Wailuku, Hawaii

Vacation Rentals in Wailuku, Hawaii

Discover 48 vacation rental properties in Wailuku. From 1 to 2 bedrooms. Average $244/night. 100% have pools.

48 verified listings Book securely on VRBO Prices updated March 2026

48 properties available

Maui- True Maalaea Beach Front at Kanai a Nalu

Maui- True Maalaea Beach Front at Kanai a Nalu

2 beds 2 baths
PoolA/CWiFiBalcony
$189/night
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Direct Ocean Front, Incredible Views, Perfect Couples Getaway, Split AC

Direct Ocean Front, Incredible Views, Perfect Couples Getaway, Split AC

1 bed 1 bath
PoolA/CWiFiBalcony
$166/night
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Light filled small-scale apartment in a tropical neighborhood setting

Light filled small-scale apartment in a tropical neighborhood setting

1 bed 1 bath
PoolA/CWiFiBalcony
$150/night
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Spectacular Wall of Glass!

Spectacular Wall of Glass!

2 beds 2 baths
PoolA/CWiFiBalcony
$325/night
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My Perfect Stays: Jun 28-Jul 7 was $349 now $169

My Perfect Stays: Jun 28-Jul 7 was $349 now $169

2 beds 2 baths
PoolA/CWiFiBalcony
$298/night
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Premium Ocean Views at this 2bd/2ba Loft Unit

Premium Ocean Views at this 2bd/2ba Loft Unit

2 beds 2 baths
PoolA/CWiFiBalcony
$368/night
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PANORAMIC Ocean Views! Incredible Location! Ma'alaea Banyan 412!

PANORAMIC Ocean Views! Incredible Location! Ma'alaea Banyan 412!

2 beds 2 baths
PoolA/CWiFiBalcony
$229/night
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My Perfect Stays: Jun 28-Jul 3 was $339 now $149

My Perfect Stays: Jun 28-Jul 3 was $339 now $149

1 bed 1 bath
PoolA/CWiFiBalcony
$230/night
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5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm

5 STAR OCEANFRONT—FANTASTIC VIEW & AMENITIES—Newly Renovated Kitchen, Living Rm

1 bed 1 bath
PoolA/CWiFiBalcony
$232/night
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Incredible Views Milowai 1 Bed 1 Bath Condo

Incredible Views Milowai 1 Bed 1 Bath Condo

1 bed 1 bath
PoolA/CWiFiBalcony
$241/night
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Beautiful Oceanfront Maui Condo

Beautiful Oceanfront Maui Condo

1 bed 1 bath
PoolA/CWiFiBalcony
$191/night
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My Perfect Stays: Aug 8-16 was $259 now $129

My Perfect Stays: Aug 8-16 was $259 now $129

1 bed 1 bath
PoolA/CWiFiBalcony
$160/night
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Stunning Pacific Ocean Views as you enter Maalaea Kai 215!

Stunning Pacific Ocean Views as you enter Maalaea Kai 215!

1 bed 1 bath
PoolA/CWiFiBalcony
$188/night
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Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118

Beautifully Upgraded, Beachfront, Ground Floor....Dream Vacation!!! #118

2 beds 2 baths
PoolA/CWiFiBalcony
$347/night
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Relaxing Oceanfront!

Relaxing Oceanfront!

1 bed 1 bath
PoolA/CWiFiBalcony
$251/night
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Best views in Maui. Newly remodeled condo.

Best views in Maui. Newly remodeled condo.

2 beds 2 baths
PoolA/CWiFiBalcony
$387/night
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Island Sands 401 Oceanfront Condo with Ocean View

Island Sands 401 Oceanfront Condo with Ocean View

1 bed 1 bath
PoolA/CWiFiBalcony
$189/night
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Maui Steps from the Sand, A/C in both bedrooms. *Makani A Kai B8*

Maui Steps from the Sand, A/C in both bedrooms. *Makani A Kai B8*

2 beds 2 baths
PoolA/CWiFiBalcony
$251/night
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Today...Tonight...Turtles...Turtles...Turtles!

Today...Tonight...Turtles...Turtles...Turtles!

1 bed 1 bath
PoolA/CWiFiBalcony
$251/night
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Incredible Direct Oceanfront Views!

Incredible Direct Oceanfront Views!

1 bed 1 bath
PoolA/CWiFiBalcony
$229/night
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15 STEPS TO SHORE, CENTRAL AIR, POOL, LANAI SEATS 6, THREE TVs, SLEEP #’S KING

15 STEPS TO SHORE, CENTRAL AIR, POOL, LANAI SEATS 6, THREE TVs, SLEEP #’S KING

2 beds 2 baths
PoolA/CWiFiBalcony
$298/night
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Modern Renovation, Direct Ocean Front, Incredible Views, Sandy Beach, AC

Modern Renovation, Direct Ocean Front, Incredible Views, Sandy Beach, AC

2 beds 2 baths
PoolA/CWiFiBalcony
$328/night
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OCEANFRONT 2 BEDROOM LAULOA 207

OCEANFRONT 2 BEDROOM LAULOA 207

2 beds 2 baths
PoolA/CWiFiBalcony
$267/night
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Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****

Beachfront ocean View Condo With Unobstructed Ocean Views. 5 star reviews *****

2 beds 2 baths
PoolA/CWiFiBalcony
$296/night
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Crew Rest Maui - 2BR/2BA, Remodeled, Oceanfront, Superior Views, AC throughout!

Crew Rest Maui - 2BR/2BA, Remodeled, Oceanfront, Superior Views, AC throughout!

2 beds 2 baths
PoolA/CWiFiBalcony
$309/night
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REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

REMODELED Maui Oceanfront Condo w/Pool, Sandy Beach & the sounds of gentle Waves

2 beds
PoolA/CWiFiBalcony
$293/night
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Oceanfront condo complex with lovely partial ocean views & pool access

Oceanfront condo complex with lovely partial ocean views & pool access

1 bed 1 bath
PoolA/CWiFiBalcony
$179/night
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OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA

OCEANFRONT CONDO with STYLE, COMFORT, & AMAZING VIEWS of OCEAN & HALEAKALA

1 bed 1 bath
PoolA/CWiFiBalcony
$296/night
View Details → Book on VRBO
Waterfront condo w/ a furnished patio, full kitchen, shared pool - walk to beach

Waterfront condo w/ a furnished patio, full kitchen, shared pool - walk to beach

1 bed 1 bath
PoolA/CWiFiBalcony
$168/night
View Details → Book on VRBO
Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

Oceanfront condo with WiFi & ground-floor lanai - see turtles right out front

1 bed 1 bath
PoolA/CWiFiBalcony
$180/night
View Details → Book on VRBO
Ocean front, spacious, 2 bed condo centrally located with A/C, bbq & pool!

Ocean front, spacious, 2 bed condo centrally located with A/C, bbq & pool!

2 beds 2 baths
PoolA/CWiFiBalcony
$277/night
View Details → Book on VRBO
Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C

Top-floor oceanfront condo with sweeping ocean views, lanai, partial A/C

2 beds 2 baths
PoolA/CWiFiBalcony
$222/night
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Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches

Island Sands Resort Condo w/ Shared Grill, Ocean View-Close to Beaches

2 beds 2 baths
PoolA/CWiFiBalcony
$224/night
View Details → Book on VRBO
Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

Beachfront retreat with lanai, WiFi, pool, & hot tub - prime turtle spot

1 bed 1 bath
PoolA/CWiFiBalcony
$170/night
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Unit 1 Maui Ohana Modern 324 sq. ft. Studio 10 minutes from Airport!

Unit 1 Maui Ohana Modern 324 sq. ft. Studio 10 minutes from Airport!

1 bed 1 bath
PoolA/CWiFiBalcony
$161/night
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New Maui Vacation Rental

New Maui Vacation Rental

2 beds 2 baths
PoolA/CWiFiBalcony
$267/night
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IS 210 $169 Summer Special thru July OceanFront Condo w Ocean View Heated Pool

IS 210 $169 Summer Special thru July OceanFront Condo w Ocean View Heated Pool

1 bed 1 bath
PoolA/CWiFiBalcony
$204/night
View Details → Book on VRBO
Stunning Pacific Ocean Views! Located on Beach Front! Maalaea Banyans 102

Stunning Pacific Ocean Views! Located on Beach Front! Maalaea Banyans 102

1 bed 1 bath
PoolA/CWiFiBalcony
$210/night
View Details → Book on VRBO
Oceanfront Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!

Oceanfront Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!

1 bed 1 bath
PoolA/CWiFiBalcony
$198/night
View Details → Book on VRBO
Five Star Inspired--NEWLY Remodeled direct Ocean Front!

Five Star Inspired--NEWLY Remodeled direct Ocean Front!

2 beds 2 baths
PoolA/CWiFiBalcony
$286/night
View Details → Book on VRBO
Island Sands Unit 206 Direct Oceanfront View

Island Sands Unit 206 Direct Oceanfront View

2 beds 2 baths
PoolA/CWiFiBalcony
$201/night
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Ocean Front complex in Maalaea

Ocean Front complex in Maalaea

1 bath
PoolA/CWiFiBalcony
$179/night
View Details → Book on VRBO
Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath

Amazing Oceanfront Condo, Tropical Luxury, Great Value, 2 BR, 2 Bath

2 beds 2 baths
PoolA/CWiFiBalcony
$301/night
View Details → Book on VRBO
My Perfect Stays: Jun 20-Jul 3 was $279 now $129

My Perfect Stays: Jun 20-Jul 3 was $279 now $129

1 bed 1 bath
PoolA/CWiFiBalcony
$151/night
View Details → Book on VRBO
LOA 105 OceanFront 2BD w Ocean Views AC Pool Perfect Getaway

LOA 105 OceanFront 2BD w Ocean Views AC Pool Perfect Getaway

2 beds 2 baths
PoolA/CWiFiBalcony
$328/night
View Details → Book on VRBO
Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise

Super Luxury, Direct Oceanfront, 20 yards From Ocean, Whale Watchers Paradise

2 beds 2 baths
PoolA/CWiFiBalcony
$331/night
View Details → Book on VRBO
Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching

Oceanfront Condo - Steps to the beach, amazing views, perfect for whale watching

1 bed 1 bath
PoolA/CWiFiBalcony
$277/night
View Details → Book on VRBO
OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

OCEANFRONT Spectacular 60 ft to the water, Recently Re-modeled! HDTV,WiFi,AC

1 bed 1 bath
PoolA/CWiFiBalcony
$235/night
View Details → Book on VRBO

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