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.
🏖️BEAUTIFULLY UPDATED | AC | Concierge Included | vrKCV
vrKCV - Kona Isle B25, Professionally Managed by Kona Coast VacationsWelcome to Kona Isle B25 – Your Hawaiian Dream Vacation Awaits!Aloha and welcome to Kona Isle B25, a beautifully appointed vacation condo nestled along the captivating Kona coast. This charming...
Steps to Waikiki Beach- STUDIO!
Feel the island’s Aloha in this Cozy and Stylish Studio! Steps from Waikiki beach, shopping. dining and sightseeing....fully furnished to every detail to make your stay comfortable.LOCATION!!! You are only steps away from the world famous Waikiki Beach!The spaceOur...
Makena Surf | A204 | Beachfront Resort
Makena Surf A204 is a luxurious oceanfront residence offering a serene Hawaiian retreat. This spacious 1,600 square foot condo, located on the second floor, boasts breathtaking ocean views and direct access to the pristine Po'olenalena Beach. The open-concept layout...
Volcano Village Historic Bungalow
Volcano Teapot Cottage offers the privacy of a vacation rental with the care and attention of a bed and breakfast. Located in the heart of Volcano Village this historic turn-of-the-century cottage sets quietly on three acres of rain forest surrounded by landscaped...
Royal Sea Cliff Kona 210 Oceanfront 2 Bedroom
- 2nd floor condo located on north side of building close to elevator and parking- Private covered balcony and open sundeck- Tile floors throughout- Renovated kitchen with new cabinets and countertops features stovetop, oven, refrigerator, microwave, dishwasher,...
Kapalua Golf Villa 16T5 Gold Fairway 1 Bedroom
- 1st floor villa with 2 stairs between parking in front of condo and front door- Updated open kitchen with granite counters includes – fridge with ice maker, stove/oven, microwave, dishwasher, cookware, tableware and unique chef’s table counter- Oversized lanai...
Wyndham Waikiki Beach Walk - June 5-12, 2022 available
Situated in Waikiki, the Wyndham Beach Walk is located one block from Waikiki Beach, 1/2 block from the main strip (Kalakaua Ave) and surrounding by shops. You will be staying in a 1-bedroom lower level deluxe suite. The timeshare has a front desk, pool, exercise room...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.• Waikiki...
Kapalua Bay Villa 29G2 Gold Oceanfront 2 Bedroom
- Villa closest to Oneloa Beach- 1st floor villa accessible by 13 stairs down from parking lot- Travertine floors throughout- Updated kitchen with granite counters and stainless steel appliances includes – fridge with ice maker, stove/oven, microwave, dishwasher,...
1BR-Beautiful Ground Floor, Ocean View, Mauna Lani Resort
Gorgeous, completely renovated oceanfront condo in a prime location at the Mauna Lani Resort. This newly furnished one bedroom offers a spacious living room and private patio overlooking historic fishponds and the crashing waves of the Pacific Ocean, creating a luxury...
Let's Do Sunset On Maui! Best Location for Tropical Paradise Getaway
Welcome to your dream condo centrally located in the heart of Kihei, Maui! This beautifully updated ground-floor unit offers easy access and the perfect combination of comfort and style. Located just a 1 minute walk from white sandy beaches, stunning sunsets, and...
Simple Studio 1 block from Beach
This is the perfect choice for a romantic getaway or small family vacation in Waikiki. This studio is the ideal base for all your beachside adventures. Whether you're looking to swim, surf, or simply soak up the sun, you'll have easy access to everything you need.Common...
Three Tables Bungalow, walking distance Waimea Bay, Three Tables, Sharks Cove
Three Tables Bungalow is a custom built 1 bedroom/1 bathroom, newly renovated & fully furnished unit with a private entrance. In a great location, safe & private residential cul-de-sac within walking distance to Three Tables, Waimea Bay, Sharks Cove, Foodland, Food...
Aston Kaanapali Shores #352: 2 Br Garden View at Ocean Front Resort
This 3rd-floor corner N. Kaanapali vacation rental is full of sunlight and space. This condo features a large L-shaped couch in the living room which is perfect for the entire family to sit back together and enjoy some entertainment on the flat-screened television. The...
Marriott Kauai Beach Club 1 bed 2 bath Villa, Family Friendly Oceanfront Resort
Please enjoy a seven-night stay with a Friday, Saturday, or Sunday check-in.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Please choose a Friday through Sunday check-in, seven-night stay....
Aston Papakea L206 - Two bedroom Ocean Front condo
Aston Papakea L206 - Two bedroom Ocean Front condo overlooking the Pacific Ocean with views of the islands of Moloka'i and Lana'i in the distance. The ocean front view is the highlight of this condo, and it is a view that will keep you wanting to return. This remodeled...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki !
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Ocean View! Marriott Ko Olina Beach Club - On The Beach- Family Friendly
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
Kuhio Shores Unit 114 Oceanfront 2 Bedroom 2 Bath
Kuhio Shores is located at 5050 Lawai Road, Poipu 96756 Unit 114- No front desk on property. Please call 808-742-6411 1 week after making your reservation for check-in instructions.- Complimentary on-site parking for one vehicle; please register vehicle with Association...
Hidden Oasis: Studio 1 block from the beach /w pkg
Experience island living at its finest! Walk to stunning ocean sunsets, watch surfers from cliff tops, and easily access both Waikiki nightlife and local hangouts. This unit is steps from Queens Beach & Kapiolani Park. Comfortable and walkable, it offers a queen bed,...
Comfortable studio with private lanai with pool, grill, WIFI, steps to the beach
Plantation Hale F9Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Kapaa Town, this charming condo at Plantation Hale resort offers a perfect Hawaiian getaway...
2 Bedroom Lockoff Villa at Westin Princeville Ocean Resort Villas
Spread out with the whole family in this spacious two-bedroom suite.Set on pristine waterfront with the towering, verdant backdrop of Kauai’s Hanalei National Wildlife Refuge as a backdrop, Princeville puts wild shores and staggering mountains at your fingertips....
Chic Waikiki Skytower 1-Bedroom | Enclosed Lanai
Unwind from a beautiful day spent in Hawaii nei in this lovely one-bedroom apartment in Waikiki Skytower building, right off of Kuhio Ave. Our guests enjoy fantastic building amenities, including an incredible sun deck with a heated swimming pool, hot tub, sauna, and...
Kona Paradise Apartment with Pool
Escape to paradise in this charming one-bedroom apartment on the beautiful island of Hawaii! Located minutes from beaches, shopping, and entertainment, this cozy retreat is perfect for two. The bedroom has a comfortable queen bed and plenty of closet space, while the...
Kamaole Sands Kihei: Near Beach, King Bed, Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Hyatt Residence Club - Christmas & New Years
Please note that this listing is for a Saturday - Saturday stay, either Dec. 20 - Dec. 27, Dec. 27 - Jan. 3 or the entire 14 day period. If you choose to check in or out on a different day, you will be charged for the entire 7 or 14 night booking.This property is...
Kahana Falls Resort, Hot Tub, Pool! Lahiana, Maui!
Set in the charming town of Lahaina, Kahana Falls offers beauty, comfort and a unforgettable tropical escape for all who visit the island of Maui! Relax and let go of your day-to-day worries at this beautiful resort - take a dip in the free- form swimming pool and enjoy...
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
Escape to the breathtaking beauty of Maui at Hilton Vacation Club Ka'anapali Beach, where your 1-bedroom ocean view unit offers the perfect blend of luxury, comfort, and stunning views. Located on the world-famous Ka'anapali Beach, this resort is your gateway to endless...
Marriott Maui Ocean Club | Two 3BR/3BR Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Scenic Mountain View Room - Ideal Romantic Stay
Discover Waikiki’s charms from our doorstep—steps to Kuhio Beach and Diamond Head. Explore local cuisine, shopping, and vibrant nightlife all within reach.Wake up to mesmerizing ocean views and let the day unfold with vibrant Hawaiian adventures at our beachfront...
South Maui Beach Condo
Aloha!Enjoy this ground floor unit at popular Maui Vista. Cold AC in both living room and the bedroom. All linens and towels provided. Shampoo, conditioner, and body wash dispenser in the shower/tub combo. Steps to World Famous Charley Young beach! You'll love this...
Spacious 5 Bedroom Home / 2 Kitchens in Oahu's Countryside
*Call 808-421-8157 for specific dates you're looking to book**Discover this marvelous 5-bedroom gem in the quiet and peaceful countryside of Oahu. This amazing house offers everything you need for a fantastic stay. With amenities like a beach chairs and supplies, WiFi,...
Best of Kaanapali Ali'i Suite 382 - Walk Whalers Village - Ocean Views
E komo mai (welcome) to your Hawaiian paradise on the eighth floor of the renowned Kaanapali Alii Resort, where island elegance and modern luxury come together in harmony. This two-bedroom, two-bathroom suite comfortably sleeps six guests. This suite is uniquely located...
Westin Nanea Villas - 3BR Oceanfront Villa in Ka'anapali
The Westin Nanea Villas is Kaanapali’s newest beachfront resort. This luxurious 3BR oceanfront villa features nearly 1500 sq. ft. of living space and breathtaking oceanfront views. Comfortably sleeps up to 8 guests with Westin’s signature king-size Heavenly Bed in...
Cozy 1-bedroom condo with AC, WiFi in peaceful Koloa
Discover this awesome 1-bedroom gem in Koloa. This cozy condo offers a living room with a sofa bed, perfect for extra guests. Enjoy amenities like an iron, hair dryer, AC and fully equiped kitchen to make your stay comfortable. Stay connected with WiFi and take...
Luxury Ocean View 1BR Suite Park Lane 30 day Min
Summary:*30 DAY MINIMUM* Beautiful LUXE One Bedroom Suite in the highly coveted Park Lane Condo. Located right next to Ala Moana Center, the largest outdoor shopping mall in the world. Lots of places to eat, shop, walk around. Ocean views from the balcony and high end...
Ko Olina Kai
This Kapolei townhome boasts 3 inviting bedrooms. Each bedroom offers a cozy retreat for guests to unwind after a day of exploring. With 3 bathrooms available, there's no need to worry about sharing space. The fantastic layout of this property ensures that everyone has...
Park Lane 3300: 3 BR, 2.5 BA Apartment in Honolulu, Sleeps 6
We welcome you to the absolutely stunning Park Lane 3300. Located in the highly desirable Building 3 of Park Lane at Ala Moana, this beautifully-appointed 3 Bedroom 2.5 Bathroom residence sleeps 6 comfortably and is the ideal combination of luxury and comfort. Enjoy...
Point at Poipu Kauai Oceanfront Condo 2 BR fully equipped in Oceanfront Resort.
This oceanfront Resort provides a magnificent view of the Pacific Ocean. The Point at Poipu Resort is located in the South Shore of Kauai, Hawaii. The resort is a large family-oriented oceanfront property with significant amenities. It is managed by the Hilton Vacation...
Climate Controlled Studio - Bamboo Waikīkī Hotel #409
Castle Bamboo Waikīkī Hotel #409 - The sliding glass doors of this 4th floor unit allow in an abundance of natural sunlight and lead to a furnished, private lanai where you can lounge away while gazing at surrounding cityscape. This climate-controlled retreat at the...
Ocean View!!! Newly Remodeled!🏝Steps to the Beach! 💗 Kihei Island Surf
Thank you for looking at our listing! Our unobstructed ocean view condo has 1 bedroom, 1 bathroom, a sleeper sofa, and a Murphy bed. Sleeps 6. Direct view of OCEANFRONT & BEACHFRONT with Amazing views!!! Watch sunsets over the ocean on the private lanai. This unit is...
Partial Ocean View! 1 Block from Waikiki Beach
【Basic Info】This is a private studio room in Waikiki!!You can enjoy your stay with you friend , partner and family. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapiolani Park.You can enjoy a walk while feeling the...
Luxury Vacation Retreat at Mauna Lani Point
Luxury Vacation Retreat at Mauna Lani Point – Unit J107Escape to paradise in this beautifully appointed 2-bedroom, 2.5-bathroom end-unit condo, nestled in the prestigious Mauna Lani Point community. Offering stunning views of Mauna Kea, lush tropical landscapes, with...
Artsy 32nd Floor Condo with Modern Furnishings & Gorgeous Ocean Views by Koko Resort Vacation Rentals
VIEWS! Where Ocean Meets Sky! 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. This unique high-level corner unit offers postcard views from...
Corner 2-Bedroom with Panoramic Ocean Views at Sunset Kahili
Perched above the Pacific on Kaua‘i’s sunny South Shore, this boutique condo at Sunset Kahili offers sweeping ocean views and a serene retreat in the heart of Poipu.This thoughtfully designed unit features tasteful tropical décor and furnishings, creating a warm,...
Marriott Ko Olina Beach Club - On The Beach- Family Friendly - Mountain View
Come experience Hawaii at this premium level Marriott Resort in Oahu. With luxurious amenities and great family entertainment, your family won't want to leave.This property has everything you need for a tropical vacation. There is a lagoon style family pool with...
Royal Kahana Maui 706 Ocean View 1 Bedroom
- 7th floor condo with balcony with tile and carpet flooring throughout- Fully equipped kitchen with – fridge, stove/oven, microwave, dishwasher, cookware, tableware- Tiled bathroom with walk-in tiled shower - 1 king bed and 1 queen sofa bed- Washer/dryer in unit-...
Charming 2-bedroom farmhouse in delightful Captain Cook with WiFi
Golden Goose Home-base! Stay with us we are thrilled to Host your Hawaiian Adventure.Volcanos! 1.5 hr driveCliff diving! 30 minHiking Fun! Hideaway Beaches! 15 minsLive Turtle Beaches! 35 minsFull Kitchen cooking! Woohooo 0 minsLocal recommendations tours, restaurants,...
Kapalua Ridge Villa 1221 Ocean View 1 Bedroom
- Second floor villa with two bathrooms and two ocean view lanais- Carpet and tile floors throughout the villa- Golf course, ocean and the islands of Lanai and Molokai are all on view from this comfortable and tranquil villa- 20 stairs and 45 steps between reserved...