Discover Your Perfect Halama Street Vacation Homes

Best Vacation Homes in Halama Street

New
650 ft² 10 Guests 3 Bedrooms 3 Bathrooms
Ocean View Apartment
  • Oceanfront
  • Hot Tub
  • Pool
US $1,103/Night For 7 Nights US $7,719
10.0
Exceptional
(8 Reviews)
495.14 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $250/Night For 7 Nights US $1,750
10.0
Exceptional
(18 Reviews)
1 Bedroom 1 Bathroom
Ocean View Condo
  • Hot Tub
  • Pool
  • Ocean View
US $524/Night For 7 Nights US $3,668
New
960 ft² 4 Guests 1 Bedroom 2 Bathrooms
Family Friendly Condo
  • Pool
  • Kitchen
  • Parking
US $560/Night For 7 Nights US $3,922
10.0
Exceptional
(6 Reviews)
656.6 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • View
  • Breakfast
  • Parking
US $223/Night For 7 Nights US $1,561
New
275 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $543/Night For 7 Nights US $3,800
New
1052 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
US $403/Night For 7 Nights US $2,820
New
648 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Condo
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $401/Night For 7 Nights US $2,806

Halama Street Luxury Rentals

7.8
Very Good
(7 Reviews)
10.76 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Free Cancellation House
  • Pool
  • Parking
  • Internet
Unlock the Best Price
9.5
Exceptional
(2 Reviews)
10.76 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Pool
  • Parking
  • Internet
US $9,723/Night For 7 Nights US $68,062
9.8
Exceptional
(44 Reviews)
8000 ft² 12 Bathrooms
Family Friendly Hotel
  • Balcony/Terrace
  • Kitchen
  • Air Conditioner
US $6,421/Night For 7 Nights US $44,945
10.0
Exceptional
(71 Reviews)
3850 ft² 18 Guests 8 Bedrooms 6 Bathrooms
Ocean View Villa
  • Ocean View
  • Balcony/Terrace
  • View
US $4,669/Night For 7 Nights US $32,681
10.0
Exceptional
(44 Reviews)
2824 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $4,655/Night For 7 Nights US $32,586
New
3025 ft² 14 Guests 6 Bedrooms 6 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Ocean View
US $4,234/Night For 7 Nights US $29,636
10.0
Exceptional
(25 Reviews)
2290 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $4,183/Night For 7 Nights US $29,281
9.8
Exceptional
(114 Reviews)
3500 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Ocean View House
  • Private Pool
  • Hot Tub
  • Pool
US $4,084/Night For 7 Nights US $28,586

Halama Street Pet Friendly Vacation Rentals

New
550 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Pool
  • Ocean View
  • View
US $359/Night For 7 Nights US $2,512
9.4
Exceptional
(82 Reviews)
309.46 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View Bed & Breakfast
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $339/Night For 7 Nights US $2,375
10.0
Exceptional
(1 Review)
1 Bedroom 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Pool
  • Ocean View
US $696/Night For 7 Nights US $4,872
10.0
Exceptional
(264 Reviews)
1000 ft² 3 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $307/Night For 7 Nights US $2,147
8.6
Fabulous
(29 Reviews)
904.17 ft² 4 Guests 1 Bedroom 1 Bathroom
Apartment
  • Oceanfront
  • Pool
  • Ocean View
US $416/Night For 7 Nights US $2,912
10.0
Exceptional
(3 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $565/Night For 7 Nights US $3,957
10.0
Exceptional
(1 Review)
1112 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Pool
  • Ocean View
US $598/Night For 7 Nights US $4,187
9.8
Exceptional
(8 Reviews)
800 ft² 6 Guests 2 Bedrooms 4 Bathrooms
Ocean View Condo
  • Pool
  • Ocean View
  • Balcony/Terrace
US $472/Night For 7 Nights US $3,301

Halama Street Large Vacation Homes

New
1058 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Ocean View Villa
  • Hot Tub
  • Pool
  • Ocean View
US $860/Night For 7 Nights US $6,022
10.0
Exceptional
(1 Review)
1797.57 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Family Friendly Villa
  • Hot Tub
  • Spa
  • Pool
US $671/Night For 7 Nights US $4,697
New
768 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Villa
  • Hot Tub
  • Pool
  • Ocean View
US $602/Night For 7 Nights US $4,215
10.0
Exceptional
(1 Review)
1754.52 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Apartment
  • Pool
  • View
  • Parking
US $815/Night For 7 Nights US $5,708
10.0
Exceptional
(156 Reviews)
3036 ft² 15 Guests 6 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $2,695/Night For 7 Nights US $18,863
10.0
Exceptional
(140 Reviews)
3700 ft² 12 Guests 6 Bedrooms 4 Bathrooms
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
US $1,523/Night For 7 Nights US $10,664
10.0
Exceptional
(92 Reviews)
2700 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $1,480/Night For 7 Nights US $10,360
10.0
Exceptional
(78 Reviews)
8 Guests 3 Bedrooms 1 Bathroom
Ocean View Villa
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $904/Night For 7 Nights US $6,329

Why Choose Rent By Owner for your Halama Street Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Halama Street

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience of this beautiful destination, making it the perfect opportunity to explore the region’s best vacation rentals when the weather and local events align for an unforgettable getaway.

Peak Season Highlights

spring
December to April

During these months, you can enjoy the warm, pleasant weather ideal for outdoor activities and beach relaxation in this popular Hawaiian destination.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 65°F to 70°F
spring
June to August

The summer months bring lively atmosphere and vibrant local events, making it a prime time for experiencing the region’s natural beauty and cultural festivities.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 70°F to 73°F

Off-Season Highlights

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May and November

These shoulder months often feature fewer visitors, providing a more tranquil setting for your stay with pleasant weather and less crowded beaches.

Average Temperature Daytime: 80°F to 84°F - Nighttime: 66°F to 69°F
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September to October

This period offers a quieter experience in the area, with slightly cooler temperatures and reduced hotel rates, perfect for those seeking serenity and savings.

Average Temperature Daytime: 81°F to 85°F - Nighttime: 68°F to 71°F

Weekly Weather Forecast for Halama Street

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Access to a private or community swimming pool, perfect for relaxing after a day at the nearby beaches
  • Outdoor grilling stations to enjoy cooking with family and friends amidst tropical surroundings
  • Spacious patio or lanai areas ideal for lounging and soaking up the sunshine in this Hawaiian region
  • Beautifully maintained landscaped gardens that enhance your outdoor living experience here
  • Dedicated outdoor dining spaces to savor meals while enjoying the pleasant climate of this destination
  • Beach gear such as umbrellas, chairs, and snorkel equipment provided for exploring the coastal area
  • Ample parking facilities to conveniently accommodate your vehicle during your stay in the region
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Family Activities

  • Snorkeling at Kamaole Beach Park I: Enjoy exploring vibrant marine life just steps from your vacation rental along the scenic shores of this popular beach in the region.
  • Whale Watching Tours: Embark on a family-friendly excursion to witness majestic humpback whales, with local operators offering memorable experiences here during the season.
  • Picnic and Relaxation at Keawakapu Beach: Unwind with your loved ones on this stunning sandy stretch, perfect for picnics, swimming, and soaking up the sun in this inviting part of the area.
  • Visit to Kihei Community Center: Engage in fun, educational activities or join family-oriented events that foster community connection right in the heart of this coastal destination.
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Adult Activities

  • Snorkeling at Keawakapu Beach: Experience vibrant marine life just steps away from your vacation rental, offering an unforgettable underwater adventure in the region's clear waters.
  • Enjoying Sunset Cruises: Embark on a scenic cruise to witness breathtaking sunsets over the ocean, a perfect way to unwind and appreciate the area's natural beauty.
  • Exploring Local Shops and Art Galleries: Discover unique Hawaiian art, souvenirs, and handcrafted goods along nearby boutiques that showcase the region’s vibrant culture.
  • Dining at Oceanfront Restaurants: Savor delicious Hawaiian cuisine with stunning views of the coastline, making every meal a memorable part of your stay here.

Other Places to Stay in Halama Street, HI

Halama Street Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Days Wisely: Take advantage of the close proximity to some of the region's most beautiful beaches by scheduling your visits early in the morning or late afternoon to enjoy peaceful surroundings and avoid crowds.
  • Explore Local Cuisine and Markets: Savor authentic Hawaiian flavors by visiting nearby farmers' markets and eateries, making your stay more immersive and supporting local vendors.
  • Take Advantage of Water Activities: Engage in snorkeling, paddleboarding, or swimming right at the doorstep of your rental to fully experience the region’s vibrant marine life and warm waters.
  • Respect the Community and Environment: Help preserve the area's natural beauty by following eco-friendly practices and respecting local customs during your stay here.

Transportation Options

  • Rental Car Services: You can conveniently rent a vehicle to explore the area at your own pace, offering flexibility in navigating this popular Hawaiian destination.
  • Public Bus Transport: An affordable and reliable option for getting around the region, connecting you to key beaches, shopping centers, and attractions nearby.
  • Shuttle Services: Many local providers offer shared or private shuttles that provide seamless transfers between here and major airports or destinations within the island.
  • Taxi and Rideshare Options: On-demand taxis and rideshare services are readily available, enabling quick and direct transportation to various parts of the region.

Local Customs Options

  • Respect for the Land and Sea: Locals cherish the natural beauty of the area and often observe environmentally conscious practices, so you’re encouraged to do the same during your stay.
  • Hawaiian Language and Greetings: Using common Hawaiian words like "Aloha" and "Mahalo" is appreciated as a sign of respect for the local culture here.
  • Traditional Luaus and Cultural Events: Participating in or observing luaus and community celebrations can provide a deeper understanding of regional customs and hospitality.
  • Quiet Hours and Respectful Behavior: Maintaining a considerate attitude, especially during nighttime hours, aligns with the local preference for tranquility in this peaceful destination.

Halama Street Vacation Rental Frequently Asked Questions

2. How many vacation rentals have private pools in Halama Street?

There are 221 vacation rentals with private pools near Halama Street. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Halama Street are best for families?

If you are looking for a family-friendly vacation home in Halama Street, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Halama Street:

4. How many Rentbyowner vacation rentals are available in Halama Street?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 6055 in the Halama Street area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Halama Street. 

5. What is the cancellation policy for vacation rentals near Halama Street in Kihei, Hawaii?

Cancellation policies vary depending on the individual property listing. It is recommended to review the specific cancellation terms outlined in the listing before booking or contact the property owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental in this region?

Additional fees such as cleaning charges, service fees, or local taxes may apply and are typically specified in the listing details. You should check the listing carefully or reach out to the owner for clarification.

7. What amenities can I expect in vacation rentals along this part of Maui?

Most listings include amenities like fully equipped kitchens, Wi-Fi, parking, and outdoor spaces. To find options that match your needs, review each listing’s amenities section or contact the host directly.

8. How do I confirm the availability of a vacation rental in the area?

Availability calendars are usually updated regularly on the listing page. For real-time confirmation, it’s best to submit an inquiry or reservation request through the platform, and the host will respond with current availability.

9. What should I know about checking in and out of vacation rentals here?

Check-in and check-out procedures, including times and key collection methods, are specified in each listing. It’s advisable to communicate with the host beforehand to ensure a smooth arrival and departure process.

Halama Street Top Rated Vacation Rentals

10.0
Exceptional
(306 Reviews)
645 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $412/Night For 7 Nights US $2,885
10.0
Exceptional
(283 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Pool
  • Ocean View
US $485/Night For 7 Nights US $3,393
10.0
Exceptional
(282 Reviews)
1000 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $383/Night For 7 Nights US $2,681
10.0
Exceptional
(273 Reviews)
455 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $394/Night For 7 Nights US $2,759
10.0
Exceptional
(242 Reviews)
900 ft² 2 Guests 1 Bedroom 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $277/Night For 7 Nights US $1,941
10.0
Exceptional
(229 Reviews)
650 ft² 4 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Hot Tub
  • Pool
US $506/Night For 7 Nights US $3,545
10.0
Exceptional
(224 Reviews)
1300 ft² 4 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Pool
US $497/Night For 7 Nights US $3,481
10.0
Exceptional
(222 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Condo
  • Oceanfront
  • Pool
  • Ocean View
US $454/Night For 7 Nights US $3,179