Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!From $169/night · Sleeps 2
South Maui Beach Condo Town
Kihei Vacation Rentals
Kihei Vacation Rentals – Oceanfront Condos & Resorts 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 stay, Kihei offers the sunshine, affordability, and island charm to make your Maui vacation unforgettable. Start exploring your right Kihei vacation rental today!
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Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!From $169/night · Sleeps 2
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet settingFrom $242/night · Sleeps 4
Breathtaking ocean views!! Steps to the beach!! Recently remodeled!!From $325/night · Sleeps 4
Stunning Views from only double lanai Penthouse unit.From $249/night · Sleeps 3
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!From $263/night · Sleeps 2
Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beachFrom $229/night · Sleeps 4
Full Ocean View Clean Spacious High END Remodeled A/C in Living + BedroomsFrom $490/night · Sleeps 4
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.From $147/night · Sleeps 2
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like homeFrom $348/night · Sleeps 2
One of highest # of five star reviews, 1 of largest units, best panoramic viewsFrom $394/night · Sleeps 4
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean EndFrom $531/night · Sleeps 4
Rare, Gated, Private Beachfront Home! Private Pool, 6 Beds 6 BathsFrom $2,416/night · Sleeps 12
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beachFrom $161/night · Sleeps 3
Romantic, Luxury, Sensual Retreat - Couples OnlyFrom $425/night · Sleeps 2
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki BarFrom $810/night · Sleeps 4
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsetsFrom $317/night · Sleeps 4
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.From $200/night · Sleeps 2
LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4 ~ BEAUTIFULLY DECORATED OCEAN FRONT CONDOFrom $300/night · Sleeps 4
Oceanfront, Million-Dollar-View, Newly renovated! B421From $444/night · Sleeps 6
Ekahi 34F - Best Panoramic Ocean View!!From $600/night · Sleeps 6
Corner Unit With Views From Every Window--Awesome ReviewsFrom $220/night · Sleeps 3
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\\2016\\0004From $397/night · Sleeps 2
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C. 2nd Floor Unobstructed ViewFrom $518/night · Sleeps 4
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,ACFrom $1,299/night · Sleeps 8
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!From $1,013/night · Sleeps 6
Welcome to Azure Bay, luxury oceanfront condoFrom $238/night · Sleeps 4
Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BAFrom $1,199/night · Sleeps 8
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden ViewsFrom $265/night · Sleeps 6
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O KiheiFrom $235/night · Sleeps 4
Maui Kamaole CONDO M102 TOTALLY RENOVATEDFrom $225/night · Sleeps 4
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar BeachFrom $250/night · Sleeps 2
View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to BeachFrom $275/night · Sleeps 7
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!From $159/night · Sleeps 4
From $169/night
Romantic Private Garden Cottage B&B Within Walking Distance to the Beach!
Kihei, Hawaii
★★★★★ 10.0/10 · 298 reviews
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...
From $242/night
Dazzling Ocean View, Modern, Whole house AC. Upgraded Glass for a quiet setting
Kihei, Hawaii
★★★★★ 10.0/10 · 297 reviews
Zone for vacation rentals and not impacted by proposed zoning changes. Fully legal and stable rental unit. Fresh out of helping the Lahaina fire...
From $325/night
Breathtaking ocean views!! Steps to the beach!! Recently remodeled!!
Kihei, Hawaii
★★★★★ 10.0/10 · 291 reviews
Our Hale Kai O Kihei (‘ha-lay-ky o ‘kee-hay) condo offers breathtaking ocean views. On the private lanai, you can enjoy the tranquil sounds of the...
From $249/night
Stunning Views from only double lanai Penthouse unit.
Kihei, Hawaii
★★★★★ 10.0/10 · 275 reviews
Fresh, remodeled one bedroom, best unit in the building!This double lanai, dual view top floor penthouse is absolutely over the top!NOTE: You may...
From $263/night
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!
Kihei, Hawaii
★★★★★ 10.0/10 · 245 reviews
We are a 2-3 minute walk to beautiful Kamaole Beach III. Our building is located in quiet building 5 on the 2nd floor. Our unit is close to the...
From $229/night
Ocean, mountain, pool views. Best location at The Banyan. Across from Kam2 beach
Kihei, Hawaii
★★★★★ 10.0/10 · 233 reviews
**** LAST MINUTE BOOKING DISCOUNT- 20% discount from the typical room rate from Nov. 19 to Nov. 24. Request this discount by messaging the manager,...
From $490/night
Full Ocean View Clean Spacious High END Remodeled A/C in Living + Bedrooms
Kihei, Hawaii
★★★★★ 10.0/10 · 231 reviews
Remodeled, two floors spacious condo with high ceilings located at Hale Kamaole opposite Kamaole III State Park and Beach. Great for two couples or a...
From $147/night
Bingo! KKN's TROPHY Unit! Deluxe Renovation, Central Split A/C & Ground Floor.
Kihei, Hawaii
★★★★★ 10.0/10 · 229 reviews
Aloha. Have you noticed how we're constantly towards the top of Kihei and Kihei Kai Nani searches. Well, vrbo has a system of metrics they use that...
From $348/night
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
Kihei, Hawaii
★★★★★ 10.0/10 · 226 reviews
Listen to the pounding surf! One bedroom, Penthouse unit, full-on-OCEAN VIEW. This beach front unit is literally 50' from the ocean. This unit is on...
From $394/night
One of highest # of five star reviews, 1 of largest units, best panoramic views
Kihei, Hawaii
★★★★★ 10.0/10 · 225 reviews
This home is positioned at the very front row on the Maui Kamaole knoll, has spectacular panoramic ocean/sunset views and is known to have one of the...
From $531/night
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
Kihei, Hawaii
★★★★★ 10.0/10 · 225 reviews
THE TOP-RATED, 5-STAR LUXURY VACATION RENTAL CONDO AT MANA KAI WITH DIRECT OCEAN VIEWS ON KEAWAKAPU BEACH:This is the one! Mana Kai Unit 402 is a...
From $2,416/night
Rare, Gated, Private Beachfront Home! Private Pool, 6 Beds 6 Baths
Kihei, Hawaii
★★★★★ 10.0/10 · 220 reviews
WE ARE A LICENSED MAUI COUNTY VACATION RENTALHAWAII TAX ID #W 24149416-01STRH PERMIT APPROVAL STKM20150004 TMK 390090050000LEGAL VACATION RENTALVERY...
From $161/night
Amazing Ocean View, In Kihei, Top Floor, AC, Across St from beach
Kihei, Hawaii
★★★★★ 10.0/10 · 215 reviews
Aloha! We are the owners of a gorgeous, remodeled penthouse, 1 bd 1 ba (sleeps 3) condo with amazing ocean views inside and out. I to 2 minute walk...
From $425/night
Romantic, Luxury, Sensual Retreat - Couples Only
Kihei, Hawaii
★★★★★ 10.0/10 · 209 reviews
Welcome to The Palms at Wailea – Your Luxury Island Paradise Awaits! Experience Maui from our beautifully remodeled condo, Unit #1603, located in the...
From $810/night
Auntie Kali's Cottage: 2 BR Wailea Home with Pool & Tiki Bar
Kihei, Hawaii
★★★★★ 10.0/10 · 209 reviews
Auntie Kali's Cottage is a 2-bedroom Hawaiian plantation-style retreat on Maui's south shore, offering a private pool lagoon, tiki bar, hot tub, and...
From $317/night
Oceanfront, Exceptionally Remodeled, Split A/C, King bed, OH the sunsets
Kihei, Hawaii
★★★★★ 10.0/10 · 208 reviews
• Oceanfront• Split A/C units• King bed• Remolded Feb 2020• Beach access from condo complexFully remodeled in February 2020, this bright, beautiful...
From $200/night
On the Beach! Popular Unit A6, Gorgeous Remodel. An Ideal Location.
Kihei, Hawaii
★★★★★ 10.0/10 · 207 reviews
Remodeled with Attention to Detail and Quality. Kihei Sands is a Direct Beachfront complex and from your front door you are just steps away to Maui's...
From $300/night
LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4 ~ BEAUTIFULLY DECORATED OCEAN FRONT CONDO
Kihei, Hawaii
★★★★★ 10.0/10 · 207 reviews
Paradise inside and out! The elegant B314 is an elevator ride up to the third floor of the Maui Sunset, where you'll enjoy breathtaking ocean views...
From $444/night
Oceanfront, Million-Dollar-View, Newly renovated! B421
Kihei, Hawaii
★★★★★ 10.0/10 · 206 reviews
THE VIEWS DON'T GET ANY BETTER THAN THIS! True Oceanfront with a panoramic view of the Pacific Ocean, the island of Lana'i, the West Maui Mountains...
From $600/night
Ekahi 34F - Best Panoramic Ocean View!!
Kihei, Hawaii
★★★★★ 10.0/10 · 204 reviews
Wailea Ekahi 34F in Ekahi Village - A modern vacation escape.Our fully renovated condo with spectacular views has everything you need for your...
From $220/night
Corner Unit With Views From Every Window--Awesome Reviews
Kihei, Hawaii
★★★★★ 10.0/10 · 203 reviews
**CLICK ON THE PHOTO ABOVE TO ENLARGE AND SCROLL THROUGH THE GALLERY. AFTER THE LAST PHOTO IS A VIDEO YOU WILL ENJOY.A Day in the Life at Sugar...
From $397/night
Luxury Cottage w/ Private Pool. Under The Warm Maui Sun Pmt #BBKM\\2016\\0004
Kihei, Hawaii
★★★★★ 10.0/10 · 201 reviews
Under the Warm Maui Sun - Permit#BBKM\2016\0004 Due to cancellation last moment special forMon, Oct 31 - Thu, Nov 10, 2022 $350/nightRegular rates...
From $518/night
Ocean Front Renovated 2 BR/BA Luxury Condo w/ A/C. 2nd Floor Unobstructed View
Kihei, Hawaii
★★★★★ 10.0/10 · 201 reviews
LUXURY OCEANFRONT Hotel zoned condominium on the SECOND floor (Unit #212) is 30 feet from the ocean at the CENTER of Royal Mauian Resort allowing you...
From $1,299/night
Family-Eco Friendly House🌺Walk to beach,dining,park,shops,hot tub,AC
Kihei, Hawaii
★★★★★ 10.0/10 · 199 reviews
WELCOME TO KIHEI GARDEN OASIS - One of only 150 legal private homes on Maui!Step inside your own tropical retreat, where lush landscaping, a private...
From $1,013/night
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
Kihei, Hawaii
★★★★★ 10.0/10 · 192 reviews
"Kihei Oasis On Maui” is a LEAGALLY permitted vacation rental home located in Kihei, Maui, and not included as a property in Maui County's phase out...
From $238/night
Welcome to Azure Bay, luxury oceanfront condo
Kihei, Hawaii
★★★★★ 10.0/10 · 186 reviews
Welcome to our beautiful condo, overlooking Ma’alaea Bay on the south side of Maui. Located in the oceanfront condo complex, Menehune Shores, it is...
From $1,199/night
Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR / 3 BA
Kihei, Hawaii
★★★★★ 10.0/10 · 186 reviews
Wailea Beach Villas voted as one of the top 100 USA Hotels by the Conde Nast Traveler Readers Choice Awards!Luxury awaits in this exquisite three...
From $265/night
Kamaole Sands -Inner Court-Extra Large Lanai-Ocean & Garden Views
Kihei, Hawaii
★★★★★ 10.0/10 · 185 reviews
Aloha!Quick note: --We also own another Maui Condo & Sunriver Oregon Vacation Properties, see below for VRBO #'sWe invite you to escape to our newest...
From $235/night
Exceptionally Remodeled Oceanfront, Sunsets, A/C, King bed Hale Kai O Kihei
Kihei, Hawaii
★★★★★ 10.0/10 · 178 reviews
• Oceanfront• Split A/C units• King bed• Remolded Oct 2021• Beach access from condo complexFully remodeled in September 2021, this bright, beautiful...
From $225/night
Maui Kamaole CONDO M102 TOTALLY RENOVATED
Kihei, Hawaii
★★★★★ 10.0/10 · 177 reviews
LOCATION: MAUI KAMAOLE, South Kihei (Kamaole III Beach Area), Maui, Hawaii, USATransient Accommodation Registration ID: Fred Coombes...
From $250/night
Beach Front Ocean View Penthouse Kealia Resort Condo - Sugar Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 177 reviews
Aloha and welcome to your oceanfront getaway at Kealia Resort!This beautifully updated, fully air-conditioned 1-bedroom condo offers stunning views...
From $275/night
View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach
Kihei, Hawaii
★★★★★ 10.0/10 · 177 reviews
Wall to wall, ceiling to floor windows in the living room and master suite open unto private lanais which offer panoramic views of West Maui Mt and...
From $159/night
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!
Kihei, Hawaii
★★★★★ 10.0/10 · 175 reviews
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...