Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Suite | 2 Units, 4 Bedrooms | HK ML-1187
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Ocean Views 3BD 3BA in Wai'ula'ula, Mauna Kea!
Escape to a gorgeous 3 BD, 3 BA in Mauna Kea's Wai'ula'ula with views of the ocean and Kohala. This condo retreat features 2 master suites with king beds and ample closet, and delux ensuite baths with showers and bath tubs. The third bedroom has 2 twin beds and the...
❤️PiH❤️ Aloha Palms ★Fully Detached Home★Beach Gear & Bikes★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Aloha Palms, at the Mauna Lani Villages. This is a wonderful 3 bedroom elegant home with luxurious high-end finishes in a premier resort community. This is one of a very few single level free-standing homes for...
Oceanfront Ground-Floor Condo | Walk-Out Lanai + Pool
Step out of your lanai and into paradise, this newly listed ground-floor condo offers direct oceanfront views, breezy indoor-outdoor living, and access to the pool, BBQs, and lawn just steps from your door. Perfectly located between Kāʻanapali and Kapalua, enjoy...
Yonegan Plumeria Hilo Hotel - Humuhumunukunukuapua'a (Trigger Fish)
Welcome to the best kept secret of all the Hawaiian Islands: Hilo. Only minutes away from our local airport, travelers from around the world enjoy the lush, natural, tropical beauty from waterfalls - large and small - to vibrant rain forests. Our rugged, craggy...
Waipouli Beach Resort Oceanfront 2 BD 3 BA
Wake up to the sound of waves in this beautifully located oceanfront two-bedroom condo. Enjoy breathtaking views, soothing ocean breezes, and the convenience of being steps from the shore.Oceanfront 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Surfer's Sanctuary at Waikiki Lanais
This renovated surfer's getaway boasts two private bedrooms, a full kitchen, dining table, dishwasher, and private lanai. The building offers amenities like a rooftop recreation area, swimming pool, hot tub, spa, and a shared paid laundry facility. The unit includes an...
Manoa Royal Retreat by Gather | Luxury 9-Acre Estate w/ Pool, Views & Trails
Manoa Royal Retreat is a rare 9-acre Honolulu estate where contemporary design meets lush Hawaiian mountain serenity. This three-story sanctuary sits high above the city with unobstructed views of the ocean, coastline, mountains, and sunsets. Designed by award-winning...
Unwind & Relax Here! Outdoor Pool, Parking, Minutes from Nawiliwili Bay!
This listing is for a room within a hotel.✦ Your room is 419 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.✦ Daily cleaning services included in the nightly price.There are a few additional details to know before...
Create Lasting Family Memories at WorldMark Kihei- 2 Bedroom
Get ready for the ultimate family vacation at WorldMark Kihei on the sun-soaked island of Maui, Hawaii! Just steps away from the pristine beaches of South Maui, this resort is your gateway to a world of adventure, relaxation, and fun for the whole family. Offering...
Fancy Peacock in Hawaii with ocean views
About this spaceWelcome to Fancy peacock, we are located 5 minutes from the famous Makaha beach surrounded by tropical landscape and close to everything but away from noise and crowds.The spaceone bedroom with queen bed and living room with futon.kitchen with all the...
Beachfront Luxurious Hawaiian Oasis
Summary:Experience the Hawaiian lifestyle in our luxurious four-bedroom house - Cozy queen beds and restful king-sized beds - Spacious living areas with large flat-screen TV - Fully-equipped gourmet kitchen - Private patio for outdoor living - Direct beach access from...
Oceanfront 2BR/2BA | Pacific Breeze Retreat at Kaha Lani 212
🌺 Pacific Breeze Retreat at Kaha Lani 212 - NEW TO OUR MANAGEMENTWake up to breathtaking sunrises and the sound of waves at Pacific Breeze Retreat, a two-story oceanfront condo on Kaua'i's Royal Coconut Coast. With no neighbors above, vaulted ceilings, and updated...
Waipouli Beach Resort B102 Courtyard View 2BD 3BA
Nestled beside a lush, tropical courtyard, this two-bedroom condo offers a peaceful and inviting escape. Perfect for families or groups, it provides a quiet setting with easy access to Kauai’s vibrant local scene.Unit B102 Courtyard View 2 Bedroom 3 Bathroom•...
Golf Villas Gold Fairway View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 6th Floor Deluxe Ocean and Lush Mountain Views!
This luxurious four-bedroom offering brings together three neighboring sixth-floor suites to deliver over 2600 sq ft of combined living interior. Perfect for any large group or family, this premiere pairing allows guests to enjoy the space of a large luxury home without...
Charming Ocean front hotel suites in enchanting nThe Modern Honolulu Hotel
Your cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all the vibrant attractions and bustling streets. The...
Waikikian Beach Walk Resort & Spa, Hot Tub, Beach!
Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish resort features tastefully...
EL F201 1BR Condo with Lanai, Pools & Near Whalers Village
Eldorado F201 Experience the Maui Beach Resort Life from this 1 Bedroom Kaanapali Condo!Welcome to your Maui Retreat: This cozy one-bedroom, two-bathroom condo at the Maui Eldorado Resort in Kaanapali offers a relaxing getaway in one of West Maui's most sought-after...
Kaanapali Alii Unit 115
Welcome to Kaanapali Alii Unit 115, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning oceanfront condominium offers breathtaking views of the Pacific Ocean and neighboring islands Lanai and Molokai. With its prime...
🏖️Stunning Home with Ocean Views, Infinity Pool & Outdoor Kitchen – Sleeps 6
Hale Pualani – Island Retreat with Panoramic Ocean ViewsWelcome to Hale Pualani, a beautifully renovated 3-bedroom, 2-bathroom home located in the desirable Kona Vista Estates. Perfect for families or couples, this inviting island retreat offers breathtaking panoramic...
REDECORATED! NEW OFFERING SUMMER 2025 - THE PALM COAST F202 OCEAN VIEW GRAND LUXE VILLA SLEEPS 8!
New Offering! Reservations are accepted now. An extensive redecoration is coming soon and F202 will be ready to greet guests as of October 2025.The Palm Coast F202 at Wailea Beach Villas recently joined Private Paradise Villas, and it will be fully refreshed with mostly...
New Listing Oceanfront Two-Bedroom | Sunset Views + Pool Access
Perched above swaying palms, this breezy oceanfront condo offers wide lanai views, golden sunsets, and cool trade winds. With two private bedrooms, on-site pool and BBQs, and walkable dining just across the street, Hololani B302 blends comfort, convenience, and classic...
Cozy apartment in awesome Lihue with AC, WiFi, fitness room
Welcome to Hawaii's Garden Isle of Kauai. Explore lush valleys and timeless canyons, majestic waterfalls and rainforests that merge into the blue-and-green sea. Marriott's Kauai Beach Club is located on beautiful Kalapaki Beach, rated one of the best swimming beaches in...
NEW LISTING! Spacious Condo with Resort Amenities
Spacious Golf Course Condo with Resort Amenities - Poipu, KauaiThis 1,600 sq. ft. two-story villa offers views of Kiahuna Golf Course, surrounding mountains, and ocean glimpses from a private lanai. Located on Kauai's sunny South Shore, just minutes from Poipu Shopping...
Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
Tropical Getaway! 2 Elegant Units, Onsite Restaurant, Rooftop Pool
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Hainoa 10 – Luxury Hualalai Villa with Ocean Views, Pool & Daily Housekeeping
Located at a higher elevation, this spacious 3-bedroom, 3.5 bath home offers dramatic panoramic ocean and golf course views for up to 6 guests. Indulge yourself by luxuriating in this home's master suite and decadent master bathroom. A chef’s kitchen with professional...
Free Parking in Central Waikiki! Studio with 2 Beds
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Community Laundry Room with Washer and Dryer are on the same floor.A rare...
New Listing! Captivating ground-floor condo
Welcome to Maui Parkshore 116, your tropical paradise retreat on the stunning island of Maui. This 2-bedroom, 2-bathroom condo is designed to accommodate up to 4 guests, offering a comfortable and stylish escape just steps away from the beach. Please note this condo...
23 FL-Cozy & Elegant King Studio
Enjoy a 23Fl-Cozy & Elegant King Studio at this centrally-located place in the Heart Of Waikiki. 4 guest -Studio-1 King Bed, Sofa sleeper and 1 BathWelcome to this beautifully renovated king studio, situated on the 23rd floor in the heart of Waikiki. With its prime...
Just Listed!
This condo provides a great opportunity to stay less than 15 feet from the ocean for such a great and affordable price! Sit on the lanai and watch the whales jumping or the turtles eating off the reef. The sunset is amazing every evening.Maui Sands is full of Old...
Relax Above the Pacific – 1BR Premium Villa at Westin Princeville
Perched high above the Pacific, this 1-Bedroom Premium Villa at Westin Princeville Ocean Resort Villas offers an ideal blend of comfort, views, and resort amenities. Spanning around 799 square feet, the villa is designed for up to four guests, making it a cozy yet...
Beautiful Home with Amazing Ocean Views Located on an Organic Farm
Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings. The main farmhouse has a charming feel and is well equipped with 3 bedrooms, 2 baths, dining room, living room, full kitchen &...
Lae Nani Resort Condo Ocean View 1 Bedroom
Ocean View 1 Bedroom- Spacious condo with balcony located on 2nd floor walk-up- Full kitchen includes stove, oven, microwave, refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware - 1 king bed or 1 queen bed and 1 sofa bed in living area- 808...
NEW! KBM Resorts | FREE CAR | Waikoloa | 2-Bedroom Villa, Steps to Pool & Beach! FVW-L32
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Cozy Ko Olina Kai 1061F: 2BR w/ Open-Plan Living, Private Lanai & Spa Access
Nestled within the tranquil Ko Olina Resort, Ko Olina Kai 1061F by Gather is a beautifully designed ground-floor villa that embodies the spirit of island living. With two bedrooms, two full bathrooms, and 1,144 square feet of comfortable interior space, this...
Aloha Spirit! Only 2 mi from Kona & 1/2 mile walk to the shoreline!
Aloha Spirit is a 2 bedroom, one bathroom town-home, with living area and kitchenette (refrigerator, toaster oven, and microwave- no oven or stove). It is located on the bottom floor and accessed though a private entrance. Each bedroom is equipped with a queen bed....
Kaanapali Alii | 2111
Welcome to your dream Maui getaway at Kaanapali Alii 2111, a luxury vacation rental that promises an unforgettable stay. This stunning 1,544 sq. ft. ocean view condo on the 11th floor is designed for comfort and relaxation, making it the perfect short-term rental for...
Peacock Palms* Newly remodelled* Central A/C*
AlohaTucked away on the West side of Oahu you will be able to experience our home away from home while visiting the Makaha Valley Towers for your Hawaiian adventures. You will fall in love with the rural and tranquility that our condo will offer to you during your stay....
Maui Banyan Resort-Steps to the Kamaole Beach! AC, Wifi, Pool views, Kitchenette
Escape to the sunny shores of Kihei, Maui and experience the ultimate island getaway in this charming condo with 2 full size beds . Nestled just a short walk from the pristine Kamaole Beach Parks 2 and 3, you'll be mere steps away from the sparkling blue waters and...
Kaanapali Alii Unit 324
Welcome to your dream vacation at Kaanapali Alii Unit 324, a luxury vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning 1,843 sq. ft. condominium offers a breathtaking partial ocean view framed by swaying palm trees and lush...
Amazing 1 BDRM Ocean and Diamond Head View Condo w/Parking/Washer/Dryer
Aloha and Mahalo from Waikiki! This property is a 30 day minimum rental at the Chateau Waikiki and is professionally managed by Happy Vacations. Very convenient and affordable condo, with Ocean and City Views! Friday night fireworks from the Hilton Hawaiian Village....
A Block away to Waikiki Beach/Free Parking
Ocean ∘ City ∘ Mountain views in the Heart of Waikiki.Just a block away to Waikiki Beach. Spacious One Bedroom Suite with living Room & Full kitchen & balcony.Beautiful condo with an amazing view of Waikiki.Spacious one bedroom in the Waikiki Banyan with windows AC...
Westin Nanea Ocean Villas, Beautiful 2-Bedroom well appointed accommodations
Please choose a Friday through Sunday check-in and enjoy a seven-night stay. Please use the "Ask Manager A Question" option prior to booking for accurate rates/availability.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller...
Royal Kahana Maui 418 Ocean View Studio
- 4th floor condo with balcony- Vinyl plank flooring throughout- Fully equipped kitchen with– fridge, stove/oven, microwave, cookware, tableware- Tiled bathroom with walk-in tiled shower- 1 king bed and twin sofabed- 431 sq. ft. - Washer/dryer in unit- Central air...
Welcome to Our Little Hilo Hideaway - 3 Bedroom Home
Our Little Hilo Hideaway is the cozy downstairs unit of our duplex. Walk through the lanai to your private entrance and step into your home away from home. There are 3 spacious bedrooms and a lanai with outdoor lighting that connects the living room area to the outside....
Kihei Kai Nani 6-248 – Family-Friendly, A/C, Walk to Beach & Shops
Aloha and welcome to your perfect Maui escape! This bright, island-style condo is directly across from Kamaole Beach Park II, one of South Kihei’s most beloved beaches. Whether you're chasing sunsets, snorkeling, or just enjoying the breeze, you'll love how close you...
Relaxing or Adventurous North Shore Waterfront Home
Experience Paradise: Your Ultimate North Shore Hawaii Waterfront RetreatNestled along the mesmerizing shores of North Shore, Hawaii, awaits a haven of tranquility andadventure, where the whispers of the Pacific Ocean soothe your soul and the lush landscapesembrace your...
Kahala Beachside Villa: Lux Condo w/ Pool, Balcony Views & Beach Access
Set in the prestigious Kahala Beach area of Honolulu, Kahala Beachfront Villa offers the perfect balance of luxury, comfort, and tranquility. This elegant two-bedroom, two-bathroom residence invites guests to unwind in a serene tropical setting, surrounded by lush...