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Compare 337 Vacation Homes in Olowalu with updated reviews, rates, and availability.

Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

9.6 out of 10, Exceptional, (20)
"Here with our family fir a 30th bday"
Maui Vacation Home w/Dazzling Oceanfront Views Honu Hale (Turtle House)

Lana’i Oasis and Gem, The Artist's House

10.0 out of 10, Exceptional, (179)
"We had such a nice time enjoying this lovely home and its beautiful patio and garden. We spent most of our time exploring the island after reading all the information that is located in a book put together by the owner. Comfortable beds! "
The price is SAR 1,577
SAR 2,972 total
includes taxes & fees
7 Jan - 8 January 2025
Lana’i Oasis and Gem, The Artist's House

Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

10.0 out of 10, Exceptional, (95)
"We had a great stay. The view is unparalleled, and it’s so nice to be right on the beach. The house is well equipped with everything you need from snorkels and beach chairs to towels and coolers. My nephew loved playing with the beach toys and running on the lawn!"
Spectacular Maui Beachfront 3 Bdr. Home - Great Location - Family Friendly

The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

10.0 out of 10, Exceptional, (87)
"Amazing property and location"
The #1 Vacation Rental on Maui!! Steps to Maui's Best Beach!

Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

10.0 out of 10, Exceptional, (5)
"The house was awesome. We had 13 people and everyone slept comfortably. Beds and pillows were awesome. You can’t beat the location, just steps from the beach. It was also nice to have beach chairs and some fun accessories for the beach. So fun to have a pickle ball court there too. We would definitely stay again. "
Celebrity Home Across the Street From Beach! Pool With Slide, Pickleball, Gym!

Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

9.8 out of 10, Exceptional, (70)
"We had a great stay. Location was great, across from one of the most popular surfing beaches. Beautiful sunrises and sunsets everyday. Overall, would stay again."
Island Surf with Ocean View - Across from popular Surf spot, Beach, and Shops

272-2 Oceanfront Magic

272-2 Oceanfront Magic

Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

2.0 star property
9.6 out of 10, Exceptional, (67)
"First off, the location is absolutely perfect. As soon as you walk through the front door you are hit with beautiful views of the ocean. The management company is always communicating with you to ensure everything goes well. The one issue we dealt with was insects and lizards. The management was quick to respond and sent someone out. "
Kihei Ocean Front Hale - Private Home w/ Dramatic Ocean Views on famed Halama St

Stunning Beachfront Private Home! Perfect for Families, Great Location!

9.8 out of 10, Exceptional, (92)
"The property is beautiful with lots of space inside and out! It is within walking distance of stores and restaurants. Stayed with a family group of 6 adults and 2 small children. The view of the beach with the grassy area and palms trees was outstanding! We played many rounds of bocce ball on the grass and the kids spent a great deal of time playing there too. Plenty of beach chairs and towels are provided as well as some sand toys for the kids. The house is a little older and dated and could...
Stunning Beachfront Private Home! Perfect for Families, Great Location!

2 Private Homes for 1! Pool & Waterslide - Cove Hale

10.0 out of 10, Exceptional, (22)
"We had an amazing stay here. Most of us were here for a week, and it was a week of bliss. The houses were clean and had everything we needed. The pool and hottub were fantastic and Sherwin made sure we had everything we needed! We loved the location and the entire experience ! I am already looking forward to another stau here in the future!"
2 Private Homes for 1! Pool & Waterslide - Cove Hale

Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

10.0 out of 10, Exceptional, (124)
"Beautiful home. Very roomy! Owner has thought of every need. The outside landscaping is beautiful ..heated pool fabulous! The outside storage had beach chairs and pool toys. Owner attentive to needs."
Spacious Family Beach House with Large Heated Pool; walk to Beach 🏖

PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

9.8 out of 10, Exceptional, (57)
"What a wonderful place near the beach and lots of restaurants and grocery stores! The home is well maintained and very clean. The home is equipped with all you need; BBQ, towels, washer/dryer, pots/pans, etc. There is even nice beach chairs and umbrellas that were very useful! I highly recommend this rental and would return in an instant! "
PRIVATE HOME-NEWLY REMODELED-AC-HOT TUB-METICULOUS CLEANING

Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

10.0 out of 10, Exceptional, (62)
"Every aspect was thoughtful and seamless. The house was beautiful, comfortable and clean. We had everything we needed and then some. We are all excited to come back annually! "
Spectacular, fully renovated 3-Bedroom Oceanfront Townhome in Kahana

105-1 Puamana Spacious Townhome Near Ocean.

9.4 out of 10, Exceptional, (52)
"We checked out of this beautiful condo three days before the Maui fires. It was one of those places where we for sure will come back to. As far as I can tell, it is still standing, but the clubhouse and some surrounding buildings did burn. This is the most amazing location on the island. Will definitely be back hopefully to help rebuild, and for sure to enjoy the beauty."
105-1 Puamana Spacious Townhome Near Ocean.

Charming 3 BR Puamana Oceanfront in private gated community

9.6 out of 10, Exceptional, (104)
"First off…. The views are absolutely breathtaking! We saw turtles everyday swimming by right us! I can only imagine what staying there during whale migration would be like! The property is cozily situated in a well maintained gated community with access to beaches and about a twenty minute walk into Lahaina. We had a wonderful stay on the island and everything we needed was in the house. We were able to grill on the lanai some nights enjoying amazing sunsets! You can’t beat it! Communication...
Charming 3 BR Puamana Oceanfront in private gated community

Kapalua Golf Villas by KBM Resorts

3.5 star property
10.0 out of 10, Exceptional, (3)
"Privacy was very important to me. "
The price is SAR 1,950
SAR 4,015 total
includes taxes & fees
8 Jan - 9 January 2025
Kapalua Golf Villas by KBM Resorts

Private & Fabulous views! Exclusive pool, spa and 1 acre yard

10.0 out of 10, Exceptional, (126)
"From the minute we entered this residence, we were in love. From the cleanliness to the view, the property and the pool, it was all nothing short of amazing! It was the perfect home base for our families first trip to Maui and it will definitely be the place we stay in the future! "
Private & Fabulous views! Exclusive pool, spa and 1 acre yard

NEW Construction! Just Steps from Maui's Best Beach!

10.0 out of 10, Exceptional, (66)
"This was a perfect house for two families, with 5 kids under 8. The beach was a short walk down the street and grocery/restaurants a short drive. "
NEW Construction! Just Steps from Maui's Best Beach!

Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

10.0 out of 10, Exceptional, (126)
"We had an amazing time. The property had all of the amenities and essentials needed to have an amazing family vacation. "
Summit Residence at KAANAPALI VISTA~4500 sf~5B/5.5B Pool/Ocean View~

Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!

10.0 out of 10, Exceptional, (77)
"Trevor is awesome! House is great! Beach is literally steps away. Will definitely be staying anytime my family is in Maui! "
The price is SAR 1,498
SAR 3,974 total
includes taxes & fees
1 Jan - 2 January 2025
Puamana 167-4. See and hear the ocean 200 feet away! 2 huge 20' x 15' lanais!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Olowalu

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2651)
"This place was absolutely amazing! Very clean, friendly staff, spacious and quiet but lively at the same time, amazing balconies with unbelievable views and an overall perfect place to get away! The outdoor areas were clean and inviting- 3 pools and 5 hot tubs. We all loved the food trucks that were within walking distance. Parking was close and easy. Would recommend this place to everyone! It had a condo but resort feel which was super nice! "
The price is SAR 1,706
SAR 3,735 total
includes taxes & fees
10 Jan - 11 January 2025
OUTRIGGER Honua Kai Resort & Spa

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3392)
"We were a party of 12, with ages varying from 2-60. We shared two suites, which they helped us be right next to each other. The property was a little older and showing its age but rooms were spacious. The suites were well appointed, with well stocked kitchens for cooking and lots of storage space. Free activities were great and kept us busy, including their Christmas party, stocking votes, ukulele lessons and lei making ($). Pools were great for all ages. Being right on the beach was perfect,...
The price is SAR 1,498
SAR 1,878 total
includes taxes & fees
22 Jan - 23 January 2025
Aston Kaanapali Shores

Royal Kahana Maui by OUTRIGGER

3.0 star property
8.0 out of 10, Very Good, (1323)
"The room was well designed with a great view of the ocean. It had cooking facility and excellent for a linger stay. The rooms have mirrors which helps with light view and makes the room bigger. The rooms also had a washer dryer and together made our stay comfortable and enjoyable"
Royal Kahana Maui by OUTRIGGER
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.