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.
Kona Oceanfront Resort! Lanai w/Wet Bar, Full Kitchen, WiFi, Washer/Dryer Kanaloa 401
Enjoy island living in this one-bedroom one-bathroom fairway view room. This suite has so much to offer, from its full-size kitchen with everything you need to cook gourmet meals to other modern amenities throughout the unit. This one-bedroom has a king size bed, vinyl...
Wailea Ekolu 1603-Stunningly updated, private condo in Wailea.
Stunningly updated, private condo near all that Wailea has to offer! Beaches, tennis, golf, shopping and dining all within a mile.This tropical 2 Bedroom, 2 Bath condo offers a beautiful space to relax and enjoy your Maui vacation. The condo has been remodeled,...
Unwind on Your Fantasy Hawaiian Vacation- 1BD/1BA Condo in Kailua-Kona, Hawaii
WelcomeWelcome to Casa de Emdeko, your perfect getaway in Kailua, Kona! This cozy condo features both a freshwater pool and a saltwater pool, complete with a private beach area that offers breathtaking views of the Kona shoreline. Enjoy the beautiful white sand beaches,...
Relaxing Fairway Terrace Getaway – 2BR/2BA + Twin Sleeper Sofa
Relaxing Fairway Terrace Getaway – 2BR/2BA + Twin Sleeper SofaEscape to paradise in this charming 2-bedroom, 2-bathroom condo located in the beautiful Fairway Terrace community. Perfectly suited for families, couples, or small groups, this stylish retreat offers...
L-202 Kaanapali Royal, Ocean, Fairway Views, Gorgeous , Convenient Location
Enjoy Kaanapali at its finest! This condo is located directly on the 16th fairway of the Royal Kaanapali Golf Course. Kaanapali Royal is located in the heart of Kaanapali. Close to all your vacation needs. Superb ocean and island views. This condo is on parking lot...
Top floor, loft-bedroom combo studios with garden, pool & mountain views
Hanalei Bay Resort 2301 twoOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Hanalei Bay Resort 23012 is an air-conditioned combination vacation rental. It features marvelous garden...
Kailua-Kona Studio - Walk to Hale Halawai Park!
Explore the Big Island’s massive volcanoes, beaches, and National Park with ease while staying at this well-equipped studio in Kailua-Kona. This centrally located vacation rental sits within walking distance to local eats at Kona Farmers Market, shops at Kona Inn...
Beautiful Beachfront KoOlina Resort +Amenities. Studio
Reserve your Luxury Beachfront Escape at KoOlina Beach Nai'a Lagoon.Booking Details: Reservations at this property are rented in 7-night increments (Friday-Friday, Saturday-Saturday, or Sunday-Sunday). Resort is a beachfront location. Resort has Ocean/Beach views from...
Lanai Vacation Rental with Ocean Views
The Island of Lanai is a true get away, known as “Hawaii’s Most Enticing Island”. It’s only nine miles from Maui yet feels like a world away. You can truly immerse yourself in the elegance and amenities the Island has to offer including the Four Season Resort;...
1BOV3 Aston at the Waikiki Banyan: Deluxe 1 Br w/Kitchen & Ocean Views
Resort Project: The Rec Deck Swimming Pool and Two Jacuzzi’s located on the 6th floor are closed for construction/renovation until the end of June 2026. Important: Construction may cause intermittent noise during your stayAston at the Waikiki Banyan: 1-bedroom Deluxe...
Bishop Suites at Executive Center Ocean View 1 Bedroom Suite + Full Kitchen
Experience breathtaking ocean views from our One-Bedroom Ocean View Suite, a perfect blend of luxury and comfort high above Downtown Honolulu.Enjoy our newly renovated 1-Bedroom Ocean View Suite complete with views of the ocean, harbor, and downtown Honolulu. This suite...
Ground Floor Studio 4101 at Hanalei Bay Resort, Ocean View, Pool, Tennis
Welcome to Hanalei Bay Resort unit 4101, a beautiful ground floor unit with sweeping views of Hanalei Bay and the surrounding Bali Hai Mountains. This lovely studio unit has 1 King size bed and bathroom with a shower to come home to after a day of exploring! Relax and...
Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 2305 Gorgeous High Rise Waikiki Condo with Ocean and Diamond Head Views The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
Ilikai Marina - Sunset And Ocean Views! You'll Never Want To Leave Hawaii!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 1/12 - 2/6/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
Breezy Ocean View Waikiki Condo with Free Parking!
The pool and all associated amenities will be closed starting April 7, 2025, for an estimated duration of 10 to 14 months to accommodate the Recreation Deck renovation project.Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen, which includes a...
Picturesque Waikiki Hotel Room w/ Private Balcony!
Summary:This unit is located inside the Waikiki Grand Hotel and was just renovated in March 2022! Location is EVERYTHING-you are steps away from Waikiki Beach & Kalakaua Ave which hosts all of the restaurants & shops you could dream of. Directly across the street from...
Comfortable ocean-view condo with WIFI, spacious lanai & pool - great location
Island Surf 512-AOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the very best of Kihei when you settle down at this ocean-view beauty! As soon as you walk through the...
Kahana Reef 420: Amazing Views from this top floor Ocean Front Condo on Maui
Amazing views from this top-floor oceanfront condo. Enjoy views of the island of Molokai and expansive views of the sparkling blue Pacific Ocean right from your private balcony overlooking the horizon. This beautifully furnished condo features rattan furniture with...
Ocean, Beach, Pool, and private viewing deck in Maui B412
Escape to Paradise at Maui Sunset in Central KiheiWelcome to your dream beachfront getaway! Nestled in the heart of Central Kihei on Maui, our stunning 4th-floor condo at Maui Sunset offers breathtaking water views and beautifully manicured grounds. Perfect for couples,...
Peaceful Pacific Monarch Studio | Rooftop Pool
Enjoy expansive ocean views in this beautiful one-bedroom one-bath with large wraparound lanai on Kuhio Ave. Located in the luxurious Pacific Monarch building, this gorgeous home includes both indoor and outdoor dining areas, full kitchen, full bath and private bedroom...
Mauna Kai 11: Delightful Condo w/ Pool - Close to Beaches, Golf & More
Tucked in the heart of Princeville on Kauai’s lush North Shore, Mauna Kai 11 welcomes you with airy, vaulted ceilings, an effortless indoor-outdoor flow, and a beautifully refreshed design made for modern island living. This three-bedroom, three-bath retreat blends...
Charming Deluxe Ocean View Studio w/Kitchenette and A/C - Waikīkī Grand #514
Castle at Waikīkī Grand #514 - Enter and unpack at your Waikīkī getaway! The moment you walk in the door you will be greeted with Hawaiian-themed décor and a dresser with four drawers for you and your guest. You will be ready to call this place home. The tropical theme...
Island Haven Hawaiian Monarch Studio | Ocean View
Thoughtfully designed ocean-view studio with flexible sleeping, storage and remote work options. This home offers ac, flatscreen tv, wifi, cable, dining for 4, and cute kitchenette. A prompt walk from Hilton Hawaiian Village, Fort DeRussy Beach Park, Ala Wai Canal and...
Luxury Hawaii Kai Villa – Ocean Views, Salt Pool & Guest Cottage, 5 Min to Beach
Villa Luana – Relaxed Comfort in Hawaii KaiVilla Luana is a peaceful retreat set against the green mountains of Hawaii Kai. With views of the surrounding landscape and glimpses of the ocean, it’s a great place to unwind and enjoy the slower pace of island life.Inside,...
Wavecrest Resort C306
Wavecrest C306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This is a beautiful oceanview condo located on the third floor of the C complex. This premium suite is complete with a...
SPECTACULAR OCEAN VIEW REMODELED VILLA WITH A/C
Treat yourself to a slice of Hawaiian paradise when you visit this 2-bedroom, 2-bath Lahaina condo! This suite invites 4 guests to bask in beautiful ocean views and the luxury of Kahana Villa’s community amenities. Walk 2 minutes to the pristine shoreline, or 10 minutes...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...
Aqua Aloha Surf Waikiki 808 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 808 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 365 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Royal Kuhio 1602 - Spacious Studio w/ Stunning Mountain View in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (16th Floor)Address: 2240 Kuhio Ave., #1602, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Lagoon Tower, a Hilton Grand Vacations Club - Studio - STP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Breezy 12th Floor Waikiki Condo with FREE Parking by Koko Resort Vacation Rentals
The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. Waikiki Banyan Ocean View Corner Condo comes with a fully equipped kitchen,which includes a...
Light & Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 802 Light Airy 8th Floor Ocean View Condo with Lanai and FREE Parking! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation...
Infinity Pool- Endless Views- 2 Bedroom Villa
We are a 3 Acre Luxury Vacation Rental Property with an Award Winning Coffee Farm comfortably nestled on the slopes of Hualalai overlooking Kailua-Kona.The Koya Suite is located on the South side of the villa and has its own separate entrance. All rooms in the Koya...
Premium Beach Retreat Waiohai Club Resort + Resort Amenities Included.
I also list my available units with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 where guests can save up to $1000 on certain weeks or custom stay requests available. Nestled on the golden crescent of Poipu Beach, hailed as one of America's finest shores, our resort offers you a front-row seat to...
26th-Floor Condo | Pool, Gym, Walk to Beach
Enjoy breathtaking views from this beautifully renovated 1-bedroom condo in the heart of Waikiki. Sleeping up to 4 guests, the condo offers a fully equipped kitchen, balcony, and access to building amenities like a pool, gym, and BBQ area. Complimentary parking is...
Homey Aqua Palms Studio | Private Lanai | Pool
Enjoy the hotel amenities of the Aqua Palms building, while staying in this warm and welcoming studio. Located on Ala Moana Blvd a short walk to the sand, this home offers central ac, smart tv, wifi, and cable. In the midst of Waikiki’s shopping, eateries, activities...
Waikiki Shore Ocean View 1 Bedroom
Enjoy front row ocean views from this charming one-bedroom condo in the only condominium building on Waikiki Beach. Whether you're relaxing indoors or exploring nearby shops and restaurants, this beachfront retreat has everything you need for a memorable stay.Ocean View...
Delightful Hawaiian Monarch Studio | Pool + Gym
Simple and spacious Waikiki studio with city views and a great location at the Hawaiian Monarch building. This unit features ac, smart tv, Wi-Fi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is...
Sparkling Hawaiian Monarch Studio | Pool + Gym
Beautifully renovated Waikiki studio in a fantastic location at the Hawaiian Monarch. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The Hawaiian Monarch is a secured building...
Sea Shore 41 Private Studio in Waikiki, 1 Block to Beach
Tropical Oasis Retreat at the Sea Shore 41 in the Heart of WaikikiEmbark on an unforgettable Hawaiian adventure with our Private Studio in Waikiki, a haven that has garnered rave reviews from delighted guests. The studio offers the perfect blend of comfort, convenience,...
Great Location In Wakiki, Walking Distance To Beach, Shopping, Dining!
This gorgeously renovated condo has been completely transformed with modern upgrades and thoughtful design. The open-concept kitchen boasts sleek finishes and high-end appliances, including a sharp microwave drawer. The spacious living area flows effortlessly into an...
Princeville Paradise 1BR Suite @ Wyndham Ka Eo Kai
Summary:Escape to a serene South Pacific paradise overlooking the breathtaking Anini Bay on the mesmerizing north shore of Kauai. Our resort offers a tranquil retreat where you can immerse yourself in the natural beauty and tranquility of the island. With stunning...
Kapalua Ridge Villas Ocean View 2 Bedroom
Ridge Villas Ocean View 2 Bedroom 2 Bath- The Ridge Villas are perched high above with views of Kapalua Bay Course’s fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
Aqua Aloha Surf Waikiki 704 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 704 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 367 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of...
Private Home near Volcano Park on Paved Road
This charming and private home is perfectly suited for a **couple or a family looking to visit Volcanoes National Park**. Situated on a convenient paved road, it offers both ease of access and a serene, natural setting. After a day of adventure and exploration, you can...
PK A108 Remodeled OceanFront w Panoramic Ocean Views
Papakea A108 NEW LISTING Remodeled OceanFront Papakea 1Bedroom with Panoramic Ocean Views for Front Row Sunsets and Year Round Indoor-Outdoor Living FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
✔Peaceful Cozy Getaway⭐Self CheckIn ⭐⭐⭐⭐⭐ 3
Peaceful studio apartment has everything you need for your Hawaii trip. The unit comes with Wi-Fi, self check-in with keyless entry smart lock keypad, and free parking right in front of your unit. During your stay, you can also enjoy using a convenient private Entry...
Quaint Waikiki Monarch Studio | Pool + Gym
Enjoy beautiful mountain and canal views from this quaint studio in a fantastic location at the Hawaiian Monarch in Waikiki. This unit features ac, smart tv, wifi and cable a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Easy-Going Style w/Lanai, Kitchen Ease, WiFi, Washer/Dryer–Kamaole Sands 5314
This air-conditioned 818sf suite says “welcome home” after a day of hiking and ziplining. Families and friends appreciate the privacy, space and comforts of a complete kitchen, furnished lanai, living area, ceiling fans, flat screen TVs, DVD, WiFi and washer/dryer....