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.
Prime Wailea: Split AC, Wailea Ekahi 36E
Wailea Ekahi 36E offers the perfect Hawaiian retreat! You will enjoy this second level condo surrounded by tropical foliage. The private lanai offers a relaxing space with floor to ceiling sliding glass doors, indoor/outdoor living is seamless. Wailea Ekahi no longer...
Lush 2-Story Home with Beach Access & Club Perks - Kiahuna Plantation #64
Aloha and welcome to the sunny south shore of the majestic island of Kaua'i where Kiahuna Plantation Beach Home #64 awaits you! Relish lush tropical grounds, orchid gardens, and at the ocean's edge: beautiful Kiahuna Beach - a golden crescent known for its calm clear...
Stunning ocean front views with tropical decor
Island Sands 609 is a beautifully remodeled 1-bedroom, 1-bathroom 6th-floor condo offering stunning panoramic ocean views, with Haleakala visible in the distance, and a split A/C system in both the living room and bedroom. This property has elevators for easy access....
Resort Vacation Home! Walk to Disney and Beach!
This newly renovated luxury Villa is located in the quiet neighborhood of Hillside Villas located in Ko Olina Resort. This villa has 2 bedrooms and an additional queen air mattress that comfortably sleep a total of 5 guests. Choose to spend your days on the Ko Olina...
Charming cottage, nearby access to Anini beach - 85 steps away
Anini Ohana Hale TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.Nestled between a private beach...
Special Rate! Remodeled Studio at Kona Islander #341
Feel the charm at this newly remodeled cottage on Ali'i Drive at the Kona Islander #341!This studio is newly remodeled and has an enchanting cottage charm. The kitchenette area is by the entry and has a small refrigerator, air fryer, blender, coffee maker and more. The...
Beachfront Condo with Great Ocean, Mountain and Pool Views Steps from the Sand
Listen to the ocean at night just steps from the sand on beautiful Sugar Beach. Watch the Maui sunset from your private lanai or from the lounge chairs on the lawn area. Hop in the heated pool or go for a swim in the ocean. This is the perfect spot to enjoy your Maui...
Ocean Front Balcony, 2 Bedrooms, Full Kitchen
Legally permitted vacation rental - 2947 Kalakaua Ave #701** For your health and safety, we utilize additional Sterilization procedures between reservations.Recently remodeled with 2 separate bedrooms. Also features full kitchen and wrap around lanai with ocean front...
Superb 5-bedroom house in charming Hilo. Near mall, restaurants, and beaches.
This two story 5-bedroom house in Hilo is perfect for your escape to relaxation. With 2 king beds, 5 twin beds, and 1 queen bed, guests will have plenty of space to unwind. The property also features two cozy living rooms, two fold down couches, two foldable cots, and...
MSN B402 OceanFront Kihei Condo w Pool AC Ocean Views
Maui Sunset B402 Bright and Spacious OceanFront 1Bedroom with Ocean Views FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca...
🏖️Direct Ocean View! | End Unit | Across from Beach | vrKCV
vrKCV - White Sands Village 201, Professionally Managed by Kona Coast Vacations.Welcome to White Sands Village #201, a beautifully positioned 2-bedroom, 2-bathroom condo located along the famous Alii Drive in Kona, Hawaii.This spacious second-floor end unit offers...
KS 527 Kaanapali 2BD Ocean Views at BeachFront Resort
Kaanapali Shores 527 2BD/2BA Ocean Views at Kaanapali Shores Family Fun Beach Front Resort FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca...
Maui Sunset B504 ~ Full Kitchen and Partial Ocean View
One bedroom, two bath partial ocean view fifth floor condo. This property sits along the ocean which is ideal for walking, windsurfing, kite surfing, and paddle boarding. A couple of minutes away from Kamaole Beach I, one of the great beaches on the sunny South shore....
Maalaea Banyans 418 - Oceanfront! - Free Fun! - Special Rates
Maalaea Banyans 418 direct ocean front location will be the jewel of your stay. Located on the shores of the Pacific, the full panorama from your lanai captures the ever changing spectacles of the beautiful blue Pacific ocean. Humpback whales (during the winter months),...
BEST LOCATION*Across Street from Beaches and more!
We are thrilled to announce a series of significant upgrades to our property, implemented in response to valued guest feedback. These enhancements include a pristine new shower/tub combination, updated living room and dining area furniture, freshly painted walls...
NP C40 Beautiful OceanFront 2BD Ocean Views AC Pool
Napili Point C40 Beautiful 2Bedroom OceanFront Condo with Breathtaking Ocean Views Perfect For Unwinding Relaxing and Reconnecting with Loved Ones and Making Unforgettable Memories FREE daily activities included with your stay value up to $570! Complimentary admission,...
Luxurious Makai Villa with Pool and Ocean Views
Aloha and welcome to our custom pool in Kailua-Kona! We have tastefully decorated this casual luxury home for your enjoyment. The large pool and lanai are set up for entertaining during sunny warm days or star-filled nights. This home has space for a large family or...
Hawaii Life Rentals presents Pali Ke Kua #237
Pali Ke Kua is a 22-acre resort condominium project located on the lush north shore of Kauai, nestled in the upscale and private neighborhood of Princeville. It sits on a bluff 200 feet above the ocean and has breathtaking views of the north shore's rugged green...
Kapalua Bay Villa 11G4 By Parrish Maui - Luxury in West Maui with AC
The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct...
Maui Eldorado #H104 Garden View
Your dream vacation on the world famous North Kaanapali Beach Resort with easy access to shopping, dining, and all beach activities. Take a stroll on the oceanfront boardwalk to resorts, spas, shopping, a multitude of restaurants, and world class golf. Walkways from...
Hale Kamaole 208 - Relax and Enjoy Your Beautiful Ocean View Suite
Book with us and come to Maui to explore everything we have to offer!Brand New Remodeled condo conveniently located very close to world class beaches, shops, and restaurants! Absolutely gorgeous ocean view second story unit with easy elevator access and lots of parking....
Peaceful Haven: Oceanfront Views - Steps from Pebble Beach~
Our home is steps from Pebble Beach which provides great access to the ocean - whether it be swimming, snorkeling, oceanside hiking; plus this area is perfectly located to explore the Big Island of Hawaii. You will have exclusive use of a 3 bedroom, 2 full bath, 2 car...
Kauai Dream By Parrish Kauai - AC, Private Pool, Central Poipu
The first Kauai vacation rentals available in the new Poipu Beach Estates development, Kauai Dream offers its guests a brand new home with an extraordinary scenic backyard and a deep water pool. Located just a few minutes from the Poipu Beach resort coastline as well as...
Ocean view. Steps from Kamaole 3 beach, shops ,restaurants remodeled 2 bathrooms
Ocean Views and fountains! Newly remodeled one bedroom ,2 bathrooms place. Sleeps up to 6 comfortably. Steps from the beautiful big beach Kamaole 3, 2 min driving to Wailea. Shops and restaurants just steps from it. Amazing location. This apartment has 2A/C , 2 TVs ....
Ilikai 1927 Ocean / Sunset / Marina Views 2 Double Beds, Sofa Bed
STUNNING OCEAN & SUNSET VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki. Remodeled, Tastefully Furnished &...
AMAZING Location in the heart of South Kihei, across from Kamaole II
Indulge in the epitome of modern beach living within this aloha-designed property, where a private lanai beckons you to embrace the warm Maui sunlight streaming through the numerous windows. The beach-themed ambiance sets the tone for your tranquil retreat in...
Maui Sunset Vacation Rentals A-306
Best of both worlds quiet location and Maui views. Relax after a day of ocean actives or sightseeing on the lanai. Beach chairs, pool/beach towels, full size appliances including air conditioning and washer dryer. Starter set of Shampoo, conditioner and body wash in...
Two Bedroom Ocean View Deluxe Luana Kai D307
D307 is a two bedroom, two bath with AC. There is a full ocean view of Molokini, Kahoolawe, Lanai, Maalaea Bay and the West Maui Mountains. You can see wonderful sunsets, whales during high season and kite surfers on a windy day. All can be enjoyed from the...
#G101 at The Ka'anapali Royal
Luxurious yet affordable condo in the heart of Ka'anapali, located on the golf course just behind Whalers Village. Enjoy a 10-minute walk to world-famous Ka'anapali Beach or relax at the resort’s pool and BBQ area. This spacious 1,800 sqft suite features 2 bedrooms,...
Tropical Escape with Lanai & Private Yard | Walk to Maunalua Bay Beach
Kaiwiki PalaceOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape....
21st Floor Ocean view unit at The Waikiki Banyan
** Waikiki Banyan pool deck closure. Starting April 1st and lasting about 10 months, the pool deck including swimming pool, hot tub and other pool deck amenities will be closed for a major remodel. Our nightly rates have been adjusted to reflect this closure ** A...
🌺 12 GUESTS 3 X ❤️AWESOME STUDIOS❤️ FREE PARKING 🏝️ 5MIN TO OCEAN 🏊♀️
IMPORTANT NOTE: This listing is for THREE ( 3 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 3-bedroom apartment with bedrooms connected via a common area please choose a different listing.Hotel Zoned &...
Kauai Kailani 206. Outstanding Updated Condo in Kapaa! Very Close to Shopping and Restaurants.
This modern, clean and comfortable air conditioned home features stainless steel appliances, granite countertops, high-end furnishings and a stackable washer and dryer. You will be located in the heart of Kapaa and within walking distance of everything you need. You can...
Beautifully Updated & Fully Air Conditioned - Prime Location w/ Huge Lanai
Mauna Kai 5A offers the perfect combination of comfort, style, and an unbeatable location on Kauai’s North Shore! This beautifully remodeled, fully air-conditioned townhome is ideal for those looking for a peaceful and relaxing getaway, without sacrificing...
Kaha Lani #121, Oceanfront, Steps to Beach, Sunrise Views from Private Lanai
Kaha Lani Resort #121 – Oceanfront Kauai Retreat. Accommodates up to 4 guests, including children and infants.Discover paradise at our stunning ground-floor, oceanfront condo in Wailua, Kauai. This one-bedroom, one-bath unit is as close to the ocean as it gets—just...
C8: 1 bedroom, top floor, oceanfront
Sealodge Condo C8 - This 1 bedroom Kauai condo on the top floor is truly the penthouse unit. Unit has just completed a major remodel completed in November 2024. This includes hardwood floors and new furniture for the new 55" Samsong Flatscreen. This marks the 4th...
Diamondhead Beachfront Condo with your own private beach TA #114-603-2128-01
On the beach close to parks, art and culture, great views, restaurants and shopping. Private beach access. Good for couples, solo adventurers, business travelers and couples with pets. Assigned parking space upon arrival. Very comfortable high end memory foam queen size...
Luxury condo on Kauai's Coconut Coast w/shared hot tub & pool, WiFi, balcony, WD
Waipouli Beach Resort G307Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Waipouli Beach Resort G307 is an exceptional suite, perfect for your next vacation with someone you love....
Beautiful Ocean Front Private Resort Condo Rental by the coconut coast.
Is it time for you to leave the hustle bustle of your life and enter into your own paradise? That is what our condo offers you. Centrally located along the coconut coast of Kauai, surrounded by lush topical landscaping and exhilarating view of the ocean with a short...
Makani Sands #203 1brm Beachfront condo with balcony on the ocean
Makani Sands condo #203 is a one bedroom on the 2nd floor. This condo is beautifully decorated in the Hawaiian style with all the comforts of home. There is a full kitchen and all the necessary appliances, conventional stove, and a microwave. There is a beautiful...
Aloha Condos, Islander on the Beach, Condo 234, Ocean View, AC
Great studio unit centrally located close to Island activities, shopping and restaurants. Spacious room with a queen size bed, sitting area with flat screen TV and convenient kitchenette. Wonderful memories will be made relaxing on the lanai enjoying incredible ocean...
Golf Course Views and Close to Beaches
Kapalua Golf Villa 11T4 is a luxury one-bedroom, two-bathroom condo, located on the ground floor, and situated directly on the Kapalua Bay Golf Course. Kapalua Golf Villas is one of Maui's most prestigious resorts, surrounded by the protected West Maui rainforest and...
🌸Moku Paradise🌸 - Beach | PCC
***30 day rental. Please inquire. Welcome to Moku Paradise! This 3 bedroom, 3 bath island style oceanfront home has breathtaking ocean views and semi-private beach. This is a perfect getaway paradise for those seeking a calm, private and relaxing island vacation.You...
KKSR8304: TOP FLOOR, CORNER W/EXTENDED LANAI SPACE, SCREENED IN LANAI!
Keauhou Kona Surf & Racquet Club#8-304 is an excellent addition to Knutson & Associates! We're proud to represent this unique property within the development that has 4 separated sleeping areas! This top floor gem can be considered a 4 bedroom, 3 bathroom property....
Oceanfront Condo MIL 104 - Shearer Bliss ~ 1 bedroom/1 bath - Maalaea Harbor!
** 2025 Discount Rate - Book Now! **Shearer Bliss Oceanfront Milowai Condo 104 is a perfect vacation rental for 2-4 people on the beautiful Island of Maui. If you are looking for a centrally located, spacious, and comfortable accommodation that offers modern amenities...
Incredible Ocean views! Close to beach! A/C, Wi-Fi, one Parking!
Waikiki Sunset #3606 – 229 Paoakalani Ave.Enjoy simply breathtaking views of the Pacific Ocean, Kapiolani Park, Diamond Head and city lights from this recently refurbished 36th floor, one-bedroom condo (543 sq.ft. plus lanai with table and chairs)! 4-person max.Just a...
Beautiful Yacht View At The Ilikai Hotel! Renovated Unit Just for You! Convenient Location!
This unit is located on the 15th floor of the Ilikai Hotel. Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. Enjoy waking up with the calming ocean view and ending your day with unforgettable Hawaiian...
Konea 505: 2 Bed/2 Bath with Stunning Ocean & Sunset Views at Honua Kai
FALL SPECIAL- BOOK 7 NIGHTS OR MORE AND RECEIVE 10% OFF THE NIGHTLY RATE FOR ARRIVALS NOW UNTIL OCTOBER 31ST 2025 Welcome to Konea 505, a luxurious 5th-floor interior courtyard two-bedroom suite at the Honua Kai Resort in Maui, Hawaii. This stunning suite boasts...
Huge Studio Unit with Lagoon View! #934
Spacious studio with a full kitchen and a folding door to separate the bedroom from the living area. You can walk to Ala Moana Beach Park, Hawaii Convention Center, and Ala Moana Center, the largest outdoor mall in the country.Enjoy the Friday night fireworks from your...
PREMIUM OCEAN VIEW REMODELED Condo * OCEANFRONT
This luxurious unit boasts panoramic ocean views from the kitchen, the living room and both bedrooms. Relax on the king bed in the master suite or admire the glittering Pacific from your own private lanai. The second well appointed bedroom features a queen sized bed and...