
House holiday rentals in Wailea
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Top-rated house rentals in Wailea
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea house rentals
House rentals with a pool

Hale Luana 4B House pool/spa/AC, STKM2023/00001

Gorgeous Views! - Kihei Surfside #109

Wailea Ike by AvantStay | Walk to the Beach, Views

Island Comfort - Prime Kihei Location - 2 bedrooms

Centrally located and steps to the beach!

Kamaole Sands FRONT ROW OCEAN Unit 116

Kihei Gem: Walk to Kam I Beach!

CLOUD 9 BEACH HOUSE, Maui Family Owned and Managed
Weekly house rentals

Aloha Aku Bamboo2 Suite – A Serene Sea Retreat

Aloha Aku CoCoPalm2 Suite – Cozy Beachfront Escape

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou

Aloha Aku Hula2 Suite – Beachfront Bliss

Aloha Aku Ohana2 Suite – Relaxing Garden Views Awa

Maui Sunset A102 - Aloha Mai 2, Beachfront Resort

Remodeled One BD Ocean, AC,wifi, pool D202

Aloha Aku Honu Suite – Experience the Spirit of Al
Private house rentals

Kihei maui getaway unit 2119

Gorgeous Oceanfront Condo! - Sugar Beach #518

Brand New 1bed 1Ba w/ Amaze Deck

Oceanfront Living is the Best!! -Kamaole Nalu #602

Beautiful Beach Front Condo-Sugar Beach #534

Brand New 2 Bed/ 1Bath Cottage

relaxing condo for family fun

Kihei Saline Sanctuary
Quick stats about house rentals in Wailea
Total rentals
60 properties
Nightly prices starting at
$119 NZD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Pet-friendly rentals Wailea
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- Luxury rentals Wailea
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- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Palauea Beach
- Changs Beach
- Old Lahaina Luau
- Puu Olai Beach
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Paukukalo Beach