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2026-11-02
2026-11-03
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Wailea (Maui) Vacation Rentals

Maui Kamaole

2777 South Kihei Road, Wailea (Maui), United States Show map

Set just 12 minutes' walk from the neighborhood Charley Young Beach, the 6-room Maui Kamaole Apartment Wailea comprises a patio and a balcony overlooking the ocean. Situated a stone's throw from… More

From US$ 267 Book Now

Hale Kamaole

2737 South Kihei Road, Wailea (Maui), United States Show map

Located in the Kamaole Beach district, the 3-room Hale Kamaole Apartment Wailea is only a 6-minute walk from Kamaole Beach Park III and 2.6 km from Wailea Tennis Club, which is recommended to be… More

From US$ 169 Book Now

Beautiful 2 Bedroom Oceanview Condo At Maui Kamaole Located At South End Of Kihei Adjacent To Wailea Traditional Hawaiian Style

2777 South Kihei Road, Wailea (Maui), United States Show map

Located merely a 5-minute walk from Redline Rafting, the spacious Maui Kamaole: Oceanview Condo in South Kihei Wailea accommodates up to 4 guests. Set right around the corner from Kihei Coastal Trail… More

From US$ 660 Book Now

Maui Kamaole B207

2777 South Kihei Road, Wailea (Maui), United States Show map

The spacious 104 m² Maui Kamaole B207 Apartment Wailea offers a prime location approximately 5 minutes on foot from Kihei Boat Ramp. The 2-bedroom apartment, suitable for a maximum of 6 guests… More

From US$ 275 Book Now

Kamaole Sands Walk To Sand, Shops And Restaurants

2695 South Kihei Road 8.308, Wailea (Maui), United States Show map

The 76 m² Kamaole Sands Walk To Sand, Shops And Restaurants Wailea apartment is situated in Wailea, 16 minutes' walk from Kihei Boat Ramp, and offers spa amenities such as a Jacuzzi. Staying at this… More

From US$ 178 Book Now

Tiki Tiki - Gorgeous Boho Beach Hideaway!

155 Wailea Ike Place Apt 6A, Wailea (Maui), United States Show map

The 34 m² Tiki Tiki - Gorgeous Boho Beach Hideaway! Wailea apartment features a convenient location 11 minutes' walk from Ki'i Gallery and hosts up to 2 guests. Providing a terrace, barbecue, and a… More

From US$ 459 Book Now

Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway!

155 Wailea Ike Place Unit 6, Wailea (Maui), United States Show map

The spacious 73 m² Aloha Moon - A Chic And Dreamy Modern Tropical Hideaway! Apartment Wailea is merely an 8-minute stroll from Makena State Park and can accommodate up to 2 guests. The 1-bedroom… More

From US$ 456 Book Now

Mana Kai Maui

2960 South Kihei Rd., Wailea (Maui), United States Show map

Mana Kai Maui Apartment Wailea is located a mere 50 metres from Surf Shack and 10 minutes by car from Mokapu Beach. More

From US$ 582 Book Now

Palms At Wailea

3200 Wailea Alanui, Wailea (Maui), United States Show map

Palms At Wailea Apartment enjoys a scenic location and provides easy access to the Half-mile-long Ulua Sandy Beach Park 25 minutes' walk away. Along with modern amenities like Wi-Fi, this apartment… More

From US$ 228 Book Now

Castle At Maui Banyan

2575 South Kihei Road, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious Castle At Maui Banyan Apartment Wailea, which is just 1.5 km from the neighborhood Charley Young Beach and just 9 minutes' walk from Rainbow… More

From US$ 140 Book Now

Kihei Akahi Garden View Studio

2531 South Kihei Road Dg01, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 1-bedroom Kihei Akahi Garden View Studio Wailea, which is 2.6 km from A Promise Made in Paradise and approximately a 10-minute ride from Elleair Maui… More

From US$ 277 Book Now

Luxurious Top Floor Kamaole Sands 6-404

2695 South Kihei Road #6404, Wailea (Maui), United States Show map

The spacious 102 m² Luxurious Top Floor Kamaole Sands 6-404 Wailea apartment is located approximately a 10-minute ride from Hope Chapel and offers Wi-Fi for either business or leisure. Within a few… More

From US$ 189 Book Now

Haleakala Shores A410

2619 South Kihei Rd, Wailea (Maui), United States Show map

Located in the Kamaole Beach district, around a 5-minute walk from Kihei Coastal Trail, the 102 m² Haleakala Shores A410 Wailea apartment accommodates up to 6 guests. Offering access to a swimming… More

From US$ 420 Book Now

Premier Collection At Grand Champions Wailea - Limited-Time Half Off

155 Wailea Ike Place 49, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 3-room Premier Collection At Grand Champions Wailea - Limited-Time Half Off Apartment, which is 4.1 km from Makena Landing Park and only 12 minutes' walk… More

From US$ 553 Book Now

Wailea Ekahi 52B

3300 Wailea Alanui, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 73 m² Wailea Ekahi 52B Apartment, which is nearly 20 minutes' walk from the fringed Ulua Beach Park and a mere 1.9 km from the Sandy Wailea… More

From US$ 256 Book Now

Signature Residences At Maui Banyan, Walk To Beach, Limited Offer

2575 South Kihei Road, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 9-room Signature Residences At Maui Banyan, Walk To Beach, Limited Offer Wailea, which is 3.1 km from Wailea Tennis Club and within 25 minutes' walk of… More

From US$ 286 Book Now

Mana Kai 810

2960 S Kihei Rd, Wailea (Maui), United States Show map

Mana Kai 810 Apartment Wailea is situated around a 20-minute walk from Hawaiian Moons Natural Foods and offers a heated pool. Wi-Fi and private car parking are provided for guests' business or… More

From US$ 743 Book Now

Beautiful Palms At Wailea Condo!

3200 Wailea Alanui Drive Unit 1604, Wailea (Maui), United States Show map

Situated 25 minutes' walk from Kihei Boat Ramp, the spacious Beautiful Palms At Wailea Condo! offers a Jacuzzi for 4 visitors. Wi-Fi and a car park are provided for guests' utmost comfort. More

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Steps To The Beach With Ocean View

2695 S Kihei Rd, Kihei, Hi 96753, Usa, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 1-bedroom Steps To The Beach With Ocean View Wailea apartment, which is 2.4 km from Kalama Park Pavilion and about 25 minutes' walk from Lava… More

From US$ 356 Book Now

Walk To Beach | Pools, Pickleball, Kihei

2695 South Kihei Road Unit 8201, Wailea (Maui), United States Show map

Situated about 25 minutes' walk from the Half - mile - long Ulua Sandy Beach Park, the spacious 2-bedroom Walk To Beach | Pools, Pickleball, Kihei Wailea apartment can host up to 6 guests in Wailea. More

From US$ 662 Book Now

Makena Surf: Maui On The Beach

4950 Makena Alanui Unit G303, Wailea (Maui), United States Show map

Offering a heated pool and a terrace, the 96 m² Makena Surf: Maui On The Beach Wailea apartment is situated in the Makena district, around a 25-minute walk from Oneuli Beach. Boasting a prime… More

From US$ 1136 Book Now

Picture Perfect Oceanfront Condo At Mana Kai Resort

2960 South Kihei Road, Wailea (Maui), United States Show map

Located in the Keawakapu Beach district, near 5 Palms, the spacious Picture Perfect Oceanfront Condo At Mana Kai Resort Wailea accommodates up to 6 guests. This apartment features Wi-Fi in the rooms. More

From US$ 439 Book Now

Kihei Akahi C320- Kihei Studio, Walk To Shops, Dining, & The Beach

2531 South Kihei Road C320, Wailea (Maui), United States Show map

Nestled approximately a 5-minute walk from Kamaole Beach Park 2, the 1-bedroom Kihei Akahi C320- Kihei Studio, Walk To Shops, Dining, & The Beach Wailea offers quick access to numerous tourist… More

From US$ 179 Book Now

Kihei Akahi D-211

2531 S Kihei Rd Kihei Akahi D-211, Wailea (Maui), United States Show map

The spacious 67 m² Kihei Akahi D-211 Apartment Wailea offers a prime location, merely 5 minutes' stroll from the sandy Kamaole Beach Park II, and access to a tennis court for active guests. Foodland… More

From US$ 319 Book Now

Signature Stay At Kamaole Sands Resort, Walk To Beach, Limited-Time Offer

2695 South Kihei Road, Wailea (Maui), United States Show map

Signature Stay At Kamaole Sands Resort, Walk To Beach, Limited-Time Offer Wailea is located a mere 1.2 km from Kihei Coastal Trail and about a 20-minute walk from Kilohana Park. Wi-Fi and a car park… More

From US$ 765 Book Now

Maui Banyan

2575 S Kihei Road, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at Maui Banyan Apartment Wailea, which is 2.3 km from Kihei Kalama Village and only 14 minutes on foot from Kihei Boat Ramp. More

From US$ 226 Book Now

Kamaole Sands 10-412

2695 S. Kihei Road 10-412, Wailea (Maui), United States Show map

The 110 m² Kamaole Sands 10-412 Wailea apartment features a prime location about 25 minutes' walk from Foodland Kihei and hosts up to 6 guests. This spacious apartment is situated in the vicinity of… More

From US$ 344 Book Now

Oceanfront Condo At The Mana Kai Maui, Luxurious, Designer Remodeled

2960 South Kihei Road Unit#711C, Wailea (Maui), United States Show map

Featuring a prime location only 6 minutes' walk from Surf Shack, the spacious 2-bedroom Oceanfront Condo At The Mana Kai Maui, Luxurious, Designer Remodeled Wailea accommodates up to 4 guests. This… More

From US$ 546 Book Now

Luxurious & Spacious Ocean Vistas

South Kihei Road 2777, Wailea (Maui), United States Show map

The welcoming 2-bedroom Luxurious & Spacious Ocean Vistas Wailea apartment is also located just 8 minutes' walk from Kamaole Beach Park III. Enjoying proximity to Blue Water Rafting, which is a mere… More

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Kihei Surfside #608

2936 South Kihei Road 1 Bedroom 1 Bath Oceanfront Condominium, Wailea (Maui), United States Show map

The 51 m² Kihei Surfside #608 Apartment Wailea is located a mere 1.2 km from Kilohana Park and merely a 12-minute walk from Kamaole Beach Park III. Offering access to an outdoor swimming pool, this 1… More

From US$ 544 Book Now

Ekolu 911

10 Wailea Ekolu Place #911, Wailea (Maui), United States Show map

Situated 3.3 km from Nahuna, the 866 m² Ekolu 911 Apartment Wailea can host up to 4 guests in Wailea. At this spacious apartment, Wi-Fi and private car parking are also provided. More

From US$ 257 Book Now

Wailea Hidden Gem

3200 Wailea Alanui Drive, Wailea (Maui), United States Show map

The spacious 94 m² Wailea Hidden Gem Apartment is a good choice for accommodating up to 3 guests, offering a prime setting approximately a 10-minute ride from the Sandy Wailea Public Beach. The 1… More

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Beautifully Remodeled Wailea Condo Perfect For Your Family Vacation

10 Wailea Ekolu Place Unit#1706, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the 2-bedroom Beautifully Remodeled Wailea Condo Perfect For Your Family Vacation, which is 2.3 km from Keawakapu Beach and nearly a 25-minute walk from the… More

From US$ 517 Book Now

126 Hale Kamaole

2737 South Kihei Road, Wailea (Maui), United States Show map

The 72 m² 126 Hale Kamaole Apartment Wailea features a prime location about 25 minutes' walk from Cove Park and hosts up to 5 guests. Wi-Fi is provided for both business and leisure activities. More

From US$ 352 Book Now

7Th Floor Ocean View Condo At Mana Kai Resort

2960 South Kihei Road Unit#710A, Wailea (Maui), United States Show map

Featuring a prime location 6 minutes' walk from Surf Shack, the 39 m² 7Th Floor Ocean View Condo At Mana Kai Resort Wailea accommodates up to 2 guests. Offering access to an outdoor swimming pool… More

From US$ 687 Book Now

South Maui 1 Bedroom Guest Suite - Kamaole Beach Area

92 Iliwai Loop, Wailea (Maui), United States Show map

Situated approximately 20 minutes' walk from Redline Rafting, the 1-bedroom South Maui 1 Bedroom Guest Suite - Kamaole Beach Area Wailea can host up to 2 guests in Wailea. This 46 m² apartment has… More

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Grand Champions 8

155 Wailea Ike Pl, Wailea (Maui), United States Show map

Situated nearly 5 minutes' walk from Wailea Town Center, the 107 m² Grand Champions 8 Apartment Wailea offers a Jacuzzi for up to 6 guests. Area attractions include Cove Park, 4.4 km away, and Mokapu… More

From US$ 259 Book Now

Maui Parkshore 407

2653 S Kihei Rd #407, Wailea (Maui), United States Show map

Maui Parkshore 407 Wailea apartment is located about 3 km from Makena State Park and around a 25-minute walk from Kilohana Park. Guests can benefit from a prime location in the vicinity of Redline… More

From US$ 294 Book Now

Maui Banyan H-210

2575 S Kihei Rd, Wailea (Maui), United States Show map

Situated just 5 minutes on foot from Maui's World Gallery, the spacious 60 m² Maui Banyan H-210 Apartment Wailea offers a Jacuzzi for up to 4 guests. A Promise Made in Paradise is 2.6 km away, while… More

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Maui Banyan- Your Home Away From Home On Maui!

2575 South Kihei Road H203, Wailea (Maui), United States Show map

Nestled about a 5-minute walk from Kamaole Beach Park 2, Maui Banyan- Your Home Away From Home On Maui! Wailea apartment offers quick access to numerous tourist attractions nearby. More

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Maui Kamaole M109

2777 South Kihei Rd, Wailea (Maui), United States Show map

The 79 m² Maui Kamaole M109 Apartment Wailea is located 18 minutes' walk from Redline Rafting and 2.9 km from the Sandy Wailea Public Beach. Wi-Fi and a private parking lot are also available at this… More

From US$ 161 Book Now

3Rd Floor Oceanfront Mana Kai Unit

2960 South Kihei Road Unit#311A, Wailea (Maui), United States Show map

The 1-bedroom 3Rd Floor Oceanfront Mana Kai Unit Apartment Wailea is located in the Keawakapu Beach district of Wailea only 9 minutes on foot from Kihei Boat Ramp and accommodates up to 4 guests. The… More

From US$ 360 Book Now

Flash Sale! Cozy Maui Studio With Beach & Pool

2575 South Kihei Road Apartment F206 A, Wailea (Maui), United States Show map

Featuring a swimming pool, Flash Sale! Cozy Maui Studio With Beach & Pool Wailea is a mere 6 minutes' walk from Kamaole Beach Park 2. Offering a hot tub, the apartment is located right near the sandy… More

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New Luxury, Family 2-2, Walk To Beach, Ocean View Lsv12

2777 S Kihei Rd #M-205, Wailea (Maui), United States Show map

To enjoy your vacation in Wailea, stay at the spacious 113 m² New Luxury, Family 2-2, Walk To Beach, Ocean View Lsv12 Wailea apartment, which is around a 10-minute drive from the neighborhood Charley… More

From US$ 563 Book Now

Ekahi Ocean View Escape And Close To Beach

3300 Wailea Alanui Unit#21F, Wailea (Maui), United States Show map

Located nearly 5 minutes' walk from Mokapu Beach, the spacious 1-bedroom Ekahi Ocean View Escape And Close To Beach Wailea apartment offers modern comforts like Wi-Fi and essentials like parking. More

From US$ 322 Book Now

Maui Kamaole G208

2777 S Kihei Rd, Wailea (Maui), United States Show map

Maui Kamaole G208 Apartment Wailea features a prime location merely 9 minutes' walk from 5 Palms and hosts up to 6 guests. Located in close proximity to Kihei Coastal Trail, the apartment offers a… More

From US$ 286 Book Now

Maui Kamaole H-101

2777 S. Kihei Road, Maui Kamaole J-111, Wailea (Maui), United States Show map

Maui Kamaole H-101 Apartment Wailea is a 9-minute walk from Keawakapu Beach and welcomes guests with a Jacuzzi. Wi-Fi and parking are also available at this apartment. More

From US$ 446 Book Now

Maui Kamaole Ocean Views, Pools And Beaches

2777 South Kihei Road L103, Wailea (Maui), United States Show map

The 76 m² Maui Kamaole Ocean Views, Pools And Beaches Wailea apartment is located 2.6 km from Lava Fields and around a 25-minute walk from the fringed Ulua Beach Park. This 1-bedroom apartment is… More

From US$ 428 Book Now

Mana Kai 501

2960 South Kihei Road, Wailea (Maui), United States Show map

Located in the Keawakapu Beach district, steps away from 5 Palms, Mana Kai 501 Apartment Wailea accommodates up to 4 guests. Offering access to a swimming pool, this apartment is an 8-minute walk… More

From US$ 636 Book Now

Kihei Akahi C-319 By Coldwell Banker Island Vacations

2531 S. Kihei Rd, Wailea (Maui), United States Show map

Situated around 5 minutes' walk from Kamaole Beach Park 2, the spacious 2-bedroom Kihei Akahi C-319 By Coldwell Banker Island Vacations Apartment Wailea offers a Jacuzzi for up to 5 guests. Maui Fine… More

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