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.

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Immaculate and Chic! Come relax in our luxury unit…

Reviews (65)

Welcome to our villa......First and foremost, our condo is professionally cleaned and disinfected using best-in-class methods and solutions. Your health, safety and comfort is our top priority. The unit has fiber optic 300 mb service, perfect for remote business.Our...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Beautiful Ocean Front Ground Floor NEWLY RENOVATED 3 BRM

Reviews (99)

Our condo is family owned and operated and is a beautiful and spacious 3-bedroom beach front condo offers stunning ocean views from the living room, kitchen and master bedroom. The second and third bedrooms also enjoy ocean views.The kitchen was renovated in 2024 with...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Stunning BEACHFRONT Ground Floor Condo – Fully Renovated & Ready to Welcome You

Reviews (44)

Experience the ultimate in Tropical Beach Living at this beautifully renovated, ground-floor 1-bedroom, 1-bath condo at Kihei Sands. Complex located right on the beach, this chic retreat combines modern style with the laid-back charm of Maui. With a design that blends...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Beautiful Condo with Awesome Sunset Views

Reviews (101)

Beautiful two bedroom two bath luxury condo. Kitchen with granite counter tops and all stainless steel appliances. Bathrooms with granite counter tops and beautifully tiled bath/showers. This condo is located in Maui Kamaole One of Kihei best first class resort...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Perfect South Maui Ocean View Condo

Reviews (131)

Just posted new lower summer rate for my wonderful Kihei Akahi, 1 bedroom / 1 bath, ocean view condo. It is clean and quiet with an ocean view from the lanai. Remodeled and professionally decorated in a Hawaiian style with artwork from local artists, you'll find...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

•ground Floor, Lovely Ocean View, Updated•

Reviews (85)

Beautiful, GROUND FLOOR OCEAN VIEW. Fresh, clean and inviting. Guests are treated to beautiful ocean view,full kitchen amenities, bedding, washer & dryer, and everything else in between, No expense was spared during the remodel. Lots of space indoors and out....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!

Reviews (148)

The Maui Escape is located with views of the upper pool and the spectacular surroundings. The villa's location is the perfect combination of being close enough to view the pool but far enough for privacy. At night the ambiance from the lanai is breathtaking with...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Wailea, Hawaii

Large Private Lanai with Ocean View

Reviews (123)

Congratulations! You've discovered Kamaole Sands, the best holiday complex in Maui. Now you have found one of the best units in the complex!Top 10 Reasons Why this Unit Is For You:1. Large Lanai-Far fewer than half the units in Kam Sands have a large lanai. Settle for...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Luxury at its Best with Big Ocean Views!!

Reviews (64)

Aloha & welcome to the Wailea Diamond Suite at Ekolu Village #305!The moment you step through the door you’ll know you’ve come home to luxury in this elegant 2 bedroom, 2 bath condo. Each bedroom features its own unique bath, private lanai sanctuary, ambient lighting &...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea, Hawaii

Gorgeous Oceanfront Condo in South Maui * Royal Mauian *

Reviews (75)

Fully remodeled and updated, our home is ideally suited for a romantic getaway, celebrating a special life milestone, those looking for a little laid-back downtime, and anyone wanting to enjoy Maui to its fullest potential. Our 1 bedroom 1 bath oceanfront condo is in...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

U WANT 2 BE HERE!! Romantic 5* Reviews!!

Reviews (100)

Trust us- our property inspires you like no other!Looking for that special place to inspire you, and relax you and your family like no other?Our friendly and exceptional service sets us apart from others and you will enjoy your stay so much that you will want to return...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach

Reviews (22)

Welcome to the newest addition to the Villas by The Cove, our Oceanview Penthouse II. This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private lanais on both levels, and a large shared pool and bbq pavilion.The open...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Located in Hotel Zone - Luxury Penthouse with Unsurpassed Views!

Reviews (66)

For a 3D Virtual Tour visit: https://my.matterport.com/show/?m=L3Tz1rjZxSBYou Tube Video: http://www.youtube.com/embed/K_Hw2vwAIkIWelcome to Hala Kahiki - our hidden paradise located in the heart of south Kihei just steps from Kamaole Beach! This luxury Penthouse Condo...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Immaculate, Luxury Comfort, Stunning Views - Hawaiian-Chic, Mid-Century Modern

Reviews (56)

Experience the beauty of Wailea from the moment you arrive in your spacious and stylish villa. Situated in a secluded position of the Grand Champions resort property you can relax on the lanai and take in the views, get to that book you’ve been meaning to read, or enjoy...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Wailea, Hawaii

Make Easter Memories in Maui! "Palekaiko" at Kihei Akahi is waiting for you!

Reviews (90)

We are thrilled to present 'Palekaiko' at Kihei Akahi - our little piece of 'paradise' on Maui!A two-bedroom, two-bath condo, 'Palekaiko' is suited to families, multi-generational families and is even a great fit for couples, a guys-only golf getaway or girls-only beach...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Featured on A&E's Vacation Rental Potential! Luxury Family Condo! AC and Pool!

Reviews (156)

**JUST OPENED CALENDAR FOR WINTER 2026**Modern Luxury! Featured on A&E home show Vacation Rental Potential. This luxurious, modern retreat at The Palms at Wailea was recently completely renovated from the studs out! NEW AC SYSTEM! Unit #706 is very quiet and does NOT...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Best 2 Bedroom Condo in Kihei - Paradise Awaits All Year

Reviews (85)

ALOHA and welcome to our home at Luana Kai. Our unit is set apart from any other by the love we've put into it and the care we've taken to maintain it. Our deluxe condo has tile floors throughout and stainless steel appliances for your use. Although we don't have air...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

DIRECT BEACHFRONT WAILEA PANORAMIC OCEAN & OUTER ISLAND VIEWS 4Bd 3BA 3892 s.f.

Reviews (121)

4 Full Bedrooms & 3 Full Baths; Total 3892 S.F Beachfront Wailea: Ocean Panoramic & Outer Island Views, Penthouse K-208READ ALL OUR REVIEWS for Your Best Insights.The Wailea Beach Villas Finest Upgrades. Complete Renovation. Contemporary Sleeps Comfortably up to 8...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Modern Renovated Maui Kamaole Condo Near Main Pool, Beach Across Street

Reviews (97)

***Maui Kamaole remains legally rentable under Maui County Bill 9 through Jan 2031. Maui Kamaole is also part of the proposed list of properties to be rezoned before 2031 to retain legal short term rental status.***This 1050+ square foot 2BR/2BA condo is in the highly...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Reviews (18)

Welcome to the newest addition to the Villas by The Cove, our Oceanview Penthouse I. This modern home has stunning ocean views, three bedrooms and three full baths, private gated parking, private lanais on both levels, and a large shared heated saline pool and bbq...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Fantastic unit! 10/10! Hear the waves from the lanai! 1 bedroom unit. Sleeps 4

Reviews (68)

This one bedroom/ one bathroom, smoke-free condo, is located in building 19 at Ekahi Village, and is a short (less than 4 minutes) relatively flat walk to the beautiful Keawakapu Beach. The unit is located in the lower village. You can stay on the beach for the day or...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 wailea, Hawaii

Ultimate Oceanfront Luxury-Private penthouse in South Maui-Perfect for families

Reviews (44)

The Penthouse Maui, our luxurious 2,824-square-foot vacation rental, sits directly above the golden sand and shimmering surf of Kamaole Beach II in the heart of sunny Kihei, Hawaii. Whether you’re celebrating with family, vacationing with friends, or simply seeking a...

🛏 5 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Kihei, Hawaii

Direct Oceanfront/Beachfront Luxury! Recently Remodeled

Reviews (110)

Experience a slice of heaven... Bask in the breathtaking views and sounds of the lapping waves from the lanai, living room, and master bedroom. Fall asleep and awaken gently to the sounds of the surf. Sit up in bed and gaze over the ocean, as easily as if you were on...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Mana Kai 608: Oceanfront Remod- Modern Surf Vibe!

Reviews (69)

Welcome to our remodeled oceanfront condo DIRECTLY ON gorgeous Keawakapu beach! Mana Kai is a hotel zoned resort in an ideal location on the border of Wailea and South Kihei. We have designed our condo with a modern and comfortable surf feel in mind. We strive to bring...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Luxurious Oceanfront Makena Surf Three Bedroom Three Bathroom Condo

Reviews (111)

Your fully beautifully furnished and decorated, remodeled, three bedroom, three bath oceanfront condominium awaits you with breathtaking unrestricted views, a gourmet well-equipped kitchen with superb new appliances, two spacious (adding about 700 sq.' to the living...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Kamaole Beach Royale 3 Bedroom Fabulous OCEAN VIEW DOUBLE BALCONY, Great Reviews

Reviews (116)

Come visit our place in Paradise in our Tropical family-friendly fully furnished 3-bedroom/2 bath condo with 2 ocean view lanai/balconies.PLEASE READ MY GREAT REVIEWS!!We are at Kamaole Beach Royale unit 512 on the 5th floor with specular views Complete view of Maui...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Ocean View Villa, Heart of Wailea, Ho'olei L1 23-1, Third Tier

Reviews (58)

This villa at Ho'olei was renovated in 2024. The renovations are extensive. New extra large kitchen island with ocean view seating: all new appliances in the kitchen: new stone counter tops throughout the home: new cabinets throughout the home: new tile in all the...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Wailea, Hawaii

Hawaiian Paradise- Waiting Just for You-

Reviews (152)

Our 2 bedroom 2 bath condo received a complete renovation so we can offer all the amenities the discriminating traveler desires. The condo has a stainless steel kitchen, all small appliances, glassware, cookware & cooking utensils. Our Select Comfort Sleep Number...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!

Reviews (166)

Hello Sugar Beach Resort Lovers! We have just purchased this Direct Ocean & Beachfront Condo in a Spectacular Setting! This condo had a A+ rating for the prior long term owners through one of Maui's largest rental agencies! We are underpricing our condo for our Grand...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!

Reviews (275)

Aloha and welcome, We invite you to come and relax in our cottage with a tropical garden and private entrance, as well as a view of Haleakala Mountain. This is a beautiful, resort quality environmentally green built, private cottage. We are a legally licensed with the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted

Reviews (153)

We do not Rent on Craigs list if you find this on any other site it is a scam be careful there are lots of scams ,NEVER wire money ..Please READ the whole Description below about the pool below,Mahalo Hale Manu Mele B&B permit #BBKM2013/0001.Tat # TA-031-786-3936-01 The...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Stunning Ocean View Wailea Beach Villa- Book & Save

Reviews (101)

Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect . 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA villa . Spectacular panoramic ocean view. This elegant 4th Floor Villa is nestled between The Grand Wailea & The Shops at Wailea. Almost 3000' with...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 9
📍 Wailea, Hawaii

Kamaole Sands 1 BR/2 BA Oceanview w/Large Lanai (Unit 2-303)

Reviews (4)

Kamaole Sands has acres of luxuriant tropical gardens and private spots for picnics by the fountain pond. Stroll along golden sand beaches and enjoy an ocean full of water sports including snorkeling! Shopping and restaurants are just minutes walking distance away....

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Maui, Hawaii

Steps to the beach, come share our Maui dream.

Reviews (105)

Kihei Bay Surf is a cozy 2 story complex of 80 studio condos across the street from the beach. The complex is well kept and clean, with a great pool and jacuzzi area, complete with lounge chairs, 2 barbecues and tables, tennis court, laundry room, and plenty of parking....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Direct Ocean Front Property Wailea Ekahi 16A 2 Bed 2 Full Bath Ocean Views 5star

Reviews (76)

Wailea Ekahi Villas Unit 16A: 2 Bed, 2 Full Bath, Sleeps 6 (We have over 50 five-star reviews!)Book our unit with confidence! Wailea Ekahi 16A is the perfect getaway for young families or couples seeking a quiet, luxurious escape on an ocean front property in the heart...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kihei, Hawaii

Designer - Best View!Ground Flr 2 Bdm/2Bth 39c! Remaining Spring Summer$400

Reviews (107)

Wailea Ekahi Unit 39C is a beautiful vacation condominium in the prestigious Wailea resort area regarded as the 'sunny side' of Maui. We have just finished a complete remodel for this unit. Everything is new and updated. The Ekahi complex has just completed the...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Kihei, Hawaii

F207 Spectacular Ocean Views - Beautifully Renovated Condo - 2 New Pools

Reviews (116)

We are pleased to announce that Makena Surf has completely renovated the South Pool! This beautiful new space is a welcome addition to the paradise we call Makena Surf!This beautiful Makena Surf condo provides the best that Maui has to offer. High end furnishings and...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Modern and Cozy Ocean View Condo - 10% Discount on 7 days Booking

Reviews (95)

Sugar Beach Resort sits steps away from the Pacific Ocean in North Kihei and a 5-mile white sandy beach that fronts the property. Guest enjoy taking morning and sunset beach walks while enjoying the panoramic view of Pacific Ocean. Watch Humpback whales visit the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, Hawaii

Wailea, Oceanfront, Polo Beach Club Condo #403

Reviews (85)

Location, location, location…. Polo Beach is the premiere condominium that sits at the south end of the Wailea Beach walk, next to the Fairmont Kei Lani resort. Our unit is on the sunny south side of the building, overlooking the pool area and ocean, and south towards...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Wailea, Hawaii

Amazing OceanView, Best, Front Row, Retractable Awning for Lanai! Relax, Enjoy!

Reviews (73)

NEW:Why Rent this condo at Maui Kamaole, Kihei, HI, USA?You are ready for an escape to a beautiful location and relax at a home base that allows you access to ask Maui had to offer.CONSIDER THE FANTASTIC LOCATION in Maui, HI, USA, THE SPECTACULAR VIEW, OWNERS'...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

Fantastically Remodeled Condo with Huge Ocean Views

Reviews (97)

Aloha! Welcome to magical, mystical, mythical Maui. My intimate, meticulously maintained one bedroom two bath condo is located on the 1st hole of the legendary Wailea Old Blue Golf Course. If you are searching for a first class yet budget friendly Wailea resort...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Wailea-Makena, Hawaii

1br/1ba Condo Steps From The Pavilion pool, Mokapu Beach with beautiful views.

Reviews (130)

This is a 1 bedroom, 1 bath upper level condo for a maximum of two people. It is well furnished and equipped, is very comfortable and located in well maintained lush Ekahi Village. The unit is air conditioned with a Lanai off of the living room and the Bedroom, there is...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

Oceanview Beautifully Renovated Kihei Condo D206

Reviews (44)

Escape to paradise with a stay in our stunning, recently renovated Oceanview condo in Maui. Perfect for a romantic retreat, this second-floor gem features brand new engineered hardwood floors and a stylish kitchen with a large center island, quartz countertops, a chic...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Kihei, HI, Hawaii

Oceanfront at Sugar Beach Resort - #226

Reviews (150)

Our ocean front condo has unobstructed views of the ocean with the islands of Kahoolawe and Molokini in the distance. SBR#226 is in the middle of the second floor of Plantation Building at Sugar Beach. The Resort has large, free, off-street parking areas with easy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Kihei, Hawaii

On Wailea Blue Golf Course ⛳️with Ocean View. 🌊

Reviews (64)

Hawaii GE & TA Tax ID # G/T 006-824-3456-01 Taxes on total amount is 17.42%. Not included in the vrbo quote. Required is a signed rental agreement between guest and owner.This rental agreement is in addition to the deposit. After you initial and sign the agreement, it...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kihei, Hawaii

Enjoy a Piece of Paradise with Ocean View, Whale Watching, Snorkeling and More!

Reviews (108)

Check with the State of Hawaii for the latests rules and requirements prior to your trip. ************************************************* We know you will enjoy your stay here! Maui Kamaole A115 is well-appointed and fully-equipped ground floor condo located in one of...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 2
📍 Kihei, Hawaii

Maui Paradise – BEACH FRONT condo w/AC, Stunning Ocean & Sunset Views!!

Reviews (212)

Breathe in the ocean, unwind and enjoy the spectacular ocean view right from your private Lanai! DON’T SETTLE FOR LESS THAN a gorgeous direct oceanfront view to fulfill your dream vacation in a beautiful paradise, MAUI.For any of your questions or concerns regarding...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Kihei, Hawaii

Maui Breeze Retreat at Ho'olei openings Jul 19-29, Aug 22-Sep 14 & Sep 25-Oct 11

Reviews (143)

Surround yourself with the lush scenery of Maui Breeze Retreat at Ho'ol!ei, a tastefully decorated two-story villa with spectacular views of the Pacific Ocean. Your exquisite island retreat in Wailea offers spacious, well-appointed living quarters embraced by manicured...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kihei, Hawaii

Luana Kai B212 Ocean View. South Maui Weather Relax...Steps to the Beach!

Reviews (125)

Beautiful single level condo in South Maui! Our unit is located on the second floor with an ocean view, recent updates, close to shopping, beaches and activities. The view can be enjoyed on our expansive double sized lanai for casual dining. You will feel at home with...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Kihei, Hawaii

Maui Kamaole B101 - Gorgeous designer condo! Modern luxury and great rates!

Reviews (67)

Condo was fully renovated, new cabinets, tile floor, granite countertops, stainless appliances and new A/Cs. The Master Bedroom boasts a California King bed, ensuite bathroom, and private courtyard. The modern kitchen is very well stocked and you will enjoy the Weber...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kihei, Hawaii

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