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
Waimea Bay Family Beach House with Ocean Views
Waimea Bay Family Beach House with Ocean Views
Waimea Bay Family Beach House with Ocean Views

Waimea Bay Family Beach House with Ocean Views

Experience the charm of this cozy family-style beach home located on the edge of the famous Waimea Bay in Hawaii's North Shore. Nestled in a safe, peaceful neighborhood, this property offers a perfect retreat for families, friends, surfers, or anyone seeking an authentic Hawaiian getaway.

Registration Number: GE-195-435-9296-01, TA-195-435-9296-01, 610130190000

  • 5 bedroom
  • 3 bathroom
  • Sleeps 9
Hawaii> Haleiwa
from $1,386 
View Property     Book Direct
Luxury Konea 504 Suite with Ocean & Mountain Views
Luxury Konea 504 Suite with Ocean & Mountain Views
Luxury Konea 504 Suite with Ocean & Mountain Views

Luxury Konea 504 Suite with Ocean & Mountain Views

Konea 504 is a luxurious two-bedroom suite located in the prestigious Honua Kai resort, offering breathtaking partial views of the ocean and mountains from your private lanai. Situated in the very first two-bedroom stack from the oceanfront column, this suite boasts an unbeatable location, allowing you to enjoy sunrise or sunset vistas, or even spot breaching humpback whales during winter months.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $691 
View Property     Book Direct
Hawaiian Paradise Private 3-Bedroom Oasis
Hawaiian Paradise Private 3-Bedroom Oasis
Hawaiian Paradise Private 3-Bedroom Oasis

Hawaiian Paradise Private 3-Bedroom Oasis

Discover true Aloha at this stunning private 3-bedroom oasis where island charm seamlessly blends with luxury. Nestled behind a gated entrance, this beautifully designed home boasts soaring vaulted ceilings, a dramatic lava rock wall, and two spacious king suites, providing a serene and spacious escape.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 7
Hawaii> Kailua-Kona
from $962 
View Property     Book Direct
Spacious Oceanview Suites at Honua Kai Maui
Spacious Oceanview Suites at Honua Kai Maui
Spacious Oceanview Suites at Honua Kai Maui

Spacious Oceanview Suites at Honua Kai Maui

Experience the perfect Maui getaway with this tandem 3BR/3BA suite pairing at Honua Kai Resort. Located on the 5th floor, these two adjacent suites offer breathtaking ocean views, lush resort grounds, and luxurious updates. Hokulani 511 features a spacious 2BR/2BA layout with upgraded tile flooring and ample living space, accommodating up to 10 guests comfortably.

  • 5 bedroom
  • 3 bathroom
  • Sleeps 10
Hawaii> Lahaina
from $1,109 
View Property     Book Direct
Charming 3-Bedroom Kauai Surf Bungalow with Hot Tub
Charming 3-Bedroom Kauai Surf Bungalow with Hot Tub
Charming 3-Bedroom Kauai Surf Bungalow with Hot Tub

Charming 3-Bedroom Kauai Surf Bungalow with Hot Tub

Escape to Hale Kalani, a charming 3-bedroom surf bungalow nestled in the heart of Princeville on Kauai�s renowned North Shore. Thoughtfully designed for relaxation and island living, this single-level haven features a private cedar barrel sauna, a brand-new hot tub, and all the comforts of home.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Princeville
from $1,115 
View Property     Book Direct
Park View 1 Bedroom Condo with Kitchen & Balcony
Park View 1 Bedroom Condo with Kitchen & Balcony
Park View 1 Bedroom Condo with Kitchen & Balcony

Park View 1 Bedroom Condo with Kitchen & Balcony

Experience a relaxing stay in this spacious 1-bedroom condo offering stunning park views. The fully equipped kitchen includes a stovetop, microwave, refrigerator, coffeemaker, blender, rice cooker, cookware, and tableware, perfect for preparing meals during your visit.

Registration Number: GE-042-400-8192-01, TA-042-400-8192-01, 260040120008

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $654 
View Property     Book Direct
Hono Kai A14 Garden View Condo with Beach Access
Hono Kai A14 Garden View Condo with Beach Access
Hono Kai A14 Garden View Condo with Beach Access

Hono Kai A14 Garden View Condo with Beach Access

Discover the beautifully remodeled Hono Kai A14, a ground-floor condo nestled amidst lush tropical foliage with a private lanai just steps from the beach access. This stylish unit features a spacious master suite with a comfortable king-size bed, complemented by a wall-mounted air conditioner positioned between the living room and bedroom for optimal comfort.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Maalaea
from $459 
View Property     Book Direct
Oceanfront Ground-Floor Condo in Kaanapali Maui
Oceanfront Ground-Floor Condo in Kaanapali Maui
Oceanfront Ground-Floor Condo in Kaanapali Maui

Oceanfront Ground-Floor Condo in Kaanapali Maui

Settle into your Hawaiian getaway with this stunning ground-floor oceanfront condo in Kaanapali Maui. Wake up to gentle ocean breezes and step directly onto one of Maui's most popular beaches. Recent upgrades enhance your stay, including a fully equipped kitchen with new stainless steel appliances, modern living room furniture, and a tiled walk-in shower in the master bathroom.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $432 
View Property     Book Direct
Poipu Marriott 2-Bedroom Villa with Ocean Views
Poipu Marriott 2-Bedroom Villa with Ocean Views
Poipu Marriott 2-Bedroom Villa with Ocean Views

Poipu Marriott 2-Bedroom Villa with Ocean Views

Experience a memorable Hawaiian vacation in this spacious 2-bedroom villa at Wahohai Marriott Resort in Poipu. From February 15-21, enjoy full access to top resort amenities including multiple pools, beach access, hot tubs, and a dedicated kids' play area and activities.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Koloa
from $1,003 
View Property     Book Direct
Luxury Mountain-View Townhome in Ka'iulani Princeville
Luxury Mountain-View Townhome in Ka'iulani Princeville
Luxury Mountain-View Townhome in Ka'iulani Princeville

Luxury Mountain-View Townhome in Ka'iulani Princeville

Immerse yourself in Hawaiian luxury with this beautifully renovated 2,800 sq ft townhome located in the exclusive Ka'iulani community of Princeville. Floor-to-ceiling windows frame breathtaking mountain and waterfall vistas, creating a harmonious blend of modern elegance and natural beauty.

  • 3 bedroom
  • 4 bathroom
  • Sleeps 6
Hawaii> Princeville
from $572 
View Property     Book Direct
Spacious Renovated Windjammer Studio Near Waikiki Beach
Spacious Renovated Windjammer Studio Near Waikiki Beach
Spacious Renovated Windjammer Studio Near Waikiki Beach

Spacious Renovated Windjammer Studio Near Waikiki Beach

Our Premium WINDJAMMER STUDIO offers a spacious and recently renovated living space, fully furnished to ensure comfort during your stay. Located just steps from the iconic Waikiki Beach, it provides easy access to sun, surf, and local attractions.
Registration Number: TA-112-350-4128-01, GE-112-350-4128-01, 1260190010091

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Honolulu
from $412 
View Property     Book Direct
Luxury 2BR Villa at Westin Nanea Ocean Villas
Luxury 2BR Villa at Westin Nanea Ocean Villas
Luxury 2BR Villa at Westin Nanea Ocean Villas

Luxury 2BR Villa at Westin Nanea Ocean Villas

Experience the ultimate Maui getaway in this beautifully appointed villa located within Westin Nanea Ocean Villas in Lahaina. Designed with comfort and luxury in mind, this two-bedroom retreat features two spacious bedrooms, each furnished with plush king-size Westin Heavenly® Beds, ensuring restful nights after adventurous days exploring Maui.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $550 
View Property     Book Direct
Modern Beachfront Condo in Kihei with Ocean Views
Modern Beachfront Condo in Kihei with Ocean Views
Modern Beachfront Condo in Kihei with Ocean Views

Modern Beachfront Condo in Kihei with Ocean Views

Welcome to your ideal Maui retreat at Kihei BayVistas, a beautifully remodeled (July 2022) 1-bedroom, 1-bath condo that combines modern comfort with upscale Hawaiian style. Nestled directly across from a stunning beach in sunny Kihei, this peaceful community offers breathtaking ocean views and tranquil grounds filled with swaying palms and lush greenery.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kihei
from $317 
View Property     Book Direct
Luxury Oceanfront Condo in Diamond Head, Oahu
Luxury Oceanfront Condo in Diamond Head, Oahu
Luxury Oceanfront Condo in Diamond Head, Oahu

Luxury Oceanfront Condo in Diamond Head, Oahu

Experience the ultimate Hawaiian retreat at Sans Souci condominium 901/902, located along the southeastern coast of Oahu on the exclusive Gold Coast near Waikiki. This luxurious double-unit on the 9th floor offers breathtaking ocean views, ensuring a memorable stay for two to four guests.
Registration Number: 1310320070057, GE-038-292-0704-01, TA-038-292-0704-01

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $401 
View Property     Book Direct
Accessible Waikiki Room with City Views and Lanai
Accessible Waikiki Room with City Views and Lanai
Accessible Waikiki Room with City Views and Lanai

Accessible Waikiki Room with City Views and Lanai

Welcome to our thoughtfully designed accessible room in Waikiki, offering 242 sq. ft. of comfort with two double beds and a private lanai overlooking the city. This room combines modern amenities with local-inspired decor, creating a relaxing retreat suitable for all guests.

Registration Number: TA-080-224-1024-01, GE-080-224-1024-01, 260210110000

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $383 
View Property     Book Direct
SPECTACULAR OCEANFRONT 5 BR ESCAPE-SOPHISTICATED
SPECTACULAR OCEANFRONT 5 BR ESCAPE-SOPHISTICATED
SPECTACULAR OCEANFRONT 5 BR ESCAPE-SOPHISTICATED

SPECTACULAR OCEANFRONT 5 BR ESCAPE-SOPHISTICATED

Welcome to your dream coastal getaway. Nestled along a pristine stretch of shoreline, this stunning 5-bedroom, 5-bathroom beachfront estate is the perfect destination for travelers seeking luxury, tranquility, and unforgettable ocean views. Whether you're planning a family vacation, a couples’ retreat, or a relaxing escape with friends, this home offers an idyllic backdrop for making lifelong memories.

  • 5 bedroom
  • 6 bathroom
  • Sleeps 12
Hawaii> Kihei
from $1,418 
View Property     Book Direct
Luxury 2BR Kaimana Beach Condo with Ocean Views
Luxury 2BR Kaimana Beach Condo with Ocean Views
Luxury 2BR Kaimana Beach Condo with Ocean Views

Luxury 2BR Kaimana Beach Condo with Ocean Views

Discover this tranquil, fully furnished two-bedroom vacation rental located on the peaceful Kaimana Beach in Sans Souci. Just steps from the gentle ocean waves, this charming first-floor unit offers a perfect blend of comfort and natural beauty.

Registration Number: 310320070007, GE-179-858-7392-01, TA-179-858-7392-01

  • 2 bedroom
  • 2 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $393 
View Property     Book Direct
Hawaii Central 2BR Condo with Mountain & Water Views
Hawaii Central 2BR Condo with Mountain & Water Views
Hawaii Central 2BR Condo with Mountain & Water Views

Hawaii Central 2BR Condo with Mountain & Water Views

Centrally located condo in Hawaii, just steps from all your favorite destinations. This spacious 2-bedroom, 2-bathroom unit offers plenty of room to relax and soak in the paradise surroundings. The open kitchen overlooks the balcony, which boasts breathtaking mountain and water views, giving you the best of both worlds.
Registration Number: TA-209-332-3776-01, GE-209-332-3776-01, 260150500037

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Honolulu
from $520 
View Property     Book Direct
Waikiki Ocean View 1-Bedroom Condominium
Waikiki Ocean View 1-Bedroom Condominium
Waikiki Ocean View 1-Bedroom Condominium

Waikiki Ocean View 1-Bedroom Condominium

Welcome to your perfect beach getaway in this fifth-floor, one-bedroom, one-bathroom condo offering breathtaking ocean views. Step inside to a serene space decorated with shades of blue and white, reminiscent of the sea. The full kitchen features white countertops, a four-burner gas stove, oven, refrigerator, microwave, coffee pot, and a unique mortar and pestle, ideal for preparing memorable meals.
Registration Number: 260040120034, GE-079-978-9056-01, TA-079-978-9056-01

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> HONOLULU
from $594 
View Property     Book Direct
Luxury 2-Bedroom Condo Near Kamaole Beach
Luxury 2-Bedroom Condo Near Kamaole Beach
Luxury 2-Bedroom Condo Near Kamaole Beach

Luxury 2-Bedroom Condo Near Kamaole Beach

Discover this beautifully appointed second-floor condo, offering a tranquil retreat in the heart of Maui. Conveniently park right in front and ascend a welcoming staircase to your island haven.
Inside, enjoy a spacious open floor plan with a large kitchen featuring stainless appliances and a dedicated dining area—ideal for making memorable meals.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Kihei
from $404 
View Property     Book Direct
Spectacular Lanikai Oceanfront Home with Pool
Spectacular Lanikai Oceanfront Home with Pool
Spectacular Lanikai Oceanfront Home with Pool

Spectacular Lanikai Oceanfront Home with Pool

Welcome to this stunning six-bedroom oceanfront residence nestled in the exclusive Lanikai enclave, just two miles from Kailua Town. Recently renovated with modern upgrades in 2021, this home offers a perfect blend of luxury and comfort for multi-family or multi-generational groups.
Registration Number: GE-191-501-7728-01, TA-191-501-7728-01

  • 6 bedroom
  • 6 bathroom
  • Sleeps 18
Hawaii> Kailua
from $1,441 
View Property     Book Direct
Charming Waikiki Studio with Mountain & Canal Views
Charming Waikiki Studio with Mountain & Canal Views
Charming Waikiki Studio with Mountain & Canal Views

Charming Waikiki Studio with Mountain & Canal Views

Experience the vibrant heart of Waikiki from this charming, fully renovated studio in the Hawaiian Monarch building. Enjoy breathtaking mountain and canal views through large sliding windows that let in tropical breezes, creating a breezy, relaxing atmosphere.

Registration Number: TA-042-900-5824-01, GE-042-900-5824-01, 260140320161

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Honolulu
from $319 
View Property     Book Direct
 OCEAN FRONT 9th Floor Corner unit \nWatch the Whales jumping from the Balcony
 OCEAN FRONT 9th Floor Corner unit \nWatch the Whales jumping from the Balcony
 OCEAN FRONT 9th Floor Corner unit \nWatch the Whales jumping from the Balcony

OCEAN FRONT 9th Floor Corner unit nWatch the Whales jumping from the Balcony

In the heart of Maui's famous Kaanapali Beach, steps away from Whaler's Village, with beautiful shopping and restaurants. Beautifully remolded and decorated one bedroom with 2 FULL baths, sleeper sofa and roll-away bed. Wrap around balconies and magnificent views.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 5
Hawaii> Lahaina, Maui, Hawaii
from $648 
View Property     Book Direct
Westin Nanea Villas Kaanapali Beach Holiday Rental
Westin Nanea Villas Kaanapali Beach Holiday Rental
Westin Nanea Villas Kaanapali Beach Holiday Rental

Westin Nanea Villas Kaanapali Beach Holiday Rental

Escape to paradise with a stay at Westin Nanea Villas on stunning Kaanapali Beach. This newly opened resort offers a spacious one-bedroom villa of 840 sq ft, featuring a plush king-sized bed with Westin's signature heavenly bedding. The luxurious master bathroom includes a large shower, soaking tub, and double vanity, providing a perfect retreat after a day in the sun.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $767 
View Property     Book Direct
Oceanfront Maui Vista 1-Bedroom Corner Unit
Oceanfront Maui Vista 1-Bedroom Corner Unit
Oceanfront Maui Vista 1-Bedroom Corner Unit

Oceanfront Maui Vista 1-Bedroom Corner Unit

Nestled directly across from the stunning Charley Young and Kamaole Beaches, this 1-bedroom corner unit offers a perfect Maui getaway. Located on the third floor in Maui Vista, the condo spans approximately 605 sqft and features a large lanai where you can sip your morning coffee while enjoying views of palm trees and ocean breezes.

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> KIHEI
from $470 
View Property     Book Direct
Ocean View 1-Bedroom at Westin Kaanapali
Ocean View 1-Bedroom at Westin Kaanapali
Ocean View 1-Bedroom at Westin Kaanapali

Ocean View 1-Bedroom at Westin Kaanapali

Discover this beautifully furnished 1-bedroom unit at Westin Kaanapali Ocean Resort, ideally positioned on the 5th floor with stunning ocean views. This unit, part of a flexible 2-bedroom property, can be reserved as a studio, 1-bedroom, or 2-bedroom, with this listing dedicated to the 1-bedroom configuration.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $1,003 
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
Waikiki Grand Ocean View Flat with Rooftop Deck
Waikiki Grand Ocean View Flat with Rooftop Deck
Waikiki Grand Ocean View Flat with Rooftop Deck

Waikiki Grand Ocean View Flat with Rooftop Deck

Experience the charm of Waikiki from our beautifully appointed 10th-floor condo at Waikiki Grand Hotel. Perfect for couples or small families, this spacious retreat offers stunning ocean vistas and modern comforts.
Step inside to find an elegantly designed living area featuring a plush King Bed and a Sofa-Bed, ideal for relaxing or hosting guests.
Registration Number: 260270310173, TA-064-216-4736-01, GE-064-216-4736-01

  • 0 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $285 
View Property     Book Direct
Spacious Ground Floor Condo with Lanai in Hawaii
Spacious Ground Floor Condo with Lanai in Hawaii
Spacious Ground Floor Condo with Lanai in Hawaii

Spacious Ground Floor Condo with Lanai in Hawaii

Experience a comfortable stay in this spacious 1194 sq ft ground floor condo in Hawaii. The unit features a 473 sq ft lanai perfect for outdoor lounging and dining. The fully equipped kitchen includes a dishwasher, stove top/oven, microwave, refrigerator, coffeemaker, blender, cookware, and tableware, making meal preparation effortless.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $690 
View Property     Book Direct
Golf Villas Fairway View 2BR with Pool Access
Golf Villas Fairway View 2BR with Pool Access
Golf Villas Fairway View 2BR with Pool Access

Golf Villas Fairway View 2BR with Pool Access

Discover the comfort of Golf Villas Fairway View, a spacious 2-bedroom, 2-bathroom retreat along Kapalua's prestigious Bay Course fairway. This villa offers a fully equipped kitchen with modern appliances including a stovetop, oven, microwave, refrigerator, and coffee maker, perfect for preparing home-cooked meals.

  • 2 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Lahaina
from $766 
View Property     Book Direct
Moloka'i Oceanfront Suite with Beach Access & Pool
Moloka'i Oceanfront Suite with Beach Access & Pool
Moloka'i Oceanfront Suite with Beach Access & Pool

Moloka'i Oceanfront Suite with Beach Access & Pool

Discover the tranquil beauty of Moloka'i from this charming Polynesian-style resort. The 947 sq ft Ocean Front Suite offers a luxurious king bed, a cozy queen sofa bed, and a private balcony with breathtaking ocean views.
Enjoy modern amenities like a full kitchenette with microwave and fridge, a flat-screen TV, and all linens and essentials provided for your comfort.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Kaunakakai
from $532 
View Property     Book Direct
Oceanview Studio at Kaanapali Beach with Pool
Oceanview Studio at Kaanapali Beach with Pool
Oceanview Studio at Kaanapali Beach with Pool

Oceanview Studio at Kaanapali Beach with Pool

Discover this beautifully remodeled oceanview studio located on the 9th floor of Tower 2 at the iconic Whaler on Kaanapali Beach. The condo features a comfortable California king bed, central air conditioning, and a spacious living area with a large flat-screen TV, a cozy couch, and an accent chair, offering the perfect retreat after a day of exploring Maui.

  • 0 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Lahaina
from $699 
View Property     Book Direct
Honuala Estate, a Majestic Ocean Front Residence
Honuala Estate, a Majestic Ocean Front Residence
Honuala Estate, a Majestic Ocean Front Residence

Honuala Estate, a Majestic Ocean Front Residence

16 acres with approx. 450 lineal feet of prime ocean frontage on the Kohala Coast. Located in a resort zone and near several world class beaches on the Big Island of Hawaii. Every fine detail of this property is sophisticated, timeless, and epitomizes Hawaiian style with six bedrooms, seven full and one half baths as well as an office, expanded 2 two car enclosed garages, covered lanai's and private patios of over 11,000 square feet.

  • 6 bedroom
  • 7 bathroom
  • Sleeps 12
Hawaii> Waimea
from $4,589 
View Property     Book Direct
Hale Laulea: Luxury Kauai Mountain Retreat
Hale Laulea: Luxury Kauai Mountain Retreat
Hale Laulea: Luxury Kauai Mountain Retreat

Hale Laulea: Luxury Kauai Mountain Retreat

5-bathroom home nestled in a peaceful cul-de-sac in Princeville. This luxury retreat offers breathtaking mountain views and a perfect blend of comfort, style, and island charm. Designed to maximize natural light, the spacious interior features two separate living rooms—ideal for relaxing or entertaining.

  • 5 bedroom
  • 5 bathroom
  • Sleeps 10
Hawaii> Princeville
from $1,022 
View Property     Book Direct
Beachside Vacation Home in Hanalei Bay
Beachside Vacation Home in Hanalei Bay
Beachside Vacation Home in Hanalei Bay

Beachside Vacation Home in Hanalei Bay

Our renovated home in Hanalei Bay offers a tranquil escape on the North Shore of Kauai. Located on a quiet cul-de-sac just one house away from the pristine beach and some of the world's best surf spots, this charming retreat provides the perfect setting for a memorable getaway.

  • 3 bedroom
  • 3 bathroom
  • Sleeps 6
Hawaii> Hanalei
from $2,286 
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
Luxury Wailea Beach Villas Penthouse with Ocean Views
Luxury Wailea Beach Villas Penthouse with Ocean Views
Luxury Wailea Beach Villas Penthouse with Ocean Views

Luxury Wailea Beach Villas Penthouse with Ocean Views

Immerse yourself in the elegance of Wailea Beach Villas Penthouse 107, a luxurious 2-bedroom residence with a versatile den that can serve as a third bedroom. This spacious, 1900 sq. ft. penthouse offers breathtaking pool views and peekaboo ocean glimpses from its prime location in Wailea, Maui.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $1,268 
View Property     Book Direct
Waikiki Banyan Condo with Diamond Head Views
Waikiki Banyan Condo with Diamond Head Views
Waikiki Banyan Condo with Diamond Head Views

Waikiki Banyan Condo with Diamond Head Views

Aloha from Midway Vacations! Discover your perfect Hawaiian retreat in this charming Waikiki condo on the 15th floor of Waikiki Banyan (Tower 1 - Makai). Boasting breathtaking views of Diamond Head and the city, this family-friendly unit offers a comfortable and well-appointed space just a block from Waikiki Beach.
Registration Number: TA-051-237-2736-01, GE-051-237-2736-01, STR #1337, 260250050115

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $517 
View Property     Book Direct
Fully Renovated 1-Bedroom Waikiki Condo with Pool
Fully Renovated 1-Bedroom Waikiki Condo with Pool
Fully Renovated 1-Bedroom Waikiki Condo with Pool

Fully Renovated 1-Bedroom Waikiki Condo with Pool

Experience comfort and style in this fully renovated 1-bedroom condo in Waikiki, offering 500 sq ft of living space plus a 120 sq ft lanai to enjoy mountain breezes. The condo is tastefully decorated with modern furnishings and features a king bed, sofa sleeper, flat-screen TV, and a bar seating area, providing a cozy yet spacious environment for your stay.
Registration Number: GE-190-396-4160-01, TA-190-396-4160-01, 260100070853

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> Honolulu
from $287 
View Property     Book Direct
Comfortable 1-Bedroom Suite at Iconic Ilikai Hotel
Comfortable 1-Bedroom Suite at Iconic Ilikai Hotel
Comfortable 1-Bedroom Suite at Iconic Ilikai Hotel

Comfortable 1-Bedroom Suite at Iconic Ilikai Hotel

Experience the comfort and convenience of this 1-bedroom apartment located within the iconic Ilikai Hotel and Luxury Suites in Waikiki. This owner-occupied unit offers direct access to a wide range of hotel amenities, making your stay both relaxing and enjoyable.

Registration Number: GE-102-819-4303-02, TA-102-819-4304-01, 1260100070578

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Honolulu
from $243 
View Property     Book Direct
Waikiki Beach Ocean View Condo Near Shops
Waikiki Beach Ocean View Condo Near Shops
Waikiki Beach Ocean View Condo Near Shops

Waikiki Beach Ocean View Condo Near Shops

ft. condo located at the gateway to Waikiki. The unit offers unobstructed sunset and ocean views, providing a perfect backdrop for your Hawaiian holiday. Just steps from Waikiki Beach, you can easily walk to parks, shopping malls, restaurants, and Waikiki's vibrant nightlife without crossing the street.
Registration Number: TA-083-345-6128-01, GE-083-345-6128-01, 1260100020045

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Waikiki
from $264 
View Property     Book Direct
Waikiki Grand Castle Queen Suite with Lanai
Waikiki Grand Castle Queen Suite with Lanai
Waikiki Grand Castle Queen Suite with Lanai

Waikiki Grand Castle Queen Suite with Lanai

Discover this cozy 204 sqft castle-inspired suite at Waikiki Grand, beautifully decorated with Hawaiian accents. The air-conditioned space offers a furnished lanai ideal for morning coffee or evening cocktails. An upgraded kitchenette features granite countertops, a mini-fridge, microwave, and coffee maker, providing convenience for your stay.
Registration Number: TA-128-276-2752-01, GE-128-276-2752-01

  • 1 bedroom
  • 1 bathroom
  • Sleeps 2
Hawaii> HONOLULU
from $258 
View Property     Book Direct
Hawaii 2nd Floor Condo with Balcony & Pool Access
Hawaii 2nd Floor Condo with Balcony & Pool Access
Hawaii 2nd Floor Condo with Balcony & Pool Access

Hawaii 2nd Floor Condo with Balcony & Pool Access

Experience a comfortable stay in this 2nd floor Hawaii condo, complete with a private balcony and tiled flooring throughout. The fully equipped kitchen includes a fridge, stove/oven, microwave, cookware, and tableware, making it easy to prepare meals during your stay.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 3
Hawaii> Lahaina
from $441 
View Property     Book Direct
Luxury 3BR/Den Ocean View Suite at Honua Kai
Luxury 3BR/Den Ocean View Suite at Honua Kai
Luxury 3BR/Den Ocean View Suite at Honua Kai

Luxury 3BR/Den Ocean View Suite at Honua Kai

This stunning 3-bedroom plus den suite at The Honua Kai Resort on Kaanapali North Beach combines two premium in-demand suites, offering an expansive 2200 sq ft of interior living space designed for comfort and luxury.
The two-bedroom corner suite features breathtaking ocean views from both inside the residence and the spacious wrap-around balcony, perfect for relaxing and enjoying Maui’s scenic beauty.

  • 6 bedroom
  • 3 bathroom
  • Sleeps 12
Hawaii> Lahaina
from $1,389 
View Property     Book Direct
Luxury Ocean View Condo at Kaanapali Alii Maui
Luxury Ocean View Condo at Kaanapali Alii Maui
Luxury Ocean View Condo at Kaanapali Alii Maui

Luxury Ocean View Condo at Kaanapali Alii Maui

Welcome to your dream vacation home at Kaanapali Alii, an upscale condo situated on the beautiful shores of Maui, Hawaii. This spacious one-bedroom, two-bathroom residence combines comfort, elegance, and breathtaking ocean vistas, making it perfect for couples or small families seeking a memorable Hawaiian escape.

  • 1 bedroom
  • 2 bathroom
  • Sleeps 2
Hawaii> Lahaina
from $829 
View Property     Book Direct
Luxury 9th Floor Condo with Pool Access
Luxury 9th Floor Condo with Pool Access
Luxury 9th Floor Condo with Pool Access

Luxury 9th Floor Condo with Pool Access

Experience this stylish 9th-floor condo offering a private balcony and modern amenities. The condo features vinyl and tile flooring throughout, providing a sleek and durable finish. The fully equipped kitchen includes a refrigerator, stove/oven, microwave, cookware, and tableware, making meal prep convenient.

  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Lahaina
from $372 
View Property     Book Direct
Wailea Grand Champions 140 Luxury Maui Condo
Wailea Grand Champions 140 Luxury Maui Condo
Wailea Grand Champions 140 Luxury Maui Condo

Wailea Grand Champions 140 Luxury Maui Condo

Discover Wailea Grand Champions 140, a beautifully appointed vacation condo nestled in the upscale Wailea community of Maui. This charming second-floor residence offers a perfect blend of elegance and comfort, making it an ideal retreat for both relaxation and adventure.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 6
Hawaii> Wailea
from $484 
View Property     Book Direct
Ocean View Family Farmhouse with Tropical Gardens
Ocean View Family Farmhouse with Tropical Gardens
Ocean View Family Farmhouse with Tropical Gardens

Ocean View Family Farmhouse with Tropical Gardens

Discover this inviting family-friendly farmhouse nestled on four acres with breathtaking views of the ocean and Mauna Kea. The spacious living and dining area features oversized picture windows, flooding the space with natural light and stunning vistas.

  • 3 bedroom
  • 2 bathroom
  • Sleeps 8
Hawaii> Hilo
from $394 
View Property     Book Direct
Beachfront Ocean View Condo with Free Amenities
Beachfront Ocean View Condo with Free Amenities
Beachfront Ocean View Condo with Free Amenities

Beachfront Ocean View Condo with Free Amenities

Experience the perfect vacation at this stunning beachfront condo featuring breathtaking ocean vistas. Start your mornings with a cup of coffee or tea on the balcony while watching vibrant sunsets right outside your window. This condo seamlessly combines relaxation and adventure, just steps from the sandy shore where you can sunbathe, swim, or explore the shoreline.
Registration Number: TA-024-429-1072-01, GE-024-429-1072-01, 530080020072

  • 2 bedroom
  • 1 bathroom
  • Sleeps 4
Hawaii> Hauula
from $578 
View Property     Book Direct