Kihei Vacation Rentals – Oceanfront Condos & Resorts in South Maui
Kihei is one of Maui's most beloved beach towns, offering oceanfront vacation rentals, budget condos, and family-friendly resorts just steps from golden beaches, casual cafés, and scenic coastlines. Explore one of Hawaii's sunniest regions with year-round warm weather, calm waters, and walkable charm.
Browse Kihei Vacation Rentals by condo/hotel name:
Located in South Maui, Kihei vacation rentals span everything from cozy studios to large oceanfront condos with resort amenities. Whether you're looking for a beachfront escape, family basecamp, or a long-term stay with kitchen and laundry, Kihei offers some of the best value and versatility in Maui.
Why Stay in Kihei?
Kihei's coastal strip is dotted with parks, beaches, and low-rise condo resorts. With over 6 miles of shoreline, guests enjoy easy access to Kamaole Beach Parks I, II, and III-great for snorkeling, swimming, or sunset picnics. Most rentals are walkable to local shops, food trucks, grocery stores, and oceanfront restaurants. Kihei's central location puts you within 10 minutes of Wailea's luxury resorts and a short drive to Maalaea Harbor or Upcountry Maui.
Top Kihei Condo Resorts
- Sugar Beach Resort – beachfront condos with pool, spa & direct sand access
- Hale Kai O Kihei – oceanfront with stunning sunsets & central location
- Maui Vista – affordable condos near Charley Young Beach
- Maui Kamaole – upscale units in a lush garden setting near Wailea
- Menehune Shores – oceanfront with rooftop BBQs and Indian restaurant
- Kihei Kai Nani – budget-friendly walk-up condos near Kamaole II
- Maui Banyan – popular with families, across from Kamaole II Beach
Key Features of Kihei Vacation Rentals
- Studios, 1-, 2-, and 3-bedroom condos with kitchens & lanais
- Oceanfront options with beach access and poolside views
- Walkable to beaches, restaurants, cafes & groceries
- On-site amenities: pools, BBQ areas, tennis courts, laundry
- Great for couples, families, remote workers & long-term stays
Explore the Best of Kihei and Beyond
- Snorkel at Kamaole Beach or paddleboard from Kalama Park
- Visit the Kihei 4th Friday town party for food, crafts & music
- Catch a snorkeling tour to Molokini Crater from Maalaea Harbor
- Drive south to Wailea's resorts, spas, and golf courses
- Explore Upcountry farms, Haleakala summit, and lavender fields
Whether you're planning a romantic escape, family trip, or snowbird retreat, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your perfect Kihei vacation rental today!
Oceanview 2 + 2 Fabulous Condo! Best Value Walk to Everything
The Shores of Maui overlooks the crystal clear Pacific Ocean on Maui's sunniest shore. This condo is the only one that has two private lanais! It is a one block walk to beautiful Charley Young Beach, one of Maui's finest swim beaches and directly across the street from...
Guests Love Our Condo. You Will Too!
The beaches are pristine; the air is beautiful. Come to Kihei!Our family's condo makes a perfect home base for your time on Maui. Consider: a short stroll to the beautiful Kamaole 2 Beach. Strong Wi-Fi signal. Air-conditioned in main room and bedroom. Well-maintained...
SALE - Closest to the Beach - King Bed - Maui Banyan! -
As Maui residents, my wife and I can truly say there is no better place to live or vacation than Maui Banyan. We bought our condo with a long term goal in mind... retirement later but fun now. We shopped countless others all over Maui until finding the Banyan. Once we...
Pacific Shores 2bd 2bth Kihei MAUI Condo Kamaole Beach HAWAII Vacation Rental
Welcome to our Bright & Sunny 2 bedroom, 2 bathroom Condo located in the heart of Kihei, this is what you call a Beach town!Perfectly situated across the street from Kamaole 1 Beach, a fantastic beach for swimming, snorkeling and watching the Sunset.Quick walk across...
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
Watch the waves and surfing from this Direct Ocean View corner unit. Sleeps 4 comfortably with a possible 5th person on living room sleeper sofa. Each bedroom has a queen bed, and one bedroom has an en suite bathroom. Enjoy wonderful views and trade wind breezes on the...
10% 7 Day Discount! Kihei Studio - Split AC, Clean, Free WiFi, Turtles!
No Additional Fees except HI state tax.The Condo you are Renting is the Condo in the Pictures. 715 S. Kihei Rd., Kihei, HI 96753 Unit 254Purchase Traveler's InsuranceAloha! When you rent this condo, you will be renting from me, Kevin. I own, manage and maintain this...
Beautiful Kihei Kai Nani 162, 1BR Condo by Kamaole Beach 2, Cal King, Wi-Fi, W/D
Beautiful and clean 1-bedroom vacation condo in South Kihei Maui. Kihei Kai Nani complex is directly across the street from Kamaole Beach 2. Walk to restaurants, shopping and fun beach activities. Sleeps 2-4; Cal King bed and Queen sofa bed plus comfy recliner chair....
Ocean & Garden Views-Ground Floor Unit w/Large Open Lanai in the Quiet 3rd Bldg.
Yes Maui is open!!! From covid to the August 2023 fires that devastated Lahaina on the west side, 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...
Villas By The Cove, Villa 6 · Short Walk to the Beach from a Modern Villa Oasis
Villa 6 at Villas By The Cove is a spacious 1 bedroom Villa. Newly remodeled, and conveniently located, this 700 sq. ft. 1 bedroom villa offers privacy and comfort set back in a tropical lush garden filled with mango and palm trees. Villa 6 sleeps two adults in one King...
Beachfront Condo With Amazing Views, Sunsets, And Whale Watching!
Beautiful sand beach, breathtaking sunsets, and remarkable ocean views await you at our well appointed oceanfront condo.Our beachfront condo is located on a quiet beach and is just a short walk (within a block or two) from shops, restaurants, grocery store, post office,...
Mana Kai Maui Condo - Right on the Beach!
Need a vacation? Is Hawaii calling you?Our 2-bedroom Mana Kai condo is fully equipped with everything you need and is great for families. It has a full kitchen, split A/C in both bedrooms, and an open living room with sliding glass doors that lead to a spacious lanai...
Ocean-View Comfort at Kihei Garden Estates C204
Welcome to this top-floor loft-style condo offering breathtaking ocean (from the lanai) and garden views in the peaceful South Maui neighborhood. This beautifully upgraded two-bedroom, two-bath unit is perfect for anyone seeking a relaxing Maui getaway. Enjoy the charm...
Wailea Grand Champions 75 - 2 Bedroom Golf Course & Partial Ocean View
Wailea Grand Champions 75 is an exceptional vacation rental situated in the picturesque Wailea region of Maui. This luxurious property promises an unforgettable escape with its blend of elegance, comfort, and stunning natural beauty. Upon entering Wailea Grand Champions...
Wailea Ekolu Village 1205 - 2 Bedroom Ocean View Condo
Wailea Ekolu 1205 is a two-bedroom, two-bathroom ocean view vacation residence that comfortably accommodates four people. The sweeping ocean views beyond the Wailea Blue Golf Course and lush tropical landscaping make this private vacation home feel truly idyllic. The...
Wailea Ekahi Village 40C - 1 Bedroom Garden View Condo
Wailea Ekahi Village 40C was fully renovated in the summer of 2021. Open the windows or lanai doors and let the Maui breeze blow through as you relax in this comfortable island suite. You\'ll delight at the explosion of fuchsia bougainvillea blooming all around your...
Wailea Ekahi Village 15A - 1 Bedroom Garden View Condo
Walk to the beach in minutes from this ground floor condo at Wailea Ekahi Village. Slide open the glass lanai doors of Wailea Ekahi 15A and you will quickly be out on the manicured grass lawns surrounded by palm trees, plumeria trees, and colorful hibsicus. Feel the...
Makena Surf G203 Beachfront Resort - 2 Bedroom Oceanfront Condo
Makena Surf G203 is a luxurious oceanfront vacation condo located on the second floor of the exclusive Makena Surf resort on Po\'olenalena Beach, Maui. This secluded beachfront property offers the ultimate in tropical island relaxation, providing a peaceful retreat for...
Walk to white sandy beaches - Palms 501
This beautiful, tropical two-bedroom/two-bath condo is just a short 5-minute walk from the world-famous Keawakapu Beach!! Enjoy dreamy sunset strolls along the golden sands or start your day with a peaceful jog through paths lined with lush tropical flowers. Dive into...
Hotel-zoned! Oceanfront Paradise - Menehune Shores 524
Aloha!Maui Paradise Menehune Shores unit 524 is ready for you! Let the stunning views, overall comfort and the island's Aloha spirit transport you to a place where stress isn't allowed to exist. Enjoy the ocean breezes in our fifth-floor ocean front condominium. Whether...
Hotel-zoned Maui True Paradise - Menehune Shores 227
This beautifully remodeled two-bedroom, two-bath oceanfront condo at Menehune Shores is the perfect Maui getaway! This corner end-unit offers extra windows for natural light and cooling Hawaiian breezes. Enjoy stunning ocean views, breathtaking sunsets, and relaxed...
Oceanfront Bliss – A Relaxing Retreat with Breathtaking Views
Whether you’re here to soak up the incredible sunsets, spot sea turtles from the lanai, or witness majestic whales (in season),this serene escape is ready to make your island dreams come true. Step inside this fully updated condo and experience modern comfort paired...
Beautiful Ocean Views Await at Maui Dream Condo
Welcome to Maui Dream, your serene escape on the beautiful island of Maui, nestled in peaceful North Kihei. This inviting retreat is the ideal launching pad for your adventures, allowing you to unwind with breathtaking sunsets right from the beach in front of the...
Luxurious Wailea Condo | Ocean Glimpses & Modern Living Palms 604
Experience the perfect blend of luxury and comfort in this beautifully updated 2-bedroom, 2-bathroom condo at the prestigious Palms at Wailea. This spacious retreat features a modern open-concept living area, plush king beds in both bedrooms, and efficient ductless AC...
Maui Kamaole Kihei Resort I Beaches, Pools, Tennis
Prime South Kihei location across the road from Kamaole Beach lll and a 15 minute walk or 5 minute drive to Keawakapu Beach. Set on a 23 acres, Maui Kamaole is a lush, tropical resort with two swimming pools + spas, and two tennis courts.J201 is a large, upgraded condo...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Family Friendly Paradise | Kihei Condo Near Beaches | KAK-D108
Welcome to Kihei Alii Kai D108, your perfect family-friendly Maui retreat just steps from South Kihei's pristine beaches. This newly renovated 2-bedroom, 2-bathroom condo features a spacious open-concept living area and can comfortably accommodate up to 7 guests. The...
Tropical Oceanfront Escape *Pure Elegance*
Step inside this newly remodeled tropical oasis, where panoramic ocean views greet you from the open concept living room, primary bedroom, lanai, and guest bedroom. Thoughtfully designed with comfort and style in mind, this condo boasts brand-new furnishings, plush...
Kamaole Nalu 301 - Stunning Ocean Views, Renovated, Ocean Front, New Listing!
Imagine waking up to the serene blue waters of the Pacific Ocean and spending your days soaking up the sun in tropical paradise. At Kamaole Nalu 301, an oceanfront gem in South Maui, this dream becomes a reality.Located on the 3rd floor of the charming Kamaole Nalu...
Gorgeous Updated Wailea Condo Walking Distance to Beaches & Near Golf Courses
Address for this Condo: Palms at Wailea 3200 Wailea Alanui Dr. (Unit 2105)Wailea, HI 96753*** Professionally Cleaned Condo, No Contact Check-In/Check Out ****** Newly RENOVATED CONDO!!***Welcome to Palms at Wailea! This is your tropical paradise! This recently remodeled...
Beautifully appointed 3 bedrooms and 3 full bathrooms with lots of space!
Book with us and come to Maui to explore everything we have to offer!Large 3 bedroom unit with 3 full bathrooms! Perfect for a large family or a group getaway!A rare double level 3 bedroom/3 bath unit at the Kamaole Sands Resort. Enjoy the Air Conditioner in all three...
Top Floor, 360 deg Ocean View, Totally Remodeled, 2-bed 2 bath with split AC
Welcome to our exceptional short-term rental unit, perched on the top floor with breathtaking 360-degree ocean views from the expansive lanai. Recently remodeled in August 2023, this unit offers a seamless blend of modern comfort and coastal tranquility, ensuring an...
New! Palms 702 - Romantic Retreat - Split AC in Bedroom - Open-Air Living Area
Discover the perfect Maui escape at Palms at Wailea 702, a beautifully updated 1-bedroom, 2-bath luxury vacation rental ideally located in the heart of Wailea. This spacious ground-floor condo is designed for couples seeking a romantic retreat, offering comfort, style,...
Wailea Grand Champion #90 Breathtaking Fairway Views & Serene Surroundings Await
Wailea Grand Champions #90 – Partial Ocean & Fairway Views in the Heart of WaileaEscape to the peaceful beauty of Wailea Grand Champions #90, a spacious two-bedroom, two-bathroom second-floor villa offering partial ocean and fairway views. Tucked between the Wailea Blue...
This Blue Sky Escapes Studio Beachside condo/Walkout to Hot tub, Pool and BBQs
My studio condo is located in the perfect location on the ground level walk out from the patio directly to the pool and BBQs for poolside dinning and right across the street to a beautiful white sand swimming beach Kamaole Beach II. It is one of the only studio units in...
Kihei Surfside #213: Oceanfront Charm and Comfort with Breathtaking Views
Kihei Surfside #213 – Ocean View Comfort with Split Duct A/C and Open InteriorsEnjoy breathtaking coastline views and island breezes at Kihei Surfside #213, a beautifully maintained one-bedroom, one-and-a-half-bathroom condo located in the heart of South Kihei. Just...
Gorgeous Modern & Sophisticated Remodeled Ocean Front 2 Bedroom Condo
***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***POOL WILL BE CLOSED FROM SEPTEMBER 9-13th of 2024***Beach chic, stylish and modern condo, completely remodeled ocean view condo at Maui Sunset waiting for you! This tropical oceanfront complex has long...
Kauhale Makai 528 - Ocean and Mountain view 1 bedroom
Book with us and come to Maui to explore everything we have to offer!This beautiful 1 bedroom unit has everything for your Maui vacation. You will love the well maintained kitchen and bathroom. Enjoy your coffee on the balcony while looking at whales and boats and the...
Tropical Serenity - Lovely Maui Retreat 1Bed Suite
Discover Maui at Maui Banyan Q110 apartment, a lovely 1-bed 1-bath apartment steps from Kamaole Beach Park II, perfect for up to 4 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery,...
Ocean View Luxury #617: Top Floor + 2023 Remodel!
Coastal Luxury at its finest! Complete remodel and all new, tasteful furnishings in late 2023. Stunning Ocean and Sunset Views from this top floor condo! Clean, crisp and comfortable, this home has everything you will need to make your Maui vacation one that you will...
New Listing! Palms at Wailea 1501! Ground floor with Ocean views!
Welcome to our magnificent Oceanview retreat, nestled within the highly coveted Palms at Wailea. This nicely updated ground floor 1-bedroom, 2-bath unit promises an idyllic Hawaiian escape, complete with all the essential comforts and amenities you could desire.Step...
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Quiet studio, corner of the concrete building. Deck looks out to the ocean. Upgraded air conditioning. Elevator access to 2nd floor. Beach is a walk over the grass field. Sunny pool, kiddie pool, hot tub, BBQs. Kihei town is a 5 min drive away, plus so many more...
Updated #328: Kitchen, Coastal Decor, Ocean Views
Updated Beachfront condo with stunning ocean views located at popular Sugar Beach Resort!#328 has been tastefully updated with new kitchen and bathroom updates as well as new coastal furnishings. Sunsets are easily enjoyed nightly from your private lanai. Catch turtle...
Wailea Grand Champions Unit 33: Large 2 Br Condo in Wailea Sleeps 6 guests
*New Furniture throughout!! This two-bedroom, two-bath garden-view condo has just been remodeled with all new furniture throughout each room in the condo. The primary bedroom and the guest bedroom both have Cal-King beds plus the living includes a queen sofa sleeper...
Hale Kai O Kihei Condo w/ A/C, Ocean View-Close to Beaches
Hale Kai O Kihei 312Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This Hale Kai O’ Kihei condo offers a breathtaking ocean view from every room and includes a private lanai that...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Near Everything
Sugar Beach Resort 229Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Sugar Beach Resort Condo w/ Ocean View, Private W/D-Swim, Surf, and More
Sugar Beach Resort 318Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Gorgeous Updated Oceanfront 3 bedroom @ Menehune Shoresn
Welcome to Menehune Shores 218. This beautifully updated coastal condo features 3 bedrooms, 2 bathrooms & a private lanai. The condo can accommodate up to 8 people & has AC in every room. Admire breathtaking oceanviews, sunsets, sailboats, kite surfing, & whale...
Bright, modest studio with fully equipped kitchen
Welcome to Kihei Bay Surf Resort, a studio located in the beautiful North Kihei region of Maui, just a short 15-minute drive from Kahului Airport. This condo features a comfortable queen-size bed and a queen-size sofa bed in the living room to accommodate additional...
Luana Kai B201 | Luxurious Updated Condo, Oceanfront Property!
Welcome to this Zen garden paradise also known as Luana Kai B201. Surrounded by lush tropical foliage and stylishly decorated with colors and furnishings that provoke a feeling of calm, this condo will be your favorite place to escape to year after year.Remodeled,...
Gorgeous Expansive Condo in Wailea with HUGE Lanai & Ocean Views
Address for this Condo: Wailea Ekahi, 3300 Wailea Alanui Dr. (Unit 51A), Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Wailea Ekahi 51A! This beautiful corner unit, located within the tropical oasis of Wailea Ekahi, is a...