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!
Charming Ground Floor Royal Mauian 2-bedroom/2-bath unit
We recently acquired this property and own two others in the complex, so while new to us, this unit has long been a 5-Star rental unit and loved by guests. Charming 2-bedroom, 2-bath condominium conveniently located on the ground floor, this home is on the south corner...
Kihei Maui 3BR w/ Parking & Close to Kamaole Beach
Summary:Enjoy a relaxing Maui getaway at Maui Banyan, perfect for groups of up to 10 guests. This newly updated condo features air-conditioning in all bedrooms and the main living area for your comfort. Best of all, the resort is just across the street from Kamaole...
Wailea Ekahi Ocean View Unit, 5 Minute Walk to the Beach, AC Included!
Your Wailea Escape Starts HereWelcome to Wailea Ekahi Village 13F, a beautifully positioned top-floor ocean view condo just a short stroll from one of Maui’s most stunning beaches. Whether you're here for relaxation, adventure, or a bit of both, this unit delivers the...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
2BR Villa at Maui Bay Villas – Pools, Beaches & Island Adventure
Maui Bay Villas is a newer Hilton Grand Vacations Club resort located in Kihei along Maui’s scenic south shore. The resort features modern villa accommodations surrounded by tropical landscaping, palm trees, and mountain views.Guests can enjoy resort pools, hot tubs,...
2BR Villa at Maui Bay Villas – Pools, Beaches & Island Adventure
Maui Bay Villas is a newer Hilton Grand Vacations Club resort located in Kihei along Maui’s scenic south shore. The resort features modern villa accommodations surrounded by tropical landscaping, palm trees, and mountain views.Guests can enjoy resort pools, hot tubs,...
2BR Villa at Maui Bay Villas – Pools, Beaches & Island Adventure
Maui Bay Villas is a newer Hilton Grand Vacations Club resort located in Kihei along Maui’s scenic south shore. The resort features modern villa accommodations surrounded by tropical landscaping, palm trees, and mountain views.Guests can enjoy resort pools, hot tubs,...
Fantastic 1-bedroom Maui condo in Kihei, Beach Access, A/C, Pool, Prime Location
Back on VRBO. This condo previously had 100+ 5-star reviews. You'll love this upgraded, 1 Bed/1 Bath condo with pool, A/C, and easy beach access. Sleeps up to 4 guests and located in the Kihei Akahi resort.It's in the PERFECT location - steps to 3 of the best beaches on...
Kihei Kai Nani Beachside Resort Vistas
Summary:Located in the desirable Kihei Kai Nani Resort, this freshly remodeled one-bedroom condo offers a bright island retreat directly across from Kamaole Beach Park II, one of South Maui’s best swimming and snorkeling beaches. Thoughtfully updated with high-end...
Tranquil 1-bedroom condo with AC, King Bed and Ocean View in sunny Kihei!
Discover the beauty of Kihei from this 1-bedroom condo with stunning ocean view at the Kauhale Makai. Guests enjoy a pleasant living room with a comfortable sofa bed, perfect for relaxing after a day of exploring. The space includes a well-equipped bathroom and keeps...
Relax at Polo Beach Club 703 – 2BR Oceanfront Condo in Wailea
* New Photos Coming Soon*Welcome to Polo Beach Club 703, a beautifully positioned two-bedroom, two-bath residence in the exclusive beachfront Polo Beach Club in Wailea. This comfortable and inviting condo offers partial ocean views, pool views, and a private lanai,...
Ocean View Wailea Beach Villas Penthouse M511 Walk to Beach & Shops
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not affected by the recent proposed legislation.Welcome to Wailea Beach...
Stay at Grand Champions 185: Spacious Condo with Pool, Art, Tropical Paradise
Welcome to Wailea Grand Champions 185, a recently updated spacious two-bedroom, two-bath condo, offering a perfect blend of contemporary style and tropical paradise. The signature element of this condo is the unique decor that celebrates an island aesthetic with a...
Maui Kamaole L-210 | Across From Beach + Pool
Welcome to Maui Kamaole L-210, a stunning vacation rental sanctuary located in the picturesque coastal city of Kihei, Hawaii. Nestled on the sun-drenched shores of Maui, this retreat is perfectly positioned just across the street from the beach, offering the ideal home...
Beautiful Modern Decor in a Light-Filled Condo, Hale Kamaole, Steps to Beach
This ground floor unit is perfectly located and easily accessible to all the complex's amenities: sparkling clean pools, gas and charcoal BBQs (cleaned daily), and a tennis court. You also have your own personal lanai to enjoy the cool island breeze as you sip your...
Delightful 2-bedroom condo with AC Luana Kai D104
D104 is a ground fl, 2 bedroom, 2 bath with AC. There is a king bed in the master, queen in the guest room & a sofa bed in living room. The lanai has a dining table and chairs for relaxing while enjoying dining or the spectacular view. There are ceiling fans and AC in...
Maui Wailea Spacious 4 Bedroom Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Contemporary Oceanview Retreat in Wailea Perched on a gently sloping lot in an exclusive Wailea enclave, this stunning contemporary masterpiece blends artful design with effortless coastal...
Grand Champions Villas in Wailea, Maui
Forget your worries in this serene space surrounded by tropical palms! This large 1,200 square foot, bright and airy two-bedroom, two bath Villa has a King size bed in both bedrooms and a Queen size sofa bed in the living room. It is a top floor, corner unit, with...
Wailea 3 Bedroom Home Sleeps 8
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Ideally positioned near the top of an exclusive cul-de-sac in one of Wailea’s most sought-after gated communities, Island living with privacy, ocean views, and effortless indoor-outdoor...
Beautiful Ocean View 2BR w/ Split AC & Private Lanai – Menehune Shores #524
Menehune Shores #524 – Ocean View Comfort in North KiheiPerched oceanfront just steps from the beach, this beautifully appointed condo showcases sweeping Pacific views, vibrant sunsets, and gently swaying palms from the living room and primary bedroom.From your private...
Island Retreat – 1BR Suite with Kitchen & Lanai at Maui Schooner
Escape to serenity in this one-bedroom suite at Maui Schooner Resort in Kihei, where comfort meets tropical surroundings. With approximately 800 square feet of space, this suite is ideal for up to four guests looking for a relaxing, island-style stay. Inside, you’ll...
Sleeps 12! Ocean Views! 4 BD/4BA! 2 Renovated Condos!
Room for 12! Welcome to Pineapple Paradise Maui - The Original and 2.0!Bring your whole group to enjoy these TWO incredible 2 bedroom 2 bathroom condos only 1 minute walk from each other and a 2 minute walk to the beach! Both condos have just been completely remodeled!...
Sleep 10!~Ocean Views~2 Condos next door to one another!
Room for 10! Welcome to Pineapple Paradise Maui!Bring your whole group to enjoy these TWO incredible remodeled condos next door to one another and only a 2 minute walk to the beach! This listing is for 1 - 1Bedroom/1Bath and 1 - 2 Bedroom/2 Bath. It's the best both...
Cozy Master Bedroom/Private Bathroom
Welcome to your spacious Kihei retreat, perfectly located close to everything! Enjoy a 5 minute walk to the beach (or quick 2 minute drive), just 7 minutes to Wailea, and about 20 minutes to the airport and town. Relax with a 65" smart TV, dedicated workstation, large...
Peaceful Golf Course Retreat with Partial Ocean Views-Wailea Grand Champions #78
Beautiful Golf Course Views | Wailea Grand Champions #78Escape to the peaceful beauty of Wailea Grand Champions #78, a spacious two-bedroom, two-bathroom second-floor villa with partial ocean and fairway views. Ideally situated between the Wailea Blue Golf Course and...
Makai Maui! Steps to the Beach! South Kihei Condo! Family Friendly!
Welcome to Makai Maui, your perfect island home base in the heart of Kihei. Stroll through private tropical grounds and straight onto Kamaole Beach II (Kam II) — one of Kihei’s best beaches, known for its soft sugar sand, excellent swimming, lifeguards, and...
Maui Banyan #Q-109A Garden View, A/C, Great Location Near Kam Beach II
Maui Banyan #Q-109A is a studio, 1 bath unit on the ground floor. It features a garden view, air conditioning 1 flat-screen TV, full sized refrigerator, microwave, and free wifi. There are two double beds, . For outdoor activities, Maui Banyan #Q-109A is supplied with...
Maui Banyan #Q-109B Garden View, A/C, Great Location Near Kam Beach II
Maui Banyan #Q-109B is a 1 bedroom, 1 bath unit on the ground floor. It features a garden view, air conditioning throughout, a fully equipped kitchen, washer and dryer, and free wifi. There is a queen bed, and a double sofa bed. For outdoor activities, Maui Banyan...
Maui Banyan #Q-109C Garden View, A/C, Great Location Near Kam Beach II
Maui Banyan #Q-109C is a 2 bedroom, 2 bath unit on the ground floor. It features a garden view, air conditioning throughout, a fully equipped kitchen, washer and dryer, and free wifi. There is a queen bed, two double beds, and a double sofa bed. For outdoor activities,...
Mana Kai 811 - Oceanfront, Top Floor, Stunning Renovation, 2BR, Kings, Split AC
Escape to an oceanfront paradise at Mana Kai 811 - a beautifully appointed 2-bedroom, 2-bath condo on iconic Keawakapu Beach in South Maui. This inviting beachfront retreat boasts king-sized beds in both bedrooms and luxurious modern finishes throughout, perfect for...
Kihei Bay Surf B212: Beachside Studio w/ Pool & Lanai
Kihei Bay Surf B212 puts you exactly where you want to be in South Maui, directly across from the beach and the oceanfront Hawaiian Islands Humpback Whale National Marine Sanctuary Visitor Center. This bright, well-kept studio vacation condo is all about easy island...
Wailea Ekolu 408 Spacious Second-Floor Retreat with Panoramic Ocean Views
Experience an elevated Maui escape at Wailea Ekolu Village Unit 408, where comfort, views, and location come together for a truly memorable stay. This beautifully positioned second-floor 1-bedroom, 2-bath condominium offers a bright, open feel with vaulted ceilings and...
Kamaole Sands 5-210 - Stunning 1BR/2BA, King Bed, Center-Cut Bldg 5, AC, Wi-Fi
Kamaole Sands 5-210 is a beautifully maintained center-cut 1 bedroom, 2 bathroom condo in South Maui, offering the ideal balance of comfort, privacy, and functionality. Designed to sleep up to 4 guests, this spacious layout features a king bed in the primary bedroom and...
Haleakala Shores A-411 - Modern 2BR/2BA, 2 King Beds, Sleeps 4, Split AC, Wi-Fi
Haleakala Shores A-411 is a bright and beautifully appointed 2-bedroom, 2-bath condo on the 4th floor of a well-loved South Maui destination. This modern retreat sleeps four comfortably with two California king beds - making it perfect for couples and friends seeking a...
Kihei Akahi D-G8 | Ground Floor & Right Across From The Beach!
Immerse yourself in authentic Hawaiian charm at Kihei Akahi D-G8, a tropical retreat perfectly situated in the bustling heart of Kihei on the island of Maui, Hawaii. This ground-floor condo offers the ideal blend of convenience and serenity, located just moments away...
Escape to Family Fun and Island Bliss at WorldMark Kihei- 1 Bedroom
If you're looking for the ultimate Hawaiian escape packed with adventure, relaxation, and family fun, look no further than WorldMark Kihei on the stunning island of Maui! Nestled just steps away from the beautiful beaches of South Maui, this resort offers the perfect...
Beachfront Delight Direct Beachfront with fabulous views on Maui’s best beach!
You are going to love spending time here!!!This is the perfect romantic, family or friends get away. You chose the best beach location on Maui with everything you could desire to enjoy your stay to the max! Beautiful sunsets each evening from your lanai, kitchen, living...
WorldMark Kihei - 2 Bedroom Twin
Maui Adventure at WorldMark Kihei – Bright Two‑Bedroom Twin Retreat Product Description Two‑Bedroom Twin • King + Twin + Twin + Queen Murphy Bed • Sleeps 6 Enjoy your Hawaiian getaway at WorldMark Kihei, a welcoming full‑service resort just steps from the sun‑drenched...
Maui Wailea 3 Bedroom Luxurious Home
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Wailea is waiting for you at this perfect 3 bedroom house. This warm, single-level home spans over 3,100 square feet, featuring 3 bedrooms and 2.5 baths, thoughtfully designed to blend...
BEST LOCATION in Ekahi! Bldg 8! 30 second walk to the beach-$299 winter/spring!
Wailea Ekahi 8D is an exquisite vacation rental located in the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo is located on the second floor with vaulted ceilings and elevated views over the landscaped grounds below.We purchased this unit for...
South Kihei 2BR/2BA, Steps from Kamaole Beach
Summary:Enjoy this spacious 2BR/2BA Maui Banyan condo with partial ocean view from the balcony - in South Kihei, one of Maui’s most desirable areas. Walk to the golden sands of Kamaole Beach, swim, snorkel, or watch sunset skies. Restaurants, cafes, and local shops are...
New Listing! South Maui Condo Steps to Beach
Maui Vista 2303 | Walk to Beaches, Dining, Shops & Fun | Ideal South Kihei Location Discover the best of Maui from Maui Vista 2303, a beautifully appointed 1-bedroom, 1-bath condo, just steps from Maui's stunning beaches, great restaurants, local shops, and endless...
Menehune Shores #301 - Oceanfront Shoreline Location with Inviting Living Spaces
Menehune Shores #301 – Ocean View Two-Bedroom RetreatWelcome to Menehune Shores #301, a two-bedroom, two-bathroom condo. This inviting retreat blends Maui’s timeless charm with a relaxed island feel, making it ideal for families or friends seeking a peaceful getaway....
2 x 2BR Apts near Kam 1 Beach, Pool, Hot Tub, BBQ
Think booking a single space for your group is the smartest move? Think again. What if the real win is booking two? These two 2-bedroom condos, each freshly renovated in 2023, give your group the best of both worlds: time together and time apart.Each apartment will have...
Two 2BR Units in Same Complex, Pool, Hot Tub, Gym
What’s better than one fully equipped condo? Two! Both renovated in 2023Surprise your group with double the privacy and space. Two separate 2-bedroom apartments, each with its own kitchen, laundry, and balcony. Whether your group wants to split into early birds and...
2BR ¼ mi to Kam 1 Beach, Pool, Hot Tub, Gym, BBQ
Looking for a family-friendly spot just less than 1/4 mile from the beach? This spacious, newly renovated two-bedroom condo offers everything you need for an unforgettable stay, steps from Kamaole Beach I and minutes from shops, restaurants, food trucks, and farmers...
Two 3BR Apts Near Kam 1 Beach, Pool, Hot Tub & BBQ
These two separate 3BR units offer privacy with their own entrances, perfect for large groups.Only ¼ mile from Kamaole 1 Beach, these professionally managed timeshare apartments come with a pool, hot tub, and gym for post-beach relaxation.Plus, you’re within half a mile...
Royal Mauian #314 - Oceanfront Maui Condo with Easy Access to Kamaole Beaches
Royal Mauian #314 – Oceanfront Two-Bedroom with Panoramic ViewsRoyal Mauian #314 is a two-bedroom, two-bathroom condo offering stunning ocean and coastline views from its private lanai. Perfectly situated along Maui’s south shore, this beautifully updated retreat...
Direct Beachfront Living in South Maui
Your Sugar Beach Escape at Kealia! Welcome to your ultimate Maui retreat at Kealia, where the Pacific Ocean is literally your backyard. This beautiful beachfront condo offers a rare blend of serenity and convenience, providing a front-row seat to the rolling waves and...
Kihei 3 Bedroom Home Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Designed by a premier Hawaii and San Francisco designer, this one-of-a-kind residence has been meticulously crafted as both a refined home and a true statement piece. Every detail reflects...