Over 1,000 places in Olowalu

Superhost
Condo in Wailuku
VIEWS VIEWS VIEWS ~ Bliss on the Bay
On Maalaea BeachOcean and bay views,
May 31 – Jun 5
4.89 out of 5 average rating, 249 reviews
Guest favorite
Condo in Wailuku
Modern, Clean, and Spacious Maui Beachfront Condo
Sea and bay views
May 1 – 6
4.99 out of 5 average rating, 72 reviews
Guest favorite
Condo in Wailuku
STUNNING Oceanview FULLY Remodeled Gem 2B/2B
On Maalaea BeachOcean views,
May 2 – 7
4.91 out of 5 average rating, 53 reviews
Guest favorite
Hotel room in Haiku-Pauwela
Holomakai North shore ocean view B and B room 2
Ocean views
Jun 6 – 11
4.95 out of 5 average rating, 405 reviews
Guest favorite
Apartment in Wailuku
Our Little Slice of Oceanfront Paradise!
On Maalaea BeachOcean views,
May 5 – 10
4.88 out of 5 average rating, 179 reviews
Guest favorite
Apartment in Lahaina
Kaanapali - Fully Renovated w/ Ocean View
Ocean views
May 27 – Jun 1
4.97 out of 5 average rating, 93 reviews
Guest favorite
Guest suite in Kula
Kula Jacaranda Studio on the Slopes of Haleakala
Ocean and bay views
May 19 – 24
4.99 out of 5 average rating, 173 reviews
Apartment in Wailuku
In the center of it all!
On Maalaea BeachOcean views,
Apr 28 – May 3
4.67 out of 5 average rating, 3 reviews
Guest favorite
Condo in Wailuku. Maui
Oceanfront Condo. Pool & Spa, 1 Br.
On Maalaea Beach
May 20 – 25
4.88 out of 5 average rating, 232 reviews
Guest favorite
Condo in Wailuku
The Beach Hale
On Maalaea Beach
Apr 30 – May 5
4.93 out of 5 average rating, 29 reviews
Guest favorite
Condo in Wailuku
Direct Ocean View!
On Maalaea Beach
May 19 – 24
4.86 out of 5 average rating, 225 reviews
Guest favorite
Apartment in Wailuku
Oceanfront | 20 Steps To Beach | Ground Floor
On Maalaea BeachOcean and bay views,
May 9 – 14
4.98 out of 5 average rating, 66 reviews
Guest favorite
Farm stay in Makawao
Maliko Retreat
Ocean and river views
Jul 30 – Aug 4
4.99 out of 5 average rating, 285 reviews
Guest favorite
Guest suite in Kihei
Sweeping Panoramic Ocean Views - Private Ohana
Ocean views
Jul 10 – 15
5.0 out of 5 average rating, 77 reviews
Guest favorite
Condo in Lahaina
Luxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
2 beds
May 20 – 25
4.99 out of 5 average rating, 97 reviews
Guest favorite
Condo in Wailuku
Gorgeous Modern Maui Beachfront- Sup Included!
On PalalauOcean and bay views,
Jun 20 – 25
4.99 out of 5 average rating, 90 reviews
Superhost
Apartment in Wailuku
Amazing Views and a Captivating Oceanfront Retreat
On Maalaea Beach
May 15 – 20
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kihei
Stunning Koa Resort 3bd Villa w/ private Jet Spa
On Kalepolepo
Apr 19 – 24
New place to stay