Wailea-Makena holiday homes

We found 4,798 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Wailea-Makena

Showing deals for:25 Dec - 1 Jan

Kihei Akahi is a beautiful complex and is in the middle of South Kihei.
Golfing in Paradise
Private bedroom with queen bed and closet space for your clothing
Kihei Akahi Grounds are well maintained and tropical
Excellent
(42 reviews)

~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!

Kihei

5% off
NZ$4,299
for 7 nights, 1 apartment
NZ$614 per night
includes taxes & fees
~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
Living area looks out to lanai and lush landscaping
Granite countertop, living area
Dining area, kitchen
Community swimming pool on property
Exceptional
(140 reviews)

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei

7% off
NZ$3,728
for 7 nights, 1 apartment
NZ$533 per night
includes taxes & fees
Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Living area to kitchen and entry
Surrounded by lush tropical scenery and serenity! Small Peek-a-Boo View
Freds South Shore Cantina.. Terrific Taco Tuesday Specials!! Sunsets are GREAT
Hale Wailana Resort building
Excellent
(92 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

7% off
NZ$4,702
for 7 nights, 1 apartment
NZ$672 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Experience the Hawaiian Culture at the Luau while on island. Concierge Available
Try your golf game and one of Maui's terrific Golf Courses
Living area with beautiful views from the lanai
Beautiful Lanai view
Wonderful
(22 reviews)

Pool View from the 2nd floor with the Great Values this Season!!

Kihei

7% off
NZ$3,697
for 7 nights, 1 apartment
NZ$528 per night
includes taxes & fees
Pool View from the 2nd floor with the Great Values this Season!!
Lanai with Table and 4 Chairs Ocean View
Living area
Kitchen overlooks the ocean view
2023 new sofa bed living room
Exceptional
(42 reviews)

Modern, remodeled, ocean views, comfortable and convenient 580 sf

Kihei

7% off
NZ$4,663
for 7 nights, 1 apartment
NZ$666 per night
includes taxes & fees
Modern, remodeled, ocean views, comfortable and convenient 580 sf
Living area
Property grounds
Dining
Private kitchen
Exceptional
(168 reviews)

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

Kihei

7% off
NZ$7,573
for 7 nights, 1 apartment
NZ$1,082 per night
includes taxes & fees
Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Property grounds
Beach
Private kitchen
Terrace/patio
Exceptional
(65 reviews)

Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire

Kihei

7% off
NZ$3,546
for 7 nights, 1 apartment
NZ$507 per night
includes taxes & fees
Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kitchen with new cabinets, counters and appliances
Living area
Private kitchen
Exterior detail
Exceptional
(42 reviews)

Kihei 1 Bedroom Beach Condo

Kihei

5% off
NZ$5,591
for 7 nights, 1 apartment
NZ$799 per night
includes taxes & fees
Kihei 1 Bedroom Beach Condo
Lower Swimming {Pool from our Lanai
View from Lanai
New Kitchen
Lower Swimming Pool
Exceptional
(59 reviews)

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

Kihei

7% off
NZ$3,502
for 7 nights, 1 apartment
NZ$500 per night
includes taxes & fees
# 107 Lovely Grnd Flr King bed Unit, accross the street is a white sand beach
Bright and Tropical Living Room with PC and Printer.
Kihei Akahi's Grounds.  Flowers Everywhere
Flat Screen TV, DVD/VCR Player.  DVDs and VHS Tapes. Books
The Lanai -- A Place to have a Relaxing Meal or Evening Glass of Wine.
Exceptional
(132 reviews)

Beautiful Maui Home Away from Home

Kihei

7% off
NZ$3,257
for 7 nights, 1 apartment
NZ$465 per night
includes taxes & fees
Beautiful Maui Home Away from Home
Living area
Property grounds
Beach
Private kitchen
Exceptional
(65 reviews)

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

Kihei

7% off
NZ$4,887
for 7 nights, 1 apartment
NZ$698 per night
includes taxes & fees
Kihei Akahi C310-Owner Managed-Complete Renovation-Modern Luxury-A/C throughout
Private kitchen
Living area
Outdoor dining
Exterior detail
Exceptional
(126 reviews)

Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach

Kihei

7% off
NZ$15,213
for 7 nights, 1 apartment
NZ$2,173 per night
includes taxes & fees
Artistic Top-Floor Tropical Penthouse – Steps to Maui’s Best Beach
Rest and rejuvenate
Property grounds
Peaceful grassy lawn to rig your ocean toys, have a picnic, read or snooze
60 foot "L"-shaped Swimming Pool 81-84ºF  & Hot Tub 102ºF all year long
Exceptional
(144 reviews)

🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets

Kihei

7% off
NZ$6,129
for 7 nights, 1 apartment
NZ$876 per night
includes taxes & fees
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
Living area
Interior
Living area
Interior
Exceptional
(30 reviews)

KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE

Kihei

7% off
NZ$7,843
for 7 nights, 1 apartment
NZ$1,120 per night
includes taxes & fees
KOA RESORT - LUXURY 2BD GRD FL NEAR POOL-PERFECT FOR FAMILIES - FREE INSURANCE
  • 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. Wailea Beach and Haleakala National Park 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:

  • Wailea Gold Golf Course (0.3 mi / 0.5 km)
  • Wailea Blue Golf Course (0.4 mi / 0.7 km)
  • 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)
  • 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:

  • Wailea Beach (0.9 mi / 1.5 km)
  • Haleakala National Park (18.3 mi / 29.4 km)
  • Polo Beach (0.6 mi / 1 km)
  • Maluaka Beach (1.6 mi / 2.6 km)
  • Ulua Beach (1.6 mi / 2.6 km)
  • Mokapu Beach (1.8 mi / 2.8 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.

More holiday ideas