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!
FULL OCEAN VIEW CLEAN SPACIOUS HIGH END REMODELED A/C IN LIVING + BEDROOMS
Remodeled, spacious condo with high ceilings located at Hale Kamaole opposite Kamaole III State Park and Beach. Great for two couples or a family of five. The open loft area sleeps one adult/child in a twin bed. The open staircase does not make it suitable for toddlers....
Freshly Renovated Corner Studio With View of the Ocean
Welcome to our tastefully renovated and decorated Kihei Akahi studio D-301, that we affectionately call “Our Pearl”. BOOK with CONFIDENCEKihei Akahi is a Hotel-zoned property and is not subject to the new Maui County regulations regarding the phasing out of short term...
Stunning Property in Building 10 of Kamaole Sands
Completely remodeled, luxury condo in Kihei, Maui. 2 bedroom, 2 bathroom, third floor, end unit in Building 10 of Kamaole Sands. Kamaole Sands is directly across the road from Kamaole III Beach Park and Building 10 is closest to the beach. The ocean views are amazing...
Amazing view, Close to the beach, Wailea Ekahi Unit 20i
Condo 1 bedroom, 2 bath (sleeps 4)PRIME location on the front row in lower Wailea Ekahi, Wailea. Listen to the sound of the waves and enjoy the ocean views. Famous Keawakapu Beach is just steps away! Beautiful ocean views from every room. Enjoy the extra-large lanai...
Maui's BEST- DIRECT Oceanfront!! Longest Sandy Beach on Maui!!
Welcome to Sugar Beach #228. I invite you to enjoy one of the world's finest beaches - Sugar Beach, with its 5 miles of golden soft sand, warm water and beautiful sunsets. This direct oceanfront condominium has been completely updated with all of the high end finishes...
Luxe Townhome, Ocean Views, Relax by the Pool
- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably- One of the few villas offering both pool and ocean views- Prime location near the pool and just minutes from the beach- Hotel-quality beds with luxury linens- Private lanai with seating, a...
Spectacular Oceanfront Home! Watch turtles from deck while relaxing in the spa!!
Located on Maui's South Shore in the heart of beautiful Makena Bay, this single story oceanfront cottage is an island paradise. Built over 60 years ago and recently remodeled, guests are provided with all the modern conveniences for an incredible vacation. We recently...
TRUE OCEANFRONT PARADISE! Royal Mauian #311
ALOHA!Welcome to Kihei, Maui and your oceanfront paradise! Our incredibly beautiful condo is near the center of the building and only steps away from the water. Watch whales, savor the sunset and enjoy the sound of the waves from the large lanai, the living room or even...
Newly Remodeled 3 Bed/2 Bath Ocean and Mountain Views
Our condo, (unit 402) is family owned and operated and new to the rental pool. This beautiful and spacious 3 bedroom beach front condo offers stunning ocean and sweeping white water views from the living room, kitchen and master bedroom. In October 2019 the condo was...
Beautifully remodeled Sugar Beach #104, meticulously cleaned and maintained
Welcome to our beautifully remodeled ground-floor condo at Sugar Beach Resort #104 in North Kihei! Experience island living in this beautiful condominium situated along Maui's 5 mile Sugar Beach. With direct access to one of the longest stretches of sandy beach on the...
Private Ocean View Cottage Overlooking Wailea
Couples find the privacy and space they dream of in our 1-bedroom ocean view cottage set on a hillside in sunny south Maui. Our cottage offers a fully equipped kitchen, living room, dining room and travertine bathroom. You car stays protected from the sun in your own...
FULL OCEAN VIEW WAILEA
Bright airy updated large 1 bedroom 2 bath top floor in sought- after Wailea Ekahi Village. 27D is a top corner unit known for our panoramic ocean views. Enjoy a Mai Tai while gazing out at the whales breaching out of the ocean at sunset! This unit boats high ceilings,...
Large 2 Floor Condo - Wifi/Central Air & Pool Across From Beach - Lots of Extras
The perfect place to enjoy your vacation in paradise! Centrally located and just 20 minutes from the airport, we are 1 of 54 condos in 5 buildings on 5.6 acres of beautifully manicured lawns and lush tropical gardens. This is a bright and airy, non-smoking, second...
Beachfront Retreat with Stunning Ocean Views at Hale Pau Hana on Kam II Beach.
Anchor Cove D2 is a single story property perched at the beachfront on the beautifully landscaped grounds of Hale Pau Hana Resort. Originally the resort restaurant, the building was reconstructed as a side by side duplex. Its prime location, large size, and proximity to...
April Cancellation Reserve ASAP ONLY 179/nt ! 135 Exceptional Reviews!
BEAUTIFUL Unit A308 is an oceanfront condo just steps to the beach! Ocean view offering large and clean accommodations. Enjoy the garden view and all the amenities of the highly acclaimed Maui Sunset resort, including 60 foot freshwater swimming pool beachside and l hot...
Beautiful Sunsets with this Ocean View Condo! Mar 23 - April 7 Open!
This beautiful top floor, Grand Champs condo has one of the best ocean views in the complex. This fully updated 2 bedroom, 2 full bath condo has wonderful panoramic ocean views perfect for sunsets and whale watching. From the extra large, newly tiled lanai, you can see...
"Sunsational" Penthouse-Grand Ocean Views in TopSpot over Beach-for Two to Four
Your island experience will be vastly enhanced by breathtaking views at every turn while enjoying a serene atmosphere, lavish extras and carefree upscale comforts found in this outstanding remodeled private oceanfront penthouse with easy direct beach access, sunsets, !...
Wailea Ekahi 33c Ocean View Condo - 500 Feet from the Beach!
Welcome to this Wailea Ekahi Condo (Unit 33C -LINKS TO OUR PERSONAL WEBSITE ARE LOCATED BELOW). Our one bedroom, one bath ocean view unit is located within Wailea Ekahi Village, one of South Maui's premiere oceanfront resort developments. Situated on the central...
Wailea Ekahi 54A: Completely Remodeled & Panoramic Ocean View
Our Family has Two - Two Bedroom/Two Bathroom Units above and Below Each other in Ekahi Village. This is great for Families or large groups traveling together. Both units tend to be among the most popular in the entire complex! DEAL FOR THE YEAR: The main pavilion pool...
REMODELED 2 BED/2 BATH CONDO ACROSS FROM KAM3 BEACH W/ OCEAN VIEW
Maui Parkshore at 2653 South Kihei Road is located in the heart of South Kihei just a step away from some of the best beaches Maui has to offer. Its convenient location is also a walking distance to many restaurants, cafes, tourist gift shops, and a health food store!...
MANA KAI 509 on Keawakapu beach Kihei
This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on...
Oceanfront Sugar Beach 525 Tropical Condo, on the Beach,
SOUTHWEST SUNSETS-Sitting on the lanai, you are facing beautiful southwest sunsets, view is the website pictureWHALES January through April breaching in your view, all the comforts of home in a warm, tropical location with our building 20 feet from the ocean. BEACH is...
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews!!!
OUR MAUI BEACH HOUSE... (Please read our Guest Comments to see how great this place is!) This is the perfect place for a family vacation and retreat!! And it is right on the beach! Many of our guests enjoy staying right on our property or on our beach -- no need to...
LOOKING FOR A LUXURY CONDO WITH FAB VIEWS? THIS IS IT! Located in Hotel Zone.
Just steps away from the famous Kamaole I beach is our luxury 3 bedroom/2 bathroom condo. This extra large unit boasts luxury furnishings. We have amazing views of the Ocean and West Maui from almost every room! Relax and enjoy breakfast on the double lanai viewing the...
Best Location @ Ekahi... year round sunsets from lanai, stroll to the Beach
What you will love about 14C: * CDC cleaning guidelines implemented * laundry done off site in professional grade CDC protocol machines* “Touchless” checkin * Expansive ocean view from multiple lanais* air conditioned, 3 flat panel tv's, fast internet, sonos speaker*...
Removed Trees=stunning ocean sunsets,@Wailea Beaches, Green, and Foodie Kitchen!
To enjoy our GORGEOUS OCEAN VIEW, from our upscale, VERY GREEN, very sound proof, 2 Bedroom, 1 and 1/2 Bath Condo, just a 4 minute walk to the nicest Beach on Maui, Keawakapu. Just book it here! Take a nap or read a book looking out on lawn, woods, and ocean as the...
Superb location at Māla Nani at Kamaole Sands! Steps to Beach! Ground Floor. A/C
Aloha!Welcome to Kamaole Sands, one of Kihei's most sought-after resorts! Māla Nani at Kamaole Sands is our TOP ''A'' RATED, garden view home in the HIGHLY DESIRED BUILDING #7. Our inviting ground floor unit is ideal for couples and families, especially those with...
~ This Is Wailea Living ~
This is Wailea Living!Nestled in a private and secluded enclave between the Wailea Blue Course and the Wailea Tennis Club, the Wailea Grand Champions Villas are where travelers can golf, play tennis, be pampered at the Wailea Grand Spa, whale watch or turtle spot, or...
Across From Kamaole 2 Beach, This Concrete Resort Is Maintained Well
Very important, Kihei Kai Nani is HOTEL ZONED, and not affected by ongoing Maui Transient accommodation issues, ours is a one-bedroom condo, on the top corner (2nd floor) of building #3, which is the second floor of a concrete building. The unit has a full kitchen and...
🤙 APRIL+May Request SPECIAL 🏝️ at the upgraded LIVE ALOHA SUITE
Receive a discount from the listed price by contacting me through VRBO! And YES! Sugar Beach Resort and Maui continue to rank high by the travel periodicals as providing an excellent tropical experience. 📈 THE LIVE ALOHA SUITE is a tastefully designed condo by Stannard...
Spectacular Ocean Views! 5 Star Reviews! ʻIke Kai at Wailea Ekolu Village
Aloha!Start your day with coffee and beautiful ocean views from the lanai, and finish the day watching amazing sunsets!Welcome to our Our Maui Condo! ʻIKE KAI, which means "OCEAN VIEWS," offers a one-bedroom, two-bath, ground floor retreat that will delight even the...
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING
Book With Confidence, This Gorgeous, Newly Remodeled, 4 Bedroom, 2.5 Bathroom Private Home, With Modern Finishes, Located In A Residential Neighborhood In Central Kihei That Has Been Permitted For Short Term Vacation Rentals (STRH Permit #STKM2018/0005). This Home Is...
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
***The pool has just been renovated and it is gorgeous*** DESIGNED BY A NYC ARTIST. THIS BEAUTIFUL CONDOMINIUM IS BORDERING KIHEI AND WAILEA IN SOUTH MAUI, HAWAII. IT IS LOCATED AT THE GORGEOUS MAUI HILL RESORT BY ASTON. THE PROPERTY HAS BEAUTIFUL GARDENS, SWEEPING...
Luxury Wailea Condo - Incredible Ocean Views! 5 Star Reviews. Multi Zone AC.
Welcome to Olu’olu (meaning a “happy" home, in Hawaiian), which it will always be! Enjoy beautiful Wailea, in South Maui at our home!Olu’olu is remodeled, beautiful and relaxing. Your first view from the living room lanai, across the Wailea Blue Golf Course, to the...
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Zone for vacation rentals and not impacted by proposed zoning changes. Fully legal and stable rental unit. Fresh out of helping the Lahaina fire victims, our unit is back on the market. Modern, fully updated spotless condo with a great view of the beach. Everything is...
Maui Wailea Escape 2 Bedroom, 2.5 Bath Condo #23A - View, Pools, Walk to Beach
Sun, fun and the Hawaiian Island lifestyle is waiting for you! Our townhouse is located in the beautiful beach front property of Ekahi Village. Explore the winding pathways through Ekahi's lush gardens spanning over 34 acres. Take a stroll down the hillside and you'll...
Oceanfront...Endless Sunsets Everyday!
This charming three bedroom home offers a private "local" experience in one of Maui's rare oceanfront neighborhoods. With idyllic views of the ocean and sunsets, this home promises many unforgettable memories. Our clean and cozy home is complete with all you need and...
Stunningly Renovated! Ocean View! Elua 2305
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to Elua 2305. Your ultimate Maui vacation awaits at this fabulous listing! Don’t miss this incredible opportunity to enjoy the very best that Maui has to offer.Say Aloha to...
Hoaloha Hale - Gorgeous Kihei Home Across from Beach
PLEASE READ PRIOR TO BOOKING: If you have more than 10 guests the cottage will need to be booked as Maui's rental permit law requires 2 guests per room. That includes children over the age of 2 years old. Children under the age of 2 can stay with their parents in the...
Lovely Remodeled 2BR, 2BA Condo, across from Kamaole beaches, Sleeps 4-6.
Welcome to our beautiful fully remodeled 2 bedroom, 2 bath luxury condo located in the stunning and lush Maui Kamaole complex located at the south end of Kihei, and close to Wailea. Maui Kamaole is located right across the street from the renowned Kamaole beaches and...
1206 The Palms-Wailea. Owner Direct. Car available. The reviews say it all!
Hyundai Santa Fe with room for five is made available to guests through Turo for $40-$60 a day. If you are interested, let us know.DIRECT TO ROOM CHECK-IN: At 1206 The Palms, you go directly to your private condo without ever needing to check in. The same is true upon...
Whales, Beaches and Sunsets! Come enjoy Maui's most exclusive resorts.
Aloha, Enjoy stunning panoramic ocean views and just steps from the beach, pools and spas. Watch sunsets from the lounge chairs on the lanai or from the living and dining room! Our 1600 sq. ft. condo features 2 bedrooms with ensuite bathrooms, king size beds and refined...
PERFECT Maui Getaway! Wailea Ekolu Luxury Ocean View Top Floor Condo
Welcome to ocean view luxury in the heart of Wailea; welcome to your perfect Maui getaway. This 2 bedroom, 2 bathroom renovated condo in the Wailea Ekolu neighborhood gives you all the amenities of home, combined with all the luxury of a resort, and all within a 15...
Beachfront / Corner / Renovated / 2nd floor condo unit: F-204
Literally sitting at the waters edge, this elegantly furnished and tastefully designed ocean front condo is so close to the shore you almost feel like you can reach out and touch the water. It has an ocean view from every room except the guest bedroom which overlooks...
Beautiful Condo -Beachfront Complex 3-4 min easy walk to beach. Grt Ocean views
***NOTE: We respect and follow relevant Government, Vrbo, CDC and WHO best practices for cleaning and disinfection. Covid -19 is a very unpredictable virus that impacts everyone. We are in this together and are flexible with our guest’s for Covid related travel and...
WOW!!! Great Winter Special Minutes from the Beach. NEW AC for your Perfect Stay
Top to bottom fully renovated 2 bdr 2 bath 1244 sq ft condominium in Maui Kamaole. Largest floor plan in the complex.Enjoy ocean views and the quiet location of our unit located in the D Cluster of Maui Kamaole. Tastefully decorated with all the amenities including...
Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Escape to the stunning beachfront 1-bedroom condo in Kihei, where the perfect Maui vacation awaits. We are steps away from Kamaole Beach II. Relax by the outdoor pool or enjoy the free WiFi, two of the many traveler favorites at this property. Inside, you'll find a...
Ocean View, 1st Floor, Spectacular Remodel, AC every room, Inner Courtyard
Check out our over the top remodel in every room. Redesigned throughout. Private guest room. AC in every room. The best location in The Palms. 1st floor walk out , near pool Provide beach chairs, ice chest, beach towels, boogie boards and other beach items. Puzzles,...
One-of-a-Kind Maui Getaway!
The Butterfly Home | Maui, HawaiiThis estate is more than a home—it is a vision brought to life by its architect-owner as a personal passion project. Designed with Maui’s natural beauty as the muse, every detail reflects an intention to blend art, architecture, and the...
Amazing Ocean Front at Sugar Beach Resort #519, High End Remodel, 1Bed/1Bath
Sugar Beach Resort is located north of downtown Kihei on beautiful Sugar Beach. Sugar Beach stretches for miles on Maui's Maalaea Bay. Stay in our Hawaiian condo and it will be a vacation you will never forget. Sugar Beach Resort is just a 15 minute drive from Maui's...