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!
We`ve hosted hundreds of happy guests - everything you need to know is here so you can confidently book one of the best-located stays in Kihei.Just steps from Charley Young Beach (under 5 min walk), this centrally located condo puts you within walking distance of...
Summary:Spacious, fully renovated oceanfront 1BR/1BA top-floor penthouse in sunny Kihei. Enjoy beach chairs, umbrellas, luxury towels, and a cooler for perfect beach days. Designed as a welcoming retreat on Maui’s Valley Isle, this condo offers comfort and style. Dine...
Punahoa 102-Oceanfront Condo at The Cove, Kihei | Walk to Surf, Dining & Shops
New listing with special introductory reduced rates!Welcome to Tutu’s Beach Bungalow at Punahoa 102, a charming oceanfront 2-bedroom, 1.5-bath condo in the heart of Kihei. This first time on the rental market home is located right next to The Cove—one of Maui’s best...
Maui Kamaole B102: Ground-Floor Condo with Pool, AC and Garden Views
Discover island comfort at this ground-floor Kihei condo, where luxury, privacy, and unbeatable convenience come together just minutes from South Maui’s most loved beaches. Located near the three sunny Kamaole Beach Parks, you’ll be only a short distance away from...
Fantastic 2-bedroom condo with AC in sunny Kihei Luana Kai D308
D308 is a Deluxe two bedroom, two bathroom condo. It is a corner unit and ideal for watching windsurfers and kite boarders as well as Humpback whales during winter season. There are views of Molokini, Kahoolawe, Lanai and Maalaea Bay and the West Maui Mountains. ...
Ocean View, Ground Floor, AC, Pools & Hot Tub!
Welcome! This is Maui Kamaole, perfectly located on Maui’s sun-soaked south shore!Highlights:- 2 Sparkling pools (one heated), 2 hot tubs, sauna and BBQ area on the property - Modern renovated ground floor unit for easy access—be on the beach in moments!-Stunning ocean...
Pool, Hot Tub, Tennis, Pickleball! South Maui!
Welcome to Kamaole Sands! You’ve found the best spot to experience all of the beauty and charm of Maui’s south shore, while enjoying plenty of relaxation as well!Highlights: -Centrally located across from the ocean in Kihei, Maui’s laidback, sun-soaked South Shore beach...
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...
200 Steps from the Beach | Sunset views!
Our condo is on the 6th floor with only Penthouses above us. From our condo, you can sit on the lanai and watch whales breach during migration or watch the sun set. There’s always seems to be a steady breeze off the ocean that drifts through our unit. It’s walking...
Maui Banyan P202 - Stylish Kihei condo across Kamaole II Beach
Maui Banyan P202 is vibrant with color, bright with natural lighting, cozy, and inviting. This two-bedroom condo in the heart of Kihei, is perfect for anyone seeking a relaxed island escape.Located directly across from Kamaole II Beach Park, one of South Maui’s most...
2 bedroom updated condo, AC, walk to beach & shops
Summary:Welcome to Kihei Alii Kai B108. This beautifully remodeled 2 bedroom, 2 bathroom condo can accommodate 6 people. Keep cool year round with Split AC units in the living room & the bedrooms. The condo has a fully equipped kitchen, towels & linens, & beach gear for...
Maui Kamaole J209 | Spacious 2BR Loft | Walk to Beaches, Dining & Shops
New to the rental market! Special reduced introductory rates! Summer special for 7 nights or more!Welcome to Maui Kamaole J209—your perfect South Maui retreat offering the ideal blend of space, comfort, and unbeatable location. Nestled in the heart of Kihei and just...
Maui Kam D106 | Best Location | Spacious Lanai + Lush Lawn Access
-New listing with special introductory reduced rates! Summer special for 7 nights or more! Enjoy relaxed island living at Maui Kamaole D106, a spacious ground-floor 1BR/2BA condo in sunny Kihei, just minutes from Wailea. This new rental listing is a comfortable retreat...
Adorable 1-bedroom apartment with AC in sunny Kihei
This Kihei apartment boasts one perfect bedroom designed for a restful stay. Guests enjoy a pleasant bathroom and thoughtful touches like air conditioning, heating, a combination washer/dryer, hair dryer, and an iron to make their visit more comfortable. Whether you’re...
Kihei Bay Vista C-201 - Kihei 1BR Condo, AC, Lanai, WiFi, 45 Sec to Sugar Beach!
Kihei Bay Vista C-201 is a beautifully updated one bedroom, one bathroom condo designed for a relaxing and comfortable Maui stay. This second floor unit features a bright and airy layout with air conditioning and thoughtful touches throughout, making it ideal for...
Studio with 2 Beds in Maui Banyan Kihei
Summary:Stay at Maui Banyan in sunny Kihei, perfectly located directly across from Kamaole Beach Park II, one of South Maui’s most popular swimming and sunset beaches. This inviting studio for up to 4 guests is also within easy walking distance of restaurants, shops,...
2BR 2BA in Maui Banyan Kihei, Steps to Beach
Summary:Stay just steps from the best of South Maui at Maui Banyan, located directly across the street from the famous Kamaole Beach Park II. This updated condo is perfect for up to 6 guests and keeps you within easy walking distance of local restaurants, shops, and...
Lahaina Luxury One Bedroom Villa at Maui Bay Villas Hilton Grand Vacations
Escape to Maui Bay Villas, Hilton Grand Vacations’ stunning oceanfront resort located along Maui’s picturesque western shore. This one-bedroom villa located n the Mauka side of the resort, blends contemporary island elegance with all the comforts of home, making it the...
Adorable 2-bedroom condo with AC in sunny Kihei Luana Kai C302
C302 is a beautiful 2 bedroom, 2 bathroom condo with AC. C302 has a king size bed in the master suite, a queen size bed and a twin size bed in the guest bedroom. In addition, a teal sofa in the living room folds out to become a queen sized hide-a-bed, providing sleep...
The Palms at Wailea 1805 - Luxury 2BR condo, large lanai, Full AC, Kitchen, WiFi
* * * * 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. * * * * Palms at Wailea 1805 is a beautifully designed 2-bedroom,...
THE NEST Serene 1-bedroom condo with AC in beautiful Kihei.
Get ready to relax in this 1-bedroom condo in Kihei. The adorable space features a King size bed in master bedroom plus a spacious living room with sofa bed, perfect for extra guests or lounging after a day of adventure. Stay comfortable with air conditioning...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Cozy 1-bedroom condo in tranquil Kihei with AC Luana Kai C104
Consider this condo your home away from home while you visit Kihei. This fantastic one-bedroom offers a comfortable space where guests can relax and unwind. The bright living area invites you to kick back after a day of exploring. A brilliant bathroom and thoughtful...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Rare Private Gated Estate on Kamaole I Beach – Maui’s Premier Swimming Beach
Something special is coming to Hale Maui No Ka Oi.A curated refresh is in its final stages; new furnishings, refined finishes, and elevated décor selected to honor the home's warmth while bringing a new level of polish to every room. The kind of details you notice the...
Kihei Beach Stay at Hale Kai O' Kihei - Oceanfront in Maui
🌺 Hale Kai O Kihei – Oceanfront Condo | Unit 204 - 1310 Uluniu Road, Kihei | Sleeps 4Rare true oceanfront 1-bedroom condo located directly on the shoreline in North Kihei. Enjoy sweeping ocean views, palm-lined lawns, direct beach access, refreshing pool, and...
Beachfront Resort! 2 BR Luxury Penthouse
Experience Kihei like a local in this 2-bedroom resort. This beautiful retreat features a cozy living room with a comfortable sofa bed, perfect for relaxing after a day of adventure. Guests can enjoy a refreshing breeze from the air conditioning or unwind in the...
Maui Parkshore #415 Ocean View in the Heart of Kihei, Walk to Kamaole Beach
Maui Parkshore #415 is a two bedroom, two bath, fourth floor condo with an open living room, full kitchen and a large lanai that provides beautiful sunset views of the ocean. This lovely condo is just across the street from Kamaole Beach III. It has a washer and dryer,...
Lovely 2-bedroom condo with AC Luana Kai A104
This beautiful oceanfront two-bedroom/two-bath condo is located just steps from the beach I the peaceful Luana Kai complex! Enjoy breathtaking sunsets, morning walks along five miles of Sugar Beach, and stunning views of the ocean , Haleakala, and the West Maui...
SUMMER SALE! Cozy 1-Bedroom in Kihei with garden views - Kalama Terrace P107
FLASH SUMMER SALE! We're offering exclusive discounts on all summer stays booked this week—don't miss out on these updated lower rates.Kalama Terrace P107 Experience Maui from this Cozy Ground Floor 1 Bedroom Kihei Condo, Steps from the Pool, Walk to the BeachWelcome to...
Maui Wailea 4 Bedroom House Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host TabPerched in an exclusive Wailea enclave, this stunning contemporary retreat blends modern design, artistic details, and effortless coastal living. Created by acclaimed artist Robert Suzuki...
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 | Walk to Beach | AC
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,...
🌅 Maui Magic! Panoramic Beachfront Stay! Ocean Views, Pool, Hot Tub, Sleeps 8🌊
Top 6 reasons guests love us!True oceanfront views with waves, ocean breeze, and unforgettable sunsets from your 2 private lanais!Great amenities including pool, hot tub, sauna, BBQ grills, shuffleboard, and putting green!Full kitchen to cook, save money, and enjoy...
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
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, creating the perfect setting...
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
Stay a little longer in paradise—book 5 nights and enjoy your 6th night free.Offer is not valid for arrivals between December 20 and January 4.Welcome to Wailea Grand Champions 185, a recently updated spacious two-bedroom, two-bath condo, offering a perfect blend of...
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...