Kihei Vacation Rentals

Kihei is a sun-drenched beach town in South Maui offering a wide range of vacation rentals, from oceanfront condos to affordable studios, all near shops, cafés, and top snorkeling beaches.

Browse Kihei Vacation Rentals by condo/hotel name:

List
Map
Beautiful Top Floor Oceanfront #611 with A\/C!
Beautiful Top Floor Oceanfront #611 with A\/C!
Beautiful Top Floor Oceanfront #611 with A\/C!

Beautiful Top Floor Oceanfront #611 with A/C!

Paradise found! Unit #611 occupies the prime location at the Royal Mauian. It is on the top floor and centrally located in the building. This incredible vantage point provides gorgeous panoramic views of the ocean, beaches, mountains, and neighboring islands.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $590
View Property   Book Direct
Across From Beach! Newly Remodeled Modern Condo! Family Friendly Prime Location!
Across From Beach! Newly Remodeled Modern Condo! Family Friendly Prime Location!
Across From Beach! Newly Remodeled Modern Condo! Family Friendly Prime Location!

Across From Beach! Newly Remodeled Modern Condo! Family Friendly Prime Location!

Enjoy a comfortable, stylish Maui beach experience at this newly remodeled condo centrally located in the South Kihei Wailea area. All new modern furnishings, appliances, and decor. Located at Kihei Akahi; directly across from Kamaole Beach 2; you'll be just steps from the beach with a lifeguard on duty and breath-taking sunsets every evening.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $298
View Property   Book Direct
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach

Book with us and come to Maui to explore everything we have to offer!

Brand NEW remodel and new vacation rental! Come stay with us!
​​​​​​​
Escape to paradise in this beautifully remodeled 1-bedroom unit featuring a fully upgraded kitchen, extra large bathroom, air conditioning throughout, and incredible pool and ocean views of Maui's tropical warm ocean bay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $721
View Property   Book Direct
Kamaole Sands 1-407, Partial OceanView, Corner Unit, King Bed, AC, Kamaole Beach
Kamaole Sands 1-407, Partial OceanView, Corner Unit, King Bed, AC, Kamaole Beach
Kamaole Sands 1-407, Partial OceanView, Corner Unit, King Bed, AC, Kamaole Beach

Kamaole Sands 1-407, Partial OceanView, Corner Unit, King Bed, AC, Kamaole Beach

New Split Air-conditioning System in all rooms! Welcome to our 2BR/2BA corner unit with partial Ocean View located at the Kamaole Sands in South Kihei. Just steps away from Kamaole Beach park and close to shopping, dinning and golfing.

2BR/2BA corner unit with partial Ocean View has approximately 1188sq.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $436
View Property   Book Direct
Luxury designer remodel, top floor, direct ocean view
Luxury designer remodel, top floor, direct ocean view
Luxury designer remodel, top floor, direct ocean view

Luxury designer remodel, top floor, direct ocean view

Hawaii Tax ID: TA-109-440-8192-01
​​​​​​​TMK: 390080030030

Hale Kai O'Kihei 310 is the epitome of luxury. No detail has been overlooked in this exquisite oceanfront condo. Enjoy every splendor you deserve in this modern and forward thinking getaway, all while overlooking the most beautiful ocean view Maui has to offer.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $436
View Property   Book Direct
View of Maui Mt, Partial Ocean View,  A\/C in All Rooms, 3 min Walk to Beach
View of Maui Mt, Partial Ocean View,  A\/C in All Rooms, 3 min Walk to Beach
View of Maui Mt, Partial Ocean View,  A\/C in All Rooms, 3 min Walk to Beach

View of Maui Mt, Partial Ocean View, A/C in All Rooms, 3 min Walk to Beach

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 peeks of the ocean.

Every room is cooled with Split System AC's with remote controls. Master suite has a King bed (single futon stored underneath for a child), private lanai, vanity area and full bathroom.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Kihei
from $378
View Property   Book Direct
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views
Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views

Makena Surf G-201 - Amazing corner unit, Luxurious Renovation, Panoramic Views

Makena Surf G-201 is on one of the most luxurious and prestigious properties on the island of Maui. With oceanfront access and spectacular views, it offers a secluded and tranquil setting for your next island getaway.

Unit G201 is located on the second floor of the G building and enjoys a panoramic view of a small, secluded cove and the beautiful Pacific Ocean.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $892
View Property   Book Direct
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.
Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.

Beautiful, Family Friendly 2 Br 2Ba Across Street From Beach.

Beautiful 2 bedroom 3 bed unit offers a quiet getaway and island view. Newly updated furniture and decor. Each building has a pool, tennis courts and barbecues. Quick stroll across the street to Beautiful Charley Young Beach. Great Shopping and dining options are a short walk up and down South Kihei Rd.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $293
View Property   Book Direct
Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC
Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC
Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC

Mana Kai 314 - Experience Stunning Coastal Views on Keawakapu Beach, Split AC

Mana Kai 314 is a beautifully upgraded two-bedroom condo offering a serene retreat for up to four guests. With panoramic ocean views from the living area and private lanai, this unit provides a front-row seat to Maui's stunning sunsets and soothing wave sounds.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $441
View Property   Book Direct
Maui's Best - Wailea Ekahi 47A
Maui's Best - Wailea Ekahi 47A
Maui's Best - Wailea Ekahi 47A

Maui's Best - Wailea Ekahi 47A

Aloha and mahalo for your interest in our spot in Paradise. Ekahi says it all. This one bedroom (with comfortable sleeper sofa), two-bath renovated unit is on the ground floor. This means the lanai is much larger than upper units. It also means that when you step off that lanai, you step onto grass.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $345
View Property   Book Direct
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311
Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Ocean Front Sugar Beach Resort 3rd floor 1 Bedroom condo ~ Unit 311

Welcome to our home, Sugar Beach 311. This is a non-smoking, professionally cleaned, recently renovated and updated one bedroom condo. It is an immaculately maintained and spacious one bedroom, third floor corner unit, with front and side views of the ocean and beach where you can enjoy the Hawaiian cross-breezes and breaking waves.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $334
View Property   Book Direct
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View
Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View

Maui Condo Steps from the Beach--Mountain Views and Partial Ocean View

Lodging is an important part of the perfect Maui vacation. Being in a great location, not only on the island, but also on the property itself, is key. It should be updated, clean, well-equipped, and the beds have to be comfortable. Just steps from the sand, this condo delivers in spades.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $681
View Property   Book Direct
Perfect South Maui Ocean View Condo
Perfect South Maui Ocean View Condo
Perfect South Maui Ocean View Condo

Perfect South Maui Ocean View Condo

This wonderful Kihei Akahi, 1 bedroom / 1 bath, ocean view condo has been remodeled and professionally decorated in a Hawaiian style with artwork from local artists. You'll find everything you need to relax and immerse yourself in the Aloha spirit of Maui.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $244
View Property   Book Direct
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere
Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

Direct Beach Access - Best Location - Wailea Beach Villas H101 - Walk Everywhere

RARE NOVEMBER OPENING - THANKSGIVING AVAILABLE

The best location in Wailea! Quick 2-minute walk to Wailea beach, shops, restaurants & the stunningly scenic Wailea Beach Path.

BOOKING CALENDAR/MINIMUM NIGHT STAY:
Our calendar opens 1 year in advance.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kihei
from $1,444
View Property   Book Direct
On Wailea Blue Golf Course ⛳️with Ocean View.   🌊
On Wailea Blue Golf Course ⛳️with Ocean View.   🌊
On Wailea Blue Golf Course ⛳️with Ocean View.   🌊

On Wailea Blue Golf Course ⛳️with Ocean View. 🌊

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 must be returned to me.
25% Deposit in order to book or hold a reservation.

  • 3 bedroom
  • 1 bathroom
  • Sleeps 6
Hawaii> Kihei
from $844
View Property   Book Direct
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW
SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW

SPACIOUS LUXURY - OWNER DIRECT - OCEAN peek-a-VIEW

Aloha! Welcome to our Maui paradise and your personal getaway to relax and regenerate. Whether this is your first trip to the Valley Isle or you’re a regular visitor, thank you for giving us the opportunity to host your special vacation.

Bougainvillea-109 is one of the largest 1bedroom/2bath corner units on the property with 1039sf inside, 250sf main lanai plus a large private grass area.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $293
View Property   Book Direct
Beautiful 1 bedroom\/2 bath condo centrally located
Beautiful 1 bedroom\/2 bath condo centrally located
Beautiful 1 bedroom\/2 bath condo centrally located

Beautiful 1 bedroom/2 bath condo centrally located

Enjoy the lush beauty of Maui from this single level one bedroom, two bathroom condo located at Kamaole Sands in Kihei. Take a swim at the resort pool or at Kamaole Beach Park just across the street!

At Kamaole Sands 8-203, you can relax on your beautiful lanai while enjoying garden and peek-a-boo ocean views.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $305
View Property   Book Direct
Koa Lagoon- Beachfront - Spectacular Location with Incredible Views
Koa Lagoon- Beachfront - Spectacular Location with Incredible Views
Koa Lagoon- Beachfront - Spectacular Location with Incredible Views

Koa Lagoon- Beachfront - Spectacular Location with Incredible Views

The top floor ( 6th floor) Corner unit makes this a prime location! A beachfront location with a panoramic views of the gorgeous Pacific Ocean. This property is upgraded and updated with an open floor plan and two bedrooms and two bathrooms. The decor is tasteful and relaxing.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> KIHEI
from $462
View Property   Book Direct
MK- D106: Convenient 1BR Condo, Lush Tropical Views
MK- D106: Convenient 1BR Condo, Lush Tropical Views
MK- D106: Convenient 1BR Condo, Lush Tropical Views

MK- D106: Convenient 1BR Condo, Lush Tropical Views

Embrace island living in this conveniently located, ground floor 1-bedroom, 2-bathroom condo at Maui Kamaole D106. The spacious open-concept layout features bedroom with a plush King bed with en-suite bath and a sleeper sofa for added sleeping flexibility.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $266
View Property   Book Direct
*Ocean View * Newly Remodeled *A\/C * Beach Access
*Ocean View * Newly Remodeled *A\/C * Beach Access
*Ocean View * Newly Remodeled *A\/C * Beach Access

*Ocean View * Newly Remodeled *A/C * Beach Access

Stylishly remodeled, comfortable unit with split system a/c and incredible ocean view from the private lanai, kitchen, and master bedroom.
Each bedroom features a king bed, private bathroom w/walk-in shower, Toto toilet, and custom vanity.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $818
View Property   Book Direct
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329
Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329

Exquisite Renovated Beachfront Haven - Experience Sugar Beach #329

Welcome to Sugar Beach Resort #329– Exquisite Renovated Beachfront Haven

Experience the serene beauty of North Kihei at Sugar Beach Resort, a picturesque beachfront condominium resort offering breathtaking Pacific Ocean views. Two six-story buildings, equipped with elevators, provide easy access to an exceptional beachfront where you can enjoy stunning sunsets, swimming, windsurfing, leisurely beach walks, and seasonal whale watching.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Kihei
from $366
View Property   Book Direct
NEW - Wailea Getaway - steps to great pool & beach
NEW - Wailea Getaway - steps to great pool & beach
NEW - Wailea Getaway - steps to great pool & beach

NEW - Wailea Getaway - steps to great pool & beach

Summary:
Aloha, if you are looking for the perfect place to call home in Maui, you just found it! Our Wailea Ekahi Villa is a spacious and private home away from home that makes you feel far from it all yet is still close to everything!

Situated above what is widely considered one of the most beautiful beaches in all of Maui

Wailea Ekahi is like your own private oasis w/ 35 acres of open grassy spaces, private walk paths and the most AMAZING oceanfront pool to relax in and melt all your worries away!

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $734
View Property   Book Direct
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms\/2Bath Steps to Amenities!
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms\/2Bath Steps to Amenities!
Ocean Front Dream Suite- Spectacular Views! 2Bedrooms\/2Bath Steps to Amenities!

Ocean Front Dream Suite- Spectacular Views! 2Bedrooms/2Bath Steps to Amenities!

Wake up to unforgettable views and the soothing sounds of the ocean waves a few steps away! Build your book of Maui memories and support the economic recovery of Maui, owners and their teams! This is where you will find relaxation and inspiration for adventure!

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $846
View Property   Book Direct
Maui Kamaole B101 - Gorgeous designer condo! Modern luxury and great rates!
Maui Kamaole B101 - Gorgeous designer condo! Modern luxury and great rates!
Maui Kamaole B101 - Gorgeous designer condo! Modern luxury and great rates!

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

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 BBQ's outside the condo.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $304
View Property   Book Direct
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean\/Garden View!
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean\/Garden View!
5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean\/Garden View!

5-Star Reviews! All Remodeled! Split Air! Quiet Building 5! Ocean/Garden View!

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 elevator but far enough away to not hear it. Additionally, there is a beautiful ocean view from our lanai!

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Kihei
from $241
View Property   Book Direct
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End
Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End

Highest Guest Rating at Mana Kai, Best Ocean Views, Luxury Amenities, Ocean End

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 newly remodeled luxury condo with direct beach and ocean views available at the Mana Kai Maui Resort.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $890
View Property   Book Direct
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-
- Luxury Vacationing Modern Condo - Spring Specials -299 USD-

- Luxury Vacationing Modern Condo - Spring Specials -299 USD-

***The pool has just been renovated and is gorgeous beginning November 1st 2024***JUST RENOVATED 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.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $538
View Property   Book Direct
Beautiful Condo with Great Calif King Bed, Great location & all new appliances
Beautiful Condo with Great Calif King Bed, Great location & all new appliances
Beautiful Condo with Great Calif King Bed, Great location & all new appliances

Beautiful Condo with Great Calif King Bed, Great location & all new appliances

Ocean/Mountain/Garden/Views, Great Calif King Bed

Aloha! Welcome to our beautiful, fully renovated vacation condo.

PLEASE NOTE THAT ALL BARBEQUES HAVE BEEN REMOVED FROM EKAHI AND THEY ARE ILLEGAL ON ALL CONDOMINIUM BALCONIES AND LANAIS.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $482
View Property   Book Direct
TRUE OCEANFRONT PARADISE! Royal Mauian #311
TRUE OCEANFRONT PARADISE! Royal Mauian #311
TRUE OCEANFRONT PARADISE! Royal Mauian #311

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 the privacy of the master bedroom.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $752
View Property   Book Direct
Spectacular Panoramic Ocean Views - Private Ohana
Spectacular Panoramic Ocean Views - Private Ohana
Spectacular Panoramic Ocean Views - Private Ohana

Spectacular Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana. You'll have the entire private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at one of the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kihei
from $574
View Property   Book Direct
Oceanfront at Sugar Beach
Oceanfront at Sugar Beach
Oceanfront at Sugar Beach

Oceanfront at Sugar Beach

Life is sweet on Sugar Beach. Our oceanfront condo is fewer than 100 steps to a world-class beach that stretches for 10 miles. The smooth sand, gentle waves, and warm water create the ideal swimming experience. And when you are ready to come in, you can relax on our private beachfront lawn with your own lounge chair, table, and umbrella.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $367
View Property   Book Direct
Menehune Shores \"Eagle Nest\" Oceanfront Penthouse
Menehune Shores \"Eagle Nest\" Oceanfront Penthouse
Menehune Shores \"Eagle Nest\" Oceanfront Penthouse

Menehune Shores "Eagle Nest" Oceanfront Penthouse

UNDER NEW OWNERSHIP AND EXTENSIVELY REMODELED.
Menehune Shores 627 - oceanfront penthouse with breathtaking ocean views from both the living room and master bedroom. One of only two unique penthouses at the end of the building, it has 2 feet higher ceilings and 4 extra windows.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $367
View Property   Book Direct
Charming & Updated Maui Banyan 2 Bath
Charming & Updated Maui Banyan 2 Bath
Charming & Updated Maui Banyan 2 Bath

Charming & Updated Maui Banyan 2 Bath

Discover Maui at Maui Banyan H109 apartment, a charming 1-bedroom, 2-bath condo steps from Kamaole Beach Park II. Conveniently on the first floor, it hosts up to 4 guests. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $633
View Property   Book Direct
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location

Perch - Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location

Located just across the street from the ocean and surf spot, paradise awaits! Fabulous corner unit in arguably one of the best locations on Maui! Across from Charley Young Beach and Kamaole Beaches, you are only steps away from a beautiful beach where turtles often frequent!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $301
View Property   Book Direct
Great Location! Walk to Everything in South Kihei!
Great Location! Walk to Everything in South Kihei!
Great Location! Walk to Everything in South Kihei!

Great Location! Walk to Everything in South Kihei!

If you want to be close to it all - best beaches, best snorkeling, only surf spot in Kihei, SUP, kayaking, snorkel tours, dinner cruises, shopping, restaurants, nightlife - our recently updated, owner-managed (no dealing with unresponsive property managers) condo is the perfect home away from home for you!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $276
View Property   Book Direct
Cozy 1bd condo with all-new furniture
Cozy 1bd condo with all-new furniture
Cozy 1bd condo with all-new furniture

Cozy 1bd condo with all-new furniture

Kauhale Makai 108, nestled along Maui's serene coastline, this inviting 1-bedroom, 1-bathroom ground-level unit offering central A/C, ceiling fans, and tropical views . Unit 108 can accommodation for up to 4 guests. The master bedroom boasts a queen-size bed adorned with high-quality linens.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $259
View Property   Book Direct
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front

Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front

Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.

*Note: September 9th - 16th 2024 and August 8th - 14th 2025 discounted $50/nt. due to pool closure.

Unit #323, one of the nicest one bedroom oceanfront condos at Sugar Beach Resort, located on the 3rd floor of the Mill Building!

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $342
View Property   Book Direct
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental

Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental

Enjoy stunning panoramic views of the Pacific from this top-floor 2-bedroom, 2-bath condo at Maui Parkshore, perfectly situated directly across from the golden sands of Kamaole Beach Park III. The spacious, open-concept unit features a large lanai that seamlessly blends indoor and outdoor living—perfect for dining al fresco, unwinding in the ocean breeze, or simply soaking in the sunset.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $373
View Property   Book Direct
1BR\/2BA Maui Kamaole\/Wailea Border. K Cluster @ Tropical Pool!
1BR\/2BA Maui Kamaole\/Wailea Border. K Cluster @ Tropical Pool!
1BR\/2BA Maui Kamaole\/Wailea Border. K Cluster @ Tropical Pool!

1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!

All you need to bring is you!

This is our home away from home—-we are here twice a year—-so you can be assured the conditions, amenities and supplies are far above the average rental. Why take your chances with a rental pool condominium where you have no idea of the quality or location of your unit until the day you arrive?

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $244
View Property   Book Direct
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.

May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.

Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!

Step into Hale Alana, a Polynesian-inspired home situated on a 1/2 acre tropical paradise. With three inviting bedrooms, two being tranquil principle suites, this spacious abode seamlessly marries island charm with contemporary comforts.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Kihei
from $1,106
View Property   Book Direct
MANA KAI 509 on Keawakapu beach Kihei
MANA KAI 509 on Keawakapu beach Kihei
MANA KAI 509 on Keawakapu beach Kihei

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 one of the most beautiful beaches of Maui, Keawakapua beach!

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $671
View Property   Book Direct
Tropical Serenity - Lovely Maui Retreat 1Bed Suite
Tropical Serenity - Lovely Maui Retreat 1Bed Suite
Tropical Serenity - Lovely Maui Retreat 1Bed Suite

Tropical Serenity - Lovely Maui Retreat 1Bed Suite

Discover Maui at Maui Banyan Q110 apartment, a lovely 1-bed 1-bath apartment steps from Kamaole Beach Park II, perfect for up to 4 guests. Conveniently located right next to the upper pool area which also includes six Weber BBQs. Relax on the lanai amidst lush greenery, stroll to the nearby beach for breathtaking views.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $577
View Property   Book Direct
Your Maui vacation home - beautiful oceanview Maui Kamaole I-103
Your Maui vacation home - beautiful oceanview Maui Kamaole I-103
Your Maui vacation home - beautiful oceanview Maui Kamaole I-103

Your Maui vacation home - beautiful oceanview Maui Kamaole I-103

Welcome to our beautiful oceanview Maui Kamaole I-103 condo. This is a large 1040 sq ft 1-bed 2-bathroom ground-floor condo with NO STAIRS. The bedroom boasts a comfortable king-sized bed, the large livingroom a queen-sized Murphy bed (no pull-out sofa).

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $323
View Property   Book Direct
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303

Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303

Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we are thrilled to be able to share our beautiful condo with you. Nestled at the tranquil south end of Wailea Beach Walk, adjacent to the luxurious Fairmont Kea Lani, our condo offers an unparalleled blend of serenity and convenience.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $1,073
View Property   Book Direct
Exquisite Oceanfront Wailea Beach Villas B202
Exquisite Oceanfront Wailea Beach Villas B202
Exquisite Oceanfront Wailea Beach Villas B202

Exquisite Oceanfront Wailea Beach Villas B202

This property is hotel zoned, and not being affected by the recent proposed legislation.

Be one of the first guests to rent this very special ocean-front residence! Welcome to Wailea Beach Villa B202, an exquisite oceanfront retreat of unparalleled prestige.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Kihei
from $3,562
View Property   Book Direct
Hip Hawaiian Seaside Vistas-No cleaning fee 7+days
Hip Hawaiian Seaside Vistas-No cleaning fee 7+days
Hip Hawaiian Seaside Vistas-No cleaning fee 7+days

Hip Hawaiian Seaside Vistas-No cleaning fee 7+days

Summary:
Spacious and elegant. Completely remodeled in November 2024, no expense was spared to create our gorgeous oceanfront oasis. This two-bedroom, two-bathroom condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei, all of Maui is within reach.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $498
View Property   Book Direct
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
Private Cozy Studio walking distance to beaches, shops, restaurants and bars
Private Cozy Studio walking distance to beaches, shops, restaurants and bars

Private Cozy Studio walking distance to beaches, shops, restaurants and bars

This studio is perfect for the vacationers who wants to spend their time out and about exploring the island and still have a very nice, comfortable place to come home to. It's on the 4th floor of The Island Surf in South Kihei and within walking distance of many shops, deli's, beaches, restaurants, and bars.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $152
View Property   Book Direct
Lovely 2 bed 2 bath Maui Kamaole 2 story condo with views
Lovely 2 bed 2 bath Maui Kamaole 2 story condo with views
Lovely 2 bed 2 bath Maui Kamaole 2 story condo with views

Lovely 2 bed 2 bath Maui Kamaole 2 story condo with views

With its superior location at one of the top-rated resorts in Southernmost Kihei, just a block from Wailea, this 2-bedroom, 2-bath luxury condo sleeps up to six and features Tommy Bahama furnishings, two resort pools and hot tubs, two tennis courts, and lush gardens.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> KIHEI
from $588
View Property   Book Direct
Remodeled 1BR\/2BA Wailea Ekahi 26B Ground Floor with Lush Views & Spacious Lanai
Remodeled 1BR\/2BA Wailea Ekahi 26B Ground Floor with Lush Views & Spacious Lanai
Remodeled 1BR\/2BA Wailea Ekahi 26B Ground Floor with Lush Views & Spacious Lanai

Remodeled 1BR/2BA Wailea Ekahi 26B Ground Floor with Lush Views & Spacious Lanai

Remodeled, ground floor condo tucked in the lush tropical foliage of Wailea Ekahi Village. #26B is a large 1 bedroom, 2 bathroom with a wide open floorplan and lanai leading out to the grassy lawn. Tons of windows allow natural light to brighten the space.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $346
View Property   Book Direct
Oceanview Kihei Akahi D210: Updated 1BR\/1BA, Perfect for everyone!
Oceanview Kihei Akahi D210: Updated 1BR\/1BA, Perfect for everyone!
Oceanview Kihei Akahi D210: Updated 1BR\/1BA, Perfect for everyone!

Oceanview Kihei Akahi D210: Updated 1BR/1BA, Perfect for everyone!

Unit D-201 has been completely remodelled and refurnished with modern, beachy decor. Fully renovated kitchen is wide open and includes views from the large, stone island and is fully equipped for the home chef! Dining table for 4 inside is perfect for game night.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Kihei
from $269
View Property   Book Direct