Wailea-Makena holiday homes

We found 4,752 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Wailea-Makena

Showing deals for:6 Nov - 13 Nov

Pool
Room
Terrace/patio
Exterior
Wonderful
(17 reviews)

Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear

Kihei

7% off
NZ$2,247
for 7 nights, 1 room
NZ$321 per night
includes taxes & fees
Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Spacious lanai with enough seating for the whole family.
View on the pool
Lobby
Lobby
Exceptional
(253 reviews)

Mana Kai Maui Condo - Right on the Beach!

Kihei

7% off
NZ$7,788
for 7 nights, 1 apartment
NZ$1,113 per night
includes taxes & fees
Mana Kai Maui Condo - Right on the Beach!
Living Room
Lower Swimming Pool
Entry Sign by Kihei Rd
Living Room from Master Bedroom Railing
Exceptional
(95 reviews)

D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.

Kihei

5% off
NZ$6,094
for 7 nights, 1 apartment
NZ$871 per night
includes taxes & fees
D211 Quiet & Private 2br2ba near Wailea 2026 Discount 10% 7 nts or more.
Kamaole Sands panorama
View from lanai before sunrise coming up over Haleakala
Pool area looking towards ocean
Sectional sofa can turn into extra queen bed
Exceptional
(92 reviews)

Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1

Kihei

7% off
NZ$6,963
for 7 nights, 1 apartment
NZ$995 per night
includes taxes & fees
Unbeatable Location at Kamaole III Beach - Kam Sands Bldg. 1
Just one of Maui's great golf courses to test you skills.
Maui Tropical Plantation.
Beautiful view to the pool
Freds Mexican Cafe & Moose's is located just across the street from Kamaole II.
Exceptional
(29 reviews)

TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b

Kihei

8% off
NZ$2,935
for 7 nights, 1 apartment
NZ$419 per night
includes taxes & fees
TROPICAL MAUI!!! Visit and stay in Comfort and Style...1b/2b
Private kitchen
Property grounds
view from lanai over the complex grounds
Dining
Exceptional
(164 reviews)

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kihei

7% off
NZ$4,627
for 7 nights, 1 apartment
NZ$661 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Feel right at home in this fully-equipped kitchen with granite countertops.
Relax in your private lanai and enjoy the ocean view. This is paradise!
Kamaole Sands resort amenities include pools, hot tubs, gym and tennis.
View of the living area from the kitchen.
Exceptional
(89 reviews)

Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!

Kihei

7% off
NZ$4,043
for 7 nights, 1 apartment
NZ$578 per night
includes taxes & fees
Maui Escape - Oceanview 70 Yds to Beach, GND Flr, Bldg10 - Everything You Need!
Grounds outside our Lanai
View from Lanai
Lower Swimming Pool
New Kitchen
Exceptional
(59 reviews)

# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach

Kihei

6% off
NZ$3,463
for 7 nights, 1 apartment
NZ$495 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Living area
Exterior
Living area
Lanai view
Exceptional
(110 reviews)

Oceanview Top Floor Condo, with Internet Access.

Kihei

7% off
NZ$2,943
for 7 nights, 1 apartment
NZ$420 per night
includes taxes & fees
Oceanview Top Floor Condo, with Internet Access.
Pool
Outdoor dining
Property grounds
Living area
Exceptional
(51 reviews)

Ekahi 27A: Priceless Ocean View from a Private Lanai

Kihei

11% off
NZ$7,162
for 7 nights, 1 apartment
NZ$1,023 per night
includes taxes & fees
Ekahi 27A: Priceless Ocean View from a Private Lanai
Beach
Property grounds
Pool
Private kitchen
Exceptional
(64 reviews)

Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout

Kihei

6% off
NZ$3,073
for 7 nights, 1 apartment
NZ$439 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Kamaole Sands grounds
Our beloved 5 Palms is gone but new restaurant slated to open here December 2023
Living area
Pool and 2 hot tubs
Exceptional
(89 reviews)

Beautifully renovated luxury condo steps from the sand on premier Kihei beach!

Kihei

7% off
NZ$3,239
for 7 nights, 1 apartment
NZ$463 per night
includes taxes & fees
Beautifully renovated luxury condo steps from the sand on premier Kihei beach!
Living room
Close to the swimming pool with Jacuzzi and BBQs
Master Bedroom on golf course with ocean view
View of the 2nd hole
Wonderful
(101 reviews)

Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.

Kihei

7% off
NZ$3,730
for 7 nights, 1 apartment
NZ$533 per night
includes taxes & fees
Wailea Sensation Vacation! Spectacular Oceanview Villa! On the 2nd hole.
Exterior
Appreciate the easy beach access from the pavilion pool.  (1 of 4 pools)
Golf
Ocean View from the front door!
Exceptional
(93 reviews)

Wailea Ekahi 54A: Remodeled & Panoramic Ocean View.

Kihei

7% off
NZ$9,534
for 7 nights, 1 apartment
NZ$1,362 per night
includes taxes & fees
Wailea Ekahi 54A: Remodeled & Panoramic Ocean View.
Bar area and front door
Property grounds
Dining area
Golf
Exceptional
(14 reviews)

NEWLY REMODELED! Partial Ocean View condo along the golf course

Kihei

7% off
NZ$9,519
for 7 nights, 1 apartment
NZ$1,360 per night
includes taxes & fees
NEWLY REMODELED! Partial Ocean View condo along the golf course
Property grounds
Property grounds
Living area
Interior
Exceptional
(55 reviews)

Updated Designer Condo w/ Ocean Views within five minutes to the beach

Kihei

7% off
NZ$4,594
for 7 nights, 1 apartment
NZ$656 per night
includes taxes & fees
Updated Designer Condo w/ Ocean Views within five minutes to the beach
Living area
Outdoor dining
Dining
Interior
Exceptional
(31 reviews)

Kihei Getaway in Paradise

Kihei

7% off
NZ$5,363
for 7 nights, 1 apartment
NZ$766 per night
includes taxes & fees
Kihei Getaway in Paradise
Dining Area
Living Room
Kitchen
Pool
Exceptional
(168 reviews)

Wailea 1 BR Condo, close to everything, good pricing

Kihei

7% off
NZ$3,896
for 7 nights, 1 apartment
NZ$557 per night
includes taxes & fees
Wailea 1 BR Condo, close to everything, good pricing
Kitchen
Clubhouse pool and hot tub
Kitchen bar view
Common Garden area
Exceptional
(10 reviews)

Fully Remodeled Modern Island Style!

Kihei

7% off
NZ$9,019
for 7 nights, 1 apartment
NZ$1,288 per night
includes taxes & fees
Fully Remodeled Modern Island Style!
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find the perfect holiday rental for your Wailea-Makena getaway

Learn about the unique charm of Wailea-Makena with a stay in a holiday home rental. This city has something for everyone. Haleakala National Park and Wailea Beach are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Wailea-Makena

Do you want to discover attractions to visit while you're in town? Venture out of your cosy holiday rental and experience everything that makes Wailea-Makena a one-of-a-kind holiday spot. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Maui Nui Golf Club (5.6 mi / 9 km)
  • Maui Spa Retreat (14.3 mi / 23 km)
  • Wailea Emerald Golf Course (0.3 mi / 0.4 km)
  • Wailea Gold Golf Course (0.3 mi / 0.5 km)
  • Wailea Blue Golf Course (0.4 mi / 0.7 km)
  • Makena South Course (1.6 mi / 2.6 km)

Exploring the natural features in Wailea-Makena

Whether you're looking for adventure or just want to appreciate the scenery, Wailea-Makena is a great spot to appreciate mother nature. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Haleakala National Park (18.3 mi / 29.4 km)
  • Wailea Beach (0.9 mi / 1.5 km)
  • Polo Beach (0.6 mi / 1 km)
  • Maluaka Beach (1.6 mi / 2.6 km)
  • Ulua Beach (1.6 mi / 2.6 km)
  • Keawakapu Beach North (2.5 mi / 4 km)

Frequently asked questions

What is the best area to stay in Wailea-Makena when booking a holiday home?
Makena is one of the more popular locations to find a holiday home in Wailea-Makena. Searching for some awesome things to see and do in this destination? Be sure to check out Makena State Park Beach and Maluaka Beach.
What is the most popular type of holiday home accommodation in Wailea-Makena?
The most popular types of holiday homes in Wailea-Makena are condos. Ready for more choices? Bookabach offers a variety of options to match the diverse needs of our guests, so you'll see properties in lots of sizes and shapes. The ideal home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Wailea-Makena?
The average price for a holiday home in Wailea-Makena is determined by a number of factors, including length of stay, season and property type. Whether you'd like a sprawling villa with space for the whole family or a cosy cottage for just you and your sweetheart, just add your dates of travel to see stays with unbeatable value.
How much does it cost to rent a beach house in Wailea-Makena?
The average price for a holiday home close to the beach in Wailea-Makena depends on when you're visiting the area and the style and size of property you're searching for. You can easily and quickly find prices on Bookabach by entering your destination and preferred travel dates. Then use our filter tool to pick the number of bedrooms and amenities that you prefer, like a pool, WiFi and air conditioning.
What are popular home amenities in Wailea-Makena?
The most popular home amenities people are searching for in Wailea-Makena include a stovetop, a fridge and a microwave oven. Whether you're on a trip with pals, family or even pets, Bookabach holiday homes have the best amenities for fun and relaxation with the people that matter most.
Are there large group holiday homes in Wailea-Makena?
Choose from 12 properties in Wailea-Makena that can sleep 10 or more people. Whether you're organising a family holiday or some kind of special event, there's plenty of space to get your favourite people together under the same roof.
What are the top attractions for families in Wailea-Makena?
You'll find loads of fun things to do and see with the family in Wailea-Makena, such as:
  • Keawakapu Beach North
  • Wailea Beach
  • Makena State Park Beach
Can I find two-bedroom holiday homes in Wailea-Makena?
You can select from 966 two-bedroom holiday homes in Wailea-Makena. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's plenty of space for whoever's fortunate enough to be coming along.
Are there holiday homes with WiFi in Wailea-Makena?
Whether you want to keep up with the news, reply to emails or surf social networks, there are 1,102 holiday homes with WiFi in Wailea-Makena. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How old do you have to be to rent a holiday home in Wailea-Makena?
The minimum age permitted can differ between properties on Bookabach, so be sure to look at the rules of the holiday home in Wailea-Makena you want to book. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Wailea-Makena for?
The amount of time you can rent a Wailea-Makena holiday home for depends on the property. Just enter your travel dates to browse options offering longer term stays. They come with the things you need to make your extended getaway more enjoyable and convenient, such as laundries and air conditioning. Some Bookabach holiday homes may also offer discounted weekly or monthly prices, so you can hang around longer for less.

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