This Wailea vacation home is located a 4-minute walk from Kamaole Beach, 3.8 miles from Wailea Emerald Course, and 14 miles from Kahului Airport. This 800 square foot residence accommodates up to six guests with two bathrooms, a full kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and a fitness center, offering complimentary Wi-Fi and elevator access.
Wailea, HI
10/24 – 11/03
$390/nighttotal: $3900 (10 )
Kamaole Sands 9-210
1 2
house , Wailea
Kamaole Sands 9-210, a one-bedroom condo in Wailea, offers convenient access to Kamaole, Keawakapu, and Mokapu Beaches, and is 3.4 miles from the Wailea Emerald Golf Course. This 1-bedroom, 2-bathroom vacation rental sleeps 7, features a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, fitness center, tennis court, and is close to local tour operators.
Wailea, HI
07/10 – 07/13
$473/nighttotal: $1419 (3 )
Kamaole Sands 10-306
1 2
house , Wailea
Kamaole Sands 10-306 is a one-bedroom condo in Wailea, a short walk from Kamaole Beach Park and 1.1 miles from Mokapu Beach. This 7-guest Wailea vacation rental boasts two bathrooms, a fully equipped kitchen, a private balcony with ocean views, a swimming pool, fitness center, and tennis court, plus free Wi-Fi and on-site parking.
10 4 reviews
Wailea, HI
10/24 – 11/03
$369/nighttotal: $3690 (10 )
Kamaole Sands 3-303
1 2
house , Wailea
This Wailea vacation rental is steps from Kamaole Beach and a short drive to Mokapu Beach, offering easy access to Wailea Emerald Course (3.4 miles) and Kahului Airport (14 miles). This 820-square-foot house features one bedroom, two bathrooms, and can comfortably accommodate seven guests, boasting a fully equipped kitchen, private balcony with ocean views, access to an on-site pool, free Wi-Fi, and private parking.
Wailea, HI
10/24 – 11/03
$383/nighttotal: $3830 (10 )
Kamaole Sands 8409 · Kas 8409 Ocean Views From This Freshly Upda
2 2
house , Wailea
Kamaole Sands 8409, a Wailea vacation home, is a two-minute walk from Kamaole Beach and within 3.5 miles of the Wailea Blue and Gold golf courses. This 1,180-square-foot property features two bedrooms, two bathrooms, a fully equipped kitchen, a private hot tub, pool access, and can comfortably accommodate up to 11 guests.
Wailea, HI
07/10 – 07/13
$384/nighttotal: $1152 (3 )
Kamaole Sands 1-305
1 2
house , Wailea
This Wailea vacation home, a one-bedroom condo, is a two-minute walk from Kamaole Beach, 3.4 miles from the Wailea Emerald Golf Course, and 14 miles from Kahului Airport (OGG). The property features a fully equipped kitchen, two bathrooms, a balcony with ocean views, private parking, Wi-Fi, and access to an on-site swimming pool, fitness center, and tennis court; it comfortably sleeps seven guests.
9.5 4 reviews
Wailea, HI
07/10 – 07/13
$399/nighttotal: $1197 (3 )
Kamaole Sands 7-100
1 2
house , Wailea
Kamaole Sands 7-100, a one-bedroom Wailea condo, is conveniently located 3.8 miles from the Wailea Emerald Golf Course and 15 miles from Kahului Airport, near Kamaole, Keawakapu, and Mokapu Beaches. This 750-square-foot vacation rental boasts a private entrance, swimming pool, fitness center, tennis court, and parking, comfortably accommodating up to seven guests with amenities including a fully equipped kitchen and free Wi-Fi.
Wailea, HI
07/10 – 07/13
$476/nighttotal: $1428 (3 )
Beachfront Bliss Walk To Sand Pool Restaurants
1 2
house , Wailea
This beachfront condo in Wailea is a 2-minute walk from Kamaole Beach, 3.4 miles from Wailea Emerald Course, and 14 miles from Kahului Airport. This 900 sq ft vacation rental accommodates up to 5 guests with 1 bathroom, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, jacuzzi, garden, fitness center, and parking, plus free Wi-Fi.
Wailea, HI
07/10 – 07/13
$374/nighttotal: $1122 (3 )
Wailea Ekolu Village - Coraltree Residence Collection
1 2
house , Wailea
This Wailea Ekolu Village - CoralTree Residence Collection condo is located in Wailea, an 18-minute walk from Wailea Beach and 1.2 miles from Wailea Emerald Course. This accommodation offers complimentary on-site parking, free Wi-Fi, air conditioning, and a full kitchen with a fridge, microwave, and dishwasher, with TVs with cable channels for entertainment.
This Kamaole Sands condo offers a ground floor location in Wailea, 4 minutes walking distance from Kamaole Beach, 3.6 miles from the Wailea Emerald Course, and 14 miles from Kahului Airport. This 820 square foot condo accommodates 2 guests and features a full kitchen with a dishwasher and microwave, air conditioning, a jacuzzi, and access to an on-site fitness center and tennis court.
9.7 3 reviews
Wailea, HI
10/24 – 11/03
$354/nighttotal: $3540 (10 )
Kamaole Sands 3-305
1 2
house , Wailea
This Wailea vacation rental is conveniently located near Kamaole Beach (200 meters), Keawakapu Beach (0.8 miles), and Mokapu Beach (1.1 miles). The 820-square-foot one-bedroom home features two bathrooms, sleeps seven guests, and includes a fully equipped kitchen, private parking, a swimming pool, tennis court, and free Wi-Fi.
This Wailea vacation rental is conveniently located a 7-minute walk from Kamaole Beach, a 15-minute walk from Keawakapu Beach, and one mile from Mokapu Beach, offering easy access to three popular Wailea beaches. This 820-square-foot one-bedroom, two-bathroom condo boasts a fully equipped kitchen, Jacuzzi, fitness center access, tennis court access, on-site parking, and ocean views; it comfortably sleeps two guests and includes free Wi-Fi.
Our Favorite Vacation Homes with a Pool in Wailea, HI
Having a pool at your Wailea, HI vacation home lets you enjoy a dip to complement a day by the water without extra planning.
Wailea, HI
10/24 – 11/03
$435/nighttotal: $4350 (10 )
Kamaole Sands 3-302
1 2
house , Wailea
This Wailea vacation rental is a short walk from Kamaole Beach, a 16-minute walk from Keawakapu Beach, and a short drive from the Wailea Emerald Course and Iao Valley State Park. This 820-square-foot house features one bedroom, two bathrooms, and can comfortably accommodate up to seven guests, boasting a fully equipped kitchen, private balcony with ocean views, a swimming pool, and complimentary Wi-Fi.
Wailea, HI
07/10 – 07/13
$422/nighttotal: $1266 (3 )
Kamaole Sands 7-210
1 2
house , Wailea
This Wailea vacation rental is a short walk from Kamaole Beach and less than a mile from Keawakapu Beach, offering easy access to the area's beautiful coastline and proximity to the Wailea Emerald Course. This 820-square-foot house features one bedroom, two bathrooms, and accommodates up to seven guests, boasting a fully equipped kitchen, air conditioning, a private pool, free Wi-Fi, and free parking, plus on-site massage services.
9.8 114 reviews
Wailea, HI
07/10 – 07/13
$437/nighttotal: $1311 (3 )
Wailea Sunset Condo - Ekolu #607
1 2
house , Wailea
Wailea Ekolu #607 is a vacation rental located in Wailea, just a short walk from several beautiful beaches, including Wailea Beach, Ulua Beach Park, and Mokapu Beach Park. This property has earned excellent user ratings for its location and overall experience, and a very good rating for cleanliness. This one-bedroom home spans 1020 square feet and offers two private bathrooms, a fully equipped kitchen, a comfortable living and dining area, and a private terrace. Enjoy amenities like two solar-heated pools, BBQ areas, a recreation pavilion, a tennis court, a spa, and a restaurant and bar on-site.
10 17 reviews
Wailea, HI
10/24 – 11/03
$4737/nighttotal: $47370 (10 )
Wailea's Most Exquisite Ocean Front Luxury Villa - Royal Ilima A201! Newly Renovated!
3 2
house , Wailea
The Royal Ilima A201 is a beachfront villa in the Wailea Beach Villas complex, directly on the sand in Wailea, offering stunning views of the ocean. This villa has excellent user, location, and cleanliness ratings, making it a top choice for travelers. The 3-bedroom villa has 3,300 square feet of space and comfortably accommodates up to 8 guests. This villa offers a private heated pool and hot tub, a gourmet kitchen, a private terrace with a Viking grill, and access to the resort's fitness center, concierge service, and other amenities.
Best Wailea, HI houses with a kitchen
Wailea, HI
07/10 – 07/13
$398/nighttotal: $1194 (3 )
Kamaole Sands 9-110
1 2
house , Wailea
This Wailea vacation rental is a two-minute walk from Kamaole Beach and less than a mile from Keawakapu Beach, offering easy access to Wailea's beautiful beaches and amenities. This 820-square-foot house features one bedroom, two bathrooms, and can comfortably accommodate seven guests, boasting a fully equipped kitchen, private parking, a swimming pool, and a fitness center.
Wailea, HI
10/24 – 11/03
$288/nighttotal: $2880 (10 )
Hale Kamaole 171 · Hak 171 Ground Floor Condo Near Beach W Ac
1 2
house , Wailea
Hale Kamaole 171, a one-bedroom Wailea condo, is steps from Kamaole Beach Park and within 3.3 miles of Wailea's Emerald, Blue, and Gold golf courses. This 780-square-foot vacation rental boasts a separate bedroom, living room, full kitchen, private balcony with ocean views, and access to a swimming pool and tennis court; it comfortably sleeps seven guests and includes free Wi-Fi and on-site parking.
Wailea, HI
07/10 – 07/13
$362/nighttotal: $1086 (3 )
Kamaole Sands 2-104
1 2
house , Wailea
Kamaole Sands 2-104, a one-bedroom condo in Wailea, offers convenient proximity to Kamaole, Keawakapu, and Mokapu Beaches, and is 3.4 miles from the Wailea Emerald Golf Course. This 820-square-foot property features a fully equipped kitchen, two bathrooms, accommodates up to seven guests, and includes a private terrace, swimming pool, and tennis court access.
9.5 2 reviews
Wailea, HI
07/10 – 07/13
$407/nighttotal: $1221 (3 )
Kamaole Sands 5-315
1 2
house , Wailea
Kamaole Sands 5-315, a one-bedroom condo in Wailea, is a short walk from Kamaole Beach and within a few miles of Keawakapu and Mokapu Beaches, and 3.4 miles from the Wailea Emerald Golf Course. This 1-bedroom, 2-bathroom vacation rental sleeps 7, features a private balcony with ocean views, a fully equipped kitchen, in-unit laundry, free Wi-Fi, access to a swimming pool, fitness center, and tennis court, plus on-site parking.
Frequently Asked Questions about villa rentals in Wailea, HI
What are the must-see attractions in and around Wailea, HI?
Wailea is known for its stunning beaches, so make sure to visit Makena Beach, also known as Big Beach, or the more secluded Little Beach. You can also check out the Ho'okipa Beach Park, which is popular for windsurfing and kitesurfing. If you're looking for something a little more cultural, head to the Maui Ocean Center, a great aquarium with a variety of marine life.
What types of wildlife can travelers expect to see in the area of Wailea, HI?
You'll likely see Hawaiian Monk Seals lounging on the beaches, especially around Makena Beach. Keep an eye out for Humpback Whales in the ocean during the winter months. You might even spot some sea turtles swimming near the shore.
What are the best villa rentals with a pool in Wailea, HI?
The best time to visit Wailea is during the shoulder seasons, from April to May and September to October. The weather is still great, but the crowds are smaller and the prices are lower.
What are the best villa rentals with a jacuzzi in Wailea, HI?
When is it easiest to book a villa rental in Wailea, HI?
You'll have the best chance of finding a good deal on a villa rental if you book outside of peak season, which is typically from December to April. You can also get better rates if you book further in advance, especially for the holidays.
What are the best villa rentals for families and kids in Wailea, HI?
There are some great hiking trails in the area, like the Wailea Coastal Walk, which offers scenic views of the coastline. For a more challenging hike, try the Pipiwai Trail in the Iao Valley State Monument, which leads to a beautiful waterfall.
What are the best pet friendly villa rentals in Wailea, HI?
What are the advantages of renting a house or a villa in Wailea, HI
Renting a villa offers more space and privacy than a hotel room. You'll also have access to amenities like a private pool and kitchen, which can be a big plus for families or groups.
What are the best villa rentals with parking in Wailea, HI?
Absolutely! You can easily visit the historic town of Lahaina, which is about a 30-minute drive from Wailea. You can also explore the Road to Hana, a scenic drive with waterfalls and lush rainforests. If you're looking for a more adventurous day trip, you can take a ferry to the island of Molokai.
Destinations nearby
Best Wailea, HI houses with air conditioning
9.8 7 reviews
Wailea, HI
10/24 – 11/03
$399/nighttotal: $3990 (10 )
Maui Kamaole J 108
1 2
house , Wailea
Maui Kamaole J 108, a one-bedroom Wailea rental home, is conveniently located 3.2 miles from the Wailea Emerald Golf Course and 15 miles from Kahului Airport, near popular beaches like Kamaole and Keawakapu. This vacation property sleeps seven guests and boasts two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a private swimming pool, a tennis court, free Wi-Fi, and free parking.
9.7 50 reviews
Wailea, HI
10/24 – 11/03
$301/nighttotal: $3010 (10 )
Charming Kihei Oasis Vistas
1 2
house , Wailea
This Kihei condo, part of the Kamaole Sands resort, sits directly across from Kamaole III Beach, offering unparalleled beach access. The one-bedroom, two-bathroom unit sleeps four, features a fully equipped kitchen, in-unit laundry, and access to resort amenities including a pool, hot tub, fitness center, and BBQ grills; beach chairs, umbrellas, and towels are provided.
10 1 review
Wailea, HI
10/24 – 11/03
$339/nighttotal: $3390 (10 )
Kamaole Sands 1-102
1 2
house , Wailea
Kamaole Sands 1-102, a one-bedroom condo in Wailea, offers convenient access to Kamaole, Keawakapu, and Mokapu Beaches, and is 3.4 miles from the Wailea Emerald Golf Course and 14 miles from Kahului Airport (OGG). This 1-bedroom, 2-bathroom vacation rental sleeps 7, features a fully equipped kitchen, private parking, Wi-Fi, a swimming pool, tennis court, and fitness center, and is steps from three beautiful beaches.
Wailea, HI
07/10 – 07/13
$393/nighttotal: $1179 (3 )
Kamaole Sands 2-203
1 2
house , Wailea
This Wailea vacation rental is a short walk from Kamaole Beach II and a 16-minute walk from Keawakapu Beach, also near the Wailea Emerald Golf Course. This 820-square-foot condo boasts one bedroom, two bathrooms, and sleeps seven, featuring a fully equipped kitchen, private balcony with ocean views, on-site fitness center, tennis court, pool, and complimentary Wi-Fi.
Neighborhoods and points of interest in Wailea, HI
Best Wailea, HI villas and beach houses with jacuzzi
9.6 11 reviews
Wailea, HI
10/24 – 11/03
$2985/nighttotal: $29850 (10 )
Uber Luxe Serenity House Pool Villa D102, Large Yard, Newly Renovated, Sleeps 8
3 2
house , Wailea
Serenity House Pool Villa D102 is a three-bedroom villa located in the Wailea Beach Villas resort, just steps away from the Shops at Wailea and the stunning Wailea Beach. The villa has received excellent ratings for location, cleanliness, and overall experience. This luxurious vacation rental offers over 3,500 square feet of living space, comfortably accommodating up to eight guests. Enjoy a private plunge pool, partial ocean views, a gourmet kitchen, and access to resort amenities like pools, hot tubs, a fitness center, and a spa.
This Kamaole Sands condo is located in Wailea, a 4-minute walk from Kamaole Beach and 3.7 miles from Wailea Emerald Course. This 820 sq ft one-bedroom condo accommodates up to 6 guests and features a full kitchen, air conditioning, a private balcony with ocean views, and access to an on-site fitness center and tennis court.
This recently renovated penthouse vacation home is located in Wailea, offering ocean views and proximity to Kamaole Beach, Wailea Emerald Course (3.6 miles), and Kahului Airport (14 miles). This 1180 sq ft accommodation features 2 bedrooms, 2 bathrooms, and a guest capacity of 10, with amenities including a full kitchen, air conditioning, a jacuzzi, fitness center, and tennis court.
10 240 reviews
Wailea, HI
10/24 – 11/03
$524/nighttotal: $5240 (10 )
5 Star Ocean View, Beach House Chic, Click The Video Tour Below!
2 2
house , Wailea
This Wailea villa is conveniently located near the Wailea Blue Golf Course, the Wailea Tennis Club, and The Shops at Wailea, offering easy access to shopping, dining, and entertainment. It has received excellent user ratings for its comfort and amenities. The villa features two master suites, each with a private bathroom and separate entrances, providing ample space for families or groups. Guests can enjoy a range of amenities, including a private lanai with ocean and golf course views, a swimming pool, a jacuzzi, and a fully equipped kitchen.