garage, and more amenities than any condo or typical vacation rental, this is the Maui experience you’ve been dreaming of. brbr-------------------------------------------------------brSEE THE HOME BEFORE YOU BOOKbr-------------------------------------------------------br• Watch our VIDEO on YouTube: MauiHome4Rentbrhttps://youtu.be/Lk9bfPqmaxMbrbr• Explore the VIRTUAL TOUR:brhttps://my.matterport.com/show/ m=9bTprKL4BGdbrbr(New 2026 Photos, video, and virtual tour)brbr-----------------------------------------------------------------------------------------brLOCATION, LOCATION, LOCATION – HEART OF SOUTH KIHEIbr-----------------------------------------------------------------------------------------brStay in the sunniest part of Maui near the famous Kama’ole white sand beaches! Conveniently located in South Kihei close to Maui’s best beaches, dining, and activities—while enjoying the privacy of your own fenced oasis.brbrWALK 5-15 minutes to: br• 40+ restaurants, coffee shops, bars, and food trucksbr• Kalama Beach Park: waterfront, playground, tennis, volleyball, skate park, gorgeous sunsetsbr• The Cove Beach Park: paddle boarding & beginner surfingbr• Shops, boutiques, open-air markets br• Saturday Farmers Market & grocery store nearbybr• Quick drive: Kamaole Beaches (5 min), Wailea & Makena (15–20 min), airport (20 min)brbrMorning coffee walks, sunset strolls, happy hour, and unique shopping at Kihei Kalama Village—all within easy walking distance!brbr----------------------------------------------------------------brOUTDOOR LIVING – PRIVATE & TROPICALbr----------------------------------------------------------------br• Secluded 6-person hot tub in lush, resort-style landscapingbr• Fully fenced yard for privacy and safetybr• Hammock swings, Weber gas grill, picnic tablebr• Island fruit in the yard (lime, tangerine & fig tree and passion fruit)br• Outdoor shower with hot waterbr• Space for yoga, croquet, and family gatheringsbrbr-------------------------------brCOMFORT & SPACEbr-------------------------------br• Single-level layout (no stairs)br• Ultra-quiet AC + ceiling fans throughoutbr• 4 bedrooms: 2 Kings, 2 Queens with Smart TVsbr• 2 full bathrooms + outdoor showerbr• Luxury mattresses (Sealy Posturepedic) with pima cotton sheets. Plenty of extra pillows and blankets for added comfort.br• Whole-house water filtration systembrbr----------------------------------------------------brENTERTAINMENT FOR EVERYONEbr----------------------------------------------------br• Huge 77” OLED 4K Smart TV in living roombr• Infinity electronic game table with 50+ gamesbr• Board games, Xbox, books, and moviesbrbr-------------------------------------------brKITCHEN – FULLY STOCKEDbr-------------------------------------------br• Induction range, gourmet cookware & knives, bakewarebr• 50+ spices and seasoningsbr• Coffee station: Drip coffee, Keurig, French press, grinderbr• Vitamix blender, griddle, waffle maker, rice cookerbr• Craft ice maker for perfectly chilled drinksbrbr---------------------------------------------brFAMILY-FRIENDLY AMENITIESbr---------------------------------------------br• 2 Pack-n-Play cribs, bed rails, highchairs, boostersbr• Strollers (including jogger), baby bath, monitorbr• Kid-friendly plates, utensils, sippy cupsbr• Toys, books, board gamesbrbr----------------------brBEACH GEARbr----------------------br• Beach chairs, umbrellas, towelsbr• Snorkel gear (many sizes), boogie boardsbr• Beach wagon, coolers, sand toysbr• Kids’ life jacketsbrbr---------------------------------------------brFOR THE PARK OR THE YARDbr---------------------------------------------brLots of sports equipment for family fun:br• Tennis racketsbr• Pickleball paddlesbr• Volleyball, basketball, soccer ballbr• Croquet, bocce ballbr• Yoga matsbr• Rubber lawn darts and horseshoesbrbr------------------------------brTOILETRIES & MISCbr------------------------------br• Most toiletries provided: shampoo (& baby), conditioner, body wash, facial wipes, hand soap, Q-tips, cotton balls, etc.br• Blow dryers, curling irons, flat ironsbr• First Aid Kitbr• Bathroom scalebr• Ironing board, iron, steamer, sewing kitbrbr--------------------------brTECH & EXTRASbr--------------------------br• Fast Wi-Fi: 600 Mbps download / 20 Mbps uploadbr• USB/USB-C charging stationsbr• Solar-powered green energy homebrbr---------------------brWe are a legally permitted vacation rental. For private homes, we are required by the County of Maui to have all guests registered on the rental agreement and signatures of every adult confirming acceptance of House Policies. We use a simple process for online electronic signatures.
Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps

Slider Thumb

$466.53

/ Nightly
Condo

Oceanfront Corner Condo – Lanai, A/C, Pool Views & Steps to Beach

Kihei, Hawaii, United States

This updated one-bedroom, one-bath condo, with central A/C, sleeps up to four people with a king bed in the bedroom and a new queen sofa bed with an upgraded Tempurpedic mattress in the living room. brbrThis condo has all of the conveniences of home including a flat-screen TV in the living room and a glass dining table that seats four. There is a fully equipped kitchen with everything you need to prepare meals. There are linen sets, so you have backups. There is a washer and dryer in the condo.brbrSteps to the beach - imagine the sugar beach sands between your toes!brbrSugar Beach Resort is an Ocean Front property in North Kihei. Sitting on 4.2 acres of Ocean Front prime real estate, you can’t beat this location. All of the condos have central Air Conditioning and laundry facilities in the condo. Each Building has elevators available. There is an on-site eatery called Dina’s Sandwitch, Café & Bar. The Sugar Beach Resort features a Pool area with one swimming pool, one wading pool, one hot tub, and seating options for relaxing and enjoying a meal. The BBQ grilling area is located just outside the pool area. The property also features a putting green and a formal dress shop.brbrComplex Amenities: brbrNote: Each year the pool will be closed for repairs for two weeks, starting on the second Monday of September. This year (2025) the Sugar Beach Resort pool area will be closed beginning 9/08/25 and reopening 9/24/25.brbr• Beach Frontbr• Pool: 1 (Plus wading pool and pool deck area) br• Hot tub: 1br• BBQ Area: Gas grillsbr• Laundry: in the condobr• Elevator: yesbr• Putting greenbr• On-site restaurant: Dina’s Sandwitch, Café & Barbr4.2 acresbrbrRestaurants Nearby:br• Nalu’s South Shore Grillbr• Fork and Saladbr• Miso Phat SushibrbrShopping Nearby:br• Sugar Beach Bakery (breakfast & Lunch hours)br• Ululani Shave Ice (Top Pick)br• ABC Store, convenience storebr• Farmers Market (hours vary)brbrPi’ilani Shopping Center (10min):br• Safeway grocery storebr• Round Table Pizzabr• Food Court (Subway, Cold Stone Creamery, etc.)brbrBeaches:br• Kalepolepo Beach Park (next door)br• Mai Poina Beach Park (2min)brbrLocal Activities: Tennis, Snorkeling, surfing, whale watching (In Season), and skating rink at Kalama Park.brbrGolf: Maui Nui Golf Course, Wailea Golf Club (3 courses)brbrActivities concierge service provided.brbrOther Must-Sees and Must-Do’s:br• Maui Ocean Center 4.7 milesbr• Maui Tropical Plantation 6 milesbrbr30+ min drive to Upcountry Maui you will find some of our other favorites:br• Ocean Vodka Organic Farm & Distillery 13.9 milesbr• Surfing Goat Dairy 14.8 milesbr• Piiholo Ranch Zipline 19.2 milesbr• Ali’i Lavender Farm 22.5 milesbr• MauiWine Winery 29.2 milesbrbrbrDistance to Airport: 8.5 miles, approximately 15 minutesbrbr**NOT ADA Accessible.brbrGET/TAT# 131-574-7840-01/TMK #380130140142
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(47)

$278.34

/ Nightly
Condo

Summer Deal Ground Floor Condo Across Kamaole Beach Park with Pool

Kihei, Hawaii, United States

Highly desirable Kamaole Sands 6-102 offers the perfect ground floor location right across from one of the best beach parks in Maui!brbrAs you enter you are drawn to the open, bright and airy island feel of Kamaole Sands 6-102!brbrThe Kitchen offers stainless steel appliances and gorgeous granite countertops. Nicely equipped with everything the inspired home chef will need to whip up a gourmet meal.brbrThe living area is nicely appointed with flat screen TV, floor to ceiling sliding glass doors and offers a comfortable setting to relax after a fun filled day on Maui. Queen size murphy bed in living room allows for 2 additional guests to sleep comfortably. New in 2023 Ductless AC system in living area and bedroom helps keep you cool after long days out in the sun.brbrSay aloha to dining al fresco while enjoying peek-a-boo ocean views on your private lanai. This perfectly located unit is just steps to the pool and barbecue grills.brbrThe primary bedroom offers a California king bed, ceiling fan, flat screen TV and gorgeous en suite bathroom with vanity and shower/tub combo. There is an additional full bathroom for guests just off the living area.brbrTake in a mesmerizing Maui sunset or just put your toes in the sand right across the street at Kamaole Beach Park III. Snorkel with turtles and whale watch from the huge grassy field. The younger members of the family will love the large playground and bathroom facilities make playtime even easier. This unit is fully equipped with beach chairs, towels, and portable cooler.brbrLocated on 15 landscaped tropical acres, stay active while staying at this property with on property tennis courts, swimming pool, jacuzzi, barbecue grills and a weekly Mai Tai parties every Wednesday.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note: Upon confirming your reservation, we will request your personal email address. A company specific rental agreement will be emailed to the provided address. Once we have received your completed rental agreement, detailed arrival instructions will be emailed to you one week prior to your stay.Registration number390040040206, TA-204-598-3232-01
Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(11)

$353.13

/ Nightly
Condo

Snorkel, surf & swim condo with lagoon pool, hot tub & easy beach access

Kihei, Hawaii, United States

Maui Kamaole D206brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas.brbrComfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrTHINGS TO KNOWbrThis property does not include elevators.brMAUI KAMAOLE® is a federally registered trademark owned by The Association of Apartment Owners of Maui Kamaole, Inc. Vacasa is in no way affiliated with, sponsored by, or endorsed by The Association of Apartment Owners of Maui Kamaole, Inc. or the MAUI KAMAOLE® brand.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.brbrbrbrDamage 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
Exceptional(19)

$468.75

/ Nightly
Condo

Dream Getaway w AC Pools Beaches Golf-WEK 40E

Kihei, Hawaii, United States

This spacious 1 bedroom, 2 bathroom condo sleeps up to 4 guests and is in a luxurious Wailea location. Wailea Ekahi 40E is located toward the top of the resort surrounded by a lush tropical setting. Step out from your living space onto a large lanai looking out at the ocean view. Here you'll find a high top table and chairs & a place to put your feet up and unwind while taking in amazing sunsets.brbrComplimentary Activities, Every Day of Your StaybrEvery 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!brLimit 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. brbr​​​​​​​Notice: Please note that the Main Pavilion Pool at Wailea Ekahi will be closed for resurfacing from August 10, 2026 through October 16, 2026. During this time, the property's three adult pools will remain open and available for guest use.brbrCondo Highlights:br1 Bedroom, 2 bathroom, Sleeps 4 guestsbrAC throughoutbrKing size bed in bedroombrSleeper-sofa in living roombrCeiling fans throughoutbrFlat-screen TV in living room and bedroombrFully equipped kitchen with granite countertops and stainless steel appliancesbrIndoor dining table seats 6brFurnished lanai with outdoor dining tablebrVaulted ceilingsbr2 Bathrooms with walk-in showersbrIn-unit washer/dryerbrbrLocated in the Kihei/Wailea area, you'll never be short on options for dining, activities, or shopping. The complex lies next to Keawakapu Beach, a wonderful spot to swim, surf, snorkel, fish or just relax on the beach with a book. It's also a great beach for long, meditative walks or viewing Maui's amazing sunsets. Don't worry, we'll provide the cooler, towels, and chairs. Not a fan of the sand Wailea Ekahi also has four refreshing pools for guests to enjoy.brbrResort Highlights:br4 poolsbrBBQ grillsbrLush, tropical landscapingbrOn-site parking includedbrQuiet location set back from the main roadbrbrThe Maui Paradise Properties DifferencebrLocally Owned & Operated: Nearly 500 handpicked vacation homes across Maui, managed by our on-island team.brPersonalized, 24/7 Guest Support: Real people, real help—before, during, and after your stay.brProfessionally Managed & Safety-Focused: Licensed, responsive, and committed to guest well-being.brFree Daily Island Activities: Enjoy exclusive access to complimentary activities and local experiences during your stay.brbrGE-056-491-0592-01brTA-056-491-0592-01brTMK: 210080650028
Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(42)

$380.43

/ Nightly
Private Vacation Home

Hale Kai O Kihei Condo w/ Ocean View, Shared W/D-Waves Await

Kihei, Hawaii, United States

Hale Kai O Kihei 216brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrThis Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset. Your Maui vacation will be even more enjoyable when you take advantage of the oceanfront pool. The bocce ball area, shuffleboard, and barbecue facility will enhance your outdoor activities, while the beautifully furnished condo, featuring a kitchen, air conditioning, a telephone, free WiFi, cable TV, and a complimentary in-suite safe, will make your stay super comfortable. You'll even have laundry facilities conveniently located on the property, so you can afford to pack light for your trip! The atmosphere of Hale Kai O’ Kihei seems a world apart but it is within walking distance of Azeka Mall, with great shopping and dining options, as well as the post office. Excellent restaurants, tennis courts, gyms, and Maui’s world-class golf courses are also easily accessible. When you stay in this delightful condo, you’ll have everything you need for an amazing Hawaii vacation.brbr* Please note that the Hale Kai O’ Kihei does not have elevators.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 3.brbrbrbrDamage 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
Exceptional(30)

$457.63

/ Nightly
Condo

Tropical hideaway with pools, hot tub & grill - the waves await

Kihei, Hawaii, United States

Maui Kamaole H206brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrLuxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes away from the three sunny Kamaole beaches. Kamaole Beach Park III, located just across South Kihei Road, is one of South Maui’s best swimming, snorkeling, and sunning beaches. This luxurious and extra-spacious condo showcases a lovely view. Strolling the grounds of this low-rise property, you'll discover tropical gardens, two pools (the lower pool is heated), a pool spa, tennis courts, and barbecue areas. Comfortably and elegantly furnished, this home provides many perks that include free high-speed WiFi, free cable TV, a DVD player, a washer/dryer, and a well-equipped kitchen. In-room safes are available. The spacious lanai offers spectacular views and a true taste of Hawaiian living.brbrTHINGS TO KNOW brThis property does not include elevators.brMAUI KAMAOLE® is a federally registered trademark owned by The Association of Apartment Owners of Maui Kamaole, Inc. Vacasa is in no way affiliated with, sponsored by, or endorsed by The Association of Apartment Owners of Maui Kamaole, Inc. or the MAUI KAMAOLE® brand.brThis property is managed by Vacasa Vacation Rentals of Hawaii LLC.brbrA mandatory $35 check-in/resort fee will be assessed.brbrParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 2.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
Exceptional(29)

$331.39

/ Nightly
Condo

Summer Deal Kamaole Sands 1BR Condo Across from Maui Beach

Kihei, Hawaii, United States

Gorgeous Kamaole Sands 5-211 is your premier Hawaiian retreat in one the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!brbrKamaole Sands offers amenities for the whole family with a large pool, small children's wading pool, adult and family hot tubs, tennis courts, BBQ's, picnic areas and fitness center! Directly across from one of the best beaches on Maui, Kamaole III Beach!brbrKamaole Sands 5-211 is beautifully upgraded! The kitchen is equipped with stainless steel appliances, plate ware and utensils as well as all of the cooking items any chef would need. There is a perfect dining area for four to enjoy a quick bite or a full meal.brbrThe living area is spacious and inviting! Complete with large flat screen TV and queen Murphy bed with upgraded mattress for additional sleeping, ceiling fan and split AC. The spacious lanai offers a great place to lounge and take in the beautiful ocean views and lush grounds.brbrThe primary bedroom is decorated nicely with an elegance of the island and offers a Cal King bed, ceiling fan, flat screen TV, split AC, and gorgeous ensuite bathroom with vanity and shower.brbrThe guest bath has been remodeled with a sleek modern feel with glass enclosed shower and vanity space. Stackable washer and dryer allow for lighter packing.brbrWhile we strive to keep all photos up to date, there may be new and updated pieces of furniture or décor that are different than in the original pictures. The functionality, available seating and sleeping space will remain the same or may improve.Other things to notePlease note, your personal email address will be requested at the time of booking and you will be required to sign a rental agreement.Registration number390040040183, TA-065-831-0656-01
Bed 1

Bed

Bath 2

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(3)

$821.2

/ Nightly
Apartment

Modern 3BR w/ Ocean Views | Steps to Kamaole III

Kihei, Hawaii, United States

Summary:brCompletely reimagined in 2025, this modern 3-bedroom condo blends designer style with island comfort—just steps from Kamaole III Beach. Enjoy ocean views from your lanai, a fully equipped kitchen, and luxe touches throughout. Sleeps 8 with 2 king rooms, a bunk room + sofa sleeper. High-speed Wi-Fi, Smart TVs, washer/dryer, 2 pools, tennis, BBQs & free parking included—your family’s perfect Maui getaway awaits.brbrThe Space:brWelcome to Hale Kamaole 221 — a newly reimagined 3-bedroom, 2-bath designer condo across from Kamaole III Beach, one of Maui’s most loved white-sand beaches.brCompletely renovated from the ground up in summer 2025, every element was curated by one of Maui’s top interior designers to blend modern coastal comfort with relaxed island luxury.brbr☀️ Enjoy ocean views from the lanai and living room, sip your morning coffee as trade winds roll through, and end each day with Maui’s signature sunsets.brbr ️ Sleeps up to 8:brbr✔ Primary Suite: King bed + ensuite bath + split A/Cbrbr✔Second Bedroom: King bed + split A/Cbrbr✔ Third Bedroom (Kid-Friendly): Twin-over-Full bunk bedbrbr✔ Living Room: Queen sofa sleeperbrbr Both bathrooms feature walk-in showers and sleek, modern finishes.br❄️ Split A/C system in every room for custom comfort.brbrThe modern kitchen offers stainless appliances, quartz counters, and everything you need to create effortless family meals. Dine indoors or outdoors on the lanai, where the ocean breeze sets the perfect tone.brbrStay connected with high-speed Wi-Fi, Smart TVs, and an in-unit washer/dryer for total convenience—ideal for families, long stays, or remote work.brbr Why You’ll Love Staying Herebr✨ Brand-new designer renovation (2025)br Ocean views from lanai and living roombr✔ Room for the whole family — sleeps 8br High-speed Wi-Fi, Smart TVs & in-unit washer/dryerbr Resort-style amenities: 2 pools, courts, BBQsbr Steps to Maui’s favorite family beachbr Style, comfort & location in perfect balancebrbrGuest Access:brGuests enjoy full access to all Hale Kamaole amenities:br Two swimming poolsbr Tennis & pickleball courtsbr BBQ and picnic areasbr ️ Free, unassigned parkingbr ️ Beach gear provided (Tommy Bahama chairs, towels, cooler)brbrThe Neighborhood:brLocated along South Kihei Road, this condo sits at the ideal gateway between Kihei’s family-friendly beaches and Wailea’s luxury dining and shopping. Everything you need is close by — cafes, shave-ice stands, beach parks, and world-class golf — everything you need for an effortless Maui vacation.brbrGetting Around:brA car is recommended to get the most out of the Maui vacation. This condo is walkable to the beach and conveniently located in Kihei close to shops.brbrOther Things to Note:br✔ Professionally managed and maintained for a top-tier guest experiencebr✔ Fully refurnished in 2025 — everything feels brand newbr✔ Steps to Kamaole III Beach — lifeguarded and perfect for kidsbr✔ Great snorkeling within walking distance (sea turtles often spotted near shore)br✔ 5-minute drive to Wailea’s shops and restaurantsbr✔ Reliable Wi-Fi for streaming or working remotelybrbrInteraction with Guests:brWe are available 24/7 to support you call, text or email so you can relax.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

Home Most popular vacation rentals in Kihei