Kaanapali, Hawaii, USA Rentals

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4,492 rentals

Great rentals within 20 miles that match your search

Distance approx 14.67 km from Kaanapali, Hawaii, USA Show on Map

(63) Excellent 

16

Milowai #204--Tropical Maui Oceanfront Condo

Maui / Maalaea

Maalaea apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
“Fabulous!” It is the perfect location on the island. Easy to get to everything. Right on the water w/beautiful views of the sunrise over Halekuela. Enjoying all the sea turtle activity from the lanai is always special. Delightful & relaxing!
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Price per night from

$145

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$145

Distance approx 1.3 km from Kaanapali, Hawaii, USA Show on Map

(23) Excellent 

Certificate of Excellence

30

Papakea Resort, Unit G-407

Maui / Ka'anapali

Ka'anapali apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Beautiful condo and with breathtaking views...your own little bit of paradise” The condo is located in a most desirable and sought after area of the western coast of Maui. Being right on the beach, you will have breataking views and depending on the t
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Certificate of Excellence

Price per night from

$268

Responds fast!
avg. 3 hours 14 minutes

Price per night from

$268

Distance approx 1.37 km from Kaanapali, Hawaii, USA Show on Map

(27) Excellent 

51

Old Hawaii Oceanfront Feel + Modern Eco-friendly and Hi-tech Living

Maui / Lahaina

Lahaina apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.32 mi
  • Swimming pool
“Perfect location” Truly a perfect location. The constant sound of the waves on the reef outside is very relaxing. Easy access to snorkeling right outside the apartment. The apartment is extremely well kept and has a great range of cooking equipment, p
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Price per night from

$372

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$372

Distance approx 1.25 km from Kaanapali, Hawaii, USA Show on Map

41

Waterfront resort escape with shared pool, hot tub, putting green & tennis

Maui / Lahaina

Lahaina studio

Studio 4 min stay varies

  • Studio
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$131

Price per night from

$131

Distance approx 18.55 km from Kaanapali, Hawaii, USA Show on Map

27

Kihei Condo Steps to Beach w/ Pool & New AC!

Maui / Kihei

Kihei apartment

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$264

Responds fast!
avg. 9 minutes

Price per night from

$264

Distance approx 18.7 km from Kaanapali, Hawaii, USA Show on Map

(3) Very Good 

14

Beautiful Beachfront Condo, Huge View, A/C

Maui / Kihei

Kihei apartment

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$184

Price per night from

$184

Distance approx 1.97 km from Kaanapali, Hawaii, USA Show on Map

(24) Excellent 

Certificate of Excellence

32

Panoramic Oceanfront 3BR-Awesome Sunsets & Views! "Sunset Shores Maui"

Maui / Lahaina

Lahaina apartment

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children
“Whales and turtles from the lanai” Had a fantastic relaxing time at sunset shores. An older condo, but kept up very nicely. Well appointed kitchen, beach towels, beach chairs, coolers and umbrellas. Easy parking. And a nice West Maui location. Helpfu
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Certificate of Excellence

Price per night from

$560

Responds fast!
avg. 2 hours 2 minutes

Price per night from

$560

Distance approx 13.31 km from Kaanapali, Hawaii, USA Show on Map

24

Wavecrest Condo B305

Molokai / Kaunakakai

Kaunakakai apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Car not necessary

Price per night from

$129

Price per night from

$129

Distance approx 0.1 km from Kaanapali, Hawaii, USA Show on Map

5

Studio villa at Westin Ka'anapali

Maui / Ka'anapali

Ka'anapali apartment

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$327

Price per night from

$327

Distance approx 17.15 km from Kaanapali, Hawaii, USA Show on Map

(6) Excellent 

31

Sugar Beach Oceanfront Condo - NEWLY UPDATED!

Maui / Kihei

Kihei condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$273

Price per night from

$273

Distance approx 19.32 km from Kaanapali, Hawaii, USA Show on Map

16

Maui Vacation Condo - 2BR\2BA Corner Unit, Steps from the Beach!

Maui / Kihei

Kihei condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$182

Price per night from

$182

Distance approx 2.11 km from Kaanapali, Hawaii, USA Show on Map

25

Mahina Surf Unit 105

Maui / Lahaina

Lahaina apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children

Price per night from

$185

Price per night from

$185

Distance approx 2.11 km from Kaanapali, Hawaii, USA Show on Map

(1) Excellent 

24

Mahina Surf Unit 228

Maui / Lahaina

Lahaina apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$300

Price per night from

$300

Distance approx 2.49 km from Kaanapali, Hawaii, USA Show on Map

(52) Excellent 

21

Valley Isle Resort 1 Bdrm 605

Maui / Napili-Honokowai

Napili-Honokowai apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Loved the view!!!” My husband and I stayed in 605 for the last week of an almost 7 week stay on Maui to celebrate our 50th anniversary. We have time shares in Kihei but thought we would enjoy staying on the other side of the island. We were hesitant
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Price per night from

$182

Price per night from

$182

Distance approx 3.67 km from Kaanapali, Hawaii, USA Show on Map

26

Napili Turtle Cove Luxury 5 Bedroom Vacation Villa. Ask About Last Min Discounts

Maui / Napili-Honokowai

Napili-Honokowai villa

5 15 5 nights min

  • 5 bedrooms
  • sleeps 15
  • 5 nights min
  • Child Friendly

Price per night from

$2,052

Price per night from

$2,052

Distance approx 12.11 km from Kaanapali, Hawaii, USA Show on Map

25

Pukoo Cottage ( 1-Bedroom Cottage )

Maui / Kapalua

Kapalua cottage

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$258

Price per night from

$258

Distance approx 4.64 km from Kaanapali, Hawaii, USA Show on Map

21

One Bedroom Suite/Oceanside Lahaina Shores Beach Hotel Resort

Maui / Lahaina

Lahaina apartment

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$258

Price per night from

$258

Distance approx 16.32 km from Kaanapali, Hawaii, USA Show on Map

(3) Average 

24

#1 Beachfront on Maui's North Shore.

Maui / Paia

Paia house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$860

Price per night from

$860

Distance approx 2.11 km from Kaanapali, Hawaii, USA Show on Map

24

Mahina Surf Unit 206

Maui / Lahaina

Lahaina apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children

Price per night from

$220

Price per night from

$220

Distance approx 13.29 km from Kaanapali, Hawaii, USA Show on Map

24

Wavecrest Condominium C316

Molokai / Kaunakakai

Kaunakakai condo

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Car not necessary

Price per night from

$162

Price per night from

$162

Distance approx 1.27 km from Kaanapali, Hawaii, USA Show on Map

(3) Very Good 

18

LUXURY Remodeled 2 Bedroom/2 Bath Oceanview at Papakea Resort

Maui / Ka'anapali

Ka'anapali condo

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
“Great location, affordable, but needs some work” My wife and I, our special needs adult daughter and another married couple just returned from a very enjoyable 10 days in this unit (it's G-405 at Papakea Ocean Front Resort, which they should tell you
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Price per night from

$299

Price per night from

$299

Distance approx 19.33 km from Kaanapali, Hawaii, USA Show on Map

12

Milo Cottage

Maui / Paia

Paia house

4 7 7 nights min

  • 4 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$656

Responds fast!
avg. 3 hours 33 minutes

Price per night from

$656

Distance approx 0.1 km from Kaanapali, Hawaii, USA Show on Map

23

1 bed room ocean front deluxe villa - The Westin Ka'anapali Ocean Resort North

Maui / Ka'anapali

Ka'anapali villa

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$1,246

Price per night from

$1,246

Distance approx 1.32 km from Kaanapali, Hawaii, USA Show on Map

(79) Excellent 

55

Whaler 1063 A Stunning Maui Panorama - 10th Floor

Maui / Ka'anapali

Ka'anapali condo

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Our trip to Maui felt like paradise” While planning our trip to Maui, we read reviews on a condo on Kaanapali Beach in Maui owned by Bill Rudolph. We contacted Bill and he was so helpful and pleasant. Bill sent us all the information we needed and a
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Price per night from

$287

Price per night from

$287

Distance approx 2.76 km from Kaanapali, Hawaii, USA Show on Map

(13) Excellent 

18

Oceanfront condo with spectacular 2 island view

Maui / Napili-Honokowai

Napili-Honokowai apartment

1 4 5 nights min

  • 1 bedroom
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly
“Love, Love, Loved our stay!!” My daughter and I stayed in unit 504 last spring. The unit had the most beautiful view and it was a corner unit so you didn't get the foot traffic past your front door during the day. The kitchen had everything you neede
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Price per night from

$200

Price per night from

$200

Distance approx 1.24 km from Kaanapali, Hawaii, USA Show on Map

6

Furnished 1 Bedroom Condo for rent, Fantastic 1 Bedroom Ocean View Condo

Maui / Ka'anapali

Ka'anapali condo

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$372

Price per night from

$372

Distance approx 17.48 km from Kaanapali, Hawaii, USA Show on Map

19

KIHEI BEACH, #110

Maui / Kihei

Kihei condo

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Ask about children
  • Ask about pets

Price per night from

$234

Price per night from

$234

Distance approx 4.06 km from Kaanapali, Hawaii, USA Show on Map

(6) Very Good 

31

Lahaina on the beach that sleep up to 18 guests!

Maui / Lahaina

Lahaina villa

7 18 7 nights min

  • 7 bedrooms
  • sleeps 18
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“The location was perfect” We rented both homes for a group of 10 adults to celebrate my (semi) retirement. The homes were beautiful and the location was perfect. I was worried about privacy but the way the properties were landscapped we never seen o
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Price per night from

$1,900

Price per night from

$1,900

Distance approx 0.1 km from Kaanapali, Hawaii, USA Show on Map

18

1,512sf of Ka'anapali Bliss with an awesome, wide ocean view of Lanai & Molokai!

Maui / Ka'anapali

Ka'anapali condo

2 6 30 nights min

  • 2 bedrooms
  • sleeps 6
  • 30 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$249

Price per night from

$249

Distance approx 0.1 km from Kaanapali, Hawaii, USA Show on Map

8

2 BR Lock-off Westin Ka'anapali Ocean Resort North

Maui / Lahaina

Lahaina villa

2 9 7 nights min

  • 2 bedrooms
  • sleeps 9
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$589

Price per night from

$589

Distance approx 1.17 km from Kaanapali, Hawaii, USA Show on Map

17

Junior Suite Condo 53

Maui / Napili-Honokowai

Napili-Honokowai studio

Studio 2 5 nights min

  • Studio
  • sleeps 2
  • 5 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$294

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$294

Distance approx 1.65 km from Kaanapali, Hawaii, USA Show on Map

15

Kaleialoha #313

Maui / Lahaina

Lahaina apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Car not necessary
  • Air conditioning

Price per night from

$215

Responds fast!
avg. 3 hours 50 minutes

Price per night from

$215

Distance approx 2.77 km from Kaanapali, Hawaii, USA Show on Map

8

Kahana Reef 117

Maui / Lahaina

Lahaina apartment

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$330

Responds fast!
avg. 3 hours 56 minutes

Price per night from

$330

Distance approx 18.6 km from Kaanapali, Hawaii, USA Show on Map

31

KIHEI RESORT 119 - 1-BEDROOM, 1-BATH

Maui / Kihei

Kihei house

1 3 4 nights min

  • 1 bedroom
  • sleeps 3
  • 4 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$166

Price per night from

$166

Distance approx 3.97 km from Kaanapali, Hawaii, USA Show on Map

27

Napili Gardens unit 4: 8 guests!Centralized AC. Short walk to Napili Bay.

Maui / Lahaina

Lahaina condo

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$361

Price per night from

$361

Distance approx 17.15 km from Kaanapali, Hawaii, USA Show on Map

20

1 Bedroom Ground Floor Unit at Sugar Beach Resort

Maui / Kihei

Kihei condo

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies

Price per night from

$183

Price per night from

$183

Distance approx 18.62 km from Kaanapali, Hawaii, USA Show on Map

(2) Excellent 

20

1800SF, Ground level, 4 bedrm, central AC, Few steps to pool entrance,

Maui / Kihei

Kihei townhouse

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$513

Responds fast!
avg. 3 hours 4 minutes

Price per night from

$513

Distance approx 18.66 km from Kaanapali, Hawaii, USA Show on Map

(1) Very Good 

40

Spacious 1-bdrm w/ large lanai, AC, Steps to Pool!

Maui / Kihei

Kihei condo

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly

Price per night from

$166

Price per night from

$166

About Kaanapali, Hawaii, USA

Home to perfect beaches of soft sand and sapphire sea, Kaanapali is the type of magical place that has made the island of Maui world famous. Kaanapali's shores boast gorgeous views of the volcano Molokai and the island of Lanai across the water. This piece of paradise is the perfect place for your honeymoon, a relaxing vacation, or a beach holiday with the entire family.

Kaanapali Beach is a hopping spot, always alive with families, sunbathers, and swimmers. Kaanapali's softly crashing surf is a great place for swimming and snorkeling, with plenty of colorful tropical fish circling under the water. Although it is a popular spot on the tourist map, Kaanapali retains some of the distinct charms of Old Hawaii. In the evenings, there are often Luau's on Kaanapali's beaches, while traditional Hawaiian meals are prepared in several of the town's restaurants.

Hawaii offers many things to do on land, as well as at sea. For golfers, there are a number of courses on the island of Maui, many close to Kaanapali. Among them, the spectacular Kaanapali Golf Course overlooks the ocean. Located near the West Maui Forest Reserve, there are also several good hiking trails and vista points in the vicinity. Along the coast, you can walk through palm groves and shaded beaches on trails near Wahikuli State Park. Further south, you can take an ancient trail to the Olowalu Petroglyphs, carved into volcanic rock.

Here are few suggestions of things to do in Kaanapali:

  • Whaler's Village: This beach-themed Kaanapali mall has something to please the whole family, with tons of great Hawaiian souvenirs and accessories.
  • Napili Beach: Just up the shore from Kaanapali, Napili Beach is one of the most picturesque and tranquil strips of coastline on the island.
  • Lahaina-Kaanapali and Pacific Railroad: Also known as the Sugarcane Train, this railroad takes beach going passengers between Lahaina and Kaanapali.
  • Lahaina: Spend a day wandering around the lovely town of Lahaina, home to many cute shops, galleries, and restaurants, as well as a famous Banyan tree.
  • Kapalua Bay Beach: One of Maui's top destinations, this beautiful beach has calm blue waters for swimming and snorkeling.

Kaanapali is a great place to seek out a comfortable vacation rental for your next Maui vacation. There are plenty of wonderful condos along the beach, as well as spacious villas that can accommodate a large family or group of friends.