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.
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...
New Listing! Ocean View at Hale Kamaole 336 by Coldwell Banker
Welcome to Hale Kamaole, a spacious 2-bedroom + loft condo perfectly located in the heart of South Kihei, just steps from the beach and some of Maui’s most spectacular sunsets. Set within seven acres of beautifully landscaped tropical grounds, this island retreat offers...
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.✦ Cleaning services availability and frequency vary by stayThere 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...
Home located on the Beach with a view that’s unbelievable
Waking up to an unbelievable view in a safe guarded home with the option of swimming in the pool or sunbathing on the beach. Minuets from shopping and fantastic restaurants where you will experience the Aloha magic.
Polo Beach Club 102 - Oceanfront Condo
Welcome to the serene Polo Beach Club 102, your perfect ocean retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with plush furnishings, ideal for...
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• Convenient...
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 The 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...
Regency Villas 212 Lush Garden By Suite Paradise
Regency Villas 212 – Your Spacious Kauai Getaway for Work, Play, and Family TimeWelcome to Regency Villas 212, a beautifully upgraded retreat designed to host up to six guests in style and comfort. Perfect for families, couples traveling together, or professionals in...
Kaanapali Alii Unit 115
Kaanapali Alii 1152 Bedrooms | 2 Bathrooms | Sleeps 8 | Oceanfront--------------------------------------------------Welcome to Kaanapali Alii 115, a stunning two-bedroom oceanfront corner residence at Maui’s exclusive Kaanapali Alii Resort, offering unobstructed views...
🏖️Stunning Home with Ocean Views, Infinity Pool & Outdoor Kitchen – Sleeps 6
Hale Pualani – 30-Day Kona Retreat with Panoramic Ocean ViewsWelcome to Hale Pualani, a beautifully renovated 3-bedroom, 2-bath home in desirable Kona Vista Estates—offered as a 30-day rental, ideal for guests looking to truly settle into the Big Island lifestyle. With...
Redecorated! NEW Offering Summer 2025 - the Palm Coast F202 Ocean View Grand Luxe Villa Sleeps 8!
Brand New Offering! Our brilliantly refreshed and extensively redecorated The Palm Coast Villa F202 at Wailea Beach Villas that includes beautiful new furnishings from Serena and Lily is ready to welcome guests! Private Paradise Villas assumed the management of F202 in...
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...
Kalo Homes - Makaha Mountain Hideaway
Step into comfort at this beautifully styled island retreat—where natural light, coastal charm, and modern design create the perfect escape. Located just minutes from world famous Makaha beach, this airy, light-filled home offers the perfect base for families, couples,...
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...
2nd floor studio with ocean views, pool, hot tub, AC - walk to beach
Islander on the Beach 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'THINGS TO KNOW• This vacation rental is not equipped with a washer/dryer. However, towel exchanges are...
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...
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...
Beach Gear Provided! Lush, Quiet Hawaiian Hideaway
Garden w/ Fresh Fruit | 7 Mi to Beach | In-Unit LaundryParadise awaits at this peaceful 3-bedroom, 2-bath vacation rental in Pahoa. Perfect for traveling nurses or family stays, it's near lush trails at the Lava Tree State Monument and the Kehena Black Sand Beach! Back...
Lae Nani Resort Condo Ocean View 1 Bedroom
Enjoy the charming Hawaiian ambiance with its beachfront setting located at Lae Nani Kauai along Kauai’s Coconut Coast. Couples will enjoy the relaxing nature of this property.Ocean View 1 Bed 1 Bath•Lae Nani Kauai is located at 410 Papaloa Road, Kapaa, HI 96746•Guest...
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...
Wyndhan Waikiki Beach Walk - 2BR Sleeps 8
There are nominal fees that are paid before or after you check out of this timeshare usually $13-14 per day for island tax and daily usage. You if you have a car it is $36 for valet parking nightly. All reservations come through as a lower level but I do request higher...
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....
Oceanfront - Kanaloa Resort #2402
Oceanfront Serenity at Kanaloa at KonaWhat You’ll Love About This UnitStep into island comfort in this beautifully maintained two-bedroom, two-bath condo at the renowned Kanaloa at Kona. The open living area features tropical-inspired furnishings, warm wood tones, and...
Kaanapali Alii | 2111
Kaanapali Alii 21112 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean View________________________________________Experience the ultimate Maui getaway at this luxurious platinum-rated one-bedroom condo, with a fully enclosed den that comfortably serves as a second bedroom....
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...
Mahana | Whale Watching | KBM Resorts | Panoramic Sunsets | 3 Units, 5 Bedrooms | ML-3482
** 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...
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
Discover the perfect blend of comfort and stunning ocean scenery in this inviting studio. Perfect for couples seeking a romantic getaway. Unit 418 Ocean View Studio• 4th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave, stovetop/oven,...
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...
Kauanoe O Koloa 713 New Development Coming 2025!
Kauanoe O Koloa is located alongside the magical Kiahuna golf course in the heart of Po‘ipu. This private condo encompasses Kaua‘i living at its best. Spacious 2 bedroom, 2 bath, featuring an open floor plan designs, island-style architecture, and amenities that include...
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...
Close to Whalers Village + Beachfront Pool. Dining
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
PARADISE! 1 BR Beach Condo Steps Away from the Beach and Downtown
Enjoy the world's best sunsets and beaches.E Komo Mai to the Kona Billfisher, where true aloha spirit awaits your arrival! Situated on the southern edge of the village of Kailua Kona, on the island of Hawaii, the Kona Billfisher is walking distance to beaches, shops,...
Kaanapali Alii 244
Kaanapali Alii 2442 Bedroom | 2 Bathrooms | Sleeps 6 | Garden View________________________________________Discover Kaanapali Alii 244, a beautifully appointed one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Expansive...
Poolside Peace Meets Island Play—Your Kona Getaway Starts Here l 4 Rooms
Endless adventure awaits in Kailua-Kona! Whether you're staying for a day or a week, our hotel puts you close to top attractions, local dining, and must-see spots like the Amy B.H. Greenwell Ethnobotanical Garden and Pu'uhonua o Hōnaunau National Historical Park....
2-Bedroom Ocean View, Perfect Location in Waikiki!
Modern Luxury with Stunning Views - Flexible 2-Bedroom Layout!Renovated in June 2024, this upgraded condo seamlessly blends modern luxury with practicality, creating a stylish and comfortable retreat. Featuring new kitchen cabinets with quartz countertops, luxury vinyl...
2 2 Luxurious Wailea Oceanview Resort 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...