Hawaii Vacation Rentals – Explore Island Homes, Beach Condos & Luxury Villas

Planning a getaway to the Hawaiian Islands? Whether you're dreaming of waking up to ocean views in a beachfront condo or relaxing in a private villa surrounded by lush tropical gardens, Hawaii offers vacation rentals to match every traveler’s style. From the golden sands of Maui to the serene shores of Kauai, and the adventure-filled landscapes of the Big Island to the vibrant energy of Oahu, each island invites you to discover its unique charm.

Choose from a variety of accommodations including luxury villas, cozy bungalows, oceanfront homes, and resort-style condos with full amenities. Ideal for couples, families, and groups, these rentals provide the perfect base for exploring nearby beaches, cultural landmarks, hiking trails, and snorkeling spots. Enjoy the freedom of a private stay with space to unwind and all the comforts of home.

Each listing is curated with detailed descriptions and high-quality photos, helping you find a place that fits your needs and budget. Whether you're booking your first trip or returning for another island adventure, your perfect Hawaiian escape begins with the right accommodations. Start browsing on To-Hawaii.com and turn your vacation plans into unforgettable memories.

List
Map
Charming Honolulu Studio with Pool & Deck
Charming Honolulu Studio with Pool & Deck
Charming Honolulu Studio with Pool & Deck

Charming Honolulu Studio with Pool & Deck

Discover the perfect retreat in Honolulu with this charming studio that offers a comfortable living space, a queen bed, and a sofa bed for versatile sleeping options. Guests can unwind by the pool or relax on the deck, enjoying the warm Hawaiian sunshine.
Registration Number: GE-091-897-7024-01, 260120030035, TA-091-897-7024-01

  • 0 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $200 
View Property     Book Direct
3 Min Walk to Beach. 2 King Beds. Centrally Located
3 Min Walk to Beach. 2 King Beds. Centrally Located
3 Min Walk to Beach. 2 King Beds. Centrally Located

3 Min Walk to Beach. 2 King Beds. Centrally Located

Steps from Lipoa Beach and walkable to shops, dining, and coffee, this bright, spacious condo is perfect for families, couples or small groups. Enjoy 2 king beds, a queen sofa bed, vaulted ceilings, A/C, pool, hot tub, BBQ area, beach gear, and free parking.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Kihei
from $423 
View Property     Book Direct
Lahaina Studio: 2 Beds, Bathroom
Lahaina Studio: 2 Beds, Bathroom
Lahaina Studio: 2 Beds, Bathroom

Lahaina Studio: 2 Beds, Bathroom

Discover Maui's unique adventures, from volcanic heights to lush waterfall trails. At the Westin Ka'anapali Ocean Resort Villas, leverage our concierge's connections with top tour companies; your pre-arranged activity tickets await at the desk.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kaanapali
from $573 
View Property     Book Direct
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach
Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach

Peaceful, quiet condo with pool, private lanai, gas grill, WIFI, steps to beach

Hale Wailana 3A

Our calendar is updated in real-time & our nightly rates are accurately displayed. '

Welcome to your charming retreat in North Kihei, a delightful 2-bedroom, 2-bath condo just 50 yards from the pristine beach. Nestled away from the hustle and bustle of South Kihei Road, this quiet and cozy haven offers a serene atmosphere complemented by a refreshing ocean breeze.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kihei
from $279 
View Property     Book Direct
New Listing! Charming studio with central A/C
New Listing! Charming studio with central A/C
New Listing! Charming studio with central A/C

New Listing! Charming studio with central A/C

Kaanapali Shores 736 is a charming Studio condo with central air conditioning, comfortably accommodating up to 4 guests. Perched on the seventh floor, this unit features an open-concept design, creating a peaceful island retreat. After a day of adventure, relax on the luxurious King-size bed or unwind with your favorite shows on the flat-screen TV.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $286 
View Property     Book Direct
Oceanview Top Floor 2BR Suite +A/C, Beach & Pool
Oceanview Top Floor 2BR Suite +A/C, Beach & Pool
Oceanview Top Floor 2BR Suite +A/C, Beach & Pool

Oceanview Top Floor 2BR Suite +A/C, Beach & Pool

Welcome to Hale i Lani, your “home in heaven”, at Hanalei Bay 4304 & 4305! Located on a west-facing bluff in Princeville with sweeping ocean & mountain views and A/C in every room, this peaceful top floor retreat is perfect for couples, families, and small groups.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $868 
View Property     Book Direct
NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.
NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.
NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.

NEW!! Iconic Hawaiian Getaway at Mauna Lani. Beach, Bike, Golf, Books, Relax.

Parking Pass to Mauna Lani Beach Club Included.

Welcome to the Surf House in picturesque Kulalani, a gorgeous, upscale community within the world-class Mauna Lani Resort. This charming, light-filled two-bedroom townhouse is your perfect Hawaiian escape.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Waimea
from $436 
View Property     Book Direct
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui

Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui

Welcome to Wailea Elua 805, a beautifully remodeled 3-bedroom, 2-bathroom vacation rental located in the exclusive, gated beachfront community of Wailea Elua Village on Maui's stunning south shore. Just a two-minute stroll to Ulua Beach, one of Wailea's top snorkeling spots, this spacious single-level retreat offers the perfect blend of modern luxury, tropical serenity, and island convenience.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $931 
View Property     Book Direct
Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat
Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat
Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Keauhou Kona Surf & Racquet 188: Renovated Oceanfront Retreat

Welcome to Keauhou Kona Surf & Racquet 188 by Gather, a fully renovated two-bedroom, two-bathroom, Air conditioned oceanfront townhome in Kailua-Kona, Hawai'i. This two-story duplex accommodates up to six guests and offers panoramic 180° ocean views from nearly every room.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kailua-Kona
from $453 
View Property     Book Direct
Maui Getaway! Pool, Pets Allowed, Near Kahului & Ho’aloha Beach
Maui Getaway! Pool, Pets Allowed, Near Kahului & Ho’aloha Beach
Maui Getaway! Pool, Pets Allowed, Near Kahului & Ho’aloha Beach

Maui Getaway! Pool, Pets Allowed, Near Kahului & Ho’aloha Beach

With an ideal seaside location and comfortable amenities, your Maui getaway is sure to be the perfect mix of relaxation and adventure! Start your day with breakfast at the on-site restaurant. Spend an afternoon on the sundeck at the refreshing outdoor pool.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kahului
from $420 
View Property     Book Direct
2-bedroom condo in adorable Lahaina just steps from the beach
2-bedroom condo in adorable Lahaina just steps from the beach
2-bedroom condo in adorable Lahaina just steps from the beach

2-bedroom condo in adorable Lahaina just steps from the beach

This memorable condo is the perfect home base for your trip to Lahaina. With 2 bedrooms featuring 1 king bed and 1 queen bed, along with 2 bathrooms equipped with showers and hair dryers, this fantastic property offers a comfortable stay. Enjoy the convenience of WiFi, a fitness room, coin laundry, iron, hair dryer, and a washing machine.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $454 
View Property     Book Direct
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Luxury Oceanview Wailea Retreat [Hōkū Hale]
Luxury Oceanview Wailea Retreat [Hōkū Hale]

Luxury Oceanview Wailea Retreat [Hōkū Hale]

Escape to Hōkū Hale, a serene oceanview retreat in the heart of Wailea. This designer oasis offers modern comforts, a private lanai with stunning ocean views, all situated on the fairway of a private golf course. Walk to world-class beaches, golf, and dining, or relax in a peaceful, breezy, tropical setting.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 10
Hawaii> Wailea-Makena
from $1,100 
View Property     Book Direct
New Listing! Traditional Hawaiian-Inspired 1 bd
New Listing! Traditional Hawaiian-Inspired 1 bd
New Listing! Traditional Hawaiian-Inspired 1 bd

New Listing! Traditional Hawaiian-Inspired 1 bd

Maui Kaanapali Villas A412 is a charming 1-bedroom, 1-bathroom condo on the 4th floor, offering central A/C, high-speed Wi-Fi, and serene garden views. With convenient elevator access, getting to and from your island retreat is simple and seamless.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $382 
View Property     Book Direct
New Listing! Chic 1bd with an updated kitchen
New Listing! Chic 1bd with an updated kitchen
New Listing! Chic 1bd with an updated kitchen

New Listing! Chic 1bd with an updated kitchen

Welcome to Kapalua Golf Villa 23P 3&4—a beautifully maintained 2-bedroom, 2-bathroom condo that combines comfort with island elegance that can comfortably accommodate up to 6 guests. This villa features central A/C, and the convenience of an in-unit washer and dryer.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $448 
View Property     Book Direct
KHV 31 Spacious Direct Oceanfront 3BD Condo Spectacular Ocean and Neighbor Island Views from Kahana!
KHV 31 Spacious Direct Oceanfront 3BD Condo Spectacular Ocean and Neighbor Island Views from Kahana!
KHV 31 Spacious Direct Oceanfront 3BD Condo Spectacular Ocean and Neighbor Island Views from Kahana!

KHV 31 Spacious Direct Oceanfront 3BD Condo Spectacular Ocean and Neighbor Island Views from Kahana!

FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu’au, Golf, Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike Rental.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Lahaina
from $478 
View Property     Book Direct
New Listing • Tranquil Townhome • Private Pool & Jacuzzi • Discounted Intro Rate
New Listing • Tranquil Townhome • Private Pool & Jacuzzi • Discounted Intro Rate
New Listing • Tranquil Townhome • Private Pool & Jacuzzi • Discounted Intro Rate

New Listing • Tranquil Townhome • Private Pool & Jacuzzi • Discounted Intro Rate

5-bath duplex home, located within the prestigious Kauna'oa at Mauna Kea Resort. Just a short walk to the pristine Kauna'oa Bay, this stunning residence offers an exquisite blend of indoor-outdoor living, thoughtfully designed to capture the natural beauty of Hawaii.

  • 5 bedroom
  • 4 bathroom
  • Sleeps 8
Hawaii> Waimea
from $2,939 
View Property     Book Direct
Lahaina Studio Apt: 2 Beds, 1 Bath
Lahaina Studio Apt: 2 Beds, 1 Bath
Lahaina Studio Apt: 2 Beds, 1 Bath

Lahaina Studio Apt: 2 Beds, 1 Bath



Discover Maui's wonders, from volcano summits to jungle treks ending at a huge waterfall. Staying at The Westin Kā'anapali Ocean Resort Villas gives you access to top island tours through our partners. Let our Concierge handle your excursion bookings; your tickets await at check-in.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kaanapali
from $657 
View Property     Book Direct
Stunning Beachfront Condo at Hapuna Residences
Stunning Beachfront Condo at Hapuna Residences
Stunning Beachfront Condo at Hapuna Residences

Stunning Beachfront Condo at Hapuna Residences

Welcome to your dream escape on one of Hawaii’s most iconic beaches. This stunning 2-bedroom condo at Hapuna Beach Residences offers unparalleled ocean and beachfront views, all upgraded and modern decor, and direct access to the soft white sands of Hapuna Beach.

  • 2 bedroom
  • 3 bathroom
  • Sleeps 4
Hawaii> Kamuela
from $1,243 
View Property     Book Direct
Your Beachfront Paradise on Maui’s Sugar Beach
Your Beachfront Paradise on Maui’s Sugar Beach
Your Beachfront Paradise on Maui’s Sugar Beach

Your Beachfront Paradise on Maui’s Sugar Beach

*This is a new property and it's gorgeous! We are confident you will love your experience!

Highlights of Your Stay:
Unbeatable Beachfront Location: Step out of your door and onto the soft sands of Sugar Beach, stretching for miles in either direction.

  • 4 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $535 
View Property     Book Direct
Oceanfront Elegance with Panoramic Views
Oceanfront Elegance with Panoramic Views
Oceanfront Elegance with Panoramic Views

Oceanfront Elegance with Panoramic Views

This is a NEW listing and it's gorgeous! We are confident you will have a great experience.

Welcome to your front-row seat to Maui’s magic.

Perched on the 5th floor of a coveted oceanfront resort in Ma'alaea, Island Sands 502 is a fully remodeled and beautifully curated two-bedroom, two-bath condo designed with upscale comfort and seamless island style in mind.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $531 
View Property     Book Direct
Includes Beach Gear!  332 Shores at Waikoloa
Includes Beach Gear!  332 Shores at Waikoloa
Includes Beach Gear!  332 Shores at Waikoloa

Includes Beach Gear! 332 Shores at Waikoloa

Shores at Waikoloa 332
Please scroll down for detailed information

PLEASE NOTE: The tile walkway on the 2nd floor of the Bo Tree Tower will be replaced from July 7-September 5, 2025. The first two weeks of the project are expected to be the noisiest while the current tile is removed.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Waikoloa Beach Resort
from $416 
View Property     Book Direct
New Listing! Keauhou Punahele 2 BR/2BA, Great View
New Listing! Keauhou Punahele 2 BR/2BA, Great View
New Listing! Keauhou Punahele 2 BR/2BA, Great View

New Listing! Keauhou Punahele 2 BR/2BA, Great View

Stunning 2BR/2BA Condo with Garden Views and Resort Amenities – Keauhou Punahele

Welcome to your peaceful island retreat at Keauhou Punahele A203! This beautifully updated 2-bedroom, 2-bathroom condo is in exceptional condition, thoughtfully furnished, and designed for comfort and relaxation.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Kailua-Kona
from $270 
View Property     Book Direct
Oceanfront Condo in Kailua-Kona
Oceanfront Condo in Kailua-Kona
Oceanfront Condo in Kailua-Kona

Oceanfront Condo in Kailua-Kona

Summary:
Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona.
- Spacious living room with smart TV and comfortable seating
- Cozy dining area for four
- Fully equipped kitchen with essential appliances
- Oceanfront community with saltwater pool and Jacuzzi
- Tennis and pickleball courts available
- Lanai with views of the pool and ocean
- Washer and dryer in home
- Stall parking for 1 vehicle available
- Portable crib available

The Space:
Welcome to your dream island getaway at White Sands Village 117 in sunny Kailua-Kona.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Kailua-Kona
from $315 
View Property     Book Direct
KP13-Beachfront-AC-WD-Pool-Perfect Location -Sunsets-KP13
KP13-Beachfront-AC-WD-Pool-Perfect Location -Sunsets-KP13
KP13-Beachfront-AC-WD-Pool-Perfect Location -Sunsets-KP13

KP13-Beachfront-AC-WD-Pool-Perfect Location -Sunsets-KP13

Kiahuna Plantation Unit #13 is a beautifully situated, top-floor corner condo located in Building 3 of the renowned Kiahuna Plantation Resort on Kauai’s sunny south shore. ​
Experience the perfect blend of comfort and tropical charm at Kiahuna Plantation Unit #13, where the beauty of Kauai is right at your doorstep.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $783 
View Property     Book Direct
Where You Come To Get Away From It ALL
Where You Come To Get Away From It ALL
Where You Come To Get Away From It ALL

Where You Come To Get Away From It ALL

Get ready to relax in this 1-bedroom condo in Maunaloa. The bedroom features a cozy king bed, perfect for a good night's sleep. This enchanting property offers a washing machine, iron, hair dryer, and WiFi for your convenience. You're sure to make fantastic memories with a stay at our place.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Maunaloa
from $195 
View Property     Book Direct
Refined Resort Wailea Oceanview Vistas
Refined Resort Wailea Oceanview Vistas
Refined Resort Wailea Oceanview Vistas

Refined Resort Wailea Oceanview Vistas

Summary:
Perched overlooking Wailea on southern Maui, this wonderful two-bedroom condo is a dreamy escape into open airy luxury. With incredible ocean views, and every amenity a Maui visitor could hope for, guests will fall in love with Wailea's beautiful lushness, while enjoying a charming newly remodeled hideaway.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $768 
View Property     Book Direct
Kiahuna Plantation Resort 112 Royal Garden Vw 1B
Kiahuna Plantation Resort 112 Royal Garden Vw 1B
Kiahuna Plantation Resort 112 Royal Garden Vw 1B

Kiahuna Plantation Resort 112 Royal Garden Vw 1B

- First floor end unit with lanai that walks out to the lawn

- Bright and airy tropical ambience

- Tile throughout unit

- Fully equipped kitchen includes full size refrigerator, stovetop/oven, dishwasher, microwave, coffee maker, blender, toaster, cookware and tableware; Corian countertops

- Bedroom with 1 king bed

- Queen sofa sleeper in living room

- Guest bathroom with shower and vanity with Corian countertop

- Ceiling fans in bedroom and living room

- TV with cable channels in living room and bedroom

- In-room safe, Iron and board, hairdryer

- Complimentary Wi-Fi and self-parking

- Crib on request at no charge

- BBQ grills on property for guest use

- Self-laundry facilities on property (credit/debit card or Apple pay)

- Beach Activity Desk

- Complimentary guest access to Poipu Beach Athletic Club for use of tennis courts, swimming pool and fitness center

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Koloa
from $690 
View Property     Book Direct
Kiahuna Plantation Resort 84 Royal Garden 1 BD
Kiahuna Plantation Resort 84 Royal Garden 1 BD
Kiahuna Plantation Resort 84 Royal Garden 1 BD

Kiahuna Plantation Resort 84 Royal Garden 1 BD

- First floor end unit with A/C, deluxe garden views and walk out to the lawn

- Bright and airy contemporary tropical ambience

- Luxury tile flooring throughout the unit

- Fully equipped kitchen includes full size stainless steel refrigerator, stovetop/oven, dishwasher, microwave hood combo, coffee maker, blender, toaster, cookware and tableware; marble countertops

- Bedroom with 1 king bed

- Queen sofa sleeper in living room

- Guest bathroom with large shower and marble vanity

- Ceiling fans in bedroom and living room

- TV with cable channels in living room

- In-room safe, Iron and board, hairdryer

- Complimentary Wi-Fi and self-parking

- Crib on request at no charge

- BBQ grills on property for guest use

- Self-laundry facilities on property (credit/debit card or Apple pay)

- Beach Activity Desk

- Complimentary guest access to Poipu Beach Athletic Club for use of tennis courts, swimming pool and fitness center

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Koloa
from $587 
View Property     Book Direct
Waikoloa Fairways A207 Golf Vw 2B/2B by OUTRIGGER
Waikoloa Fairways A207 Golf Vw 2B/2B by OUTRIGGER
Waikoloa Fairways A207 Golf Vw 2B/2B by OUTRIGGER

Waikoloa Fairways A207 Golf Vw 2B/2B by OUTRIGGER

Waikoloa Fairways is located in the Waikoloa Village, Waikoloa Fairways address is 68-1754 Melia Street, Waikoloa, HI 96738
- Guest check in at Hawaii Vacation Condos by Outrigger’s office located off property at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13. Office is open daily 9 am - 5 pm

- Kitchen features tile countertops, oven, refrigerator, microwave, dishwasher, coffeemaker, toaster, rice cooker, blender, cookware and tableware

- Master bedroom with 1 king bed and master bath with large soaking tub and free-standing shower

- Guest bedroom with 1 king bed and ensuite bathroom with free-standing shower

- Guest bathroom with ½ bath

- Large lanai with wet bar and golf course and partial ocean views

- Unit entry on the ground level with one small step

- Ceiling fan

- Cable TV

- Complimentary Wifi

- Iron and board

- Hairdryer

- Guest access to pool, hot tub and poolside gas barbecue grills

- Complimentary on-site parking for one vehicle

  • 2 bedroom
  • 3 bathroom
  • Sleeps 4
Hawaii> Waikoloa Village
from $310 
View Property     Book Direct
Royal Kahana Maui 619 Ocean View Studio
Royal Kahana Maui 619 Ocean View Studio
Royal Kahana Maui 619 Ocean View Studio

Royal Kahana Maui 619 Ocean View Studio

- Royal Kahana is an oceanfront vacation condo resort

- Tile and vinyl plank flooring throughout

- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware

- Tiled bathroom with walk-in tiled shower with grab bar

- 1 king bed

- twin sofa bed

- Washer/dryer in unit

- Central air conditioning and ceiling fan

- Cable TV

- Complimentary Wi-Fi

- Iron/ironing board

- BBQ grills located at pool for guests use

- Guest access to swimming pool, fitness center and barbecue areas

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Lahaina
from $495 
View Property     Book Direct
Wailea Beach Villas | PH404
Wailea Beach Villas | PH404
Wailea Beach Villas | PH404

Wailea Beach Villas | PH404

Wailea Beach Villas Penthouse 404 is a stunning two-bedroom plus den, two-bathroom ocean view residence offering over 1,978 sq. ft. of elegant indoor-outdoor living. Situated on the fourth floor, this penthouse enjoys sweeping views of the Pacific Ocean, Kaho'olawe and Molokini, creating the perfect backdrop for your Maui vacation.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,512 
View Property     Book Direct
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Sugar Beach PH17 - Direct Oceanfront 1 bedroom

Sugar Beach PH17 - Direct Oceanfront 1 bedroom

Aloha! When you think about Hawaii, do the following images come into your mind? The blue Pacific ocean? Long sandy beaches? Palm trees swaying in the gentle breeze? Warm sunshine? Tropical islands on the horizon? Stunning romantic sunsets? And also, in one word; Paradise?

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $567 
View Property     Book Direct
1BR Waikoloa Village Condo - 1 Bath, 2 Beds
1BR Waikoloa Village Condo - 1 Bath, 2 Beds
1BR Waikoloa Village Condo - 1 Bath, 2 Beds

1BR Waikoloa Village Condo - 1 Bath, 2 Beds

Discover your Big Island paradise at Marriott's Waikoloa Ocean Club Resort, right on Waikoloa Beach's gorgeous sands.

This dream location offers on site relaxation with:
- a pool
- beach access
- spa
- golf

Adventure awaits nearby:
- explore jungle trails by foot or horse
- marvel at lava tubes and black sand beaches
- soak up local Hawaiian culture in nearby towns.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Waikoloa Village
from $540 
View Property     Book Direct
2BR/2BA Kailua-Kona Condo w/ 4 Beds
2BR/2BA Kailua-Kona Condo w/ 4 Beds
2BR/2BA Kailua-Kona Condo w/ 4 Beds

2BR/2BA Kailua-Kona Condo w/ 4 Beds


Situated on the Big Island's scenic Kona coast, our resort provides easy access to:
• beautiful Keauhou Bay
• historic Hulihee Palace
• two national parks

Enjoy resort activities like:
• snorkeling
• volleyball
• tennis
plus potentially stunning ocean views.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Holualoa
from $1,289 
View Property     Book Direct
Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi
Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi
Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi

Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi

Golden Goose Home-base! Stay with us we are thrilled to Host your Hawaiian Adventure.

Volcanos! 5 hr drive
Cliff diving! 30 min
Hiking Fun!
Hideaway Beaches! 15 mins
Live Turtle Beaches! 35 mins
Full Kitchen cooking! Woohooo 0 mins
Local recommendations tours, restaurants, activities, relax vaca mode

Spacious space to stay with the families making any family trip or Friend get together stay easy and sweeeet.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Captain Cook
from $241 
View Property     Book Direct
Wyndham Ka Eo Kai 2BR/2BA w/pool
Wyndham Ka Eo Kai 2BR/2BA w/pool
Wyndham Ka Eo Kai 2BR/2BA w/pool

Wyndham Ka Eo Kai 2BR/2BA w/pool

Club Wyndham Ka Eo Kai perfectly captures the ambiance of the "Garden Island" while offering a variety of nearby recreational options including family fun adventures, horseback riding and golf. Set amidst a lush tropical garden, the resort offers easy access to top Kauai shopping, dining, entertainment, state parks, national wildlife refuges, beaches, natural landmarks, museums, and historic sites.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $625 
View Property     Book Direct
Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools
Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools
Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools

Luxury Kapalua Golf Villa 14P1-2 w/ Golf Views, Lanai & Pools

Welcome to Kapalua Golf Villas 14P1-2 by Gather, a two-bedroom, two-bathroom luxury condo in Lahaina, Maui. Located on the 10th fairway of the Kapalua Bay Golf Course, this beautifully appointed retreat offers panoramic ocean and golf course views.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $399 
View Property     Book Direct
Fabulous 7 bedrooms for 16 above famous Anini Beach!
Fabulous 7 bedrooms for 16 above famous Anini Beach!
Fabulous 7 bedrooms for 16 above famous Anini Beach!

Fabulous 7 bedrooms for 16 above famous Anini Beach!

This fabulous 7 bedrooms and 5 baths for 14 to 16 people, is situated right above famous Anini Beach, with an 8-10 minute walk down the Anini Beach trail just steps away from the townhome. Short walk to the Princeville playground and restaurants and shops as well!

  • 6 bedroom
  • 5 bathroom
  • Sleeps 16
Hawaii> Princeville
from $1,308 
View Property     Book Direct
Hilo Haven w/ Pool, A/C & Wi-Fi
Hilo Haven w/ Pool, A/C & Wi-Fi
Hilo Haven w/ Pool, A/C & Wi-Fi

Hilo Haven w/ Pool, A/C & Wi-Fi

Newly Remodeled Hilo Studio Condo w/ Park Views, A/C, Pool & King Bed

Stay in style right in the heart of Hilo! This fully remodeled condo has everything you need for a relaxing island getaway—plus a few extras you’ll love.

Enjoy your Big Island stay in this fully remodeled condo located right in the heart of Hilo.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Hilo
from $168 
View Property     Book Direct
Mauna Lani Terrace Penthouse G301 - Stunning views - Steps to the Beach
Mauna Lani Terrace Penthouse G301 - Stunning views - Steps to the Beach
Mauna Lani Terrace Penthouse G301 - Stunning views - Steps to the Beach

Mauna Lani Terrace Penthouse G301 - Stunning views - Steps to the Beach

Mauna Lani Terrace Penthouse - Newly Remodel - G301

Stunning oceanview penthouse condo at Mauna Lani Terrace, ideal for couples seeking both relaxation and convenience.

This updated one-bedroom features two beautifully renovated bathrooms, a modern kitchen with high-end appliances, and a washer and dryer for added comfort.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Kamuela
from $549 
View Property     Book Direct
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views + BBQ on Balcony!
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views + BBQ on Balcony!
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views + BBQ on Balcony!

Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Top Floor Deluxe Ocean and West Maui Mountain Views + BBQ on Balcony!

This spectacular 10th-floor 4BR/5BA 'penthouse' offering combines a breathtaking Deluxe Oceanview Suite with a neighboring corner Mountain View Suite, to provide over 2,000 sq. ft. of elegant interior living space and unforgettable panoramic views.

  • 4 bedroom
  • 5 bathroom
  • Sleeps 12
Hawaii> Lahaina
from $1,764 
View Property     Book Direct
Tropical Paradise at Marriott's Waiohai - 2 bedroom Ocean View Unit!
Tropical Paradise at Marriott's Waiohai - 2 bedroom Ocean View Unit!
Tropical Paradise at Marriott's Waiohai - 2 bedroom Ocean View Unit!

Tropical Paradise at Marriott's Waiohai - 2 bedroom Ocean View Unit!

Marriott's Waiohai Beach Club offers a luxurious 2-bedroom, 2-bathroom rental in Kauai, featuring spacious, fully equipped accommodations.

Guests enjoy a well-appointed kitchen, comfortable living areas, and private lanais with stunning ocean views.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $978 
View Property     Book Direct
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun
Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun

Tropical Paradise Awaits: Marriott's Maui Ocean Club for Family Fun

Immerse yourself in Hawaiian luxury at Marriott’s Maui Ocean Club - Molokai, Maui, & Lanai Towers, a breathtaking resort on the golden shores of Ka’anapali Beach, where every moment feels like paradise.

Spacious accommodations designed for families include one-, two-, and three-bedroom suites, each featuring separate living and sleeping areas, kitchenettes, and private lanais that showcase sweeping views of the ocean or lush Hawaiian gardens.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $604 
View Property     Book Direct
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex
Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex

Hale Pau Hana #707 Ocean Front, Central AC, Oceanfront Complex

Hale Pau Hana #707 is a 2 bedroom, 2 bath unit on the 7th floor with a panoramic ocean view and central A/C throughout. It provides a fully-equipped kitchen, 2 flat-screen TVs, and free WIFI. Go to sleep in your comfortable cal king bed as you enjoy the sound of the waves.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $612 
View Property     Book Direct
Beautifully Renovated Beach Resort Condo on Kaanapali Beach
Beautifully Renovated Beach Resort Condo on Kaanapali Beach
Beautifully Renovated Beach Resort Condo on Kaanapali Beach

Beautifully Renovated Beach Resort Condo on Kaanapali Beach

Beautifully Renovated Beach Resort Condo on Kaanapali Beach - Managed by Hawaii Life Vacation Rentals

Welcome to our slice of paradise! Located inside the lush and serene Aston Maui Kaanapali Villas, just north of iconic Black Rock, our spacious and fully renovated one-bedroom, one-bath condo is the perfect getaway for couples, friends, or families looking to relax and recharge in Maui.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Lahaina
from $456 
View Property     Book Direct
Charming 2-bedroom condo. Under new management. 10% if booked 7 days June-Sept.
Charming 2-bedroom condo. Under new management. 10% if booked 7 days June-Sept.
Charming 2-bedroom condo. Under new management. 10% if booked 7 days June-Sept.

Charming 2-bedroom condo. Under new management. 10% if booked 7 days June-Sept.

Imagine waking up to the gentle sound of waves and stepping onto your lanai to take in the vast, sparkling ocean stretching out before you. With a fresh cup of coffee or tea in hand, the morning breeze carries a sense of tranquility as you watch the sun rise over the horizon.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailuku
from $401 
View Property     Book Direct
Wyndham Bali Hai Villas, Upscale 1 Bedroom Deluxe Upper Level
Wyndham Bali Hai Villas, Upscale 1 Bedroom Deluxe Upper Level
Wyndham Bali Hai Villas, Upscale 1 Bedroom Deluxe Upper Level

Wyndham Bali Hai Villas, Upscale 1 Bedroom Deluxe Upper Level

Perched high on the cliffs of Princeville, this Kauai resort beautifully combines natural and man-made wonders. You can indulge in a tranquil retreat at the on-site spa or use the resort as your base for exploring the many adventures that Hawaii has to offer.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Princeville
from $282 
View Property     Book Direct
Magic Skies Top Floor Dream
Magic Skies Top Floor Dream
Magic Skies Top Floor Dream

Magic Skies Top Floor Dream

You are in paradise when you stay with us in the Top Floor Living space at Magic Skies! With 1,954 sq feet, the top floor is a complete living quarters! Enjoy the entire top floor all to yourselves, complete with 3 bedrooms (2 kings, 1 queen), 3 bathrooms (2 are en-suites), kitchen, dining table for 10, living room, laundry, game room and 1,402 sq of lanais with panoramic ocean views!

  • 3 bedroom
  • 3 bathroom
  • Sleeps 8
Hawaii> Hilo
from $1,342 
View Property     Book Direct
Cozy 2BR/2BA  sleeps 8 Haven near Botanical World Adventures
Cozy 2BR/2BA  sleeps 8 Haven near Botanical World Adventures
Cozy 2BR/2BA  sleeps 8 Haven near Botanical World Adventures

Cozy 2BR/2BA sleeps 8 Haven near Botanical World Adventures

Discover the peaceful charm of this spacious two-bedroom retreat on the Big Island, designed for comfort and relaxation. Surrounded by lush landscapes and close to beaches, waterfalls, and cultural sites, this is the perfect place to start your Hawaiian adventure.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Pepeekeo
from $454 
View Property     Book Direct